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Brand New.1.5 blocks to Westin. 1st floor bed & bath. Walkable Convenience Annapolis, Washington

Brand New.1.5 blocks to Westin. 1st floor bed & bath. Walkable Convenience

Located in Annapolis, Washington, United States. Brand New.1.5 blocks to Westin. 1st floor bed & bath. Walkable Convenience This new 4 bed / 3 bath modern luxury home sleeps 10 and is located in a quiet neighborhood near the Westin Hotel. Once you walk in the door you will know you made the right choice deciding to stay in this gorgeous home. THE SPACE:-The first floor has 10ft ceilings, an open floor plan, gourmet kitchen with upscale appliances, full bath (walk in shower), 1 bedroom (queen), and large laundry room.-The second floor has 3 large bedrooms (1 - king, 2 - queen, 3 - 2 queens) to easily accommodate a larger family or group. -All 3 bathrooms are spacious and each has a double vanity. -All hardwood floors throughout the homeLOCATION:The house is conveniently located 1.5 blocks to the Westin hotel, 2 blocks to many restaurants (Fado's, Carpaccio's, Miss Shirley's, Paul's Homewood Cafe), 1 block to a convenience store and 2 blocks to a liquor store. This house is walking distance to downtown and 2 blocks to Park Place w

๐Ÿ› 4 beds ยท ๐Ÿ‘ฅ 10 guests
$380 /night
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Multiple family spaces both inside and out 13 mins to USNA Severna Park, Maryland

Multiple family spaces both inside and out 13 mins to USNA

Located in Severna Park, Maryland, United States. Multiple family spaces both inside and out 13 mins to USNA From the moment you walk into this lovely home, you will feel the presence of the long serving navy family, ship captain, naval historian/USNA grad. There are reminders throughout of the hard work and loyalty this family have to each other and the comfort they have found in the many gathering spaces in the home. Looking for a family resort-like stay, bring the family bikes, and hop on the B&A Trail just block from the home, and head less than a mile into the quaint Severna Park town to Big Bean Coffee, Froyo House and Squisito Pizza!Enjoy the 3 outdoor spaces, 2 of which have fire pits; a large 4-seasons room, perfect for enjoying a Maryland Crab Feast! On the main floor, spread out to watch the flatscreen TV in the large family room with a wood-burning fireplace, or enjoy the owners impressive collection of books in the living room. The 4 spacious bedrooms upstairs, plus the kids bunk space and hangout space in the basement,

๐Ÿ› 4 beds ยท ๐Ÿ‘ฅ 14 guests
$288 /night
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Deep water private pier and Minutes to Annapolis from renovated waterfront home with Crownsville, Maryland

Deep water private pier and Minutes to Annapolis from renovated waterfront home with

Located in Crownsville, Maryland, United States. Deep water private pier and Minutes to Annapolis from renovated waterfront home with Prepare to be spoiled at this custom-renovated luxury waterfront home. This beautifully-detailed home features serene waterfront views from two of its four bedrooms and the open floor plan kitchen and great room on the first floor. Sitting on a private lot on the Severn River, the backyard has a large gathering space with a lounge area, dining table and deep water private pier. Included in your stay is use of the owner's kayak, stand-up paddle board, canoes and a gas grill.Inside, the spacious home has all the bells and whistles! The brand new gourmet kitchen has an oversized island with seating for 6. There is also a built-in kitchen table hutch with water-view seating for 8. The adjoining living room has a large Internet Smart TV (decorative fireplace). There is also a full bath on the main floor with a large shower - ideal for those coming in from the outdoors!Head up to the second floor's 4 bedro

๐Ÿ› 4 beds ยท ๐Ÿ‘ฅ 12 guests
$553 /night
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Large Luxury Apartment In Downtown Annapolis Annapolis, Washington

Large Luxury Apartment In Downtown Annapolis

Located in Annapolis, Washington, United States. Large Luxury Apartment In Downtown Annapolis 2 Bed/2 Bath Apartment in Historic Downtown Annapolis steps away from the main entrance of the Naval Academy. Upstairs Apartment with master bedroom & bath, kitchen living room, dining room and laundry. Main floor portion of the apartment has an additional bedroom and sitting room separate from the 2nd floor apartment, bath and patio for entertaining. 2 Blocks from City Dock with expansive water views of the Annapolis Harbor and access to numerous bars, restaurants and shopping. Endless activities in Annapolis. Boating, fishing, crabbing, shopping, dining, antiquing, paddle boarding, sailing, historic tours and the ever impressive Naval Academy.

๐Ÿ› 2 beds ยท ๐Ÿ‘ฅ 4 guests
$257 /night
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Beautiful Historic Home With Great Location! Annapolis, Washington

Beautiful Historic Home With Great Location!

Located in Annapolis, Washington, United States. Beautiful Historic Home With Great Location! The "Philip Clayton House" (Annapolis license STR21-144988) is a fully up-dated, historic home in the Federal style dating from 1834, in easy walking distance to Main Street, City Dock, USNA, St. Johns, St. Mary's, etc. The house has a modern kitchen with a HUGE island and a cozy eat-in area. The large family room has a gas fireplace and a Smart TV. There is a comfy sectional sofa, rocker, and a handmade 'gathering' table that can seat 10. The family room opens out via French doors to a large fenced, brick/stone patio with a firepit, outdoor seating, BBQ grill. The second floor has 3 bedrooms, all with queen beds. The master has an en-suite bath and a second full bath with tub is located off the hallway. The 3rd floor loft bedroom has 2 twin trundle beds that can sleep up to 4. Each trundle bed can be made up as 2 twins (attached) or a king bed (see photos). Due to a change in city regulations, guest parking passes for the resident

๐Ÿ› 4 beds ยท ๐Ÿ‘ฅ 10 guests
$319 /night
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Annapolis Waterfront Oasis with Pool, Hot Tub & Piers with L2 EV Charger Annapolis, Washington

Annapolis Waterfront Oasis with Pool, Hot Tub & Piers with L2 EV Charger

Located in Annapolis, Washington, United States. Annapolis Waterfront Oasis with Pool, Hot Tub & Piers with L2 EV Charger **** 360 Tour *******https://youriguide.com/7cdq0_3731_thomas_point_rd_annapolis_mdEnjoy Annapolis with family & friends all year at this extraordinary waterfront home. With 4000 sq. ft of living space, 7 bedrooms, 4 baths, gourmet kitchen, 2 story great-room, screened-in porch, deck, balcony, hot-tub, pool, 4 deep water slips on Fishing Creek . Bring your boat, water toys & fishing gear to fully enjoy all this home has to offer. Steps from Thomas PT. Park, Close by to Dtwn Annapolis, City Dock, Quiet Waters Park, U. S. Naval Academy, great eateries, cultural events and more.

๐Ÿ› 7 beds ยท ๐Ÿ‘ฅ 14 guests
$816 /night
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Perfect Waterfront Getaway/ Family Home Annapolis, Washington

Perfect Waterfront Getaway/ Family Home

Located in Annapolis, Washington, United States. Perfect Waterfront Getaway/ Family Home Welcome to the perfect family home with 4 bedrooms, 3.5 baths, and large living rooms with comfy oversized couches. The house is located on the Water with beautiful views and a private dock, for kayaks, paddleboards, and other water activities. Located in beautiful Atlantis, an amazing community in Cape St Claire with many local attractions as well as a quick 10-15 minute ride to downtown Annapolis, Mall area, Severna Park, and many others. Open to long term rentals!! More information available

๐Ÿ› 4 beds ยท ๐Ÿ‘ฅ 12 guests
$300 /night
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Charming 3 Bedroom 3 Bath Beach Front Property Stevensville, Montana

Charming 3 Bedroom 3 Bath Beach Front Property

Located in Stevensville, Montana, United States. Charming 3 Bedroom 3 Bath Beach Front Property This home is situated next to Kent Point Marina at the Southern most tip of Kent Island. If you enjoy crabbing, fishing, boating, kayaking, swimming - it can all be done from this property. You will enjoy panoramic views of the Chesapeake bay from most rooms. Sunrises and sunsets are breathtaking! One of the most visited spots by photographers for the wonderful view of the bay, Bloody Point Bar Lighthouse and the Eagles! Many options for outdoor entertaining areas including your own 350' beach which is shared with one other VRBO family. Central location allows for day trips to DC, Annapolis, Baltimore, & St. Michaels.Dine at Knoxie's Table, Harris Crab House, The Narrows, The Fisherman's Inn, The Jetty, Bridges (among many others). Golf at nearby Queenstown Harbor Golf. Bike on the Cross Island Trail. Visit the Chesapeake Bay Environmental Center and Terrapin Park or Mattapeake Beach. Take scenic drives to many exciting areas on t

๐Ÿ› 3 beds ยท ๐Ÿ‘ฅ 8 guests
$438 /night
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***Charming Downtown Oasis!*** Private Parking, Patio & Yard!! Walk Everywhere. Annapolis, Washington

***Charming Downtown Oasis!*** Private Parking, Patio & Yard!! Walk Everywhere.

Located in Annapolis, Washington, United States. ***Charming Downtown Oasis!*** Private Parking, Patio & Yard!! Walk Everywhere. 1930's Single family home on adorable cul-de-sac downtown Annapolis with off-street parking! Located off West Street in downtown's Arts District, we are conveniently located in walking distance to City Dock, USNA, Navy Stadium, or to the many restaurants and shops Annapolis has to offer. Private driveway so parking is never a problem. Great fenced in backyard and patio for entertaining! 3 bedroom, 2.5 bath, with additional sleeping options in the finished basement (queen murphy bed) and a pull out sofa in the living room (queen). This home checks all the boxes for a memorable stay in Annapolis.Sorry, we are already booked for '22, '23, & '24 Commissioning Weeks.

๐Ÿ› 3 beds ยท ๐Ÿ‘ฅ 10 guests
$469 /night
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LUXURY VILLA IN KENT ISLAND-SLEEPS 10-12 Chester, Colorado

LUXURY VILLA IN KENT ISLAND-SLEEPS 10-12

Located in Chester, Colorado, United States. LUXURY VILLA IN KENT ISLAND-SLEEPS 10-12 Imagine waking up to a back and front yard nature surrounded by pine trees and a Olympic pool. Home with all glass door in the front and back. Luxury style furniture inside and outdoors, with fire pit, organic garden, fresh herbs and allyou need to have a relax weekend. Many marinas and restaurants with the best seafood in the area. Choose from fishing crabbing at the pier across the house or taking a bike ride (3 bikes provided) master bedroom has a tub looking into the beautiful backyard garden. Kitchen has 2 conventional ovens for your baking needs. All rooms have a blackout curtains perfect for a good night sleep. One floor home with large kitchen, living room and lots of space for your privacy.

๐Ÿ› 4 beds ยท ๐Ÿ‘ฅ 10 guests
$1,244 /night
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Upscale home in Eastport / Annapolis Annapolis, Washington

Upscale home in Eastport / Annapolis

Located in Annapolis, Washington, United States. Upscale home in Eastport / Annapolis Ideal location in the heart of Eastport, walking distance to everything Annapolis offers. Only 3 blocks to the Spa Creek Bridge and downtown. Only two blocks to Davis' Pub, Lewnes and Ruth Chris Steakhouses. Wonderful views of the bay from the upstairs decks. Off street parking for two cars which is crucial during peak events. The three queen bedroom suites (including baths) upstairs, and a fourth bedroom / den with twin pull out and a full bath downstairs. The house can easily accommodate 7 people.

๐Ÿ› 4 beds ยท ๐Ÿ‘ฅ 7 guests
$914 /night
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Charming 4BR 2BA w/ outdoor patio & fire pit! 5 min walk to Navy Stadium and DT Annapolis, Washington

Charming 4BR 2BA w/ outdoor patio & fire pit! 5 min walk to Navy Stadium and DT

Located in Annapolis, Washington, United States. Charming 4BR 2BA w/ outdoor patio & fire pit! 5 min walk to Navy Stadium and DT Come stay at this fully updated cozy 4-bedroom 2-bathroom home. Conveniently located with a .6 mile walk to the Naval Academy stadium and 1.6 miles away from the heart of downtown Annapolis. This home has 4 available parking spots in the driveway as well as free street parking. There is plenty of room to relax and spend time with family. Perfect for any Naval Academy events!** Bedrooms **This home has 4 updated bedrooms.The master bedroom offers a queen size bed, with a 6 drawer dresser, closet for plenty of hanging clothes or storage, ceiling fan, and two nightstands with the bathroom directly across the hall. The guest bedroom offers a queen size bed, with a 4 drawer dresser, closet for plenty of hanging clothes or storage, lamp, and overhead LED light with the bathroom directly across the hall. The 2nd guest bedroom offers a queen size bed, with a large closet for storage, a nightsand with a lamp, an ove

๐Ÿ› 4 beds ยท ๐Ÿ‘ฅ 9 guests
$306 /night
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3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room! Crownsville, Maryland

3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!

Located in Crownsville, Maryland, United States. 3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room! This home has everything for enjoying waterfront and poolside living, while also being very convenient to major tourist attractions. The house is set in a park-like setting on almost 3 acres and has something for everyone. The large, heated swimming pool with waterfalls and awesome waterslide, plus the huge yard will keep the kids entertained, while the adults can relax on the large tanning ledge and in the 8-person hot tub while enjoying an evening fire. Nature lovers will enjoy peaceful walks through the woods to the waterโ€™s edge, where there is another lawn and picnic area and access to the water toys. There is abundant wildlife, including a resident pair of blue herons, osprey, deer, and fox, plus the occasional bald eagle sighting. Enjoy the large, deep-water creek with direct access to the Severn River. Swim, kayak, canoe, and SUP without having to worry about boat traffic and waves. Fish and crab

๐Ÿ› 5 beds ยท ๐Ÿ‘ฅ 16 guests
$1,422 /night
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Newer Waterfront Home on the Chesapeake Bay Annapolis, Washington

Newer Waterfront Home on the Chesapeake Bay

Located in Annapolis, Washington, United States. Newer Waterfront Home on the Chesapeake Bay 2021 built waterfront home with sweeping views of the Chesapeake Bay located on a quiet, private road in the community of Sandy Point in Annapolis. Minutes to downtown and the Naval Academy, enjoy the wrap around decks and sunrise on the Chesapeake. Private pier is perfect for swimming, kayaking or taking in the view. Fire pit next to the seawall for relaxing and enjoying the evening navigation lights on the bay.Master bedroom upstairs with King bed, ensuite bath, walk-in closet and private deck. Two Queen bedrooms (up and down) with ensuite bath, walk-in closets and private balconies. Childrenโ€™s bedroom has bunk bed. Bedrooms are comfortably furnished with beautiful linens, pillows and bed coverings. Downstairs family area and dining room overlook the bay. Lower deck has large table for grilling meals on the water. Owner limits gatherings to total of 15 due to limited parking and neighborhood agreement.

๐Ÿ› 4 beds ยท ๐Ÿ‘ฅ 8 guests
$545 /night
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Entire house on quiet street w/fenced yardโ€”1 block from river, 3 from bay Annapolis, Washington

Entire house on quiet street w/fenced yardโ€”1 block from river, 3 from bay

Located in Annapolis, Washington, United States. Entire house on quiet street w/fenced yardโ€”1 block from river, 3 from bay Arundel-on-the-Bay is a private community on Annapolis Neck peninsula, and this home sits right in the middle. Ideal spot for stargazing, sunrises/sunsets, fishing off the pier, water sports, sunning at the beach, and relaxing strolls. 15 minutes from historic downtown Annapolis. Youโ€™ll have the whole house to yourself.Fishing Creek to the west, Chesapeake Bay on the east. Playground 1 block away.

๐Ÿ› 2 beds ยท ๐Ÿ‘ฅ 6 guests
$222 /night
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5 BR Creekside Contemporary WATERFRONT HOME with Private Dock, ROOF TOP HOT TUB, and Water Taxi Service! Annapolis, Washington

5 BR Creekside Contemporary WATERFRONT HOME with Private Dock, ROOF TOP HOT TUB, and Water Taxi Service!

Located in Annapolis, Washington, United States. 5 BR Creekside Contemporary WATERFRONT HOME with Private Dock, ROOF TOP HOT TUB, and Water Taxi Service! STR23-145260 - THIS PROPERTY IS MANAGED BY ANNAPOLIS ACOCMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL A TEAM MEMBER CONTACTS YOU WITH INSTRUCTIONS FOR PAYMENT AND FINALIZING YOUR RESERVATION.BOOK BETWEEN NOW AND AUGUST 31 AND RECEIVE $80 WORTH OF WATERMARK WATER TAXI VOUCHERS!! WATER TAXI IS AVAILABLE FROM PICK UP RIGHT FROM PRIVATE DOCK! Discover your not-to-be-missed waterfront haven in Eastport, just outside of downtown Annapolis, MD! Welcome to The Sailor's FantaSea, a breathtaking three-story 5 BR 3.5 BA contemporary vacation home that promises an unforgettable escape.Perched majestically overlooking the tranquil Back Creek, this stunning property boasts panoramic water views from every angle. With its private dock, roof top hot tub, multiple levels of decks, and airy interiors, The Sailor's FantaSea epitomizes comfortable waterside living.Step inside to be greeted by

๐Ÿ› 5 beds ยท ๐Ÿ‘ฅ 16 guests
$964 /night
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Tastefully decorated fully-equipped Eastport Annapolis house with water views Annapolis, Washington

Tastefully decorated fully-equipped Eastport Annapolis house with water views

Located in Annapolis, Washington, United States. Tastefully decorated fully-equipped Eastport Annapolis house with water views Our renovated 3 story house is located on the peninsula of Eastport, Annapolis. We are across the street from a small marina and have views of Back Creek. With 3 bedrooms, 2 and 1/2 bathrooms, we sleep 6 adults or older children. We are an easy walk across the Spa Creek bridge into downtown Annapolis, but why bother when you can visit the excellent bars and restaurants in Eastport itself. Davis' Pub, featured on Diners, Drive-Ins and Dives, is less than 200 feet away and a variety of local and nationally known restaurants such as Chart House and Ruths Chris are a very short walk away on the small Eastport peninsula. Parking is on-street but unlike downtown Annapolis, it is easy to find a spot.Please note: this house is not suitable for young children or pets. We have steep stairs and fine rugs and furniture.

๐Ÿ› 3 beds ยท ๐Ÿ‘ฅ 6 guests
$328 /night
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โ€œAthens of America,โ€ Annapolis Apartment Two A Annapolis, Washington

โ€œAthens of America,โ€ Annapolis Apartment Two A

Located in Annapolis, Washington, United States. โ€œAthens of America,โ€ Annapolis Apartment Two A The place to be for all USNA activities. Annapolis is a city abundant with history and culture. This former capital of the United States has a little something for every interest and taste, whether you're a history buff, a sports enthusiast, or someone simply looking for a peaceful retreat! Have the ultimate Annapolis experience by staying in this beautiful 1-bedroom, 1-bathroom apartment, ideally located within walking distance of Historic Downtown Annapolis and the United States Naval Academy. With enough room to comfortably accommodate up to 4 guests and all the amenities you need to feel at home, this delightful residence will serve as the perfect setting for your relaxing Northeast getaway. The moment you first arrive, youโ€™ll immediately fall in love with the unit's neat and clean interior, featuring modern furnishings, soothing color schemes, and aesthetically pleasing decor throughout. Unwind by watching your favorite movie on the f

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 4 guests
$141 /night
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Away at the Bay: New Home on the Chesapeake Bay! Stevensville, Montana

Away at the Bay: New Home on the Chesapeake Bay!

Located in Stevensville, Montana, United States. Away at the Bay: New Home on the Chesapeake Bay! Welcome to Away at the Bay! A new build, 4 bedroom house right on the Chesapeake Bay. Very family friendly, and in walking distance to a small community beach. Enjoy kayaking, biking, and crabbing on Kent Island right out of your front door. Perfect for multiple families (especially with younger kids), or working from home with a view! Speaking of the view - the sunsets! Every night is a dream view of a sunset right over the water - where can you get that on the east coast?! 15 minutes off the Bay Bridge and easy access to groceries stores, outlet shopping, and a brand new Target. Come stay with us and enjoy being "away at the bay!"

๐Ÿ› 4 beds ยท ๐Ÿ‘ฅ 10 guests
$550 /night
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WATERFRONT Gem: Charming, Bright, Peaceful, Private, Pet Friendly! Arnold, Nebraska

WATERFRONT Gem: Charming, Bright, Peaceful, Private, Pet Friendly!

Located in Arnold, Nebraska, United States. WATERFRONT Gem: Charming, Bright, Peaceful, Private, Pet Friendly! **Commissioning Week (5/15/25- 5/27/25) is not eligible for stay discounts** Open spaces and private retreats. Fully renovated with contemporary colors and finishes, this home has all of the makings of a wonderful family getaway. Perfect home to celebrate USNA Commissioning week, Annapolis boat shows, Anniversaries, birthdays, an active vacation, or to simply relax and enjoy your happy daze ๐Ÿ˜Š The main living area has an open kitchen with granite countertops, oversized refrigerator, breakfast bar and gas stove. Dining area boasts a large Pottery Barn table, seating for 10, custom pantry with sliding barn doors, and 4 sets of French doors leading to large waterfront deck which includes an outdoor sectional, fire pit, gas grill and dining table. Both rooms open to the family room with a large comfy sectional, oversized smart tv and custom wood planked wall. Two (2) bedrooms (1 full and 1 twin) and a full bath round out th

๐Ÿ› 4 beds ยท ๐Ÿ‘ฅ 8 guests
$421 /night
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Luxurious Waterfront Kent Island Home 30 miles from Annapolis Stevensville, Montana

Luxurious Waterfront Kent Island Home 30 miles from Annapolis

Located in Stevensville, Montana, United States. Luxurious Waterfront Kent Island Home 30 miles from Annapolis Enjoy this beautiful contemporary home in a gated, waterfront community for a perfect getaway! This is a rare find! This architecturally designed home is contemporary, comfortable and has everything you ever thought you may want or need in your home. Located in the gated community of Cove Creek Club, with a water view out your back door. Tennis court, bike trails, fitness center and beach area. Home has 4 bedrooms, 4 bathrooms, water views, 1 patio with grill, 2 living spaces with surround sound system, billiard table, foosball table, and more! The space: This is a custom built, luxurious home in a quiet and exclusive neighborhood. Panoramic views of the water can be had from most rooms in the home. Central location allows for day trips to DC, Annapolis, St. Michaelโ€™s and Baltimore. (Note: drive times to each location vary, so please message me if you want to know the length of time for each.)The home has approx. 6310 square

๐Ÿ› 4 beds ยท ๐Ÿ‘ฅ 6 guests
$342 /night
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Paradise on Kent Island Stevensville, Montana

Paradise on Kent Island

Located in Stevensville, Montana, United States. Paradise on Kent Island PLEASE NOTE: If you request to book this property, you will be contacted by Annapolis Accommodations to finalize your reservation. Annapolis Accommodations is the local agency representing the property. Additionally, when booking this property, you will be required to sign a pool/pier waiver.Welcome to your dream vacation getaway at Paradise on Kent Island in Queen Anne's County, Maryland! This stunning waterfront property offers a serene retreat with breathtaking views of the majestic Chesapeake Bay. With four spacious bedrooms and three and a half baths, this luxurious vacation rental home is the perfect oasis for relaxation and enjoyment.As you step into this 3500 sq. ft. home, you'll immediately notice the meticulous attention to detail and the seamless blend of comfort and elegance. The open floor plan creates a sense of spaciousness, allowing natural light to flood the living spaces and showcase the panoramic bay views. Every room is tastefully furnis

๐Ÿ› 4 beds ยท ๐Ÿ‘ฅ 8 guests
$914 /night
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USNA Stay w/ Private Pool, Indoor Soft Hot Tub, King Beds, & CHILD FRIENDLY GEAR Annapolis, Washington

USNA Stay w/ Private Pool, Indoor Soft Hot Tub, King Beds, & CHILD FRIENDLY GEAR

Located in Annapolis, Washington, United States. USNA Stay w/ Private Pool, Indoor Soft Hot Tub, King Beds, & CHILD FRIENDLY GEAR USNA Family Stay w/Pool - Infant/Toddler Friendly!Enjoy the newest addition to my โ€œFamily Friendly Staycationโ€ home hosting experiences in Annapolis!Enjoy peaceful relaxation and make priceless memories with family, friends, loved ones or unique occasion at the newest addition to my โ€œFamily Friendlyโ€ focused home stays in Annapolis! This expansive, kid friendly, amenity rich, property has everything we've ever offered at any of of 5-star super host stays and more.The space:Mom, this family friendly stay is the one you've been looking for. As a mom of 3-under-3 my home is fully equipped for multiple infants and toddlers. I have a crib, toddler bed, pack n' play with infant sleeper, bassinet(s), outlet plugs, every toy that's ever been manufactured, walkers, noisemakers (with or without the batteries!), high chairs, toddler seats, training potty/seat, infant swing, baby monitor, a jumpy jumpy thing - you nam

๐Ÿ› 5 beds ยท ๐Ÿ‘ฅ 15 guests
$647 /night
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Beautiful Home close to it all. Annapolis, Washington

Beautiful Home close to it all.

Located in Annapolis, Washington, United States. Beautiful Home close to it all. This cozy yet spacious home offers 3 queen beds, a twin over full bunk bed with a pull out trundle, 2 full baths, 2 kitchens with all new appliances, sunroom breakfast nook off of the upstairs kitchen, 2 laundry rooms, 2 living rooms one on each level (two floors are not connected by interior stairs). So gather around the bar to hang with family and friends, grab some games like Battle Ship, UNO, Jenga or Cornhole to play, or cozy up on the couch to watch a movie! This house will not disappoint!Downtown Annapolis - 2 miles Naval Academy- 2 miles Annapolis Maritime Museum & Park - 1.8 miles Sandy Point State Park - 11 miles

๐Ÿ› 4 beds ยท ๐Ÿ‘ฅ 9 guests
$265 /night
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Brand New.1.5 blocks to Westin. 1st floor bed & bath. Walkable Convenience

Annapolis, Washington

Brand New.1.5 blocks to Westin. 1st floor bed & bath. Walkable Convenience

๐Ÿ› 4 bed ยท ๐Ÿ‘ฅ 10 guests

Located in Annapolis, Washington, United States. Brand New.1.5 blocks to Westin. 1st floor bed & bath. Walkable Convenience This new 4 bed / 3 bath modern luxury home sleeps 10 and is located in a quiet neighborhood near the Westin Hotel. Once you walk in the door you will know you made the right choice deciding to stay in this gorgeous home. THE SPACE:-The first floor has 10ft ceilings, an open floor plan, gourmet kitchen with upscale appliances, full bath (walk in shower), 1 bedroom (queen), and large laundry room.-The second floor has 3 large bedrooms (1 - king, 2 - queen, 3 - 2 queens) to easily accommodate a larger family or group. -All 3 bathrooms are spacious and each has a double vanity. -All hardwood floors throughout the homeLOCATION:The house is conveniently located 1.5 blocks to the Westin hotel, 2 blocks to many restaurants (Fado's, Carpaccio's, Miss Shirley's, Paul's Homewood Cafe), 1 block to a convenience store and 2 blocks to a liquor store. This house is walking distance to downtown and 2 blocks to Park Place w

$380

/ night

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Multiple family spaces both inside and out 13 mins to USNA

Severna Park, Maryland

Multiple family spaces both inside and out 13 mins to USNA

๐Ÿ› 4 bed ยท ๐Ÿ‘ฅ 14 guests

Located in Severna Park, Maryland, United States. Multiple family spaces both inside and out 13 mins to USNA From the moment you walk into this lovely home, you will feel the presence of the long serving navy family, ship captain, naval historian/USNA grad. There are reminders throughout of the hard work and loyalty this family have to each other and the comfort they have found in the many gathering spaces in the home. Looking for a family resort-like stay, bring the family bikes, and hop on the B&A Trail just block from the home, and head less than a mile into the quaint Severna Park town to Big Bean Coffee, Froyo House and Squisito Pizza!Enjoy the 3 outdoor spaces, 2 of which have fire pits; a large 4-seasons room, perfect for enjoying a Maryland Crab Feast! On the main floor, spread out to watch the flatscreen TV in the large family room with a wood-burning fireplace, or enjoy the owners impressive collection of books in the living room. The 4 spacious bedrooms upstairs, plus the kids bunk space and hangout space in the basement,

$288

/ night

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Deep water private pier and Minutes to Annapolis from renovated waterfront home with

Crownsville, Maryland

Deep water private pier and Minutes to Annapolis from renovated waterfront home with

๐Ÿ› 4 bed ยท ๐Ÿ‘ฅ 12 guests

Located in Crownsville, Maryland, United States. Deep water private pier and Minutes to Annapolis from renovated waterfront home with Prepare to be spoiled at this custom-renovated luxury waterfront home. This beautifully-detailed home features serene waterfront views from two of its four bedrooms and the open floor plan kitchen and great room on the first floor. Sitting on a private lot on the Severn River, the backyard has a large gathering space with a lounge area, dining table and deep water private pier. Included in your stay is use of the owner's kayak, stand-up paddle board, canoes and a gas grill.Inside, the spacious home has all the bells and whistles! The brand new gourmet kitchen has an oversized island with seating for 6. There is also a built-in kitchen table hutch with water-view seating for 8. The adjoining living room has a large Internet Smart TV (decorative fireplace). There is also a full bath on the main floor with a large shower - ideal for those coming in from the outdoors!Head up to the second floor's 4 bedro

$553

/ night

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Large Luxury Apartment In Downtown Annapolis

Annapolis, Washington

Large Luxury Apartment In Downtown Annapolis

๐Ÿ› 2 bed ยท ๐Ÿ‘ฅ 4 guests

Located in Annapolis, Washington, United States. Large Luxury Apartment In Downtown Annapolis 2 Bed/2 Bath Apartment in Historic Downtown Annapolis steps away from the main entrance of the Naval Academy. Upstairs Apartment with master bedroom & bath, kitchen living room, dining room and laundry. Main floor portion of the apartment has an additional bedroom and sitting room separate from the 2nd floor apartment, bath and patio for entertaining. 2 Blocks from City Dock with expansive water views of the Annapolis Harbor and access to numerous bars, restaurants and shopping. Endless activities in Annapolis. Boating, fishing, crabbing, shopping, dining, antiquing, paddle boarding, sailing, historic tours and the ever impressive Naval Academy.

$257

/ night

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Beautiful Historic Home With Great Location!

Annapolis, Washington

Beautiful Historic Home With Great Location!

๐Ÿ› 4 bed ยท ๐Ÿ‘ฅ 10 guests

Located in Annapolis, Washington, United States. Beautiful Historic Home With Great Location! The "Philip Clayton House" (Annapolis license STR21-144988) is a fully up-dated, historic home in the Federal style dating from 1834, in easy walking distance to Main Street, City Dock, USNA, St. Johns, St. Mary's, etc. The house has a modern kitchen with a HUGE island and a cozy eat-in area. The large family room has a gas fireplace and a Smart TV. There is a comfy sectional sofa, rocker, and a handmade 'gathering' table that can seat 10. The family room opens out via French doors to a large fenced, brick/stone patio with a firepit, outdoor seating, BBQ grill. The second floor has 3 bedrooms, all with queen beds. The master has an en-suite bath and a second full bath with tub is located off the hallway. The 3rd floor loft bedroom has 2 twin trundle beds that can sleep up to 4. Each trundle bed can be made up as 2 twins (attached) or a king bed (see photos). Due to a change in city regulations, guest parking passes for the resident

$319

/ night

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Annapolis Waterfront Oasis with Pool, Hot Tub & Piers with L2 EV Charger

Annapolis, Washington

Annapolis Waterfront Oasis with Pool, Hot Tub & Piers with L2 EV Charger

๐Ÿ› 7 bed ยท ๐Ÿ‘ฅ 14 guests

Located in Annapolis, Washington, United States. Annapolis Waterfront Oasis with Pool, Hot Tub & Piers with L2 EV Charger **** 360 Tour *******https://youriguide.com/7cdq0_3731_thomas_point_rd_annapolis_mdEnjoy Annapolis with family & friends all year at this extraordinary waterfront home. With 4000 sq. ft of living space, 7 bedrooms, 4 baths, gourmet kitchen, 2 story great-room, screened-in porch, deck, balcony, hot-tub, pool, 4 deep water slips on Fishing Creek . Bring your boat, water toys & fishing gear to fully enjoy all this home has to offer. Steps from Thomas PT. Park, Close by to Dtwn Annapolis, City Dock, Quiet Waters Park, U. S. Naval Academy, great eateries, cultural events and more.

$816

/ night

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Perfect Waterfront Getaway/ Family Home

Annapolis, Washington

Perfect Waterfront Getaway/ Family Home

๐Ÿ› 4 bed ยท ๐Ÿ‘ฅ 12 guests

Located in Annapolis, Washington, United States. Perfect Waterfront Getaway/ Family Home Welcome to the perfect family home with 4 bedrooms, 3.5 baths, and large living rooms with comfy oversized couches. The house is located on the Water with beautiful views and a private dock, for kayaks, paddleboards, and other water activities. Located in beautiful Atlantis, an amazing community in Cape St Claire with many local attractions as well as a quick 10-15 minute ride to downtown Annapolis, Mall area, Severna Park, and many others. Open to long term rentals!! More information available

$300

/ night

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Charming 3 Bedroom 3 Bath Beach Front Property

Stevensville, Montana

Charming 3 Bedroom 3 Bath Beach Front Property

๐Ÿ› 3 bed ยท ๐Ÿ‘ฅ 8 guests

Located in Stevensville, Montana, United States. Charming 3 Bedroom 3 Bath Beach Front Property This home is situated next to Kent Point Marina at the Southern most tip of Kent Island. If you enjoy crabbing, fishing, boating, kayaking, swimming - it can all be done from this property. You will enjoy panoramic views of the Chesapeake bay from most rooms. Sunrises and sunsets are breathtaking! One of the most visited spots by photographers for the wonderful view of the bay, Bloody Point Bar Lighthouse and the Eagles! Many options for outdoor entertaining areas including your own 350' beach which is shared with one other VRBO family. Central location allows for day trips to DC, Annapolis, Baltimore, & St. Michaels.Dine at Knoxie's Table, Harris Crab House, The Narrows, The Fisherman's Inn, The Jetty, Bridges (among many others). Golf at nearby Queenstown Harbor Golf. Bike on the Cross Island Trail. Visit the Chesapeake Bay Environmental Center and Terrapin Park or Mattapeake Beach. Take scenic drives to many exciting areas on t

$438

/ night

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***Charming Downtown Oasis!*** Private Parking, Patio & Yard!! Walk Everywhere.

Annapolis, Washington

***Charming Downtown Oasis!*** Private Parking, Patio & Yard!! Walk Everywhere.

๐Ÿ› 3 bed ยท ๐Ÿ‘ฅ 10 guests

Located in Annapolis, Washington, United States. ***Charming Downtown Oasis!*** Private Parking, Patio & Yard!! Walk Everywhere. 1930's Single family home on adorable cul-de-sac downtown Annapolis with off-street parking! Located off West Street in downtown's Arts District, we are conveniently located in walking distance to City Dock, USNA, Navy Stadium, or to the many restaurants and shops Annapolis has to offer. Private driveway so parking is never a problem. Great fenced in backyard and patio for entertaining! 3 bedroom, 2.5 bath, with additional sleeping options in the finished basement (queen murphy bed) and a pull out sofa in the living room (queen). This home checks all the boxes for a memorable stay in Annapolis.Sorry, we are already booked for '22, '23, & '24 Commissioning Weeks.

$469

/ night

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LUXURY VILLA IN KENT ISLAND-SLEEPS 10-12

Chester, Colorado

LUXURY VILLA IN KENT ISLAND-SLEEPS 10-12

๐Ÿ› 4 bed ยท ๐Ÿ‘ฅ 10 guests

Located in Chester, Colorado, United States. LUXURY VILLA IN KENT ISLAND-SLEEPS 10-12 Imagine waking up to a back and front yard nature surrounded by pine trees and a Olympic pool. Home with all glass door in the front and back. Luxury style furniture inside and outdoors, with fire pit, organic garden, fresh herbs and allyou need to have a relax weekend. Many marinas and restaurants with the best seafood in the area. Choose from fishing crabbing at the pier across the house or taking a bike ride (3 bikes provided) master bedroom has a tub looking into the beautiful backyard garden. Kitchen has 2 conventional ovens for your baking needs. All rooms have a blackout curtains perfect for a good night sleep. One floor home with large kitchen, living room and lots of space for your privacy.

$1,244

/ night

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Upscale home in Eastport / Annapolis

Annapolis, Washington

Upscale home in Eastport / Annapolis

๐Ÿ› 4 bed ยท ๐Ÿ‘ฅ 7 guests

Located in Annapolis, Washington, United States. Upscale home in Eastport / Annapolis Ideal location in the heart of Eastport, walking distance to everything Annapolis offers. Only 3 blocks to the Spa Creek Bridge and downtown. Only two blocks to Davis' Pub, Lewnes and Ruth Chris Steakhouses. Wonderful views of the bay from the upstairs decks. Off street parking for two cars which is crucial during peak events. The three queen bedroom suites (including baths) upstairs, and a fourth bedroom / den with twin pull out and a full bath downstairs. The house can easily accommodate 7 people.

$914

/ night

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Charming 4BR 2BA w/ outdoor patio & fire pit! 5 min walk to Navy Stadium and DT

Annapolis, Washington

Charming 4BR 2BA w/ outdoor patio & fire pit! 5 min walk to Navy Stadium and DT

๐Ÿ› 4 bed ยท ๐Ÿ‘ฅ 9 guests

Located in Annapolis, Washington, United States. Charming 4BR 2BA w/ outdoor patio & fire pit! 5 min walk to Navy Stadium and DT Come stay at this fully updated cozy 4-bedroom 2-bathroom home. Conveniently located with a .6 mile walk to the Naval Academy stadium and 1.6 miles away from the heart of downtown Annapolis. This home has 4 available parking spots in the driveway as well as free street parking. There is plenty of room to relax and spend time with family. Perfect for any Naval Academy events!** Bedrooms **This home has 4 updated bedrooms.The master bedroom offers a queen size bed, with a 6 drawer dresser, closet for plenty of hanging clothes or storage, ceiling fan, and two nightstands with the bathroom directly across the hall. The guest bedroom offers a queen size bed, with a 4 drawer dresser, closet for plenty of hanging clothes or storage, lamp, and overhead LED light with the bathroom directly across the hall. The 2nd guest bedroom offers a queen size bed, with a large closet for storage, a nightsand with a lamp, an ove

$306

/ night

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3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!

Crownsville, Maryland

3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!

๐Ÿ› 5 bed ยท ๐Ÿ‘ฅ 16 guests

Located in Crownsville, Maryland, United States. 3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room! This home has everything for enjoying waterfront and poolside living, while also being very convenient to major tourist attractions. The house is set in a park-like setting on almost 3 acres and has something for everyone. The large, heated swimming pool with waterfalls and awesome waterslide, plus the huge yard will keep the kids entertained, while the adults can relax on the large tanning ledge and in the 8-person hot tub while enjoying an evening fire. Nature lovers will enjoy peaceful walks through the woods to the waterโ€™s edge, where there is another lawn and picnic area and access to the water toys. There is abundant wildlife, including a resident pair of blue herons, osprey, deer, and fox, plus the occasional bald eagle sighting. Enjoy the large, deep-water creek with direct access to the Severn River. Swim, kayak, canoe, and SUP without having to worry about boat traffic and waves. Fish and crab

$1,422

/ night

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Newer Waterfront Home on the Chesapeake Bay

Annapolis, Washington

Newer Waterfront Home on the Chesapeake Bay

๐Ÿ› 4 bed ยท ๐Ÿ‘ฅ 8 guests

Located in Annapolis, Washington, United States. Newer Waterfront Home on the Chesapeake Bay 2021 built waterfront home with sweeping views of the Chesapeake Bay located on a quiet, private road in the community of Sandy Point in Annapolis. Minutes to downtown and the Naval Academy, enjoy the wrap around decks and sunrise on the Chesapeake. Private pier is perfect for swimming, kayaking or taking in the view. Fire pit next to the seawall for relaxing and enjoying the evening navigation lights on the bay.Master bedroom upstairs with King bed, ensuite bath, walk-in closet and private deck. Two Queen bedrooms (up and down) with ensuite bath, walk-in closets and private balconies. Childrenโ€™s bedroom has bunk bed. Bedrooms are comfortably furnished with beautiful linens, pillows and bed coverings. Downstairs family area and dining room overlook the bay. Lower deck has large table for grilling meals on the water. Owner limits gatherings to total of 15 due to limited parking and neighborhood agreement.

$545

/ night

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Entire house on quiet street w/fenced yardโ€”1 block from river, 3 from bay

Annapolis, Washington

Entire house on quiet street w/fenced yardโ€”1 block from river, 3 from bay

๐Ÿ› 2 bed ยท ๐Ÿ‘ฅ 6 guests

Located in Annapolis, Washington, United States. Entire house on quiet street w/fenced yardโ€”1 block from river, 3 from bay Arundel-on-the-Bay is a private community on Annapolis Neck peninsula, and this home sits right in the middle. Ideal spot for stargazing, sunrises/sunsets, fishing off the pier, water sports, sunning at the beach, and relaxing strolls. 15 minutes from historic downtown Annapolis. Youโ€™ll have the whole house to yourself.Fishing Creek to the west, Chesapeake Bay on the east. Playground 1 block away.

$222

/ night

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5 BR Creekside Contemporary WATERFRONT HOME with Private Dock, ROOF TOP HOT TUB, and Water Taxi Service!

Annapolis, Washington

5 BR Creekside Contemporary WATERFRONT HOME with Private Dock, ROOF TOP HOT TUB, and Water Taxi Service!

๐Ÿ› 5 bed ยท ๐Ÿ‘ฅ 16 guests

Located in Annapolis, Washington, United States. 5 BR Creekside Contemporary WATERFRONT HOME with Private Dock, ROOF TOP HOT TUB, and Water Taxi Service! STR23-145260 - THIS PROPERTY IS MANAGED BY ANNAPOLIS ACOCMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL A TEAM MEMBER CONTACTS YOU WITH INSTRUCTIONS FOR PAYMENT AND FINALIZING YOUR RESERVATION.BOOK BETWEEN NOW AND AUGUST 31 AND RECEIVE $80 WORTH OF WATERMARK WATER TAXI VOUCHERS!! WATER TAXI IS AVAILABLE FROM PICK UP RIGHT FROM PRIVATE DOCK! Discover your not-to-be-missed waterfront haven in Eastport, just outside of downtown Annapolis, MD! Welcome to The Sailor's FantaSea, a breathtaking three-story 5 BR 3.5 BA contemporary vacation home that promises an unforgettable escape.Perched majestically overlooking the tranquil Back Creek, this stunning property boasts panoramic water views from every angle. With its private dock, roof top hot tub, multiple levels of decks, and airy interiors, The Sailor's FantaSea epitomizes comfortable waterside living.Step inside to be greeted by

$964

/ night

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Tastefully decorated fully-equipped Eastport Annapolis house with water views

Annapolis, Washington

Tastefully decorated fully-equipped Eastport Annapolis house with water views

๐Ÿ› 3 bed ยท ๐Ÿ‘ฅ 6 guests

Located in Annapolis, Washington, United States. Tastefully decorated fully-equipped Eastport Annapolis house with water views Our renovated 3 story house is located on the peninsula of Eastport, Annapolis. We are across the street from a small marina and have views of Back Creek. With 3 bedrooms, 2 and 1/2 bathrooms, we sleep 6 adults or older children. We are an easy walk across the Spa Creek bridge into downtown Annapolis, but why bother when you can visit the excellent bars and restaurants in Eastport itself. Davis' Pub, featured on Diners, Drive-Ins and Dives, is less than 200 feet away and a variety of local and nationally known restaurants such as Chart House and Ruths Chris are a very short walk away on the small Eastport peninsula. Parking is on-street but unlike downtown Annapolis, it is easy to find a spot.Please note: this house is not suitable for young children or pets. We have steep stairs and fine rugs and furniture.

$328

/ night

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โ€œAthens of America,โ€ Annapolis Apartment Two A

Annapolis, Washington

โ€œAthens of America,โ€ Annapolis Apartment Two A

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 4 guests

Located in Annapolis, Washington, United States. โ€œAthens of America,โ€ Annapolis Apartment Two A The place to be for all USNA activities. Annapolis is a city abundant with history and culture. This former capital of the United States has a little something for every interest and taste, whether you're a history buff, a sports enthusiast, or someone simply looking for a peaceful retreat! Have the ultimate Annapolis experience by staying in this beautiful 1-bedroom, 1-bathroom apartment, ideally located within walking distance of Historic Downtown Annapolis and the United States Naval Academy. With enough room to comfortably accommodate up to 4 guests and all the amenities you need to feel at home, this delightful residence will serve as the perfect setting for your relaxing Northeast getaway. The moment you first arrive, youโ€™ll immediately fall in love with the unit's neat and clean interior, featuring modern furnishings, soothing color schemes, and aesthetically pleasing decor throughout. Unwind by watching your favorite movie on the f

$141

/ night

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Away at the Bay: New Home on the Chesapeake Bay!

Stevensville, Montana

Away at the Bay: New Home on the Chesapeake Bay!

๐Ÿ› 4 bed ยท ๐Ÿ‘ฅ 10 guests

Located in Stevensville, Montana, United States. Away at the Bay: New Home on the Chesapeake Bay! Welcome to Away at the Bay! A new build, 4 bedroom house right on the Chesapeake Bay. Very family friendly, and in walking distance to a small community beach. Enjoy kayaking, biking, and crabbing on Kent Island right out of your front door. Perfect for multiple families (especially with younger kids), or working from home with a view! Speaking of the view - the sunsets! Every night is a dream view of a sunset right over the water - where can you get that on the east coast?! 15 minutes off the Bay Bridge and easy access to groceries stores, outlet shopping, and a brand new Target. Come stay with us and enjoy being "away at the bay!"

$550

/ night

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WATERFRONT Gem: Charming, Bright, Peaceful, Private, Pet Friendly!

Arnold, Nebraska

WATERFRONT Gem: Charming, Bright, Peaceful, Private, Pet Friendly!

๐Ÿ› 4 bed ยท ๐Ÿ‘ฅ 8 guests ยท ๐Ÿพ Pets

Located in Arnold, Nebraska, United States. WATERFRONT Gem: Charming, Bright, Peaceful, Private, Pet Friendly! **Commissioning Week (5/15/25- 5/27/25) is not eligible for stay discounts** Open spaces and private retreats. Fully renovated with contemporary colors and finishes, this home has all of the makings of a wonderful family getaway. Perfect home to celebrate USNA Commissioning week, Annapolis boat shows, Anniversaries, birthdays, an active vacation, or to simply relax and enjoy your happy daze ๐Ÿ˜Š The main living area has an open kitchen with granite countertops, oversized refrigerator, breakfast bar and gas stove. Dining area boasts a large Pottery Barn table, seating for 10, custom pantry with sliding barn doors, and 4 sets of French doors leading to large waterfront deck which includes an outdoor sectional, fire pit, gas grill and dining table. Both rooms open to the family room with a large comfy sectional, oversized smart tv and custom wood planked wall. Two (2) bedrooms (1 full and 1 twin) and a full bath round out th

$421

/ night

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Luxurious Waterfront Kent Island Home 30 miles from Annapolis

Stevensville, Montana

Luxurious Waterfront Kent Island Home 30 miles from Annapolis

๐Ÿ› 4 bed ยท ๐Ÿ‘ฅ 6 guests

Located in Stevensville, Montana, United States. Luxurious Waterfront Kent Island Home 30 miles from Annapolis Enjoy this beautiful contemporary home in a gated, waterfront community for a perfect getaway! This is a rare find! This architecturally designed home is contemporary, comfortable and has everything you ever thought you may want or need in your home. Located in the gated community of Cove Creek Club, with a water view out your back door. Tennis court, bike trails, fitness center and beach area. Home has 4 bedrooms, 4 bathrooms, water views, 1 patio with grill, 2 living spaces with surround sound system, billiard table, foosball table, and more! The space: This is a custom built, luxurious home in a quiet and exclusive neighborhood. Panoramic views of the water can be had from most rooms in the home. Central location allows for day trips to DC, Annapolis, St. Michaelโ€™s and Baltimore. (Note: drive times to each location vary, so please message me if you want to know the length of time for each.)The home has approx. 6310 square

$342

/ night

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Paradise on Kent Island

Stevensville, Montana

Paradise on Kent Island

๐Ÿ› 4 bed ยท ๐Ÿ‘ฅ 8 guests

Located in Stevensville, Montana, United States. Paradise on Kent Island PLEASE NOTE: If you request to book this property, you will be contacted by Annapolis Accommodations to finalize your reservation. Annapolis Accommodations is the local agency representing the property. Additionally, when booking this property, you will be required to sign a pool/pier waiver.Welcome to your dream vacation getaway at Paradise on Kent Island in Queen Anne's County, Maryland! This stunning waterfront property offers a serene retreat with breathtaking views of the majestic Chesapeake Bay. With four spacious bedrooms and three and a half baths, this luxurious vacation rental home is the perfect oasis for relaxation and enjoyment.As you step into this 3500 sq. ft. home, you'll immediately notice the meticulous attention to detail and the seamless blend of comfort and elegance. The open floor plan creates a sense of spaciousness, allowing natural light to flood the living spaces and showcase the panoramic bay views. Every room is tastefully furnis

$914

/ night

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USNA Stay w/ Private Pool, Indoor Soft Hot Tub, King Beds, & CHILD FRIENDLY GEAR

Annapolis, Washington

USNA Stay w/ Private Pool, Indoor Soft Hot Tub, King Beds, & CHILD FRIENDLY GEAR

๐Ÿ› 5 bed ยท ๐Ÿ‘ฅ 15 guests

Located in Annapolis, Washington, United States. USNA Stay w/ Private Pool, Indoor Soft Hot Tub, King Beds, & CHILD FRIENDLY GEAR USNA Family Stay w/Pool - Infant/Toddler Friendly!Enjoy the newest addition to my โ€œFamily Friendly Staycationโ€ home hosting experiences in Annapolis!Enjoy peaceful relaxation and make priceless memories with family, friends, loved ones or unique occasion at the newest addition to my โ€œFamily Friendlyโ€ focused home stays in Annapolis! This expansive, kid friendly, amenity rich, property has everything we've ever offered at any of of 5-star super host stays and more.The space:Mom, this family friendly stay is the one you've been looking for. As a mom of 3-under-3 my home is fully equipped for multiple infants and toddlers. I have a crib, toddler bed, pack n' play with infant sleeper, bassinet(s), outlet plugs, every toy that's ever been manufactured, walkers, noisemakers (with or without the batteries!), high chairs, toddler seats, training potty/seat, infant swing, baby monitor, a jumpy jumpy thing - you nam

$647

/ night

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Beautiful Home close to it all.

Annapolis, Washington

Beautiful Home close to it all.

๐Ÿ› 4 bed ยท ๐Ÿ‘ฅ 9 guests

Located in Annapolis, Washington, United States. Beautiful Home close to it all. This cozy yet spacious home offers 3 queen beds, a twin over full bunk bed with a pull out trundle, 2 full baths, 2 kitchens with all new appliances, sunroom breakfast nook off of the upstairs kitchen, 2 laundry rooms, 2 living rooms one on each level (two floors are not connected by interior stairs). So gather around the bar to hang with family and friends, grab some games like Battle Ship, UNO, Jenga or Cornhole to play, or cozy up on the couch to watch a movie! This house will not disappoint!Downtown Annapolis - 2 miles Naval Academy- 2 miles Annapolis Maritime Museum & Park - 1.8 miles Sandy Point State Park - 11 miles

$265

/ night

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Brand New.1.5 blocks to Westin. 1st floor bed & bath. Walkable Convenience

Annapolis, Washington

$380/night

Multiple family spaces both inside and out 13 mins to USNA

Severna Park, Maryland

$288/night

Deep water private pier and Minutes to Annapolis from renovated waterfront home with

Crownsville, Maryland

$553/night

Large Luxury Apartment In Downtown Annapolis

Annapolis, Washington

$257/night

Beautiful Historic Home With Great Location!

Annapolis, Washington

$319/night

Annapolis Waterfront Oasis with Pool, Hot Tub & Piers with L2 EV Charger

Annapolis, Washington

$816/night

Perfect Waterfront Getaway/ Family Home

Annapolis, Washington

$300/night

Charming 3 Bedroom 3 Bath Beach Front Property

Stevensville, Montana

$438/night

***Charming Downtown Oasis!*** Private Parking, Patio & Yard!! Walk Everywhere.

Annapolis, Washington

$469/night

LUXURY VILLA IN KENT ISLAND-SLEEPS 10-12

Chester, Colorado

$1,244/night

Upscale home in Eastport / Annapolis

Annapolis, Washington

$914/night

Charming 4BR 2BA w/ outdoor patio & fire pit! 5 min walk to Navy Stadium and DT

Annapolis, Washington

$306/night

3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!

Crownsville, Maryland

$1,422/night

Newer Waterfront Home on the Chesapeake Bay

Annapolis, Washington

$545/night

Entire house on quiet street w/fenced yardโ€”1 block from river, 3 from bay

Annapolis, Washington

$222/night

5 BR Creekside Contemporary WATERFRONT HOME with Private Dock, ROOF TOP HOT TUB, and Water Taxi Service!

Annapolis, Washington

$964/night

Tastefully decorated fully-equipped Eastport Annapolis house with water views

Annapolis, Washington

$328/night

โ€œAthens of America,โ€ Annapolis Apartment Two A

Annapolis, Washington

$141/night

Away at the Bay: New Home on the Chesapeake Bay!

Stevensville, Montana

$550/night

WATERFRONT Gem: Charming, Bright, Peaceful, Private, Pet Friendly!

Arnold, Nebraska

$421/night

Luxurious Waterfront Kent Island Home 30 miles from Annapolis

Stevensville, Montana

$342/night

Paradise on Kent Island

Stevensville, Montana

$914/night

USNA Stay w/ Private Pool, Indoor Soft Hot Tub, King Beds, & CHILD FRIENDLY GEAR

Annapolis, Washington

$647/night

Beautiful Home close to it all.

Annapolis, Washington

$265/night