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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
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,
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
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.
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
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.
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
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
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.
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.
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.
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
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 waterโs 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
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. Childrenโs 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.
Annapolis, Washington
Entire house on quiet street w/fenced yardโ1 block from river, 3 from bay
Located in Annapolis, Washington, United States. Entire house on quiet street w/fenced yardโ1 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. Youโll have the whole house to yourself.Fishing Creek to the west, Chesapeake Bay on the east. Playground 1 block away.
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
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.
Annapolis, Washington
โAthens of America,โ Annapolis Apartment Two A
Located in Annapolis, Washington, United States. โAthens 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, youโll 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
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!"
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 ๐ 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
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. Michaelโs 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
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
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 โFamily 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 โFamily 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
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
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
$380
/ night
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,
$288
/ night
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
$553
/ night
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.
$257
/ night
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
$319
/ night
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.
$816
/ night
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
$300
/ night
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
$438
/ night
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.
$469
/ night
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.
$1,244
/ night
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.
$914
/ night
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
$306
/ night
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 waterโs 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
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. Childrenโs 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
Annapolis, Washington
Entire house on quiet street w/fenced yardโ1 block from river, 3 from bay
Located in Annapolis, Washington, United States. Entire house on quiet street w/fenced yardโ1 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. Youโll have the whole house to yourself.Fishing Creek to the west, Chesapeake Bay on the east. Playground 1 block away.
$222
/ night
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
$964
/ night
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.
$328
/ night
Annapolis, Washington
โAthens of America,โ Annapolis Apartment Two A
Located in Annapolis, Washington, United States. โAthens 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, youโll 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
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!"
$550
/ night
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 ๐ 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
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. Michaelโs 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
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
$914
/ night
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 โFamily 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 โFamily 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
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
$265
/ night
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 yardโ1 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
โAthens 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