94,639 properties available

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.

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

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

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.

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.

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.

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

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 water’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

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. Children’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.

Located in Annapolis, Washington, United States. Entire house on quiet street w/fenced yard—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. You’ll have the whole house to yourself.Fishing Creek to the west, Chesapeake Bay on the east. Playground 1 block away.

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

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.

Located in Annapolis, Washington, United States. “Athens of America,” 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, you’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

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!"

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 😊 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

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. Michael’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

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

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 “Family Friendly Staycation” 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 “Family Friendly” 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

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

Located in Annapolis, Washington, United States. “Athens of America,” Annapolis Apartment Two B Known as the “Athens of America,” 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, you’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 flat scr

Located in Annapolis, Washington, United States. Quiet home with large yard, close to Navy Bridge. Come relax at our spacious home and enjoy our quiet neighborhood! We are located near the greatest attractions in Annapolis, but off the beaten path. Grill out with friends, enjoy the various sitting rooms, and cook great meals in the vast kitchen. Plenty of parking for larger groups of friends!Home is located .7 miles from Navy Bridge, 1.1 miles from USNA, and 1.6 miles from downtown Annapolis.Pets allowed on a case by case basis! We will request a $100 pet fee via airbnb during your stay.

Located in Annapolis, Washington, United States. Charming Annapolis Victorian This is a beautiful historic property within walking distance of downtown Annapolis and the Navy-Marine Corps Stadium. With six bedrooms (three queen beds, two fulls and two twins) the house comfortably sleeps up to 12. Additional rooms include a pool table room, dining room, large kitchen, library and comfortable family room. The large back yard and beautiful wrap around porch are perfect for anyone looking for a little outdoor time, or for energetic kids!The convenience of this house cannot be overstated: an easy walk towards downtown you will find Carpaccio's Italian Restaurant, Ms. Shirley's Café, and the Annapolis Westin Hotel where the FREE Annapolis Circulator Trolley will pick you up and take you around the town. Additionally, the nearest grocery store is only a mile and a half away, and within two blocks of the house are a convenience store, a liquor store, and 'Paul's Homewood Cafe' on West Street! In short: if you need it, you can walk to it!We h

Located in Annapolis, Washington, United States. Lots free parking, hot tub, tree house, outdoor oasis - NOT party house Walk downtown or to grocery, restaurants, etc. We live in a nice modernly decorated duplex adjacent to Navy Stadium. It is a close-proximity neighborhood. We live in one half (it is our primary residence but i rent it sometimes to make extra income as a disabled veteran) & someone else lives in other but there's a privacy fence & all amenities listed are ours only. It is an easy walk to all the popular sites. We've unlimited, free parking & many, many amenities. We've lovely deck w/ built-in fireplace, hot tub & relaxing furniture. Backyard is a fantastic, fun place for whole family. There’s a tree house, bocce, cornhole, horseshoes, tic-tac-toe. There's an outdoor bar w/flat screen tv, so you can watch movies or games from hot tub. Upstairs from main level king master bdrm (ensuite w/ full bathroom) , 2 bdrms w/ queens (one w/ a TV) as well as full bath in hall. On main level theres a kitchen w/ small tabl

Located in Tracys Landing, Maryland, United States. A WATERFRONT ESTATE ON THE CHESAPEAKE BAY, "THE DRIFTWOOD LODGE". Enjoy panoramic waterfront views of the Chesapeake Bay, in this awe inspiring moment surrounded by nature. The home is spacious and cozy, with newly updated interiors, furnishing and appliances as of 2024. Plenty of space for big groups. New hot tub on waterfront next to fire pit. Water views from all rooms . And a spacious kitchen, bar and ample living and gathering spaces inside and outside. Ask about the optional 6 bed ships hull bunk room (for an additional $600/night) Enjoy the property and discover local adventure and historic towns. This is your 'home-away-from-home' on the Chesapeake Bay Look forward to your visit!Best Wishes, The Driftwood Lodge Team