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House vacation rentals in Deale

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Top-rated house rentals in Deale

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Top guest favorite
Home in Deale
4.99 out of 5 average rating, 164 reviews

Chesapeake Waterfront-Fire Pit- Hot Tub-Pier

There's nothing like being directly on the water! Relax and rejuvenate in this Chesapeake waterfront estate home which includes private pier, hot tub and fire pit. Crab or fish off the pier or take the kayak out to see the Chesapeake bay wildlife. Try out paddle boarding! Sit around the fire pit at night or watch the stars at night while soaking in the hot tub. Cook wonderful meals in our well-equipped kitchen. Or try some our local restaurants. Great place for families or multi family groups.

Top guest favorite
A cozy great room is showcased with a comfortable beige couch adorned with blue pillows. A glass coffee table rests on a patterned area rug. A modern staircase leads to an upper level, while soft lighting and artwork enhance the inviting ambiance.
Home in Alexandria
4.97 out of 5 average rating, 1,041 reviews

Beautiful and spacious 3 bedroom

Beautifully decorated and spacious home in a charming, Alexandria neighborhood near the King Street metro and the shops and restaurants of Old Town. Just a 16 minute drive to downtown Washington DC, with a chef's kitchen and a relaxing great room. The house is also just a 10 minute drive to the new MGM Casino or the Gaylord Resort and Convention Center at National Harbor. The "no parties in house" rule is strictly followed. If you want to have a party or an event, this is not the place for you.

Guest favorite
Two adirondack chairs in blue and teal are positioned on a wooden pier, facing the sunset over calm waters. A small white table sits between them, holding two coffee mugs. The vibrant orange and pink hues of the sky reflect on the water's surface.
Home in Edgewater
4.98 out of 5 average rating, 170 reviews

Waterfront Chesapeake Bay Sunrises & Fishing Pier!

Gorgeous sunrises and bay breezes await at this newly remodeled Chesapeake Bay waterfront cottage! Catch crabs or fish from your private pier, relax on the furnished deck, or explore Selby Bay with our complimentary canoe. Enjoy water views from the kitchen, dining, living room, and enclosed porch. Just 15 minutes from Annapolis & the Naval Academy, and 45 from DC—peaceful, clean, full of charm. Ideal for USNA families! Unplug, unwind, and make memories on the water—year-round relaxation & fun!

Top guest favorite
Home in Shady Side
5 out of 5 average rating, 194 reviews

Luxe Winter Retreat- 5 Star

Winter at The Cottage at Silver Water is calm, clear, and quietly beautiful. Snow-dusted views and crystal-blue skies frame the Chesapeake as migrating waterfowl glide across the water. As the day ends, golden hour washes the bay in soft light, often finishing with a vivid winter sunset—quiet and unforgettable. Inside, Nordic-inspired design, a cozy fireplace, and sumptuous bedding create a warm retreat for deeply restorative rest. Discover why so many guests return by reading our reviews.

Top guest favorite
A comfortable living area is framed by large windows showcasing a vibrant sunset over the water. Soft furnishings include two chairs with decorative pillows and a coffee table. Plants are positioned thoughtfully, enhancing the serene atmosphere.
Home in North Beach
5 out of 5 average rating, 164 reviews

Waterfront, Dog-friendly, Hot Tub, Gas Fireplaces

A spectacular, spacious 2 bed, 2.5 bath, pet friendly, waterfront home with stunning, unobstructed views located directly on the Chesapeake Bay. Short walk to beach and pier and several bars and restaurants. A large gourmet kitchen provides everything you'lli need. Workout on the in-house Peleton bike & treadmill. Two cruising bikes are yours to explore town or bike to dinner. Enjoy the private hot tub and 2 gas fireplaces. Solo stove on back deck. **Message host for add’l dates**

Guest favorite
A modern two-story house features multiple large windows and balconies, allowing for ample natural light. The deck showcases orange lounge chairs positioned for outdoor relaxation, while the well-maintained lawn is bordered by trees displaying autumn colors.
Home in Deale
4.88 out of 5 average rating, 101 reviews

Chesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home

Fabulous 4-5 bedroom 3-bath house with spectacular views on a lush, waterfront point! Shady waterfront lawns & sunny pier, breezy open spaces, sparkling views & wildlife. Couples & groups love our wonderful, nature-filled spot, a fun, relaxing, serene retreat on the WEST shore of the Chesapeake (close proximity to D.C., Annapolis, Baltimore)! Crabbing, kayaks, fire pit, and hot tub on two country-like acres. See “NEW Amazing” for whole 6-7 bed 4 ba listing of same house.

Top guest favorite
A cozy bedroom features a spacious bed layered with blue bedding, complemented by a simple teal rug. A small desk with an orange chair and a decorative screen stand near the door, which provides private entry. Natural light illuminates the room from a nearby window.
Home in Arlington Ridge
4.91 out of 5 average rating, 235 reviews

Cozy home with private entrance, walk to metro

We are back! Private room in a very convenient location! Close to DC. Private cozy room with its own bathroom & private entrance. Kitchen & free laundry. 24/7check-in. Walking distance to everywhere! 12 minutes walk to Metro station (Blue & yellow line). Shopping mall, groceries, library and park, restaurants are all within 15 mins' walking range. 5 Mins' drive to DC, Alexandria & DCA Free parking: free weekend street parking, or park on our driveway during weekdays

Top guest favorite
The exterior of a two-story home is displayed, featuring a light-colored façade, white porch railings, and a chimney. A neatly manicured lawn surrounds the house, complemented by tall trees in the background and a clear blue sky above.
Home in West River
4.97 out of 5 average rating, 148 reviews

Cozy waterview home in West River!

Your family will be close to everything when you stay at this centrally-located place. This home is located just 15 miles to Annapolis, 18 miles to the Naval Academy, and 30 miles to the heart of Washington, DC. Less then 8 miles to Rt 214, providing direct access to beltway, and other major highways. This charming home has as spacious fenced in yard, High Speed Internet, TV (Netflix & Hulu), outdoor seating and a fire pit. Want to get away? Bring the whole family!

Top guest favorite
The cottage features a welcoming exterior with a combination of siding and a shingled roof. A well-maintained lawn surrounds the home, and landscaping includes a variety of shrubs. Large windows are visible on the front, providing ample natural light.
Home in Deale
4.99 out of 5 average rating, 157 reviews

Hannah’s Hideaway

Cottage style with water view of Rockhold Creek. Water taxi right out front of house to take you to local restaurants. Crabbing excursions or fishing charters available for extra cost. Dog friendly. Local restaurants all within 1 mile from location. Fenced in back yard. Picnic table and fire pit to have own personal crab feasts or cookout. Many local restaurants with outside musicians.Grocery store and gas/liquor stores within 5 minutes from house.

Top guest favorite
A charming single-story house is framed by vibrant pink flowering trees. The facade features yellow siding, blue shutters, and a turquoise front door. A white picket fence encloses the front yard, which is well-maintained with green grass and landscaping.
Home in North Beach
4.97 out of 5 average rating, 176 reviews

Beach Home | King Bds | Firepit | Backyard Dining

Welcome to A Haven Away! Our home has 4 bedrooms (2 king beds + 2 queen beds). 2 mins to the beach, restaurants, and wetlands. We have a private, landscaped backyard perfect for dining and lounging. We provide beach passes, beach gear, games, a Pack & Play, and tips for jet ski rentals and day trips. The shed has a huge Smart TV. Fully-equipped kitchen. Single-story living with 2 bedrooms, accessible shower on the ground floor.

Top guest favorite
A dining area features a glass-top table surrounded by rustic chairs. Sunlight filters through large windows, illuminating a vase of colorful flowers. The comfortable seating area, positioned by the windows, offers views of the bay, enhancing the tranquil ambiance.
Home in Tracys Landing
4.99 out of 5 average rating, 234 reviews

The Little Gypsy BoHome

Welcome to our Little Gypsy BoHome on the bay! The house is situated in Southern Anne Arundel County, MD in the quaint waterfront town of Tracy's Landing. Our home sits directly on The Chesapeake Bay with breathtaking views from every window. We offer a saltwater swimming pool, a basketball hoop, beach access, a canoe, a gas grill, and a steam shower, an outdoor redwood panoramic barrel sauna.

Top guest favorite
A modern living area features a black sofa and two yellow accent chairs, complemented by a round glass coffee table. Natural light floods the space through large windows, while decorative art pieces and indoor plants enhance the contemporary design.
Home in Largo
4.95 out of 5 average rating, 118 reviews

New LUX home close to DC+metro

Modern and spacious three‑level townhome with 3 bedrooms and 2.5 baths. Enjoy a fully equipped kitchen, finished basement, two patio walkouts, and a spa‑style shower with seating. Park with ease—secure garage parking plus additional spaces on the driveway. Just minutes to Largo Metro Station and FedExField, with quick access to Washington, DC.

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