
Mansion holiday rentals in Upper Marlboro
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Top-rated mansion rentals in Upper Marlboro
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Beautiful 4 (optional 6) Bedroom Retreat - Near DC
**2 bed/1 bath BASEMENT EXTRA $150/night** BLUE features 4 beautiful, private and large bedrooms. There are 2 full baths/ 1 half, 2 large living rooms, an office area, 4 Roku TVs, and 1 full kitchen (microwave, refrigerator, dishwasher, stove, double ovens). Near the 295, 30 min. from Washington DC and Baltimore, 15 min. from the Greenbelt Metro Station, and 20 minutes from down-town Silver Spring. Free WiFi, easy keypad check-in, and a welcoming neighborhood with a park at the end of the block.

Annapolis Area Waterside Retreat
This Rhode River home is your perfect getaway to the Annapolis area - whether you’re looking to get away to a unique home overlooking incredible sunsets, a fun weekend with friends along the water, a family trip to the Chesapeake, or a private work retreat away from the bustle of the city, this home has it all. The house is a short drive from DC or Baltimore and unlike any Airbnb this side of the Chesapeake - it is on a 3 acre marina just minutes from Annapolis but private and away from it all!

Remedy Cottage
Welcome to Remedy Cottage, a place that holds deep sentimental significance for our family. It is a split foyer, two levels with steps leading in each direction from the foyer. It was built in 1978, every inch was renovated in 2022, featuring a brand new kitchen appliances. The interior boasts a modern farmhouse and minimalist design. This location is ideal for visitors to the nation's capital, the NSA, Andrews Air Force Base, and a short driving distance to three major airports in the area.

MCM w/ Hottub + Firepit, mins to DC/Metro
Fun, stylish, and built for all age groups!! Hot tub for the adults and climbing tower and games for the kiddos. Mid century modern theme throughout the home to provide a unique and cool experience. Tons of games and lots of space to play them. Huge livingroom to gather and a great family room with a beautiful city light view in the winter. Only 5 mins from DC and walking distance from Cheverly Metro. Inside the beautiful and quaint town of Cheverly MD. NO Parties!! Basement not included.

Renovated townhome Home, 15 mins from Downtown DC
This recently renovated townhome is tucked in a private residential setting but less than 5 minutes away from the Washington, DC beltway. It consists of 4 beautifully furnished bedrooms & 3.5 baths. Hardwood flooring, a Chef-inspired kitchen, and a deck give this home its charm. It is located in a family-friendly community with convenient parking, bike trails, playgrounds for kids, and picnic areas. Restaurants and major store outlets are nearby. This home is perfect for group travelers.

Luxury Modern Home on Water+Hotub- Annapolis 25min
Waterside mid-century modern home, perfectly appointed. Join with colleagues, family, and friends. Paddleboard, roast marshmallows, watch fireworks, take a hot tub or team building. Our "Flight Deck" is perfect for meetings and retreats. Breathtaking, peaceful grounds with an abundance of space. Approximately 2800 SF sits on a 3/4 acre property - perfect for lawn games and zip lining. 20x20 furnished deck + dock Mayo Beach and Beverly Triton 1 mile away. Within an hour of the DMV

Luxury 4 Bedroom - Pool/HotTub/Fire Pit
*PLEASE READ OUR LISTING AND HOUSE RULES IN THEIR ENTIRETY, PRIOR TO BOOKING OUR HOME.* Welcome to your beautiful and spacious home away from home! Featuring 4 beautifully decorated bedrooms and 2.5 bathrooms, each designed with comfort and style in mind. Relax in our spacious living areas, take a plunge in the pool & hot tub or lounge by the fire pit in the huge backyard! Experience luxury and comfort in our beautiful home and make unforgettable memories with your loved ones!

Modern 3-Level Stay| Hot Tub | Game Room | Parking
Spacious 5BR home near D.C. with hot tub, fire pit, and game room—perfect for families or groups! Enjoy 3 levels of comfort, a full kitchen, fast Wi-Fi, smart TV, and self check-in. Relax in the private backyard, grill out, or unwind in the hot tub. Pet-friendly and sleeps 12 comfortably. Located in a quiet neighborhood just minutes from downtown Silver Spring and Washington, D.C. Free parking, kid-friendly, and ideal for work trips or weekend getaways. Book your stay today!

Modern Escape | Near DC, Dining & Entertainment!
Discover the perfect blend of comfort and convenience! This stylish home is perfect for group trips, family getaways, or a relaxing retreat. Just minutes from FedExField, home of the Washington Commanders, and a quick Metro ride to downtown D.C., National Harbor, and Nats Park. Shop and dine at Woodmore Towne Centre, catch a movie at AMC Theatres, explore Watkins Regional Park, or enjoy top equestrian events at Prince George’s Equestrian Center. Unbeatable location—book now!

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.

5-BR Home near DC Metro -Free Parking/Full Kitchen
RARE FIND — Main-Level Bedroom & Bath with No Steps! Welcome to your stylish D.C. retreat! This fully renovated 5-bedroom, 4-bathroom home offers 3,500 sq ft of open-concept living, just 3 minutes from the Metro and 10 minutes from the White House. Enjoy free street parking. Perfect for families or business travelers with a main-floor bedroom, chef’s kitchen, double living rooms, fast Wi-Fi, and smart TVs. Book your stay today and experience D.C. in comfort and style.

SPACIOUS Single Home near DC & National Harbor
Welcome this spacious single-family home relaxing by the waterfront for your getaway. It is perfect for vacations, retreats, meetings, and BUSINESS travelers. Create memories , beautiful experiences while enjoying a STUNNING lovely 5 bedrooms & 4 full Bath home with landscape garden, LUXURY settings, large custom kitchen, and EXQUISITE main suite ,close to Washington, National Harbor, MGM casino, Alexandria, and Tanger outlets. Provide one roll paper towel per stay
Popular amenities for Upper Marlboro mansion rentals
Luxury mansion rentals

River and Park Views in the Heart of Old Town

Lyon Village house

Entire family size house steps to ANC & metro walk

Spacious DC Townhouse | 2-Units 4BR/5BA | Shaw

The Heights & Hotel Luxury w/ Garage, Near Metro

Lux Family Xcape with HotTub, Fireplace, Deck, BBQ

Luxury home in Arlington

14 ft Christ tree LA Inspired Glasshouse4min DC|
Pet-friendly mansion rentals

Beautiful Waterfront Escape w/ Gorgeous Views

Queens Corner

A Home Away From Home In Alexandria!!

Getaway by the Bay

Modern GreyHOUSE Near H ST/Union Station 4BD/3BA

Spacious relaxing home by DC, CP, woods & lake

Charming and Elegant Home Tucked Away in Maryland

10 min to UMD | 5BD/2.5BA free parking - 20 min DT
Mansion rentals with a pool

Luxury Farmette -Private & Secluded-1hr to DC

Punch Point boasts a sandy beach w/ pool and pier

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

Come for the Holidays to Gorgeous, Waterfront Home

*NEW* Huge 5Br Entertainment Retreat, Near DC

Cozy Hanover/BWI 3-Level Corporate + Group Stay

Large Home with Pool & 7 bedrooms; sleeps 21

Crow's Nest Cottage: Chesapeake Bay View*HOT TUB*
Destinations to explore
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- Nationals Park
- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- District Wharf
- Smithsonian National Museum of Natural History
- Oriole Park at Camden Yards
- Hampden
- National Museum of African American History and Culture
- Arlington National Cemetery
- Sandy Point State Park
- National Harbor
- Patterson Park
- Washington Monument
- Georgetown Waterfront Park
- Caves Valley Golf Club
- Great Falls Park
- Six Flags America
- The Pentagon
- Smithsonian American Art Museum
- Lincoln Park
- Library of Congress
- Piney Point Beach




