Holiday houses in Cheltenham

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Top-rated holiday rentals in Cheltenham

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

A stylish bar area is showcased with a pool table in the foreground and a sleek bar counter adorned with emerald green stools. Pendant lighting hangs from the ceiling, providing modern illumination, while a television is mounted on the wall for entertainment.

Home in Waldorf

4.91 out of 5 average rating, 157 reviews

*Brand New | Modern | Lux 4 BR | Huge | 24 m to DC

Dee's Lounge will offer you the ULTIMATE perfect stay! Indulge in a luxurious and refined experience that is sure to leave you feeling refreshed, relaxed, and rejuvenated! This space is designed to make you feel like you've escaped your everyday life. Whether it's a girl trip, family time or hanging with your friends, you are sure to have an amazing time! We are readily available to accommodate your needs and make sure that you enjoy your time here! UPDATE 7/17 Grass room is under construction

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Top Guest favourite

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, 1114 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.

ValueFamilyWalkability

Superhost

A spacious bedroom features a stylish four-poster bed, accompanied by a cozy seating area with an orange couch. Light from large windows emphasizes the warm color palette, while a modern coffee table sits on a patterned rug, creating an inviting atmosphere.

Home in Camp Springs

4.87 out of 5 average rating, 52 reviews

Luxury 5 Bedroom 3 Bathroom home

5-bedroom, 3-bathroom home, conveniently located in the heart of the Washington DC, Maryland, and Virginia (DMV) area. Whether you’re here for business, sightseeing, or simply relaxing, our property is designed to be your comfortable retreat. Fully Equipped: Enjoy a modern kitchen, cozy living spaces, pool table,and all the amenities you need for a seamless stay. Prime Location: Close to the iconic landmarks of Washington, DC, MGM Casino, National Harbor, the wharf, and Alexandria waterfront!

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Top Guest favourite

Home in Fort Washington

5.0 out of 5 average rating, 38 reviews

The Royal Estate

Welcome to the Royal Estate – Your Luxurious Home Away from Home! Step into luxury and comfort at The Royal Estate, a stunning 6-bed, 4.5-bath oasis located in the heart of Fort Washington. Perfectly positioned just moments away from the vibrant MGM National Harbor, this expansive single-family home promises an unforgettable getaway for families, friends, & groups alike. You’ll have exclusive access to the entire home allowing space to create special memories. Your royal experience awaits!

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Superhost

Farm stay in Brandywine

5.0 out of 5 average rating, 3 reviews

Serene 40 Acre Farm Cottage

Welcome to your peaceful retreat at our luxurious Farm Cottage, set on a tranquil 40-acre estate. Just moments from Rte 301, enjoy easy access to shopping, dining, and essential services in this idyllic countryside setting. The cottage combines modern amenities with rustic charm, featuring cozy interiors that create a warm atmosphere perfect for relaxation and rejuvenation. Experience comfort and serenity in this enchanting getaway where everything you need is at your fingertips.

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Guest favourite

Apartment in Upper Marlboro

4.94 out of 5 average rating, 217 reviews

Kone Oasis- hot tub, pool, theater/game rm.

Have fun and relax! Near every amenity. Huge Pool w/multiple cabanas, hot tub, trampoline, playground, axe throwing, pool/ice hockey table, arcade,huge theater room, basketball court, grill, spa/library with sauna and full gym!! 5 comfy beds. Rooms split for privacy. Open kitchen/dining/living room. Cold DeerPark water fountain. Now offering RV for additional cost to add additonal sleeping space. Basement apt so there is some movement noise. 20 mins to DC & National Harbor

ValueFamilyOutdoor spaces

Guest favourite

The exterior of a spacious brick home is displayed, featuring a prominent front porch and multiple windows that allow for natural light. A well-kept lawn with neatly trimmed shrubs enhances the entrance. A paved driveway leads to a garage with ample parking space.

Home in Fort Washington

4.9 out of 5 average rating, 175 reviews

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 6 bedrooms & 5 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

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Guest favourite

Home in Waldorf

5.0 out of 5 average rating, 12 reviews

Spacious 4BR Near DC | Free Parking | Sleeps 11

Spacious 4BR home in Waldorf, MD — 30 min from DC, free driveway parking, sleeps 11 across 4 bedrooms / 3 baths. WHAT YOU'LL LOVE • Sleeps 11 — great for big family trips and DC visits • Fully stocked kitchen, coffee maker, ice machine • In-unit washer/dryer, central A/C, fast WiFi, smart TVs • Free driveway parking + self check-in via smart lock Great for family reunions, military families near Joint Base Andrews, and DC visitors. We monitor Airbnb chat all day.

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Guest favourite

Home in Waldorf

4.84 out of 5 average rating, 122 reviews

*Brand New | Modern Farmhouse | Lux 4 BR | Near DC

Relax with the whole family at this peaceful estate. Newly Remodeled Modern Farmhouse. Enjoy a stylish master bedroom with a double shower and deep freestanding soaker tub. Plenty of areas to relax in and watch movies or enjoy the beauty of the 100-foot-tall trees on the spacious 2-acre lot. Have fun with the Queen-sized bunk beds or if you have a little work to do you can use the home office complete with docking station, web cam and double large screen monitors.

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Guest favourite

A spacious living area features a brown leather sectional sofa, a large wall-mounted television, and soft natural light coming through the windows. An outdoor hot tub offers a relaxing retreat with calming blue water and integrated controls, while a cozy bedroom includes a modern dresser and an electric fireplace.

Guest suite in Clinton

4.98 out of 5 average rating, 164 reviews

The Guest of Honor: Fenced Smart Home w/Hot Tub

This stylish ground-level only private space (Not a basement) is only 23 min from DC (30-35 min to downtown DC) 5 min from Andrew's Airforce Base, 15 min from the National Harbor & walking distance to Cosca Park. Cosca Park Amenities Include Baseball Fields, Outdoor Tennis Courts, Tennis Bubble, Walking Trail/Nature Trail, RestRooms, Playground, Skateboard Park, Paddle Boats on the Lake, Picnic Tables & Shelters, Nature Center, RV/Campground & parking lots.

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Guest favourite

A large two-story home is shown in a serene natural setting, surrounded by trees displaying autumn foliage. The front porch features a welcoming entrance, while two garage spaces are visible beneath a symmetrical façade. Solar panels are installed on the roof, enhancing sustainability.

Home in Fort Washington

4.94 out of 5 average rating, 48 reviews

Home in Fort Washington| DMV

Enjoy a brand-new feel in this spacious and stylishly updated 4-bedroom, 2.5-bath Fort Washington home — just minutes from National Harbor, MGM Casino, Topgolf, Tanger Outlets, and major attractions in Washington, D.C. and Downtown Alexandria. With new flooring throughout, a renovated kitchen and master suite, plus a private patio, sunroom, and pool table, this home blends comfort, space, and convenience—an ideal alternative to hotels.

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Top Guest favourite

A spacious living room features a large sectional sofa, adorned with decorative pillows in neutral tones. A dark coffee table sits in front, and the soft carpet adds warmth to the area. Two doorways lead to adjacent rooms, offering convenient access.

Guest suite in Prince George's County

4.97 out of 5 average rating, 116 reviews

Home Sweet Home! 3 bds | Bath | Kitch | Laundry

Stay and Relax with the whole family in this brand new spacious basement apartment with lots of room for fun. Easy access to the White House, Six Flags, Chesapeake Beach, National Museums, Smithsonian Zoo, and a host of other beautiful sights in the D.C., Maryland, and Virginia (DMV) areas. The nightly rate includes up to two guests, and there is a $20 per night charge for each additional guest staying overnight in the unit.

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