
Holiday houses in Cheltenham
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Cheltenham
Guests agree: these stays are highly rated for location, cleanliness and more.

*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
4.91 out of 5 average rating, 157 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!
5.0 out of 5 average rating, 38 reviews
Iconic Chesapeake. Unparalleled Luxury.
Autumn at The Cottage at Silver Water is peaceful, cozy, and a little magical. Crisp days invite you to kayak, explore the shoreline, or enjoy the changing colors. Evenings bring golden skies, spectacular sunsets, cool breezes, and fires by the water. Inside, the cottage is warm and inviting, with luxurious bedding, curated art, and thoughtful amenities for a relaxed, memorable stay. Come experience autumn at Silver Water—and see why every guest has given their stay five stars.
5.0 out of 5 average rating, 216 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
4.94 out of 5 average rating, 218 reviews
Cozy Retreat National Harbor and DC Pet|Backyard
Welcome to this calm, stylish, cozy, private space where you can relax and enjoy your special moments. 20 min away from the Capitol Downtown DC, 10 minutes away from MGM and National Harbor and 5 minutes away from Andrew Airforce Base. Free parking and amenities competing a luxury hotel. Split level, 2 bedroom, 2 bathroom townhouse with a large backyard, patio, build in out door grill. Lots of free parking. Your pets are welcome. Allow me to enhance your experience.
4.84 out of 5 average rating, 260 reviews
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.
4.97 out of 5 average rating, 337 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
4.9 out of 5 average rating, 175 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.
5.0 out of 5 average rating, 13 reviews
Private Pool | Modern | Lux 4 BR Retreat | 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.
4.84 out of 5 average rating, 122 reviews
Inground Pool | Hot Tub | Sauna | Theme Room
Enjoy the comfort of this fully remodeled, beautifully decorated single family home. Located minutes from National Harbor Waterfront, MGM, Tanger Outlets, restaurants and shops, and just 20 minutes from Washington, DC and DCA Airport. Situated on half an acre, the home features a brand-new in-ground pool for summer enjoyment, plus a private hot tub and indoor infrared sauna for year-round relaxation. Please supervise children and follow posted rules for safety.
4.89 out of 5 average rating, 231 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.
4.98 out of 5 average rating, 164 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.
4.97 out of 5 average rating, 116 reviewsPopular amenities for Cheltenham holiday rentals
Other great holiday rentals in Cheltenham

Luxury 5 Bedroom 3 Bathroom home
4.87 out of 5 average rating, 52 reviews
Brand-New- Rooftop Luxe 4BR/5BA, 15 Min to DC+ MGM
5.0 out of 5 average rating, 46 reviews
7BR Group Hub: Mins to National Harbor & DC
4.99 out of 5 average rating, 85 reviews
*NEW* Huge 5Br Entertainment Retreat, Near DC
4.92 out of 5 average rating, 61 reviews
Rare, Unique modern 5 minutes from MGM and Harbor
4.97 out of 5 average rating, 30 reviews
Home in Fort Washington| DMV
4.94 out of 5 average rating, 48 reviews
Spacious 5BR Retreat Near Nat'l Harbor, MGM & D.C.
5.0 out of 5 average rating, 19 reviews
Hilltop Haven
4.93 out of 5 average rating, 29 reviewsDestinations to explore
- M&T Bank Stadium
- National Mall
- The White House
- Walter E Washington Convention Center
- Nationals Park
- FedExField
- Johns Hopkins University
- Oriole Park at Camden Yards
- Federal Hill Park
- Capital One Arena
- Arlington National Cemetery
- Georgetown Waterfront Park
- Howard University
- Washington Monument
- National Museum of African American History and Culture
- National Harbor
- CFG Bank Arena
- Baltimore Convention Center
- Smithsonian National Zoological Park
- Museum of the Bible
- Smithsonian National Air and Space Museum
- Smithsonian American Art Museum
- Patterson Park
- National Aquarium





