Holiday rentals in Cheltenham

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Top-rated holiday rentals in Cheltenham

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Guest favourite
The modern living area features a leather sofa with colorful patterned throw pillows, oriented towards a coffee table. A kitchenette with stylish cabinetry and greenery-themed wallpaper includes a microwave and mini oven. Soft lighting enhances the welcoming ambiance of the space.
Guest suite in Cheltenham
4.86 out of 5 average rating, 58 reviews

Modern Retreat: MD near DC & VA! | Pool/KingBed!

Modern lower-level suite with private entrance. Perfect for solo travelers, couples, or professionals discovering the DC Metro area! Easily get to DC, Northern VA, and Southern MD landmarks. Near major highways (95/301/395/495) -7 min Southern MD Hospital, Federal Law Enforcement Training Center -10 min Brandywine -15 min Andrews AFB -19 min Waldorf -23 min National Harbor/MGM -26 min Commanders 🏈 -27 min Alexandria, VA -29 min Chesapeake Beach -32 min National Mall (DC) -34 min White House

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, 1,040 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.

Top guest favourite
A modern kitchen features warm wooden cabinetry, a sleek black stove, and a variety of kitchen appliances. A rustic dining table sits in the foreground, adorned with a woven runner and a wooden tray holding fresh fruit. The space is complemented by decorative shelves and natural light.
Flat in Upper Marlboro
4.95 out of 5 average rating, 181 reviews

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

Have fun and relax at this stylish oasis! Packed w/ amenities. Huge Pool w/multiple cabanas, HOT TUB, trampoline, playground, axe throwing, pool/ice hockey table, arcade,huge theater room and outdoor projector too, 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. Basement apt so there is some movement noise. Updated bath and an outdoor shower. 20 mins from DC & National Harbor

Guest favourite
The living area features a comfortable sectional couch, surrounded by art pieces on light grey walls. A coffee table sits atop a textured area rug, while TV screens are positioned for easy viewing. Access to a private entrance is visible in the background.
Guest house in Anacostia
4.95 out of 5 average rating, 465 reviews

Vibrant + Artsy - mins to NavyYard, CapHill, Dtown

1 bed 1 bath bright artsy basement unit with private rear (alley) entrance in colorful urban Anacostia neighborhood. Short term rental created to be your home away from home for however long you stay. Conveniently located 2 blocks to multiple bus stops, 1 mile from Anacostia Metro station, and a 10-minute ride to Downtown DC. Sleeps up to 5 but most optimal for 2 people. (Starting July 13, the space will only be available for up to 4 people as the yellow futon sofa will be removed.)

Top guest favourite
The main bedroom features a spacious bed with a modern black frame, set against a dark accent wall. Art pieces are displayed above the bed, complemented by stylish bedside lamps. Natural light enters through large windows dressed with light-colored shades, adding to the calming ambiance.
Home in Waldorf
4.91 out of 5 average rating, 85 reviews

Cozy Winter 4BR Gem Near DC, Fire Pit, Cocoa Bar

❄️ Winter at Maryland’s Pulse Southern Retreat ✨ Cozy up in this modern 4-bed home near DC featuring an indoor fireplace, outdoor fire pit, fast Wi-Fi, Smart TVs, and a quiet dedicated workspace. The full kitchen includes an espresso station, cookware, and essentials for families and groups. Enjoy board games, a private BBQ grill, and peaceful garden views in our calm Waldorf neighborhood close to DC, National Harbor, and Joint Base Andrews. Message “HOLIDAY” for 5% off December stays.

Top guest favourite
An elegant two-story home is set amidst lush greenery. The façade features a combination of stone and stucco with large windows, providing ample natural light. A welcoming front porch with rocking chairs invites relaxation, while flower beds add a touch of color to the landscape.
Guest suite in Upper Marlboro
5 out of 5 average rating, 16 reviews

The Parker House

Whether your taking a family vacation to the DC area or traveling for business. Avoid the crowds of the city and join us here in the peaceful suburbs of Upper Marlboro, MD. Easy access to the White House, Show Place Arena, National Museums, Smithsonian Zoo, The National Harbor and much more around the DMV area. Enjoy fun outdoors with 2 acres to run and play or with indoor games aplenty. Have a BBQ on the patio or relax by the firepit, let us help you relax and enjoy your stay!

Guest favourite
A studio apartment is displayed, featuring a spacious bed and a blue sofa. Modern furnishings include a light-colored dining table with two chairs. A framed black-and-white photograph adorns the wall, complementing the neutral tones of the decor. Soft lighting brightens the warm ambiance.
Guest suite in Bowie
4.94 out of 5 average rating, 103 reviews

Modern studio near UMD hospital

Stylish studio basement apartment located 3 minutes from UM Capital Region hospital. As you pull up to our quiet neighborhood you can park right in the drive. The entrance is around the corner to enter your private space. We offer all the essentials needed to have a relaxing stay. The full service kitchen is well equipped and inviting. A large over sized sink for a quick clean up. Come unwind after a long day in this private studio with rainshower and jets. Long stays are welcome.

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, 142 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.

Top guest favourite
Home in Fort Washington
5 out of 5 average rating, 17 reviews

Modern, 2BR Single Fam, Renovated, Close to DC

Relax and recharge in this fully renovated, one-level 2-bedroom, 1-bathroom single family home on over an acre located just minutes from Washington, D.C. Perfect for couples, small families, business professionals, students, remote workers or long-term travelers, this property is designed for both comfort and convenience. With bright open-plan living and modern amenities, it’s your ideal Capitol Family Home for up to 4 guests.

Guest favourite
A modern kitchen features white cabinetry with glass doors and high-end appliances. A spacious countertop in a light marble finish offers ample prep space, complemented by a sleek refrigerator and a built-in stove. Bright lighting enhances the clean, airy ambiance.
Home in Brandywine
4.91 out of 5 average rating, 11 reviews

Spacious, Stylish and Luxurious

Escape to this stunning modern retreat nestled on 3.5 acres of pristine land, offering the ultimate in privacy and luxury. This 2-bedroom, 2-bathroom home boasts top-of-the-line finishes, creating an elegant and comfortable space perfect for relaxation or adventure. The open-concept living area features designer furnishings, a gourmet kitchen with high-end appliances, and large windows that flood the space with natural light.

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, 99 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.

Superhost
A compact kitchen is equipped with modern appliances, including a microwave and refrigerator, set against sleek granite countertops. Light gray cabinets provide storage space, and a kettle sits on the stovetop. A cozy ambience is created by the soft lighting overhead.
Flat in Temple Hills
4.75 out of 5 average rating, 4 reviews

Prívate Basement Apartment Near National Harbor.

Beautiful, small, and cozy mini apartment. This apartment has parking on premises. It has Kitchen with fridge and microwave. 10 minutes from National Harbor water front, Tanger Outlets, MGM Hotel & Casino, Gaylord Resort and Convention Center, 20 minutes from Old Town Alexandria, 25 minutes from Downtown Washington DC, and 30 minutes from Ronald Reagan Washington National Airpot.

Popular amenities for Cheltenham holiday rentals