Holiday rentals in Cheltenham

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Top-rated holiday rentals in Cheltenham

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Top guest favourite
Flat in Upper Marlboro
4.95 out of 5 average rating, 172 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 Downtown DC & 6Flags.

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

Guest favourite
A two-story building's exterior features a spiral staircase leading to a balcony. Light-colored siding and large windows create a bright appearance. The building is surrounded by trees, with a clear blue sky overhead, emphasizing an inviting outdoor space.
Farm stay in Brandywine
5 out of 5 average rating, 9 reviews

Farm Studio w/Bath+Kitchen+Laundry. Home Gym+SAUNA

Private Studio with attached bathroom. Has full Kitchen, Laundry, and private entrance on an 18-acre gated urban farm. Free Parking on premises. New 0.8 mike hiking trail wraps around the farm. Great for pets with big, fenced yard. There are bunnies, goats, chickens, and ducks; so fresh eggs daily. BBQ area, fire pit, water falls, pond, panorama sauna, hot tub, cold plunge, home gym, outdoor movie screen, and a porch library. 30mins to DC, 15mins to National Harbor, 10 mins to Costco n shops.

Guest favourite
A spacious living area features a light teal sofa complemented by throw pillows. A wooden coffee table is positioned in front, with a decorative tray displayed. A dining table with black chairs is visible in the background, illuminating a modern and inviting atmosphere.
Flat in Fort Washington
4.94 out of 5 average rating, 47 reviews

Spacious & Full Kitchen | MGM & DC

Located in a quiet neighborhood in Fort Washington, 10 mins from the National Harbor/ MGM, 25 mins from Washington D.C., this modernly-designed cozy basement home provides you all you need to stay comfortably short-term or long-term. This place is equipped with a full kitchen and comes with an in-unit laundry room. We have it considerably designed to be a true “home away from home” experience. *We are military-friendly. A military discount is provided to veteran/active duty military families*

Home in Upper Marlboro
5 out of 5 average rating, 8 reviews

Near Golfing & Green Spaces: Upper Marlboro Home

Multiple Living Spaces | Shared Patio w/ Fire Pit & Grill | WFH Friendly | 7 Mi to Joint Base Andrews Welcome to 'Tempie's Cottage,' a colorful 3-bedroom, 2-bath vacation rental in Upper Marlboro! Whether you're seeking a relaxing getaway or a convenient retreat near the nation's capital, this home is your getaway to popular attractions and exciting outdoor adventures. Tee off at The Courses at Andrews, make a splash at the local recreation center, and explore D.C.'s fascinating museums!

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, 13 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 layout is displayed, featuring a kitchen area with wooden cabinets and a countertop. A Smart TV sits on a stand across from a seating area. Natural light enters from a door leading to a private balcony, complemented by a ceiling fan.
Flat in La Plata
4.83 out of 5 average rating, 18 reviews

Studio - All Private - Entry, Kitchen, Bathrm, W/D

All private Studio Apt Smart TV Kitchen Full bath W/D 1 person only no visitors non - smoker, cannabis, vaping No pets Quiet person GREAT LOCATION: Hospitals: UM Charles Regional Med. Cen 10 min Medstar SM Hosp 30 min Adventist HealthCare Fort Wash 23 mins Chalk Point Aquasco 35 min Military: NRL Blossom Point 15 min NOS Indian Head Naval 20 min Joint Andrews Air Force Base 30 min Bolling Air Force Base, Wash 35 min Dahlgren Naval Base 30 min NAS Patuxent River 50 min

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
4.98 out of 5 average rating, 94 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.

Top guest favourite
A spacious kitchen and dining area are presented, featuring sleek white cabinetry and stainless steel appliances. A large island provides seating with modern bar stools. Natural light highlights the open layout, where a dining table is set near a window, offering views of the surrounding scenery.
Home in Glenarden
5 out of 5 average rating, 16 reviews

Aaron's Getaway Townhouse near DC

Welcome to your modern 3BR, 3.5BA retreat—perfect for families, groups, or business travelers! Comfortably sleeps 8 with a fully equipped kitchen, finished basement, fast Wi-Fi, and cozy living areas. Enjoy two fireplaces and ample parking. Just 10 mins to Suitland Metro and close to FedEx Field, MGM, Six Flags, shopping, and dining. Only 25 mins to DC—your perfect home base for work or play!

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.

Top guest favourite
A cozy sleeping area is presented with a spacious bed adorned with textured bedding. Above, a vibrant painting of birch trees adds color to the wall. A decorative 'Welcome' pillow sits at the forefront, and minimalist shelves offer subtle decorative elements.
Home in Brandywine
5 out of 5 average rating, 9 reviews

Luxurious executive micro suite on 3 woodsy acres

The Brandywoods Leo Diamond executive microsuite has a style all its own. Here, you can enjoy the little things! Outdoor tranquility and indoor relaxation is yours. We curated the space with intentionality to maximize comfort, convenience and your sense of privacy in a safe and secure setting. A keyless entry is your gateway to a private tranquil getaway!

Guest favourite
Home in Severn
5 out of 5 average rating, 5 reviews

Private Suite • 10 mins to BWI, Fort Meade & Mall

Welcome to your spacious private suite! We’re just 10 minutes from BWI Airport, Maryland Live! Casino, and Fort Meade, with plenty more nearby to explore. Washington, D.C. is only a 30–40 minute drive away, so it’s easy to enjoy the city and then come back to relax in your own cozy space. Whether you’re here for work or play, you’ll feel right at home.

Popular amenities for Cheltenham holiday rentals