Holiday rentals in Cheltenham

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Top-rated holiday rentals in Cheltenham

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Guest favourite

Guest suite in Bowie

4.94 out of 5 average rating, 335 reviews

Beautiful Bsmt. Suite, Quiet, Upscale Neighborhood

A luxurious, beautiful, and spacious basement suite designed exclusively for guests with a private sliding door entrance. Features include a large living room, two bedrooms, bathroom, playroom, Kitchenette. Wi-Fi, Smart TV, patio, and standby generator. 30 minutes from BWI or Reagan National Airports and 5 miles to Metro & MARC station, this is a commuter's dream. Close to shopping and a short drive to FedExField – Washington Redskins Stadium, Six Flags, Washington DC & MGM National Harbor.

16–23 Sep

$157 SGD per night

Guest favourite

Townhouse in Alexandria

4.92 out of 5 average rating, 142 reviews

1bed basement with private entrance & free parking

Custom built beautiful private open kitchen(no oven) and cozy living room. An electric recliner couch and 65’ smart tv mounted right above the fireplace. One bedroom with adjustable massage bed. Private full bathroom, Private laundry,Private fenced backyard backing trees to provide peace and privacy. Conveniently located close to Kingstown Shopping Center & Ft. Belvoir. Easy commuting to Interstate 495, Van Dorn Metro & Huntington Metro! Two Assigned Parking Spaces and tons of street parking!

26 Jun – 3 Jul

$173 SGD per night

Guest favourite

Guest suite in Upper Marlboro

4.99 out of 5 average rating, 98 reviews

Basement Suite in Golf-course Community (DC metro)

A beautiful home in the Beech Tree Lake Presidential Golf Course community. Our cozy, spacious, new, private, basement suite is welcoming you. You can enjoy golfing on beautiful green rolling hills, Luxury Golf Course Clubhouse, restaurant & bar, walking trails around the Lake Presidential and morning coffee on the patio. Easy access to Washington, DC, Annapolis, AFB, Chesapeake Bay, Redskin FedEx Field and Baysox Baseball Stadiums, Six Flags Amusement Park, Show Place Arena & Equestrian Center.

20–27 Aug

$149 SGD per night

Guest favourite

Guest suite in Brandywine

5.0 out of 5 average rating, 10 reviews

1 bdrm Lux Suite & Retreat Minutes from Wineries

Kick back and relax in this calm, stylish space. This is a 1 bdrm Loft Style Private Basment with a bathroom, wetbar, and entrance. This location is on an exclusive 5-acre retreat that's tucked way and surrounded by beautiful nature. There is a lovely outdoor area, including waterfall, pond, firepit, and seating areas around the property. Enjoy a quick getaway/retreat or even a quiet work from home space only minutes from over 4 local wineries, Patuxent River, & 30 min from DC/ National Harbor.

20–27 Aug

$152 SGD per night

Guest favourite

Flat in Waldorf

4.96 out of 5 average rating, 109 reviews

Waldorf MD: Gingko Lane: MCM Vibe Newly Renovated

Newly Renovated Light airy 1 BR (QN) basement apartment in a single family home in quiet residential neighborhood. We live upstairs. YOUR SPACE IS FULLY PRIVATE & SECURE. PRIVATE KEYPAD ENTRY. LR has 2 sofas & high quality Full air mattress. Perfect for 2 couples or a small family. Modest travel distance from DC metro area and the Potomac Corridor. Washington DC, National Harbor, the Chesapeake Bay, the Northern Neck of VA, and historic sites like Mt Vernon, and Old Town Alexandria are nearby.

9–16 Jun

$201 SGD per night

Guest favourite

Guest suite in La Plata

4.88 out of 5 average rating, 217 reviews

Beautiful Rural Suite near Washington, D.C.

Enjoy a rural environment only 50 minutes outside of Washington, D.C., and 45 minutes away from Andrew's Air Force Base. Located in a quiet wooded neighborhood with horses, goats, ducks, and more this property allows children space to run and play. Stores are less than 10 minutes down the road. This is a perfect little haven, fully equipped with a kitchen and laundry facilities. Parking is available for boats and trailers. Please Note: Sunday check-in is at 4pm, unless requested otherwise.

6–13 Sep

$150 SGD per night

Guest favourite

Cottage in Annapolis

4.94 out of 5 average rating, 312 reviews

Wright’s Cottage, Pets Welcome!

We offer a very tiny, mostly original, cottage built in the 1940’s. Located in the community of Bon Haven, large properties and big trees gives one a cozy, country feel, yet so close to bustling Annapolis! There is RV/EV hookup, an outdoor woodstove, and a propane grill for your use. The yard in the back of the cottage is fully fenced so your dog, cat, or maybe, pig or rabbit 🤔can freely play. Everything is very laid back at Wright’s cottage. Come stay and take the time to enjoy being you!

22–29 Aug

$204 SGD per night

Guest favourite

Flat in Bowie

4.98 out of 5 average rating, 116 reviews

Couple's Retreat - Private Entrance Basement Apt

Gem! This open and airy basement apartment is great for a weekend getaway or a longer stay -- all the comforts of home. It contains a fully equipped kitchen, living room with large sectional, TV and electric fireplace, dining area, bedroom with queen bed, a nook with sleep sofa, full bath, and washer/dryer. Private entrance with patio and a zen koi pond garden! Couples, travel nurses, and other medical professionals love this private apartment close to hospitals and health facilities.

16–23 Jun

$160 SGD per night

Guest favourite

Guest suite in Fort Washington

4.94 out of 5 average rating, 113 reviews

Near National Harbor/MGM Casino/COZY Studio Suite

✔2 guests MAX. NO EXCEPTIONS (NO GATHERINGS, NO PARTIES , NO EVENTS) ✔ 100% ID required for New Airbnb Guests with less than 2 reviews. ✔Small & Cozy space: 300 sq ft (Refer to the pics) ✔Private & separate entrance ✔Quiet residential neighborhood of single-family homes ✔Reserved parking for 1 vehicle ✔10 mins from MGM Casino/National Harbor ✔20-mins drive to Washington, D.C. ✔1 Pet welcome ✔1 queen-size bed ✔2 TVs ✔Kitchenette - Hot plate (no stove) ✔K-Cups machine ✔Towels, shower gel,

24–31 May

$123 SGD per night

Guest favourite

Home in Temple Hills

4.84 out of 5 average rating, 138 reviews

DC MGM National Harbor Modern House with 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.

25 Feb – 4 Mar

$228 SGD per night

Guest favourite

Guest suite in Upper Marlboro

4.95 out of 5 average rating, 103 reviews

Private Apartment on a Horse Farm

My place is convenient to Joint Base Andrews (20 minutes), Washington DC and Annapolis MD (both are about 40 minutes by car) but you’ll love my place because of the outdoor space and the peace and quiet. For Equestrians, we are within 10 minutes of the Prince George's Equestrian Center as well. My place is good for couples, solo adventurers, families (with kids), and well-behaved pets. With a full-sized kitchen, this apartment is a great home away from home.

26 Jun – 3 Jul

$131 SGD per night

Guest favourite

Guest suite in Waldorf

5.0 out of 5 average rating, 12 reviews

Chocolate Bliss-Inn (King Size Bed)

Forget your worries in this spacious and serene space. Chocolate Bliss-Inn features a full size bedroom with king size bed, full bathroom, informal living room area brown leather sectional and table. Kitchenette includes refrigerator, induction two plate cook top, wet bar with granite countertop pendant and recess lighting. Close to Washington DC, Virginia, National Harbor, Tanger Outlets, all shopping and eateries within the Charles County area.

2–9 Jun

$118 SGD per night