Cheltenham holiday homes

We found 45 holiday rentals — enter your dates for availability

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September 2025

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Scroll through and select from holiday rentals in Cheltenham to find one that's perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll have the amenities that you expect and more, which might include a hot tub and garden. No matter what you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

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Find the best place to stay - Cheltenham

Premier Host

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Sleeps 4 · 2 bedrooms · 1 bathroom

Spacious 6-bedroom house Minutes From Washington Dc & National Harbor

Sleeps 14 · 6 bedrooms · 3+ bathrooms

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Choose a holiday rental for your Cheltenham getaway

Learn about the unique charm of Cheltenham with a stay in a holiday home rental. This city has something for everyone. MGM National Harbor Casino and Washington Navy Yard are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Cheltenham

Are you looking for attractions to see in the city? Venture out of your cosy holiday rental and check out everything that makes Cheltenham a fun place to get away to. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

Lake Presidential Golf Club (9.3 mi / 15 km)
White Plains Golf Course (12 mi / 19.3 km)
Six Flags America (12.4 mi / 19.9 km)
East Potomac Golf Course (14.5 mi / 23.3 km)
Renditions Golf Club (14.7 mi / 23.6 km)
Fridays Creek Winery (9.2 mi / 14.7 km)

Exploring the natural features in Cheltenham

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Cheltenham is a great spot to appreciate mother nature. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

Oxon Cove and Oxon Hill Farm National Park (11.1 mi / 17.9 km)
Potomac River Waterfront Park (11.4 mi / 18.3 km)
Fort Dupont Park (12 mi / 19.3 km)
Mount Vernon Trail (12.7 mi / 20.4 km)
The Yards Park (13.4 mi / 21.6 km)
Canal Park (13.6 mi / 21.9 km)

Transport to and around Cheltenham

The nearest airport is in Ronald Reagan National Airport (DCA), located 14 mi (22.5 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to College Park, MD (CGS), which is 17.7 mi (28.5 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Cheltenham?

Several things determine what you'll pay for a holiday home in Cheltenham, like the season, length of stay and type of property. Still, all our holiday homes have one thing in common — incredible value. Just enter your travel dates to find your ideal match.

How much does it cost to rent a beach house in Cheltenham?

When you travel and the size and style of the property will help determine the cost of your beachside escape. Click on your Cheltenham travel dates to see your options on Bookabach. Can't live without a hot tub, or maybe a private pool? Use our filters to choose the amenities and features you want in your holiday home.

What are the top attractions for families in Cheltenham?

Keep your kids entertained at these awesome family-friendly attractions in Cheltenham:

Delaware Seashore State Park
Rosaryville State Park
Mudd Farmhouse

How old do you have to be to rent a holiday home in Cheltenham?

The minimum age is normally 16, 18 or 21. It can vary from one property to another on Bookabach, so look at the rules of your chosen Cheltenham holiday home before booking.

How long can I rent a holiday home in Cheltenham for?

It's down to the Cheltenham property. To look at a list of options offering extended stays, simply enter your dates and number of guests into Bookabach's search page. You can enjoy having the whole property to yourself, as well as comforts such as a fully-equipped kitchen and a yard to run around in. Be on the lookout for long-term stays that offer weekly or monthly discounts.