
Holiday rentals 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Cheltenham holiday rentals
Other great holiday rentals in Cheltenham

Cotswolds Farm - Beautiful Hay Barn conversion

Dog friendly stay with hot tub & 4 swimming pools

Trillis Cottage

House slps 22 . Close to Bredenbury Court

Lake’s End Lodge.

Stunning one bedroom barn with feature fireplace

Pond House Cottage - a Cotswolds Getaway

Spacious home / views / games room
Quick stats about holiday rentals in Cheltenham
Total rentals
1.6K properties
Total number of reviews
51K reviews
Family-friendly rentals
750 properties are a good fit for families
Pet-friendly rentals
310 properties allow pets
Rentals with dedicated workspaces
590 properties have a dedicated workspace
Wifi availability
1.6K properties include access to wifi
Your guide to Cheltenham
Welcome to Cheltenham
As a well-to-do town with one foot in the countryside, Cheltenham offers the best of both worlds. This attractive urban hub, best known for its internationally acclaimed festivals and immaculate Regency architecture, fizzes with culture and fine dining, with the rural idylls of the Cotswolds close by.
Mineral springs discovered in the early 18th century built Cheltenham into an early tourist spa town in the style of Bath; it became popular in the 18th and 19th centuries, when latter-day hipsters came to sip the curative waters that bubble up here. Exquisite parks and promenades developed during that era still add to its appeal, including Pittville Park, home to a boating lake, and the magnificent Pittville Pump Room, now an events space and cafe, adorned with fluted Ionic columns and housing the original marble water pump.
In town, leafy shopping districts around the Promenade, Montpellier, and the Suffolks — a square of colourful Georgian townhouses — feature independent stores, bars, cafes, and the Wilson Art Gallery and Museum.
The best time to stay in a holiday rental in Cheltenham
With plenty to see and do indoors, Cheltenham is pleasant at any time of year. The nearby Cotswold villages get packed in summer, so if you want to avoid crowds, dodge Bank Holiday weekends and peak school holiday periods at Easter and in May, July, and August when booking one of Cheltenham’s apartments. A wide range of major festivals also draw many visitors to Cheltenham. Among the big ones are the Cheltenham Literature Festival in October, the Jazz Festival in May, a Science and a Food and Drink festival in June, and the Cricket Festival, held in July in the manicured grounds of Cheltenham College. Others cover film, poetry, and hot air ballooning. Also fun are the regular Sunday street markets and annual fairs of the shopping districts.
Top things to do in Cheltenham
Holst Birthplace Museum
Go back in time to see a typical 19th-century domestic setting at this home of the famous composer. The piano on which he composed his best-known seven-movement suite is still in the music room.
Sandford Parks Lido
The bathing suits may have changed, but the nostalgic design of this 1930s lido is little altered. A 50-metre heated outdoor swimming pool backed by lawns is accompanied by a children’s pool with slides and a paddling pool. In summer it hosts outdoor movie screenings, with deckchairs for the top seats. The main summer period usually runs from May to October, but there are cold-water swimming sessions for hardcore swimmers during the winter.
Sudeley Castle
To the northeast of the city, Sudeley Castle is one of the closest Cotswolds attractions, and an absolute stunner with 10 distinct gardens bursting with flowers. A millennia of history is packed into the castle’s crenellated walls, and Katherine Parr, the last wife of King Henry VIII, is buried in the grounds.
Destinations to explore
- Cotswold District Holiday rentals
- Cotswolds Holiday rentals
- Oxford Holiday rentals
- Bristol Holiday rentals
- Birmingham Holiday rentals
- River Thames Holiday rentals
- Royal Borough of Kensington and Chelsea Holiday rentals
- London Borough of Camden Holiday rentals
- City of Westminster Holiday rentals
- London Holiday rentals
- Central London Holiday rentals
- London Borough of Islington Holiday rentals
- Family-friendly rentals Cheltenham
- Rentals with breakfast Cheltenham
- Private suite rentals Cheltenham
- Apartment rentals Cheltenham
- Rentals with a washing machine and dryer Cheltenham
- Rentals with an EV charger Cheltenham
- Rentals with outdoor seating Cheltenham
- Fitness-friendly rentals Cheltenham
- Rentals with a patio Cheltenham
- Cottage rentals Cheltenham
- Rentals with lake access Cheltenham
- Rentals with a firepit Cheltenham
- Rentals with a fireplace Cheltenham
- Rentals with a hot tub Cheltenham
- Townhouse rentals Cheltenham
- Guest house rentals Cheltenham
- Bed and breakfasts Cheltenham
- House rentals Cheltenham
- Smoking-friendly rentals Cheltenham
- Pet-friendly rentals Cheltenham
- Flat rentals Cheltenham
- Family-friendly rentals Cheltenham
- Villa rentals Cheltenham
- Cabin rentals Cheltenham
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Oxford University
- Silverstone Circuit
- Blenheim Palace
- Cheltenham Racecourse
- Port Meadow
- Cadbury World
- West Midland Safari Park
- Birmingham Airport
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- Puzzlewood
- Bowood House and Gardens
- Lacock Abbey
- Shakespeare's Birthplace
- Big Pit National Coal Museum
- Bath Abbey
- Cabot Tower
- Little Oak Vineyard
- Royal Shakespeare Theatre
- Coventry Cathedral
- Astley Vineyard
- Dyrham Park
- Manor House Golf Club