Holiday rentals in Cheltenham
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Top-rated holiday rentals in Cheltenham
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Popular amenities for Cheltenham holiday rentals
Other great holiday rentals in Cheltenham
Guest house in Cheltenham
4.97 out of 5 average rating, 231 reviewsPrivate Annexe - double bedroom with en-suite
30 Sept – 7 Oct
Apartment in Gloucestershire
4.97 out of 5 average rating, 229 reviewsMontpellierCourtyard Apt,parking for 1 car.Sleeps4
14–21 Sept
Apartment in Gloucestershire
4.98 out of 5 average rating, 110 reviewsCharming boutique suite in Cheltenham town
26 Jun – 3 Jul
Guest suite in Gloucestershire
4.89 out of 5 average rating, 260 reviewsThe Garden retreat
15–22 Nov
Cottage in Gloucestershire
4.94 out of 5 average rating, 109 reviewsCheltenham - Cosy Bath Road Cottage
7–14 Oct
Flat in Gloucestershire
4.82 out of 5 average rating, 165 reviewsModern Artistic Apartment - Centre Of Cheltenham
5–12 Jul
Apartment in Cheltenham
4.83 out of 5 average rating, 245 reviewsApartment in the heart of Cheltenham/ Parking
20–27 Sept
Apartment in Gloucestershire
4.92 out of 5 average rating, 171 reviewsSelf-contained spacious flat near town centre
24–31 Dec
Quick stats about holiday rentals in Cheltenham
Total rentals
1.7K properties
Wifi availability
1.7K properties include access to wifi
Rentals with dedicated workspaces
590 properties have a dedicated workspace
Pet-friendly rentals
310 properties allow pets
Family-friendly rentals
800 properties are a good fit for families
Total number of reviews
43K reviews
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
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