Holiday rentals in Cheltenham
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Top-rated holiday rentals in Cheltenham
Guests agree: these stays are highly rated for location, cleanliness and more.
Flat in Gloucestershire
4.98 out of 5 average rating, 169 reviewsBeautiful basement flat. Leckhampton, Cheltenham
Beautiful self contained basement flat with own entrance. Open plan living area with pull down ‘Murphy bed’ (please ask when booking if you would like to use this bed as it requires host assembly). Full kitchen-dishwasher,oven,microwave & washing machine. Bedroom with wardrobe, dressing table and king size bed- can be separated into 2 singles on request at time of booking. Wet room with shower. Shampoo,conditioner,shower gel and towels provided. Tea,coffee,milk and breakfast items provided.
11–18 Jun
Flat in Gloucestershire
4.93 out of 5 average rating, 140 reviewsBest located Flat in Cheltenham + Free Parking
Luxury, modern, 5* apartment in the heart of Montpellier, Cheltenham. Centrally located, just a minutes walk from Cheltenham’s prestigious shopping on The Promenade. Montpellier bustles with bars & restaurants including The Ivy and 131. The apartment is set back off Montpellier Street in The Courtyard so has more privacy. A huge benefit is the free of charge, private parking space. If you’re here for one of Cheltenham’s festivals Imperial Gardens and Montpellier Gardens are opposite the flat.
24 Apr – 1 May
Apartment in Cheltenham
4.98 out of 5 average rating, 303 reviewsFootsteps from the town & parks (+ hamper/parking)
Little Portland is a central 700 sq ft self-contained Grade-II apartment moments from the heart of town & Pittville Park (a historic area, with two lakes, cafes and a kids' play area). If you're coming to visit the town, races, festivals or Cotswolds, it's ideal. Parking centrally can be tricky so we offer guests 2 free parking permits. You'll also receive a food hamper with beer or cider, nibbles, brioche, fruit, milk & juice. The apartment has a cooling system for the summer months.
5–12 Nov
Holiday rentals for every style
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Popular amenities for Cheltenham holiday rentals
Other great holiday rentals in Cheltenham
Flat in Gloucestershire
4.97 out of 5 average rating, 170 reviewsSelf-contained basement flat in regency home
3–10 Apr
Guest house in Cheltenham
4.97 out of 5 average rating, 223 reviewsPrivate Annexe - double bedroom with en-suite
28 Jun – 5 Jul
Home in Gloucestershire
4.84 out of 5 average rating, 169 reviewsCosy House Centre of Cheltenham Parking & Garden
17–24 Feb
Cabin in Gloucestershire
4.98 out of 5 average rating, 105 reviewsA luxury Cabin within a private garden
26 Feb – 5 Mar
Home in Gloucestershire
4.95 out of 5 average rating, 101 reviewsCentrally situated house plus off road parking.
22–29 Sept
Flat in Cheltenham
4.98 out of 5 average rating, 126 reviewsGarden flat close to town centre and Montpellier
13–18 Jun
Home in Cheltenham
4.99 out of 5 average rating, 140 reviewsDetached Cotswold Stone Coach House
2–9 Aug
Home in Charlton Kings
4.99 out of 5 average rating, 138 reviewsComfortable and homely, 2 Ensuite Bedrooms Parking
12–19 Apr
Apartment in Cheltenham
4.84 out of 5 average rating, 240 reviewsApartment in the heart of Cheltenham/ Parking
19–26 Jun
Apartment in Gloucestershire
4.98 out of 5 average rating, 62 reviewsEntire flat town centre - quiet
24 Jun – 1 Jul
Flat in Gloucestershire
5.0 out of 5 average rating, 31 reviewsCharming Apartment in the heart of Montpellier
11–18 May
Flat in Gloucestershire
5.0 out of 5 average rating, 85 reviewsRosebank - Stunning apartment in Montpellier.
18–25 Oct
Quick stats about holiday rentals in Cheltenham
Total rentals | 1.6K properties |
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Wifi availability | 1.6K properties include access to wifi |
Rentals with dedicated workspaces | 560 properties have a dedicated workspace |
Pet-friendly rentals | 280 properties allow pets |
Family-friendly rentals | 760 properties are a good fit for families |
Total number of reviews | 44K 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.
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