
Apartment holiday rentals in Cheltenham
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Cheltenham

Total holiday rentals
Explore 110 holiday rentals in Cheltenham

Nightly prices starting at
Cheltenham holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 8,260 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
110 of Cheltenham holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cheltenham rentals

4.9 Average rating
Cheltenham stays are highly rated by guests – averaging 4.9 out of 5!

Nearby attractions
Cheltenham’s top spots include Cheltenham Racecourse, Pittville Park and Everyman Theatre
Top-rated apartment rentals in Cheltenham
Guests agree: these apartments are highly rated for location, cleanliness and more.

Modern studio in the heart of Cheltenham
Enjoy your stay in this centrally located studio apartment on the top ( second ) floor. Ideally located for all the wonderful bars cafes and restaurants that Cheltenham has to offer, this easy living, modern studio apartment is on the doorstep to all the activity. You will see instructions for entry 48 hours before arrival. GL52 2SQ There is a secure side door for bike storage on ground floor. Cheltenham Racecourse is a 5 minute drive ( traffic dependent ) or a 30 minute walk from apartment.
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Pittville Loft - 5* Free parking no cleaning fee
The hidden gem of hidden gems. Our beautiful apartment is nestled in a quiet private mews lane - close to all you need and want in central Cheltenham. Free Parking inc Pittville Loft is perfectly situated for couples, young families, small groups of friends and single people traveling for business or pleasure. Within easy walking distance to the festival sites and the racecourse. Quirky and unique, Pittville Loft combines all modern conveniences with stylish vintage style and industrial chic.
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2 Double bedroom flat in the heart of cheltenham
Nicely decorated and comfortably furnished. Great bars, cafes and restaurants on the door step.1 minute walk to Cheltenham's main shopping and the Everyman Theatre where you can enjoy ballet, opera, comedy and musical events. 5 minute walk to Literature, Jazz, science and food festival venues. Within walking distance of Pittville Pump room, the largest Spa building and Cheltenham's Racecourse. This flat is ideal for people who want to be in the town centre to enjoy the day and evening life.
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Regency Apartment | Free Parking | Walk to Town
Ideally located within walking distance of Cheltenham town centre and the racecourse, this recently refurbished apartment offers a comfortable private living space within a large Regency house. Perfect for couples, the apartment sleeps 2, with space for up to 4 using additional single beds if required. Please contact us before booking if you would like the single beds prepared. I co-host with my son Patrick, husband John and daughter Rachel, and we’re always happy to help during your stay.
LocationValueParks

Intriguing Apartment in Regency Villa
An intriguing designed and modern 91 square metre apartment in a Regency Villa. With designer furnishings, and stunning limestone flooring. The apartment has been renovated to a pristine standard with feature lighting. Located on the prestigious Montpellier Terrace, the apartment looks onto the famous Cheltenham festivals in Montpellier gardens, and is within a small walking distance to all the Restaurants and Bars that the central and stylish Montpellier district of Cheltenham has to offer.
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Unique Courtyard Apt, walk to 3 Choirs Vineyard
Appledeck is a stylish 1 bedroom unique apartment set in the grounds of an historic 1000 year old house & located within a stunning stable courtyard & fountain. Ideal for walkers, cyclists, visitors & close to the beautiful Wye Valley, Forest of Dean, counties of Glos, Worcs, Herefordshire and Wales. Explore the ancient market towns of Ledbury & Ross On Wye plus beautiful spa towns of Malvern & Cheltenham. Just a short stroll away from the award winning “Three Choirs Vineyard" & brassiere.
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MontpellierCourtyard Apt,parking for 1 car.Sleeps4
Our courtyard apartment is set right in the heart of beautiful Regency Montpellier. Home to countless restaurants, bars and boutiques, there is something for everyone. Located directly behind the vibrant Suffolk Parade, with its eclectic mix of Independent shops, galleries and bars. It 's a 2 minute walk to Montpellier Gardens, home of some of the Festivals that Cheltenham is renowned for. Imminently approaching is The Food & Drink Festival, followed by The Jazz Festival in early July.
FamilyValueHeating

Stylish, town centre apartment with free parking
Fantastic location for a city centre stay. Beautiful, regency apartment, with original Georgian features, spacious rooms and luxury interior. Town centre location, 5 minute walk to John Lewis. Also walking distance to Cheltenham Racecourse. The apartment is fully equipped with Wi-Fi, fully heated and powerful water pressure! There are two bedrooms, a fully equipped kitchen, one bathroom, one luxury en-suite, This is a perfect base from which to explore Cheltenham and the Cotswolds.
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Cosy Cheltenham Hideaway
We love to welcome guests to our home and offer a large self-contained Lower Ground Floor 1 bed apartment, with its own front door, allowing guests to come and go as they please. The property has a kitchen dinner, with microwave for convenience. A large sitting room with 42” TV. There is also a log burner which guests are welcome to use. The bedroom has a new Hypnos mattress. Finally there is bathroom with walkin shower. There is also secure off-street parking on the drive
FamilyValueOutdoor spaces

Regency flat, private courtyard, free parking
A beautiful recently renovated Regency flat in a grade II* building. We are 5 minutes walk to the city centre and 25 minutes to the Racecourse. The flat has its own front door and private courtyard. Virgin VIP package and high speed broadband plus Sky & BT Sports. One kingsize bed with soft linen sheets, plus one sofa bed for additional guests (book for 3 if you want the sofa bed). Well equipped kitchen. Separate shower room (off living room). Free parking nearby. Nest heating.
FamilyValueCleanliness

Stylish apartment in the heart of Cheltenham
A chic stylish one bedroom apartment in a Victorian townhouse in the centre of Cheltenham with FREE PARKING. Perfectly located to experience all Cheltenham has to offer. A short walking distance to festival locations and the most popular bars and restaurants in Montpellier, The Suffolks, Bath Road and the Promenade. The racecourse is a 25 minute walk or 10 minutes by road. An ideal base for those travelling for business or pleasure.
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Central Cheltenham Apt · Free Parking · Grade II
Enjoy a luxurious stay in a characterful Grade II listed building — formerly the 'Dobells' public house — in the very heart of Cheltenham. The Promenade, restaurants, cafés and shops are seconds from your door, and your own private parking space is included — a rare bonus this central. Perfect for a weekend escape, a working week or a longer stay.
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Popular amenities for Cheltenham apartment rentals
Weekly apartment rentals

Private apartment in stunning historic house
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The Annex
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Georgian Flat in the heart of Cheltenham/ Parking
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Historic Renovated Apartment in Riverside town
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Stylish studio apartment in Bourton on the Water
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Mid-Century Apartment, Near The Quays & Docks
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Cotswold Farm Escapes, The Stable Manor Farm
LocationFamilyCondition

Cheltenham Studio Apartment
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Pet-friendly apartment rentals

Luxury historic stay, dog-friendly, parking & gdn
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Attic Flat in Old School on the Cotswold way
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Malvern hillside apartment with spectacular views.
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The Green Room
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Elegant & stylish home in Moreton town centre
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The flat over the pub!
LocationFamilyLayout

Charming vaulted apartment nr Docks with parking
ValueFamilyParks

Luxury 1 bed, Broadway, Cotswolds. Private parking
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Apartment rentals with a pool

Reed Warbler HM111 Penthouse Lake Retreat & Spa
LocationValueCheck-in

Dragonfly lakeside apartment with pool&spa access

Tranquility - Modern Lakeside Retreat in Cotswolds
ValueFamilyHot tub

Penthouse apartment with lake views & spa access
LocationFamilyAccess

Cosy, rural apartment with breakfast hamper
LocationFamilyBiking
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $179 SGD | $173 SGD | $248 SGD | $177 SGD | $184 SGD | $180 SGD | $170 SGD | $174 SGD | $171 SGD | $174 SGD | $173 SGD | $187 SGD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 17°C | 15°C | 11°C | 7°C | 5°C |
Destinations to explore
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- Silverstone Circuit
- Cotswolds AONB
- Longleat Safari Park
- University of Oxford
- National Exhibition Centre
- Blenheim Palace
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Lower Mill Estate
- Cheltenham Racecourse
- Highclere Castle
- West Midland Safari Park
- University of Warwick
- Utilita Arena Birmingham
- Cadbury World
- Ludlow Castle
- Coventry Building Society Arena
- Cotswold Wildlife Park
- Bath Abbey
- University of Birmingham
- Puzzlewood
- Bicester Village
- Sudeley Castle
- Warwick Castle
- Alexander Stadium




