
Condo holiday rentals in Cheltenham
Find and book unique condos on Airbnb
Quick stats about condo rentals in Cheltenham

Total holiday rentals
Explore 120 holiday rentals in Cheltenham

Nightly prices starting at
Cheltenham holiday rentals start at $102 NZD per night before taxes and fees

Verified guest reviews
Over 8,750 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
110 of Cheltenham holiday rentals include Wi-Fi 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 condo rentals in Cheltenham
Guests agree: These condos 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.

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.

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.

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.

The Vault
The Vault is a really special space, which we hope you can see from the photographs. It is a basement studio apartment with its own private entrance. It is quiet and cosy with underfloor heating and an ambient temperature all year round. This property is very central, making it easy to plan your visit. We are very close to the harbour and the property is on the famous Georgian Square, Queen Square. It feels like you have stepped into a film from Jane Austen as you come out of the building.

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.

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.

Footsteps 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). People come to visit the town, races, festivals or Cotswolds. Parking centrally can be tricky so we offer guests two free parking permits. You'll also receive a food hamper with pain au chocolat, fruit, milk & juice. All the income we earn from the Airbnb supports a peace building charity we run.

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

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.

Mid-Century Apartment, Near The Quays & Docks
Stylish, newly refurbished apartment in Quedgeley, just a 10-minute drive from Gloucester’s historic docks. Shops, supermarkets, pubs and restaurants are all within walking distance. Sleeps up to 4 with one double bedroom and a double sofa bed. Features a brand-new kitchen and bathroom, 900Mb fibre broadband, dedicated desk with external monitor, superfast Wi-Fi, coffee machine, washing machine and parking. Ideal for business or leisure stays.

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.
Popular amenities for Cheltenham condo rentals
Weekly condo rentals

The Annex

Lovely 1 bedroom apartment with allocated parking.

Clifton Village, superfast internet, car permit

Gloucester central - next to historic Docks

Elegant & stylish home in Moreton town centre

Self-contained annex on Cleeve Hill Common.

Cotswold Farm Escapes, The Stable Manor Farm

Lovely 2 bedroom apartment in Pucklechurch Bristol
Pet-friendly condo rentals

Attic Flat in Old School on the Cotswold way

Malvern hillside apartment with spectacular views.

The Green Room

Stylish, Charming & Bright in the Heart of Clifton

The flat over the pub!

Comfortable and Clean Flat - Great Location

Cotswold stone property in the heart of Tetbury

Tudor Gem & Secret Garden Steps from Shakespeare
Condo rentals with a pool

Reed Warbler HM111 Penthouse Lake Retreat & Spa

Penthouse apartment with lake views & spa access

Tranquility - Modern Lakeside Retreat in Cotswolds

Cosy, rural apartment with breakfast hamper
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $238 NZD | $230 NZD | $330 NZD | $218 NZD | $226 NZD | $220 NZD | $226 NZD | $232 NZD | $228 NZD | $232 NZD | $230 NZD | $249 NZD |
| 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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- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- Utilita Arena Birmingham
- Silverstone Circuit
- Cheltenham Racecourse
- Lower Mill Estate
- Highclere Castle
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- West Midland Safari Park
- Cadbury World
- Bath Abbey
- Ludlow Castle
- Sudeley Castle
- Waddesdon Manor
- University of Warwick
- No. 1 Royal Crescent
- National Exhibition Centre
- Puzzlewood
- Coventry Cathedral
- Mendip Hills
- Eastnor Castle
- Coventry Building Society Arena
- Dyrham Park





