
Condo vacation rentals in Cheltenham
Find and book unique condos on Airbnb
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.

Self-contained annex on Cleeve Hill Common.
Cheesecake Well Cottage is a very peaceful and rural location, on the edge of Cleeve Hill Common, a 1,000 acre area of outstanding natural beauty with a café and golf course. Ideal for the Cotswold Way and Cheltenham Spa, 4 minutes by car from the racecourse, and close to a good pub with hourly bus service between Winchcombe and Cheltenham. The annex is self-contained, with a front door and hallway. Dogs £25 supplement. Private parking. Note the lane has a 1 in 4 to 6 gradient and is bumpy.

Luxury spacious Apartment central Cheltenham
Festival Lodge is now a firm favourite spacious luxury basement apartment in a beautiful large Grade II listed Regency Home. Situated in a brilliant location in central Cheltenham (Montpellier), less than 2 minutes walk from restaurants, wine bars, boutique shops, parks and Cheltenham Festival events. Also walkable to the Cheltenham Race course and station. Our luxury welcome pack includes wine, complimentary tea, coffee, milk, eggs and bread, breakfast cereal and jam. Secure offroad parking.

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.

Apartment in Gloucester
Modern flat in the heart of Gloucester! Perfectly located for both convenience and exploration. Highlights: -1 Free Allocated Parking Space: No need to worry about parking! -Ideal for Rugby Fans: Close proximity to Gloucester Rugby Stadium. -Historical Attractions: Visit the stunning Gloucester Cathedral. -Shop Till You Drop: short drive or 30 min walk away from the Quays Shopping Outlet. -Explore the Docks: Enjoy the vibrant Gloucester Docks area with its array of bars & restaurants

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
Historic Renovated Apartment in Riverside town
Visit the magnificent “Regency Apartment” in Upton-upon-Severn, and discover a spacious first floor apartment in a charming, historic riverside town. Recently modernised to a high standard, the apartment offers comfortable accommodation in majestic surroundings. Upton is a lively ‘picture postcard’ town with a wealth of amenities and all the scenic delights of the river and country. With fast WI-FI and private parking this is the perfect holiday accommodation.

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.

Entire quiet flat town centre - Free parking
First floor refurbished flat accessible with lift, ideally situated a few steps away from the High Street and all commodities pubs restaurants shops. Very quiet flat days and nights (facing backyard). Modern and stylish kitchen with dining area. Sleeping arrangements: -Double bed with built-in wardrobes. -Living room with best quality convertible sofa. Free Wifi, large TV in the living room and bedroom with Netflix & Prime.

Spacious 1 bedroom apartment with free parking
Ideally located within easy walking distance of Cheltenham town centre and the Cheltenham Racecourse. This recently refurbished apartment offers a comfortable private living space within a large regency house. I sometimes co-host with my son Patrick, husband John and daughter Rachel. We will consider up to 4 guests as we can replace the sofa with two single beds, please contact us to discuss before you request to book.

Beautiful Two Bedroom Apartment
A spacious, 1000 sq ft / 92 sqm, two double bedroom apartment, taking up the entire lower ground floor of a beautiful Grade II listed Villa in central Cheltenham. Self contained, it has its own entrance, two bedrooms, a separate kitchen, separate sitting room, and bathroom with shower. It also has super fast 150mb wifi broadband.
Popular amenities for Cheltenham condo rentals
Weekly condo rentals

Eclectic 1BD in the Heart of Cheltenham

Georgian stunning apartment - Cotswolds

Apartment 3, 2 luxury bedrooms, 2 shower rooms

Gloucester central - next to historical Docks

Modern Studio Apt close to village pub & bus stop

Very welcoming central apartment

Luxury two bed apartment high in the Malvern Hills

Marle Hill Hideout
Pet-friendly condo rentals

Luxury, Grade II historic, dog-friendly & garden

Cheltenham Town Centre Regency 2 Bedroom Apartment

Malvern hillside apartment with spectacular views.

Lovely two-bedroom apartment with patio

Large 1 bedroom with 2 bathrooms and parking

Luxury 1 bed, Broadway, Cotswolds. Private parking

Cotswold stone property in the heart of Tetbury

Beautiful & Vast Central Apartment Free Parking
Condo rentals with a pool

Reed Warbler HM111 Penthouse Lake Retreat & Spa

Tranquility - Modern Lakeside Retreat in Cotswolds

Penthouse apartment with lake views & spa access

Self contained studio apartment

Cosy, rural apartment with breakfast hamper
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,715 GYD | G$24,460 GYD | G$36,377 GYD | G$26,760 GYD | G$27,805 GYD | G$26,969 GYD | G$26,551 GYD | G$26,969 GYD | G$27,178 GYD | G$26,551 GYD | G$26,551 GYD | G$27,596 GYD |
| 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 |
Quick stats about condo rentals in Cheltenham

Total vacation rentals
Explore 120 vacation rentals in Cheltenham

Nightly prices starting at
Cheltenham vacation rentals start at G$8,362 GYD per night before taxes and fees

Verified guest reviews
Over 8,450 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
120 of Cheltenham vacation 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
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- Cotswolds AONB
- Oxford University
- Blenheim Palace
- Silverstone Circuit
- Lower Mill Estate
- West Midland Safari Park
- Cheltenham Racecourse
- Cadbury World
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- Bath Abbey
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