
Condo vacation rentals in Cheltenham
Find and book unique condos on Airbnb
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$12,547 GYD per night before taxes and fees

Verified guest reviews
Over 8,750 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
50 properties have a dedicated workspace

Wi-Fi availability
110 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
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.

Luxury 1 bed, Broadway, Cotswolds. Private parking
LOCATION!! Luxury bolthole in heart of village, just a few steps from the Cotswolds' most beautiful High Street. Stunning walks from the doorstep. Perfect romantic retreat - cosy wood burner, roll top bath, UF heating, king bed. Open plan kitchen/diner/ living area for work (fast internet) & cosy nights in. Large, gated private driveway, EV charger & outside patio. Ideal base for walking & touring the Cotswolds (car or foot). Ground floor annexe of family home. Private entrance. One dog welcome.

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.

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.

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

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.

Chic Apt Central Cheltenham - Free Permit Parking
A beautifully presented one bedroom apartment on the ground floor of a charming Grade II listed Regency building, in a quiet street with a view of the Cotswolds Hills . The apartment is situated at the desirable part of Cheltenham and only a short walk to everything Cheltenham has to offer including elegant restaurants, bars, high street shopping

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

Private apartment in stunning historic house

The Annex

Stylish studio apartment in Bourton on the Water

2 Double bedroom flat in the heart of cheltenham

Town Centre Penthouse with Hot Tub 22

Ramblers Rest

Mid-Century Apartment, Near The Quays & Docks

Cheltenham Studio Apartment
Pet-friendly condo rentals

Luxury historic stay, dog-friendly, parking & gdn

Malvern hillside apartment with spectacular views.

The Green Room

Elegant & stylish home in Moreton town centre

The flat over the pub!

Stunning Apartment located on the Cotswold Way

Cotswold stone property in the heart of Tetbury

Hotel room with kitchenette +parking nr docks
Condo rentals with a pool

Reed Warbler HM111 Penthouse Lake Retreat & Spa

Dragonfly lakeside apartment with pool&spa access

Tranquility - Modern Lakeside Retreat in Cotswolds

Penthouse apartment with lake views & spa access

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$29,276 GYD | G$28,231 GYD | G$40,569 GYD | G$26,767 GYD | G$27,813 GYD | G$26,976 GYD | G$27,813 GYD | G$28,440 GYD | G$28,022 GYD | G$28,440 GYD | G$28,231 GYD | G$30,531 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 |
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