
Apartment vacation rentals in Cheltenham
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Quick stats about apartment rentals in Cheltenham

Total vacation rentals
Explore 390 vacation rentals in Cheltenham

Nightly prices starting at
Cheltenham vacation rentals start at G$6,279 GYD per night before taxes and fees

Verified guest reviews
Over 15,380 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
380 of Cheltenham vacation rentals include wi-fi access

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

4.7 Average rating
Cheltenham stays receive an average rating of 4.7 out of 5 from guests

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.

Beautiful 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.
LocationFamilyOutdoor spaces
4.98 out of 5 average rating, 234 reviews
Town Centre Studio Flat
Whatever you’re in Cheltenham for, this newly renovated self-contained studio flat is the perfect location for your stay. 5 minutes walk from the high street and from the fantastic bars and restaurants of Montpellier. Round the corner from the hospital and with the beautiful Sandford Park Gardens and Lido on the doorstep. The studio is the ideal bolthole with permit parking available, key pad entry, kitchen area, newly fitted bathroom, bedroom area and sofa (sofa bed for an additional fee).
LocationValueParking
4.84 out of 5 average rating, 198 reviews
Best 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.
LocationValueCheck-in
4.92 out of 5 average rating, 223 reviews
Townhouse luxury, central Grade 2 listed apartment
A newly refurbished space respecting the traditional building yet in a contemporary style. Light and airy with small outside courtyard area, and plenty of amenities to make your stay comfortable. Within walking distance of all that Cheltenham has to offer including the racecourse, fabulous restaurants and bars and beautiful parks. Also within striking distance of the stunning Cotswolds. The property is part of our family home yet is completely self contained for your enjoyment and privacy.
FamilyValueIndoor spaces
4.98 out of 5 average rating, 281 reviews
Rosebank - Stylish apartment in Montpellier.
Welcome to Rosebank, a self-contained basement apartment with a spacious, homely and creative vibe. The bedroom has a king size sleigh bed. There is a private entrance at the front and access at the back to your own south facing courtyard. Where possible a free guest parking permit can be arranged. Montpellier is a vibrant and chic area with excellent restaurants, bars & boutique shops. Easy access to the outstanding cotswold countryside makes it the perfect location for holidays or work.
LocationValueSleep quality
5.0 out of 5 average rating, 143 reviews
Stunning flat with swimming pool, garden, parking
A peaceful and spacious 1200 sqft two bed apartment taking up the entire top floor of our eight bedroomed Regency Villa, on one of central Cheltenham's finest residential roads. Perfectly situated and providing the best of both worlds : a short stroll, 0.8 miles, to the shops, bars and restaurants of Cheltenham, combined with a relaxing private garden and heated swimming pool. The Cotswold Way, for walking trails, is close by. A great base for girls weekends, families, and couples.
LocationFamilyPool
4.92 out of 5 average rating, 390 reviews
Luxury spacious Two Bedroom Apartment, Montpellier
A luxurious spacious apartment is on the main street of Montpellier. It is quiet, being away from main roads, but in just a few steps downstairs you are on the lovely shopping street with galleries, cafes, restaurants and bars. A short stroll to the parks and shops in the centre of Cheltenham it is an ideal place to explore this lovely Cotswold town. The apartment is beautifully fitted with 2 bedrooms and 2 bathrooms. There is an allocated parking space at the back of the apartment
ValueFamilyKitchen
4.92 out of 5 average rating, 252 reviews
Montrose Lodge Regency Apartment, free parking(x2)
A beautifully refurbished Regency-style apartment in a superb central location. With permit street parking included for 2 vehicles within zone 1, extended parking times are available on request. The accommodation has been renovated to a high standard, featuring high ceilings, elegant period detailing, and a spacious, light-filled interior. Just a short walk to Montpellier and the Imperial Gardens, the perfect base to explore wonderful Cheltenham and all it has to offer.
LocationFamilyQuiet
4.96 out of 5 average rating, 289 reviews
Central Regency basement flat with free parking
* Stylish, cosy and clean basement flat in a listed Regency townhouse * 5 minute walk to the heart of Cheltenham - The Prom * Great night’s sleep in a comfortable double bed * Living room with small dining table * Well-equipped kitchen * Separate bathroom with walk-in shower * Free wi-fi * Free parking right outside the flat * Sofa bed for 3rd guest if required (additional fee) * Ideal base for business/leisure, solo travellers or couples
LocationValueLong stay
4.92 out of 5 average rating, 335 reviews
Spacious Regency Apartment, Fab Location, Parking
A characterful 2-bedroom Regency apartment in a fantastic location, just minutes on foot from desirable Montpellier, with its chic bars, cosy cafés, independent restaurants, boutiques and beautiful gardens – home to Cheltenham’s famous Jazz & Literature Festivals. With 2 bathrooms, allocated parking and plenty of room to relax, it’s a lovely home from home – and a great base for exploring Cheltenham and the nearby Cotswold villages.
FamilyLocationAccess
4.93 out of 5 average rating, 168 reviews
Self-contained basement flat in regency home
Refurbished basement flat in grade 2 listed regency terraced house. Central Cheltenham location, walking distance to all local festivals, shopping, pubs and restaurants. Modern, light and spacious accommodation with private access and patio terrace via the bedroom. Good size bathroom with bath and walk-in shower. There is no separate kitchen but an area containing a fridge, microwave, kettle & toaster.
LocationValueSleep quality
4.97 out of 5 average rating, 244 reviews
Stylish 2 Bedroom apartment in central Cheltenham
A quirky two double bedroom flat based on a quiet, tree lined street. Also available for longer lets. Please get in touch! The flat is based in the centre of Cheltenham, in an ideal location to explore Cheltenham and the surrounding areas. A perfect base for Cheltenham festivals. Please note this apartment is in a very quiet, family friendly neighbourhood and is not suitable for parties.
FamilyLocationCheck-in
4.81 out of 5 average rating, 305 reviewsPopular amenities for Cheltenham apartment rentals
Weekly apartment rentals

Gorgeous Georgian Cheltenham Flat
ValueFamilyCondition
4.95 out of 5 average rating, 187 reviews
Town Centre Apartment with Hot Tub
LocationValueParks
4.96 out of 5 average rating, 199 reviews
Regency apartment in the centre of Cheltenham.
ValueLocationQuiet
4.97 out of 5 average rating, 155 reviews
Rivendell Annex close to Cheltenham
LocationValueCheck-in
4.96 out of 5 average rating, 560 reviews
Studio apartment, king-size bed &private patio x 2
LocationValueKitchen
4.97 out of 5 average rating, 157 reviews
Central 1 Bedroom Apartment with Parking
LocationFamilyParking
4.92 out of 5 average rating, 102 reviews
Studio Flat Central Cheltenham Parking off road
LocationValueAccess
4.86 out of 5 average rating, 108 reviews
Quirky & Stylish, Central Top Floor Apartment
LocationFamilyParks
4.98 out of 5 average rating, 103 reviewsPrivate apartment rentals

Private flat, close to town centre with parking
ValueFamilyAmenities
4.87 out of 5 average rating, 404 reviews
Luxury apt in centre of Cheltenham, free parking
LocationFamilyAmenities
4.81 out of 5 average rating, 62 reviews
Stunning Central 2 Bedroom Apartment with parking
LocationValueCheck-in
5.0 out of 5 average rating, 67 reviews
21B Back Montpellier Terrace - Luxury & Location
FamilyLocationTV
5.0 out of 5 average rating, 38 reviews
The Mews, Garden Flat free gated parking
LocationTVCleanliness
5.0 out of 5 average rating, 45 reviews
The Coach House at Pittville Park
LocationComfortAccuracy
5.0 out of 5 average rating, 33 reviews
Fabulous Montpellier Apartment, steps from The Ivy
LocationLong stayComfort
5.0 out of 5 average rating, 5 reviews
New Flat - City Centre - parking - EV Charger
LocationFamilyEV charging
4.98 out of 5 average rating, 47 reviewsApartment rentals with a hot tub

Central penthouse with private hot tub and views
ValueLocationCheck-in
4.93 out of 5 average rating, 200 reviews
Hot Tub & garden in the City near The Docks GF
LocationFamilyGrill
4.63 out of 5 average rating, 8 reviews
Barn Owl Camp family glamping with hottub
FamilyComfortRiver

Lower Mount Orchard
LocationNearbyWalkability
5.0 out of 5 average rating, 11 reviews
3 Bed in Wotton-under-Edge (oc-l33488)
LocationFamilyHot tub
4.71 out of 5 average rating, 7 reviews
Room In Swindon- Cosy Double Room
LocationCheck-inWalkability
4.64 out of 5 average rating, 14 reviews
Ex large love room in Cricklade
CleanlinessHospitalityCondition
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,466 GYD | G$28,048 GYD | G$38,723 GYD | G$28,257 GYD | G$29,722 GYD | G$28,466 GYD | G$28,257 GYD | G$28,257 GYD | G$26,792 GYD | G$27,420 GYD | G$28,466 GYD | G$29,094 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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- Silverstone Circuit
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