
Pet-friendly vacation rentals in Cheltenham
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Cheltenham

Total vacation rentals
Explore 300 vacation rentals in Cheltenham

Nightly prices starting at
Cheltenham vacation rentals start at G$6,273 GYD per night before taxes and fees

Verified guest reviews
Over 11,170 verified reviews to help you choose

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

Rentals with dedicated workspaces
140 properties have a dedicated workspace

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

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

4.8 Average rating
Cheltenham stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Cheltenham's top spots, include Cheltenham Racecourse, Pittville Park, and Everyman Theatre
Top-rated pet-friendly home rentals in Cheltenham
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Boddington Mill
Boddington Mill is a stunning countryside retreat in the heart of the Cotswolds, steeped in history and rural charm. The building retains industrial mill parts which intersect multiple levels for a unique and generous living space. Its south-facing garden includes outside dining, wood-fired hot tub, and large lawn, home to wildlife and fruit-bearing trees. Inside, the three king sized bedrooms feature luxury bedding beneath vaulted, oak-beamed ceilings and period windows. Sky TV, Sonos speakers.
PetsWalkabilityParking

Luxury Thatched Cotswold Cottage, amazing location
Located in a historic village a stone's throw from Cheltenham's racecourse is our immaculately restored thatched cottage. A choice of 3 pubs, local shop and butcher can be found within walking distance. Ideal for 2 couples sharing or a family with accommodation on 2 floors. Featuring a master suite with roll-top bath and own sitting room which can be converted into a bedroom with a double sofa bed. Downstairs an accessible bedroom with its own separate shower w/c. Full kitchen diner with dog bed
PetsWalkabilityLaundry

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.
WalkabilityPetsComfort

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.
WalkabilityPetsAccuracy

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.
WalkabilityOutdoor spacesAccess

Magical cottage set within a woodland glade
Badgers Bothy is set within a woodland glade in the grounds of the 16th century Amberley Farmhouse and provides the most unique and charming country escape. Our idyllic cottage is set on the edge of Minchinhampton Common (located in an AONB) and with miles of footpaths which are perfect for those wishing to explore the Cotswolds. This beautiful cottage exudes an aura of peace and tranquillity and a haven for those wishing to escape the hustle and bustle of a busy life.
WalkabilityOutdoor spacesBathroom

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.
Outdoor spacesWalkabilityAccuracy

Prestbury Village Annex.
Nestled in the beautiful cotswold hills and minutes from Cheltenham town centre, this stunningly located Prestbury Village Annexe is 5 minutes walk to The Cheltenham Racecourse and 3 doors down from The Plough pub. Comfortable and cozy with all amenities, this double bed dwelling is perfect for those attending the numerous horse races, or for those that want a quiet, peaceful break. Opposite the 13th century church of St Mary.
WalkabilityOutdoor spacesBreakfast

Cottage luxe in The Cotwolds
Wycke Cottage welcomes you with unequivocal charm and a little luxe at every turn. Hunker down in style in the picture-perfect Cotswold setting in the heart of Painswick. This 400-year-old cosy cottage, sits opposite the historic church. With stunning sunset views across to the church's beautiful spire and clockface, and its much storied 99 cloud-like yew trees, this stay offers the quintessential Cotswold experience.
WalkabilityPetsCheckout

The Stables - Luxury Central Cheltenham Bolthole
Gorgeous converted stables located in the heart of Cheltenham originally belonging to a Georgian Villa, this is the ideal place to stay for a long weekend or mid week break in the Cotswolds. Perfectly located within walking distance of the bars and restaurants of the Suffolk's and Montpellier, and all that Cheltenham has to offer, be that one of the many the festivals or of course the races .
PetsOutdoor spacesCheck-in

Elegant 3 bedroom home in the centre of Cheltenham
The property is an elegant 3 bedroom home in the heart of Cheltenham. Free on-street parking available for 2 vehicles. Located just a 10 minute stroll from Cheltenham High street and a pleasant 20 minute walk to Cheltenham Race course. Cheltenham offers quality restaurants, culture, nightlife, festivals and ease of access to the Cotswolds making it a wonderful destination all year round.
PetsWalkabilityFamily

Luxury Cotswold Lodge |Stunning View of Cheltenham
Enjoying spectacular views this 2 bedroom, dog friendly lodge sits on the top of Leckhampton Hill, enjoying easy access to the famous ‘Cotswold Way’ walk and is a 5 minute drive from the town centre of regency Cheltenham. The Lodge also includes a 3.5m outdoor kitchen looking over The Malvern Hills. The kitchen includes a large built in BBQ, a pizza oven and sink.
Outdoor spacesPetsEV charging
Popular amenities for Cheltenham pet-friendly home rentals
Pet-friendly house rentals

Astley Cottage
Outdoor spacesPetsLocation

Beam House, Winchcombe, sleeps 6 + 2
WalkabilityPetsAccess

Traditional 6br farmhouse
Outdoor spacesPetsValue

Grebe Lodge | Cotswold Lakehouse & Hot Tub, Kayaks
Outdoor spacesWalkabilityValue

Unique Private Slad Valley Contemporary Chic Barn
Outdoor spacesPetsLaundry

Cosy cottage in Bibury & parking
Outdoor spacesPetsIndoor spaces

Luxury boutique holiday Cottage, 2 bed, 2 bathroom
WalkabilityOutdoor spacesCheck-in

Riverside Cottage • Opposite Arlington Row • Pets
Outdoor spacesWalkabilityBreakfast
Pet-friendly home rentals with a pool

Modern contemporary home in beautiful setting
PetsWalkabilityGetting around

Own Island: Direct Lake Access, Activities, Spa
Outdoor spacesWalkabilityNearby

Charming Stone Cotswold Cottage with Pool Access
WalkabilityPetsCleanliness

Dovecote Cottage
WalkabilityOutdoor spacesRiver

Private Pool/Cotswolds/Gatherings/Slps 12/Games Rm
PetsWalkabilityHeating

Boundary Court Barn, Selsley common, Stroud
WalkabilityPetsQuiet

The Plovers (spa access, tennis, lakes, & more)
WalkabilityOutdoor spacesLaundry

Cotswolds Cottage, Heated Pool, Tithe Barn Views
WalkabilityOutdoor spacesSleep quality
Private, pet-friendly home rentals

Private Cotswolds Barn conversion, Nr Painswick
WalkabilityPetsGrill

Tregoney Cottage – Fairytale Cotswold Cottage
Outdoor spacesPetsHeating

FAB VALUE!! Blockley 🏡 pkg views gastrocafe❤️Pub🐶
Outdoor spacesWalkabilitySleep quality

Exclusive Island Hideaway w Lake | Beach | Hot Tub
PetsOutdoor spacesQuiet

Dog friendly stylish cottage near Malvern Hills
PetsOutdoor spacesSleep quality

Stunning Cotswold Cabin
PetsWalkabilityTV

Beautiful, recently renovated two bedroom cottage
Outdoor spacesPetsGetting around

Idyllic rural retreat perfect for couples and dogs
PetsWalkabilityKitchen
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$37,013 GYD | G$34,086 GYD | G$48,724 GYD | G$37,850 GYD | G$38,059 GYD | G$39,104 GYD | G$39,104 GYD | G$38,895 GYD | G$35,131 GYD | G$34,922 GYD | G$35,759 GYD | G$37,641 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 |
Destinations to explore
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- Pet-friendly rentals United Kingdom
- Silverstone Circuit
- Cotswolds AONB
- Blenheim Palace
- National Exhibition Centre
- Longleat Safari Park
- Lower Mill Estate
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Highclere Castle
- Cheltenham Racecourse
- West Midland Safari Park
- Utilita Arena Birmingham
- Cadbury World
- University of Oxford
- Ludlow Castle
- Cotswold Wildlife Park
- Bath Abbey
- University of Birmingham
- Puzzlewood
- Sudeley Castle
- University of Warwick
- No. 1 Royal Crescent
- Alexander Stadium
- Warwick Castle
- The International Convention Centre





