
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.

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.

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

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.

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.

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.

Cosy dog friendly self contained Annexe
2 person dog friendly self catering ground floor annexe. Set in a peaceful 5 1/2 acre smallholding surrounded by countryside and farm land. Has it's own private enclosed garden and our hay field for dog exercise. Whether you are wanting time away or visiting the area for business or family, the annexe is ideally situated for both. With Cheltenham only 4.5 miles, Cotswolds nearby and M5 Motorway easily accessible. There are local dog friendly pubs and more amenities in the surrounding area.

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.

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.

Prestbury Village Annexe.
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.

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.

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 .

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.
Popular amenities for Cheltenham pet-friendly home rentals
Pet-friendly house rentals

Luxury Cotswolds Cottage with Hot Tub

Beam House, Winchcombe, sleeps 6 + 2

Mini-break Bungalow

Beautiful 4 bed house in Cotswolds

Luxury boutique holiday Cottage, 2 bed, 2 bathroom

Attractive Period House with breath-taking views

Cosy cottage in Bibury & parking

Unique Private Slad Valley Contemporary Chic Barn
Pet-friendly home rentals with a pool

Cotswolds Cottage, Heated Pool, Tithe Barn Views

Boundary Court Barn, Selsley common, Stroud

Dovecote Cottage

Charming Stone Cotswold Cottage with Pool Access

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

Own Island: Direct Lake Access, Activities, Spa

Modern contemporary home in beautiful setting

Holiday cottage inc spa access in Somerford Keynes
Private, pet-friendly home rentals

Stunning Apartment located on the Cotswold Way

Idyllic rural retreat perfect for couples and dogs

Dog friendly stylish cottage near Malvern Hills

Stunning Cotswold Cabin

Stylish Cotswold Retreat with Dog Friendly Garden

Tregoney Cottage - Fairytale Cotswold Cottage

Winterwell Farm Bothy situated in the Cotswolds

Exquisitely designed | Village centre location
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 |
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- Silverstone Circuit
- Cotswolds AONB
- Blenheim Palace
- Lower Mill Estate
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Highclere Castle
- Cheltenham Racecourse
- West Midland Safari Park
- Utilita Arena Birmingham
- Cadbury World
- Ludlow Castle
- Cotswold Wildlife Park
- Bath Abbey
- University of Birmingham
- Puzzlewood
- Sudeley Castle
- No. 1 Royal Crescent
- Alexander Stadium
- Warwick Castle
- The International Convention Centre
- Coventry Cathedral
- Bullring
- Ragley Hall Park And Gardens
- Resorts World Arena





