
Pet-friendly holiday rentals in Cheltenham
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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.

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

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.

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.

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.

Beautiful & Vast Central Apartment Free Parking
Welcome to my spacious apartment within Montpellier! This exceptional ground floor living space offers a comfortable and inviting atmosphere, providing you with the perfect place to call home. Located in a desirable neighborhood, this apartment is conveniently situated close to a variety of dining, shopping, and entertainment options. With easy access to major transportation routes, you'll have no trouble exploring the surrounding area and beyond

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.

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.

Cotswold lodge with amazing views and famous walks
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.
Popular amenities for Cheltenham pet-friendly home rentals
Pet-friendly house rentals

Luxury Romantic Coach House for 2 in the Cotswolds

Astley Cottage

Beam House, Winchcombe, sleeps 6 + 2

*NEW* Wardall's Cottage - Central Location!

Cotswold cottage in Kingham

Unique Private Slad Valley Contemporary Chic Barn

Mini-break Bungalow

Adorable listed cottage in Stow on the Wold.
Pet-friendly home rentals with a pool

Charming Stone Cotswold Cottage with Pool Access

Own Island: Direct Lake Access, Activities, Spa

Dovecote Cottage

40% off in June. Private Heated Pool.

Boundary Court Barn, Selsley common, Stroud

Rural idyll, with tennis court and swimming pool

Stylish Cotswolds Retreat w/ Heated Pool, Sleeps 8

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

Central 1 BD + Sofa Bed in the Heart of Cheltenham

Malvern - By Luxury Apartments

Luxury home in Cheltenham town centre with parking

The Atelier A Stylish Cheltenham Hideaway for 4

Quirky nook in Cheltenham centre

Luxury Cottage in 5 Scenic Acres | Just Renovated

Cotswold Farm Hideaway; Whitehall& Willow Cottages

2 Bed House Free Parking, Terrace, Walk to Town,
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $296 NZD | $272 NZD | $389 NZD | $276 NZD | $301 NZD | $311 NZD | $312 NZD | $311 NZD | $281 NZD | $279 NZD | $286 NZD | $301 NZD |
| 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 holiday rentals that are pet-friendly in Cheltenham

Total holiday rentals
Explore 310 holiday rentals in Cheltenham

Nightly prices starting at
Cheltenham holiday rentals start at $50 NZD per night before taxes and fees

Verified guest reviews
Over 10,880 verified reviews to help you choose

Family-friendly holiday rentals
200 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
300 of Cheltenham holiday 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
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- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- Utilita Arena Birmingham
- Silverstone Circuit
- Lower Mill Estate
- Cheltenham Racecourse
- Highclere Castle
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- West Midland Safari Park
- Cadbury World
- Bath Abbey
- Ludlow Castle
- Sudeley Castle
- University of Warwick
- Waddesdon Manor
- No. 1 Royal Crescent
- Puzzlewood
- National Exhibition Centre
- Coventry Cathedral
- Mendip Hills
- Eastnor Castle
- Coventry Building Society Arena
- Dyrham Park





