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.

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Guest favourite

Home in Boddington

4.98 out of 5 average rating, 100 reviews

Stunning Victorian Mill, 3 BDR

Oriri presents Boddington Mill, a stunning countryside retreat steeped in history and rural charm. Multiple levels intersect the original mill parts for a generous and sociable living space. A south-facing garden includes alfresco dining, wood-fired hot tub, and large lawn, home to fruit-bearing trees and wildlife. Bedrooms feature luxury bedding; vaulted, oak-beamed ceilings; and period windows. Guests will enjoy fine comforts, modern media, and a kitchen fit for the highest culinary ambitions.

12–19 Apr

€ 594 per night

Superhost

Home in Gloucestershire

4.87 out of 5 average rating, 107 reviews

Unique luxury boutique Cheltenham town centre

Experience refined living at Milton House, a chic, 2-bedroom, 2-bath oasis in Lansdown Walk, Cheltenham. Enjoy an open-concept space with floor-to-ceiling doors leading to a stunning terrace, designed by top London and Cotswolds designers. The loft is furnished with high-quality decor, Egyptian cotton linens, and luxurious White Company toiletries. Steps away from upscale shopping, nightlife, and renowned festivals, Milton House also provides easy access to the picturesque Cotswolds countryside!

27 Nov – 4 Dec

€ 345 per night

Guest favourite

Cottage in Prestbury

4.95 out of 5 average rating, 129 reviews

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

21–28 Oct

€ 331 per night

Guest favourite

Cottage in Winchcombe

4.84 out of 5 average rating, 159 reviews

Penny Cottage - Cosy Cotswold cottage

Penny Cottage is in the heart of the former Saxon town of Winchcombe. It is a traditional Cotswold cottage with a working inglenook fireplace. It is on the Cotswold Way and has access to miles of country walks. Sudeley Castle, the resting place of the only Queen of England to be buried outside a royal palace, is within walking distance. A variety of pubs and restaurants can all be found within a 5 minute walk. The town also boasts a variety of independent shops, and two small supermarkets.

8–15 Aug

€ 135 per night

Guest favourite

Chalet in Cheltenham

4.95 out of 5 average rating, 193 reviews

Fantastic isolation Cotswolds hideaway Cleeve Hill

Self-contained apartment built-in full kitchen, Nespresso machine, Oven, Hob, Fridge, Freezer, Microwave Dishwasher, Washer-dryer etc. Luxury Travertine walk-in shower with overhead rain & hand-held sprays. It is 2.5 miles to the town centre and 1 mile to race course. Suits couples, business travellers, and furry friends (dogs by prior notice and fee). Bose bluetooth speaker, super fast internet and large Sony smart TV with chrome cast. Very quiet and remote in gated grounds of up to an acre.

30 Jan – 6 Feb

€ 132 per night

Guest favourite

Apartment in Gloucestershire

4.9 out of 5 average rating, 175 reviews

Period 1 bed apartment in the heart of Cheltenham

Beautiful period 1st floor one bedroom apartment has just been fully refurbished right in the middle of Cheltenham town center. Ideal for 3/4 people the apartment comprises of open plan large lounge/kitchen/diner, complete with a sofa bed, new shower room and a double bedroom. Brand new kitchen is fully equipped with integrated appliances like an induction hob, fridge/freezer, oven, dishwasher and microwave. Nespresso coffee machine. The apartment has everything you need for a relaxing stay.

13–20 Jul

€ 167 per night

Guest favourite

Flat in Gloucestershire

4.93 out of 5 average rating, 161 reviews

spacious, stylish, central, child friendly

Fully self contained flat in central Cheltenham ideal for family’s. This freshly painted, furnished apartment is in a great location to walk into Cheltenham. John Lewis on the High Street is just a 7 min walk. Cheltenham Racecourse is 10-15 min walk. Surrounded by parks and beautiful town of Cheltenham with all its festivals and night life. The Cotswolds are just a short drive away. Two luxurious large bedrooms. Master with double bed. Second bedroom two singles beds and a fun bunk bed room.

12–19 Apr

€ 129 per night

Guest favourite

Tiny home in Witcombe

4.88 out of 5 average rating, 482 reviews

Little Knapp on the Cotswold Way

Snug space ideal for relaxing getaways. Set in area of outstanding natural beauty. Perfect for couples keen to explore the Cotswolds with direct access to the Cotswold way. It's a quirky small space. Intended as a great escape, there is WiFi but no TV. Dogs: As space limited 1 w-behaved dog welcome (+ £10). Sofabed: Please request bedding (+£10 charge) or bring own for free. NB Bathroom space is limited, stairs may be tricky for less mobile, roof terrace is private but overlooked by our house.

21–28 Sep

€ 104 per night

Guest favourite

Apartment in Gloucestershire

4.87 out of 5 average rating, 163 reviews

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.

20–27 Oct

€ 151 per night

Guest favourite

Guest suite in Sheepscombe

5.0 out of 5 average rating, 211 reviews

Idyllic rural location in Sheepscombe village

A self contained annexe on a working small holding which has recently been refurbished to a high standard. It is overlooking the unique village of Sheepscombe with fantastic panoramic views over the village and surrounding National Trust beechwoods. This rural retreat is a walkers paradise, dog friendly with close access into the woods behind and near to the Laurie Lee way in the Slad Valley. Stroud, Cheltenham, Cirencester and Gloucester are a short drive away. An idyllic quiet get away.

23–30 Aug

€ 133 per night

Guest favourite

Guest house in Worcestershire

4.95 out of 5 average rating, 183 reviews

Cleeve Cottage (The Studio)

A small detached studio/annex, in the picturesque village of Bushley, ideal location for anyone looking to have a short break in the countryside just 1.5 miles from the old market town of Tewkesbury and only 20 minutes from Cheltenham so perfect for a weekend at the races. Plenty of stunning rural locations to be explored nearby, with easy access to the beautiful Malvern hills, fantastic for cycling and hiking

3–10 Oct

€ 98 per night

Guest favourite

Cottage in Cheltenham

4.94 out of 5 average rating, 111 reviews

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 .

23–30 Nov

€ 187 per night