Pet-friendly vacation rentals in Cheltenham

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Top-rated pet-friendly home rentals in Cheltenham

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Guest favorite

Home in Gloucestershire

4.87 out of 5 average rating, 106 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!

Jan 17 – 24

G$74,598 GYD per night

Guest favorite

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.

Oct 11 – 18

G$26,938 GYD per night

Guest favorite

Cottage in Winchcombe

4.84 out of 5 average rating, 156 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.

Aug 14 – 21

G$27,212 GYD per night

Guest favorite

Condo in Gloucestershire

4.9 out of 5 average rating, 172 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.

Dec 5 – 12

G$34,763 GYD per night

Guest favorite

Apartment 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.

Apr 10 – 17

G$27,353 GYD per night

Guest favorite

Tiny home in Witcombe

4.88 out of 5 average rating, 480 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.

Sep 22 – 29

G$22,445 GYD per night

Guest favorite

Condo 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.

Jul 30 – Aug 6

G$35,396 GYD per night

Guest favorite

Guest suite in Sheepscombe

5.0 out of 5 average rating, 210 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.

Nov 19 – 26

G$29,447 GYD per night

Guest favorite

Home in Woodmancote

4.98 out of 5 average rating, 125 reviews

The Cotswold Holiday Home.

Innisfree was built in 1907 from local Cotswold stone, recently extended and renovated to a high standard with modern contemporary fittings making for a very warm and comfortable holiday home. Bedrooms have been fitted with new beds for flexible accommodation of singles and superking size doubles. A single child’s bed and travel cot may be added to the master suite. A double garage provides parking for two cars. The house has large enclosed gardens with outside furniture and BBQ fireplace.

Oct 23 – 30

G$32,868 GYD per night

Guest favorite

Home in Amberley

5.0 out of 5 average rating, 144 reviews

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.

Feb 28 – Mar 7

G$33,301 GYD per night

Guest favorite

Guesthouse 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

Oct 2 – 9

G$22,107 GYD per night

Guest favorite

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 .

Jun 6 – 13

G$40,313 GYD per night