Pet-friendly vacation rentals in Cheltenham

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Top-rated pet-friendly home rentals in Cheltenham

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Guest favorite

An open plan master bedroom is illuminated by natural light from large windows. A free-standing roll-top bath sits beside the bed, accompanied by a potted plant. Exposed wooden beams add character, while tasteful wall art complements the tranquil decor.

Cottage in Prestbury

4.96 out of 5 average rating, 166 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

Top guest favorite

A steel staircase with oak steps connects the main living area to the loft bedroom. The walls are painted in a deep blue, and a warm yellow bedspread is visible on the mezzanine-level bed. Decorative mirrors and artwork adorn the space, adding visual interest.

Condo in Gloucestershire

4.93 out of 5 average rating, 107 reviews

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.

Guest favorite

The large living area is characterized by high ceilings and light blue walls. A comfortable sofa invites relaxation, and a coffee table is positioned in front. A television is mounted on the wall opposite a decorative fireplace, with large windows allowing natural light to brighten the space.

Condo in Cheltenham

4.75 out of 5 average rating, 297 reviews

Cheltenham Town Centre 2 Bedroom Regency Apartment

Refurbished in 2023 our large two bedroom, two bathroom apartment was built in 1800s at the height of the Regency period. Ground floor, high ceilings, lovely large living area, situated in the heart of Cheltenham, less than a 5 min walk to a variety of the best Restaurants, Cafe's/Shops in town. All the main festivals are held within less than a 10 minute walk, Gold Cup race course is a 10 minute drive and there's FREE PARKING Located in a great area of Town its the gateway to the cotswolds...

Guest favorite

The charming stone cottage features a welcoming double door entrance, revealing an open-plan living area with a small kitchen. A large window allows natural light to fill the space, providing a glimpse of the surrounding greenery outside.

Tiny home in Witcombe

4.87 out of 5 average rating, 572 reviews

Little Knapp on the Cotswold Way

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

Top guest favorite

A cozy living area features a corner sofa adorned with soft cushions. A small coffee table rests on a textured rug, accompanied by a table lamp. Sunlight filters in, highlighting a framed artwork of a pineapple and a visible transition to the adjoining space.

Cottage in Winchcombe

4.98 out of 5 average rating, 150 reviews

Little Nook Cottage - Dog Friendly & Large Garden

Located in the heart of Winchcombe with far reaching views over the rolling Cotswold hills, Little Nook Cottage is a charming bolt hole, perfect for couples or a small family from which to explore the Cotswolds. You will find beautifully crafted beams and original stone floors paired with all the luxuries you need for a relaxing break. Featuring a cosy living/dining room with wood burning fire, a super comfy double room and even a dedicated work space should you wish to work away from home!

Guest favorite

A cozy corner of the living area features a modern black seat positioned near a rustic brick fireplace. A clock with Roman numerals sits above the fireplace, which holds a warm fire. Stacked firewood rests beside it, accompanied by a large window letting in natural light.

Condo in Gloucestershire

4.88 out of 5 average rating, 185 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.

Top guest favorite

A private garden studio is shown alongside a manicured garden, featuring a stone pathway lined with soft grass. Contemporary wooden fencing provides privacy, while a small tree adds a natural touch. Seating areas with chairs are visible, inviting outdoor relaxation.

Guest suite in Cheltenham

4.89 out of 5 average rating, 122 reviews

Detached Garden Room in Cheltenham

Beautiful private garden studio, perfect for a couple for the races or weekend in Cheltenham or the Cotswolds. Continental breakfast included on the first day. Enjoy visiting one of the famous Cheltenham festivals. Private entrance with parking, patio, table & chairs. Opposite a great pub. 3.2 miles/9mins from Cheltenham racecourse. The hosts are very welcoming & are on hand to help with restaurant or bar recommendations. There’s so much to see & do in Cheltenham & the surroundings area.

Top guest favorite

A dining area is shown with a round table surrounded by two wooden chairs and a bench. A vintage blue refrigerator stands nearby. Natural light fills the space through a large window, revealing a staircase outside. A bowl and wine glasses are placed on the table, enhancing the inviting setting.

Apartment in Gloucestershire

4.98 out of 5 average rating, 236 reviews

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.

Guest favorite

A modern living room features a comfortable white leather sectional sofa, facing a large wall-mounted television. A sleek coffee table is placed on a soft black rug, complemented by a stylish floor lamp. Natural light streams in through large windows, framed with patterned curtains.

Condo in Gloucestershire

4.93 out of 5 average rating, 111 reviews

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

Top guest favorite

A cozy living space features a patterned area rug in rich tones. A seating area includes a wooden coffee table and a dining set with four chairs. A flat-screen TV is mounted above a modern fireplace, with natural light streaming through large windows framed by curtains.

Apartment in Cheltenham

4.97 out of 5 average rating, 178 reviews

montrose lodge regency apartment, free parking(x2)

recently refurbished regency apartment in perfect central location with permit street parking included for 2 vehicles within zone 1,extended parking times available on request as well,renovated to a high standard with high ceilings and period features.very comfortable and spacious within a short walk of montpellier and imperial gardens.the ideal place to explore wonderful cheltenham from and all it has to offer.

Guest favorite

The entrance to the stables features a modern grey door with a welcoming sign. A brick pathway leads to the entrance, flanked by wooden support beams and lush greenery, creating an inviting approach to the accommodation.

Cottage in Cheltenham

4.92 out of 5 average rating, 138 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 .

Top guest favorite

The exterior of the converted barn is showcased, featuring rustic red brick walls, a slate roof, and wooden doors. A gravel pathway leads to the entrance, surrounded by greenery and a garden area visible in the background. Skylights are positioned on the roof, allowing natural light.

Barn in Gloucestershire

4.99 out of 5 average rating, 105 reviews

Beautiful Barn in the Cotswolds

Beautifully private converted barn in the heart of Gloucestershire, perfectly situated for Cheltenham Races, the Cotswold Way and Gloucester Rugby as well as all the local town festivals. Dating back to the 1850s and part of the original village Rectory, the barn was converted in 2019 and provides both a light and airy base as well as a cosy and super comfortable retreat. Can sleep up to 4.