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 living area features exposed wooden beams and a brick feature wall, creating a warm ambiance. A plush sofa is positioned beside a log burner. A glass vase with colorful flowers adorns the dining table, enhancing the inviting interior.

Cottage in Stoke Orchard

4.93 out of 5 average rating, 131 reviews

Willow Cottage, A Luxury Cotswold Retreat

Willow Cottage is a self-contained annexe connected to Waterloo House, a 19th century farmhouse. Named after the Weeping Willow tree right outside the door and located in the beautiful semi-rural village of Stoke Orchard, this recently renovated cottage offers an excellent base from which to explore the Cotswolds. There are great walks and cycle routes straight out of the door, and with Cheltenham Racecourse and Cheltenham town only a short drive away the possibilities for exploring are endless!

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 Henleaze

4.94 out of 5 average rating, 126 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.

Top guest favorite

Tiny home in Cowley

4.88 out of 5 average rating, 616 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.

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 Henleaze

4.88 out of 5 average rating, 191 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.

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 Henleaze

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

Apartment in Henleaze

4.98 out of 5 average rating, 250 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.

Top guest favorite

A seating area is furnished with a dark grey sofa and wooden coffee table, positioned on a patterned rug. Four dining chairs surround a wooden dining table. Light streams through two windows, complemented by burgundy curtains. A wall-mounted television is installed above the decorative media unit.

Apartment in Henleaze

4.96 out of 5 average rating, 207 reviews

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.

Top 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 Henleaze

4.93 out of 5 average rating, 137 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 friendly dog sits outside the entrance to a wooden studio, surrounded by gravel and grass. The studio features a warm wooden exterior and a simple, welcoming doorway. Decorative stones add a natural touch to the setting.

Guesthouse in Worcestershire

4.95 out of 5 average rating, 241 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

Guest favorite

The image displays a charming brick cottage adjacent to a traditional thatched building. Lush green lawns are visible, under a partly cloudy sky. Clear windows and wooden doors characterize the structures, showcasing a blend of historic and modern architectural styles.

Place to stay in Gloucestershire

4.97 out of 5 average rating, 113 reviews

Light and airy studio on the edge of the Cotswolds

An ideal spot to explore Cheltenham and the many beautiful Cotswold walks and villages in the area, our studio flat is situated in the sunny South facing garden of our 16th Century, Grade 2 listed thatched cottage. There is parking on our drive for one car (please enquire in advance if you need more parking space) and an electric charging point which can be used by arrangement and for a small extra charge.

Top guest favorite

A cozy living area features a soft beige sofa and a green armchair, complemented by decorative pillows. A light wood coffee table holds a bowl of fruit, while a window offers expansive views of the surrounding countryside. Natural light enhances the warm ambiance.

Home in Gloucestershire

4.92 out of 5 average rating, 100 reviews

Cottage with use of heated pool and tennis court

Take it easy at this unique and tranquil getaway. Just 5 mins drive to the Centre of Cheltenham yet set in the countryside surrounded by fields and views of the hills. Use of all facilities, covered pool (Easter to 31st December), tennis court, playing field and games room. Close to Pittville Pump Rooms, Pittville Park and Cheltenham Leisure Centre and the Village of Prestbury with 3 excellent Pubs.

Top guest favorite

Barn in Gloucestershire

4.98 out of 5 average rating, 119 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.