Vacation rentals in Cheltenham

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Top-rated vacation rentals in Cheltenham

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Guest favourite

Apartment in Gloucestershire

4.93 out of 5 average rating, 148 reviews

Best located Flat in Cheltenham + Free Parking

Luxury, modern, 5* apartment in the heart of Montpellier, Cheltenham. Centrally located, just a minutes walk from Cheltenham’s prestigious shopping on The Promenade. Montpellier bustles with bars & restaurants including The Ivy and 131. The apartment is set back off Montpellier Street in The Courtyard so has more privacy. A huge benefit is the free of charge, private parking space. If you’re here for one of Cheltenham’s festivals Imperial Gardens and Montpellier Gardens are opposite the flat.

Guest favourite

Condo in Cheltenham

4.98 out of 5 average rating, 307 reviews

Footsteps from the town & parks (+ hamper/parking)

Little Portland is a central 700 sq ft self-contained Grade-II apartment moments from the heart of town & Pittville Park (a historic area, with two lakes, cafes and a kids' play area). If you're coming to visit the town, races, festivals or Cotswolds, it's ideal. Parking centrally can be tricky so we offer guests 2 free parking permits. You'll also receive a food hamper with beer or cider, nibbles, brioche, fruit, milk & juice. The apartment has a cooling system for the summer months.

Guest favourite

Condo in Gloucestershire

4.97 out of 5 average rating, 231 reviews

MontpellierCourtyard Apt,parking for 1 car.Sleeps4

Our courtyard apartment is set right in the heart of beautiful Regency Montpellier. Home to countless restaurants, bars and boutiques, there is something for everyone. Located directly behind the vibrant Suffolk Parade, with its eclectic mix of Independent shops, galleries and bars. It 's a 2 minute walk to Montpellier Gardens, home of some of the Festivals that Cheltenham is renowned for. Imminently approaching is The Food & Drink Festival, followed by The Jazz Festival in early July.

Guest favourite

Condo in Gloucestershire

4.98 out of 5 average rating, 112 reviews

Charming boutique suite in Cheltenham town

Charming boutique style basement suite in Cheltenham Regency townhouse. Accommodation offers private lounge area, en-suite and bed annex. Adjoining tea and coffee facility with fridge and seating area included. Minutes from town centre with its many restaurants, theatres and shopping areas. All main festivals within walking distance, 20 mins to Racecourse, 10 mins to most others, Jazz, Science, Music, Cricket and Literature. Great access to the Cotswolds and the famous Cotswold Way.

Guest favourite

Home in Gloucestershire

4.98 out of 5 average rating, 111 reviews

7 Diamond Jubilee, Cheltenham

Diamond Jubilee is a unique fully electric property located in a quiet little mews street but a short walk to the bars, shops, and restaurants of the vibrant area of The Suffolks and Montpellier. Cheltenham has a thriving cultural scene and hosts numerous festivals throughout the year such as the jazz, food and drink, literature, and science. Undoubtedly, the highlight of the year is the annual racing festival, The Gold Cup at Cheltenham Racecourse. Newly renovated bathroom.

Guest favourite

Cottage in Gloucestershire

4.94 out of 5 average rating, 109 reviews

Cheltenham - Cosy Bath Road Cottage

A beautifully presented cosy and welcoming, newly refurbished, 2 bedroom Georgian cottage located just off the desirable Bath Road. The local area has plenty of great shops, restaurants and pubs. In addition, trendy Montpellier is a short walk away. The historical spa town of Cheltenham, in the centre of the Costwolds, has a buzzing atmosphere and hosts many events throughout the year, with the famous racecourse is only a 10 minute drive away.

Guest favourite

Place to stay in Charlton Kings

4.93 out of 5 average rating, 237 reviews

Studio Garden Room, relaxing & comfortable

Our clean and comfortable studio garden room is perfect for a break away from home. Great space for 1 or 2 guests, comfortable bed, equipped kitchen, tv and wifi. Cheltenham town centre is a pleasant walk away or easily accessible by bus or car. We have always taken pride in the level of cleanliness at each changeover and have increased our thoroughness in light of recent guidelines with regard to reducing the spread of infectious diseases.

Guest favourite

Condo in Gloucestershire

4.97 out of 5 average rating, 151 reviews

Stylish apartment in the heart of Cheltenham

A chic stylish one bedroom apartment in a Victorian townhouse in the centre of Cheltenham with FREE PARKING. Perfectly located to experience all Cheltenham has to offer. A short walking distance to festival locations and the most popular bars and restaurants in Montpellier, The Suffolks, Bath Road and the Promenade. The racecourse is a 25 minute walk or 10 minutes by road. An ideal base for those travelling for business or pleasure.

Guest favourite

Condo in Gloucestershire

4.88 out of 5 average rating, 224 reviews

Modern studio in the heart of Cheltenham

Enjoy your stay in this centrally located studio apartment on the top ( second ) floor. Ideally located for all the wonderful bars cafes and restaurants that Cheltenham has to offer, this easy living, modern studio apartment is on the doorstep to all the activity. There is a secure side door for bike storage on ground floor. Cheltenham Racecourse is a 5 minute drive ( traffic dependent ) or a 30 minute walk from apartment.

Guest favourite

Guesthouse in Cheltenham

4.96 out of 5 average rating, 153 reviews

Mulberry is our self contained small town house

Located a short walk from the centre of Cheltenham, this small town house has its own entrance, a ground floor living space with discreetly concealed kitchen and a first floor double bedroom with an en suite luxury shower room. We have enhanced our cleaning routine and thoroughly disinfect all the property between visitors. We closely follow the AIRBNB and GOVERNMENT guidelines for the safety of us all.

Guest favourite

Guesthouse in Cheltenham

4.87 out of 5 average rating, 454 reviews

Self-contained unit, parking & 3 mins walk to town

Period apartment with own private access, feature fireplace with wood-burning stove and black beams in ceiling. Modern kitchen and ensuite wet room. Fully equipped with all necessary kitchen equipment and toiletries. Use of private courtyard garden with table and chairs. Off street parking on drive. At end of quiet cul-de-sac next to beautiful park. Very peaceful with no traffic noise. Very comfy bed!

Guest favourite

Apartment in Gloucestershire

4.95 out of 5 average rating, 111 reviews

Gorgeous Georgian Cheltenham Flat

Ensuite bedroom and large living room dining area. Free Parking, on a private driveway. 15 mins walk to Cheltenham Town Hall. The house was built in 1835 and converted in 2017. This basement flat is in a great location, just off Bath Road. The property offers excellent modern accommodation with open plan lounge, dining room & full working kitchen. Separate double bedroom and ensuite bathroom.