House vacation rentals in Cheltenham

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Top-rated house rentals in Cheltenham

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favorite
An open-plan living area features a wooden dining table with six chairs and a cozy seating arrangement. A large sofa faces a coffee table, while plants add a touch of greenery. Natural light fills the space through large windows, enhancing the inviting atmosphere.
Home in Cheltenham
5 out of 5 average rating, 287 reviews

Charming Coach House, fab location, highly rated!

A beautifully converted 2-bedroom Coach House in the desirable Leckhampton district of Cheltenham offers stylish living with the added benefit of free on-street parking. Ideally situated near the fashionable Bath Road and just a short stroll from the lively Montpellier & Suffolk areas, guests can enjoy a vibrant atmosphere filled with bars, cafés, restaurants, and boutique shops. The interior boasts high-specification design, making it a perfect blend of comfort and elegance in a prime location.

Superhost
A serene bedroom features a spacious bed with neutral-toned bedding and decorative cushions. Artwork adorns the wall above the bed. A large mirror reflects the room's decor. Natural light filters through the window, while a desk and stylish chair occupy one corner.
Home in Cheltenham
4.77 out of 5 average rating, 126 reviews

Hermitage Cottage

Out Serviced Ltd is proud to present Hermitage Cottage. A cosy house located just off the vibrant and famous Bath Road. The property comprises a living area, a kitchen/diner, bathroom with shower over bath, a ground floor bedroom with a king size bed, a double bedroom and a small single room. There is also a small courtyard with seating for some outdoor space. Parking is free 'on street' parking on Hermitage Street or surrounding roads. There is also a pay and display car park on Bath Terrace

Guest favorite
A well-appointed bedroom features a spacious bed dressed in crisp white linens, accompanied by a textured grey throw. Two windows allow natural light to illuminate the room, while a minimalistic chair and a mirrored wardrobe enhance the sense of space.
Home in Cheltenham
4.86 out of 5 average rating, 102 reviews

5 Bed House, Sleeps 8, parking, brilliant location

Cheltenham Town Centre 5 Bedroom House with Courtyard Garden. Ideally located next to the Brewery Quarter in the town centre, within easy walking distance to the racecourse, our modern, well equipped functional property is ideal for families or groups looking to explore Cheltenham. There are 5 bedrooms (not 4 and a sofa bed!) with 3 double (1 with en suite) and 2 single bedrooms - 5 bedrooms in total - sleeping up to 8 people. Parking on site for 1 small/medium car/paid carpark 3 minute walk.

Guest favorite
Home in Painswick
4.94 out of 5 average rating, 154 reviews

Peaceful Cotswolds Chapel Breathtaking Valley View

Step into a rare and remarkable stay at ‘The Old Church’, a lovingly restored & renovated 1820s chapel nestled on the hillside in the idyllic Cotswolds village of Sheepscombe. This enchanting property blends timeless character & period charm with a relaxing contemporary feel. A truly unique picturesque countryside escape. Located in a tranquil woodland setting on the edge of Blackstable Nature Reserve with scenic valley walks, a rustic village setting, a playground & lovely pub down the lane.

Guest favorite
The exterior of Rosemary Cottage is showcased with Cotswold stone walls and a traditional roof. A gravel pathway leads to the welcoming entrance, framed by greenery. Natural light highlights the structure, and neighboring cottages can be seen in the background, indicative of the village charm.
Home in Bibury
4.97 out of 5 average rating, 157 reviews

Cosy cottage in Bibury & parking

Rosemary Cottage is a charming Grade II Listed 17th-century Cotswold stone cottage in the heart of Bibury, “the most beautiful village in England.” Just a 2-min walk to Arlington Row and close to the tranquil River Coln, it blends original features like exposed beams with modern comforts. Featuring two cozy bedrooms, a real fire and off-street parking. Ideally situated for wedding venues, countryside walks and with the Swan Inn pub less than 5 min walk - it’s the perfect countryside retreat.

Guest favorite
A bright living room is shown, featuring a cozy sofa adorned with patterned cushions. A coffee table sits in the center, and sunlight enters through glass doors leading to the garden. The space is complemented by neutral walls and a warm-toned carpet.
Home in Cheltenham
4.96 out of 5 average rating, 252 reviews

Cheltenham, Granley Road, Victorian House

A beautiful and spacious 2 bedroom Victorian family home perfectly placed on the edge of the beautiful Cotswolds, with on road free parking. Easy access to Cheltenham town centre via a bus ride or short walk. Ten minute walk to the train station. Great location for the Theatre, Shopping, Cheltenham Racecourse, Cheltenham Festivals, and for business commuters. Visit Gloucester for the Rugby and the Cathedral made famous by the Harry Potter Movies. Close to the Forest of Dean and Malvern.

Guest favorite
A spacious dining area features a long wooden table surrounded by benches, complemented by potted plants. Bright lighting enhances the modern decor, which includes a decorative wall display and a mirror. An open kitchen area with bar stools is visible in the background.
Home in Cheltenham
4.99 out of 5 average rating, 125 reviews

Stunning house sleeps 14, parking, walk to town.

Superb 5 bedroom townhouse in the centre of Cheltenham benefiting from 5 double bedrooms, 2 shower rooms, living room, large kitchen/diner, south facing garden and permit parking. A 60 second walk to the Brewer Quarter offering bars, restaurants, shops, gym and the High Street. Excellent base for larger groups to relax, have fun and explore Cheltenham and the Cotswolds. Local parks on the door step, 10 minutes from Cheltenham train station by taxi. Minimum 2 nights during the week.

Top guest favorite
A spacious sitting room featuring a fireplace and a large mirror reflecting natural light. Elegant furnishings include a comfortable sofa, a coffee table, and a decorative chandelier overhead. A wooden desk and chair provide a functional workspace, complemented by gentle tones and soft textures throughout.
Home in Cheltenham
4.97 out of 5 average rating, 112 reviews

Georgian townhouse in famous Suffolks area

A unique opportunity to stay in a beautiful Grade 2 listed Georgian townhouse in the famous Suffolks area of central Cheltenham with four bedrooms and six beds. Easy walking distance to all amenities, bistros and restaurants (5 min), Montpellier, the Promenade shops and Bath Road (10 min), racecourse (40 min), Cricket festival (5 min) and Literature, Jazz, Music and Science festivals (5 min). Perfect for Race Week, and a great base for touring the Cotswolds. Free parking nearby

Top guest favorite
The exterior of the property features a charming brick facade, complemented by multiple windows that allow natural light to fill the interior. A covered entrance leads to the home, while wooden storage units provide practical outdoor space on the side.
Home in Cheltenham
4.99 out of 5 average rating, 194 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.

Top guest favorite
The cottage is set on a hillside, surrounded by lush greenery and trees. A gentle slope leads to the well-maintained garden, with ferns and native plants framing the stone structure. The sky is bright blue with scattered clouds, enhancing the peaceful rural setting.
Home in Amberley
5 out of 5 average rating, 274 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.

Top guest favorite
A cozy living area is presented, featuring two electric reclining sofas positioned around a central coffee table. A small plant sits on the side table, while a television is placed near the window. Shelving displays various decor and personal items.
Home in Cheltenham
4.99 out of 5 average rating, 178 reviews

Entire Residential Home - Town Centre, Ideal Races

Ideal for the Cheltenham festival this property is perfectly Town Centre situated with the Racecourse just a short walk away through the picturesque Pittville Park. The master bedroom boasts a Super king bed with the second bedroom offering a double bed. The property benefits from a spacious walk-in shower, separate jacuzzi bath, electric reclining sofas, all amenities, delightful garden and free permitted on-street parking! Potential for extra guests please enquire.

Top guest favorite
The exterior of the Coach House features red brick walls, a white front door with a circular window, and a small bench on a paved pathway. Flanking the entrance are flowerpots with plants, and the building is bordered by a quiet courtyard.
Home in Cheltenham
4.88 out of 5 average rating, 150 reviews

The Coach House, Back Montpellier Terrace,

Our delightful Coach House is set in a quiet location within the trendy area of Montpellier in the heart of Cheltenham just minutes from restaurants, bars, fashion shops, the Promenade and beautiful local parks. The Coach House is ideally situated for all the festivals for which Cheltenham is renowned. There is one parking space for a small/medium size car adjoining the Coach House. Sorry but the Coach House is not suitable for infants and children and pets.

Popular amenities for Cheltenham house rentals

When is the best time to visit Cheltenham?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$33,717 GYDG$33,717 GYDG$48,286 GYDG$37,255 GYDG$39,960 GYDG$39,336 GYDG$40,793 GYDG$41,417 GYDG$37,879 GYDG$39,336 GYDG$39,960 GYDG$42,042 GYD
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Quick stats about house rentals in Cheltenham

  • Total vacation rentals

    Explore 770 vacation rentals in Cheltenham

  • Nightly prices starting at

    Cheltenham vacation rentals start at G$2,081 GYD per night before taxes and fees

  • Verified guest reviews

    Over 19,830 verified reviews to help you choose

  • Family-friendly vacation rentals

    450 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 140 rentals that welcome pets

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

  • Wi-Fi availability

    750 of Cheltenham vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Cheltenham rentals

  • 4.9 Average rating

    Cheltenham stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Cheltenham's top spots, include Cheltenham Racecourse, Pittville Park, and Everyman Theatre

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