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 Henleaze
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, cafĂŠs, restaurants, and boutique shops. The interior boasts high-specification design, making it a perfect blend of comfort and elegance in a prime location.

Top guest favorite
A bright bedroom features a spacious bed dressed in white with a teal throw and decorative cushions. Two bedside tables with lamps flank the bed. Greenery adds a natural element, and framed artworks adorn the wall above the bed, enhancing the room's comfort.
Home in Henleaze
4.92 out of 5 average rating, 112 reviews

Stylish 2-Bedroom House in Town Centre + Parking

This cosy town-centre home boasts 2 spacious double bedrooms + sofa bed, a fully equipped kitchen, living + dining space & large garden. Renovated for comfort- this home offers a warm space with tastefully decorated features. Perfectly located, it’s a short walking distance to the high street, whilst still being tucked away on a quiet road for a good night’s sleep. Free on-street parking from 6pm -10am (check parking restrictions). Permit available on request £5 per day (max £20 per stay).

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 Henleaze
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 Henleaze
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, 273 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 Henleaze
4.99 out of 5 average rating, 175 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 Henleaze
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.

Top guest favorite
A comfortable sleeping area features a spacious bed with crisp white linens and a textured brown duvet. Two bedside tables are positioned on either side, each with a stylish lamp. Decorative wall art complements the modern geometric wallpaper in soft hues.
Home in Bishops Cleeve
4.96 out of 5 average rating, 114 reviews

Entire guest suite in stylish converted loft

Private suite close to Cheltenham racecourse & the town's many restaurants, theatres & shopping. With a frequent bus service to Cheltenham races (2.5miles) & town (3miles) you can leave your car safely on our drive. We're only 2.8 miles from Prescott Hill Climb and Bishops Cleeve is the perfect base for exploring the surrounding Cotswolds area. Tea, coffee & breakfast staples provided (Gluten Free alternatives on request). A warm welcome awaits you!

Top guest favorite
An open-plan living and dining area is showcased, featuring a large dining table with red chairs. A patterned area rug lies on the floor, while a comfortable seating arrangement is visible in the background. Soft lighting is provided by pendant fixtures above the table.
Home in Henleaze
4.96 out of 5 average rating, 143 reviews

Charming house in the centre of town.

A centrally located charming house. Just a short walk from the trendy Montpellier area and High Street it’s perfect for a city break. The house has a spacious open plan living/dining area with separate kitchen, two spacious bedrooms, bathroom and courtyard garden. There is a comfy fold down king size Murphy bed in the living room. Included in your booking is a parking permit for one vehicle. Additional parking permit available for a small fee.

Top guest favorite
A cozy living area features a green armchair and a vibrant orange chair beside a dark wooden coffee table. Floral wallpaper serves as a backdrop to a classic fireplace, which is adorned with decor. A small television is mounted on the wall, complemented by soft lighting.
Home in Henleaze
4.98 out of 5 average rating, 107 reviews

Comfortable bungalow close to town and countryside

Newly refurbished detached bungalow in Swindon Village, Cheltenham. We are on the edge of Cheltenham, with rural fields on the doorstep but just a 10 minute drive into the town centre. A great base to explore the Cotswolds, and less than 1.5 miles from the racecourse. Inside is a spacious, comfortable living space with brand new kitchen and bathroom. There are two good bedrooms, and the third bedroom is a study with a single sofa bed.

Top guest favorite
The master bedroom features a king size headboard with a woven design. Two decorative pillows in contrasting patterns rest against the crisp white bedding. Above, framed artwork, including a tiger and a whimsical cat, adorns the wall, complemented by soft bedside lamps.
Home in Winchcombe
5 out of 5 average rating, 151 reviews

'Fifteen off the Green'- 1 Bedroom Cotswolds Home

Nestled on a close next to a peaceful tree-strewn lawn lies ‘Fifteen off the Green’. This fun and unique one bedroom home offers its guests the perfect balance of luxury and design whilst adding all creature comforts to make you feel right at home. Newly refurbished and designed with couples in mind, this home has everything you could need to cook up a storm or just to relax and unwind after a busy day exploring the Cotswolds.

Guest favorite
A cozy bedroom features a spacious bed with a gray headboard, complemented by a quilted bedspread and plaid throw pillows. Decorated walls showcase framed artworks, and natural light enters through a nearby window, which is adorned with a fabric blind.
Home in Henleaze
4.94 out of 5 average rating, 179 reviews

Central Cosy Terraced Victorian 2 Bedroom Cottage

Enjoy easy access to everything from this perfectly located cottage. Set in the heart of Cheltenham, the property is ideally located to access all the Town has to offer. Within walking distance of the Town Centre, The Suffolks, Montpellier and Bath Road this is perfectly situated for shopping, dining and exploring. A perfect base for business guests or those wishing to explore Cheltenham and The Cotswolds.

Popular amenities for Cheltenham house rentals

When is the best time to visit Cheltenham?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$33,891 GYDG$33,891 GYDG$48,536 GYDG$37,448 GYDG$40,168 GYDG$39,540 GYDG$41,004 GYDG$41,632 GYDG$38,076 GYDG$39,540 GYDG$40,168 GYDG$42,260 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$2,092 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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