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, 265 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.

Top guest favorite
The bedroom features a spacious bed with decorative pillows and soft bedding. A painted artwork hangs above the headboard, while two bedside tables hold lamps, providing soft lighting. The room is accented by a mirror that reflects the serene decor.
Home in Andoversford
4.86 out of 5 average rating, 206 reviews

Romantic Coach House for 2 | Perfect Cotswold Stay

Escape to The Coachhouse, an exquisite 1-bed luxury holiday rental, traditional Cotswold stone and nestled in the very heart of the Cotswolds - an idyllic destination hailed as a quintessential English retreat. This holiday cottage is an excellent base for exploration, whether you're seeking to indulge in the local flavour at country pubs, engage in outdoor activities like golfing, walking, shooting, and horse riding, or fancy a spot of shopping in charming boutiques, all just a stone's throw fr

Guest favorite
The barn features an expansive glass facade, allowing for ample natural light and unobstructed views of the surrounding landscape. A wooden deck extends outward, bordered by gravel. Inside, a spacious room can be seen with a super king-size bed and dining area.
Home in Slad
4.93 out of 5 average rating, 274 reviews

Unique Private Slad Valley Contemporary Chic Barn

Peglars Barn was completed in 2019, the entire front of this barn is glass which brings the stunning Slad Valley to you at all times, with nothing except the odd animal to distract you from your back to nature experience. This property has everything, blinds, super kingsize bed, en-suite walkin shower, laundry & loo, fully equiped kitchen, huge Smart TV, DVD, WiFi, Bose speaker, Nespresso machine, Laurie Lee trail walking map & other trails. Please read on for more local interest for your stay.

Top guest favorite
A cozy lounge space features exposed stone walls and oak beams. A plaid armchair and light-colored sofa invite relaxation. A wood burner sits in the corner, and a window with soft curtains offers natural light. Nearby, a small bookshelf is neatly arranged with books.
Home in Gloucestershire
4.92 out of 5 average rating, 171 reviews

Cosy Cotswolds Cottage

Step back in time with this cosy grade 2 listed 17th century Cotswold cottage. Nestled in historic Old Stroud, local legend has it that two brothers shared the bigger house but needed separate homes when one of them married, so Corner Cottage and 2 Trinity Road were born. Packed with original features, stone walls, oak beams and wonky elm wooden floorboards, Corner Cottage oozes old world charm. Relax after a day in the Cotswolds or visiting local sights, warming yourself in front of the fire.

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
4.93 out of 5 average rating, 101 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
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, 172 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, 251 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.

Guest favorite
A charming bedroom features a king-size bed with a floral patterned blanket draped over it. Soft lighting from two bedside lamps creates a warm glow, while wooden beams add character to the space. A mirror reflects the cozy atmosphere, enhancing the inviting feel.
Home in Stow-on-the-Wold
4.95 out of 5 average rating, 169 reviews

Adorable listed cottage in Stow on the Wold.

A delightful, cosy one bedroom cottage actually in the very heart of the town. Beautiful walks across fields and woodland straight from the door. Or enjoy the exquisite gastronomic delights that Stow’s cafes, restaurants, coffee shops and local markets are famous for. Enjoy exploring the ancient town and learning about the history of the ‘tures’ (old sheep passages). Stow is famous for being an antique dealers heaven. Cheltenham and Oxford are only 30 minutes away.

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
4.95 out of 5 average rating, 133 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
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, 138 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.

Top guest favorite
The exterior of Wycke Cottage features charming stone walls adorned with lush green vines. Multiple windows allow natural light to fill the space, while potted plants in various sizes enhance the entrance. A clear blue sky creates a serene backdrop.
Home in Painswick
4.98 out of 5 average rating, 138 reviews

Cottage luxe in The Cotwolds

Wycke Cottage welcomes you with unequivocal charm and a little luxe at every turn. Hunker down in style in the picture-perfect Cotswold setting in the heart of Painswick. This 400-year-old cosy cottage, sits opposite the historic church. With stunning sunset views across to the church's beautiful spire and clockface, and its much storied 99 cloud-like yew trees, this stay offers the quintessential Cotswold experience.

Top 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
4.95 out of 5 average rating, 164 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$33,868 GYDG$33,868 GYDG$48,502 GYDG$37,422 GYDG$40,140 GYDG$39,513 GYDG$36,168 GYDG$37,422 GYDG$35,541 GYDG$37,840 GYDG$37,422 GYDG$37,004 GYD
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Quick stats about house rentals in Cheltenham

  • Total vacation rentals

    Explore 760 vacation rentals in Cheltenham

  • Nightly prices starting at

    Cheltenham vacation rentals start at G$2,091 GYD per night before taxes and fees

  • Verified guest reviews

    Over 18,810 verified reviews to help you choose

  • Family-friendly vacation rentals

    440 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 150 rentals that welcome pets

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

  • Wi-Fi availability

    740 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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