
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.

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.

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

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.

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.

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).

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.

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.

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.

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.

'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.

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.

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
House rentals with a pool

Superb Farmhouse with pool, hot tub and fast wifi

Dog friendly with hot tub and Pool -The Pool House

Dog friendly stay with hot tub & 4 swimming pools

Lakeside House, Hot Tub, Swimming Pools

Boundary Court Barn, Selsley common, Stroud

Natures Retreat - HM99 - HOT TUB - Lakeside Spa

Deluxe Coach House at Bretforton Manor with pool

Wishbone Cottage, beautiful lakeside Cotswold home
Weekly house rentals

Vicky and Richards home

Regency Coach House Cheltenham

The Cowshed - Chipping Campden

The Film House

Rare Find: 5* Townhouse, Parking & Garden

Beautiful hillside house with stunning valley view

Cosy home in Leckhampton

Hare Cottage
Private house rentals

Contemporary with beautiful views

Stunning coach house with walled garden & parking

Luxury home in Cheltenham town centre with parking

Campden Cottage

Cute one bedroom cottage in Charlton Kings

Smart & Cosy Family Home, Quiet Road, Dog Friendly

2 Bed Cottage in Prime Location

Gracious Regency villa. Central location.
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$33,868 GYD | G$33,868 GYD | G$48,502 GYD | G$37,422 GYD | G$40,140 GYD | G$39,513 GYD | G$36,168 GYD | G$37,422 GYD | G$35,541 GYD | G$37,840 GYD | G$37,422 GYD | G$37,004 GYD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 17°C | 15°C | 11°C | 7°C | 5°C |
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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- Cotswolds AONB
- Oxford University
- Blenheim Palace
- Silverstone Circuit
- Lower Mill Estate
- West Midland Safari Park
- Cheltenham Racecourse
- Cadbury World
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- Bath Abbey
- Coventry Cathedral
- No. 1 Royal Crescent
- Puzzlewood
- Shakespeare's Birthplace
- Bowood House and Gardens
- Lacock Abbey
- Hereford Cathedral
- Royal Shakespeare Theatre
- Manor House Golf Club
- Painswick Golf Club
- Dyrham Park
- Eastnor Castle