
House holiday 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.

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

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).

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

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.

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.

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.

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!

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.

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.

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 house rentals in Cheltenham
House rentals with a pool

Private Pool/Cotswolds Celebrations /Games Room

Lakeside House, Hot Tub, Swimming Pools, Spa

Pennyroyal Lodge - HM31 - Lakeside Spa Property

Boundary Court Barn, Selsley common, Stroud

Deluxe Coach House at Bretforton Manor with pool

Wishbone Cottage, beautiful lakeside Cotswold home

Cotswolds House w/ private Swimming Pool in Garden

Luxury Cosy Cottage with Garden
Weekly house rentals

Regency Coach House Cheltenham

Vicky and Richards home

Victory Cottage - Luxury Escape - Cirencester

Cosy Cowshed Retreat

Cotswold Corner

2BR House•Free Parking• Patio•WiFi• Walk to Town

Super Stylish 2 Bed House | Cheltenham Town Centre

Cosy home in Leckhampton
Private house rentals

Luxury home in Cheltenham town centre with parking

Stunning coach house with walled garden & parking

Quiet, 2 Bed Victorian Home, Walk to Town Centre

New for Cheltenham Festival

The Film House

Luxury Cottage in 5 Scenic Acres | Just Renovated

The Nook, Cheltenham, Town Centre-Parking & Garden

Cute one bedroom cottage in Charlton Kings
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $207 SGD | $207 SGD | $296 SGD | $228 SGD | $245 SGD | $241 SGD | $250 SGD | $254 SGD | $232 SGD | $241 SGD | $245 SGD | $258 SGD |
| 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 holiday rentals
Explore 770 holiday rentals in Cheltenham

Nightly prices starting at
Cheltenham holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 19,830 verified reviews to help you choose

Family-friendly holiday rentals
450 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 140 rentals that welcome pets

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wifi availability
750 of Cheltenham holiday rentals include wifi 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
Destinations to explore
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- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- Utilita Arena Birmingham
- Cheltenham Racecourse
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Lower Mill Estate
- Silverstone Circuit
- West Midland Safari Park
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- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- Bath Abbey
- National Exhibition Centre
- No. 1 Royal Crescent
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- University of Warwick
- Shakespeare's Birthplace
- Hereford Cathedral
- Bowood House and Gardens
- Dyrham Park
- Royal Shakespeare Theatre




