
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

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.

Luxury Coal Merchant’s Cotswold Cottage - EV & Gym
Welcome to Coal Merchants Cottage, a beautiful and spacious Cotswold stone cottage perfect for your next holiday. With flexible accommodation for up to 6 guests, this cottage is ideal for families, couples, and groups of friends. The cottage boasts a perfect blend of traditional charm and modern convenience, with high-spec amenities for a luxurious stay. Situated in the heart of the Cotswolds, it's ideally located for exploring the area's quaint english villages and you'll never be short of thi

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.

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.

Self contained Annex in Montpellier with parking
The Annex is completely Self-Contained with Stylish Interior, unique architecturally designed property in the heart of the Suffolks. This is a vibrant area with excellent restaurants, bars and boutique shops, ideal for Cheltenham's festivals. Access is via private courtyard. Downstairs is open plan, living area with TV, kitchen, breakfast bar, dining and John Lewis sofa bed comfortable for extra two guests to sleep. Upstairs is a large bedroom with king size bed and en-suite shower room.

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.

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.

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.
Popular amenities for house rentals in Cheltenham
House rentals with a pool

100 Howells Mere - 100HM - Lakeside Spa Property

Lakeside House, Hot Tub, Swimming Pools, Spa

Boundary Court Barn, Selsley common, Stroud

Deluxe Coach House at Bretforton Manor with pool

Wishbone Cottage, beautiful lakeside Cotswold home

Cotswold Farmhouse with Swimming Pool

Cotswolds House w/ private Swimming Pool in Garden

Luxury Cosy Cottage with Garden
Weekly house rentals

Stunning coach house with walled garden & parking

Luxury home in Cheltenham town centre with parking

3 Bed Home in Cheltenham Centre with Free Parking

The Nook, Cheltenham, Town Centre-Parking & Garden

Albert House - 3 Beds, Central & Racecourse!

House in Cheltenham

2Bed Cottage 10-min Walk to Town | Parking + Patio

Quaint Mews House in Tivoli
Private house rentals

Vicky and Richards home

Bright & Airy 2BD - 10 mins walk to Chelt Centre

Well Located, Cheltenham 4 Bed Townhouse & Parking

Cotswold Corner

Luxury Cottage in 5 Scenic Acres | Just Renovated

Regency Grandeur in Cheltenham sleeps 15

Gracious Regency villa. Central location.

Idyllic Luxury Cotswold Retreat
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $208 SGD | $208 SGD | $298 SGD | $230 SGD | $247 SGD | $243 SGD | $252 SGD | $256 SGD | $234 SGD | $243 SGD | $247 SGD | $259 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
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