
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.

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.

Iconic 17th Century Thatched Cottage
Enjoy the beautiful garden in the summer sunshine or hunker down next to the fire in the winter, Hoo Cottage has it all! It is one of the few thatched Cotswold Stone properties, tucked away in the idyllic village of Chipping Campden. We have done our best to bringing out the distinctive character of this historic property, while furnishing it in a luxurious rustic style. The history of the cottage is still up to debate. However, we have found evidence of it playing a role as the village bakery.

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.

Cosy cottage in Bibury & parking
Rosemary Cottage is a charming Grade II Listed 17th-century Cotswold stone cottage in the heart of Bibury, “the most beautiful village in England.” Just a 2-min walk to Arlington Row and close to the tranquil River Coln, it blends original features like exposed beams with modern comforts. Featuring two cozy bedrooms, a real fire and off-street parking. Ideally situated for wedding venues, countryside walks and with the Swan Inn pub less than 5 min walk - it’s the perfect countryside retreat.

Stunning house sleeps 14, parking, walk to town.
Superb 5 bedroom townhouse in the centre of Cheltenham benefiting from 5 double bedrooms, 2 shower rooms, living room, large kitchen/diner, south facing garden and permit parking. A 60 second walk to the Brewer Quarter offering bars, restaurants, shops, gym and the High Street. Excellent base for larger groups to relax, have fun and explore Cheltenham and the Cotswolds. Local parks on the door step, 10 minutes from Cheltenham train station by taxi. Minimum 2 nights during the week.

Larch clad architect designed contemporary annexe.
Relax at this unique and tranquil getaway in the beautiful South Cotswolds. The Annexe is a separate dwelling next to an architecturally award winning contemporary house located in a quiet village. The larch clad property has an industrial, boho meets the Cotswold vibe with its own private wild flower garden, perfect for alfresco dining. Excellent location for walking, running and cycling. Close to the beautiful town of Cirencester, idyllic picturesque villages and gastro pubs galore!

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

100 Howells Mere - 100HM - Lakeside Spa Property

Private Pool/Cotswolds Celebrations /Games Room

Minety Lake lodge | Hot tub | Games room | Views

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
Weekly house rentals

Regency Coach House Cheltenham

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 Film House

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

Super Stylish 2 Bed House | Cheltenham Town Centre

Prestbury Stables, Cheltenham
Private house rentals

Vicky and Richards home

Cotswold Corner

The Nook, Cheltenham, Town Centre-Parking & Garden

Cheltenham stylish large house with bar & hot tub

Albert House - 3 Beds, Central & Racecourse!

Regency Grandeur in Cheltenham sleeps 15

Gracious Regency villa. Central location.

Quaint Mews House in Tivoli
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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- 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
- Cadbury World
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- Bath Abbey
- National Exhibition Centre
- No. 1 Royal Crescent
- Puzzlewood
- Coventry Cathedral
- University of Warwick
- Shakespeare's Birthplace
- Hereford Cathedral
- Bowood House and Gardens
- Dyrham Park
- Royal Shakespeare Theatre




