
House holiday rentals in Cheltenham
Find and book unique houses on Airbnb
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.

Boddington Mill
Boddington Mill is a stunning countryside retreat in the heart of the Cotswolds, steeped in history and rural charm. The building retains industrial mill parts which intersect multiple levels for a unique and generous living space. Its south-facing garden includes outside dining, wood-fired hot tub, and large lawn, home to wildlife and fruit-bearing trees. Inside, the three king sized bedrooms feature luxury bedding beneath vaulted, oak-beamed ceilings and period windows. Sky TV, Sonos speakers.

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.

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.

Breathtaking Cotswold Renovated Chapel 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.

Luxury Cotswolds Cottage with Hot Tub
Escape to our luxurious Cotswolds holiday cottage with a hot tub! Located in the enchanting Cotswold region, our snug-luxe cottage offers the perfect break. With a landscaped garden and proximity to Cheltenham, it's ideal for race enthusiasts and explorers. Experience an unforgettable weekend getaway, family holiday, or celebration with friends in style and comfort. Book now to indulge in the beauty of the Cotswolds and enjoy relaxation, scenic trails, and the charm of Cotswolds living.

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

Beautiful Cotswold Stone Cottage
Situated close to the Cotswold Way and the Gloucestershire Way footpaths, Close Cottage (the earliest building in Coberley circa 1550) really is in the heart of the Cotswold Hills. The self contained property comprises: two double bedrooms, fully equipped kitchen, shower room and a cosy lounge with wood burner. The traditional Cotswold stone cottage overlooks picturesque countryside and is situated within ten minutes drive from the beautiful and popular spa town of Cheltenham.

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

100 Howells Mere - 100HM - Lakeside Spa Property

40% off in June. Private Heated Pool.

Lakeside | Hot Tub | Pools & Spa | Lower Mill Est

Boundary Court Barn, Selsley common, Stroud

Deluxe Coach House at Bretforton Manor with pool

Cotswolds Cottage, Heated Pool, Tithe Barn Views

43 Clearwater - Lower Mill Estate + Pools + Spa

Luxury Lodge w/ Pool & Spa | Lower Mill Estate
Weekly house rentals

Well Located, Cheltenham 4Bed Townhouse & Parking

Stunning coach house with walled garden & parking

New for Cheltenham Festival

The Film House

Cotswold Corner

Luxury Cottage in 5 Scenic Acres | Just Renovated

The Nook, Cheltenham, Town Centre-Parking & Garden

2 Bed House Free Parking, Terrace, Walk to Town,
Private house rentals

Charming Family Abode in Central Cheltenham

Perfect Booking | Large Driveway For Vans And Cars

Modern 2 Bedroom Home from Home

Quiet, 2 Bed Victorian Home, Walk to Town Centre

The Assembly Hall

Modern 3- bedroom house, immaculate, open-plan

Cute one bedroom cottage in Charlton Kings

Cheltenham House - 3 Beds, Central - Free Parking
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $240 SGD | $234 SGD | $326 SGD | $229 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 820 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 20,120 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 160 rentals that welcome pets

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wifi availability
810 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
- Serviced apartment rentals Cheltenham
- Flat rentals Cheltenham
- Private suite rentals Cheltenham
- Rentals with a fireplace Cheltenham
- Rentals with an EV charger Cheltenham
- Guest house rentals Cheltenham
- Bed and breakfasts Cheltenham
- Pet-friendly rentals Cheltenham
- Family-friendly rentals Cheltenham
- Smoking-friendly rentals Cheltenham
- Rentals with a washing machine and dryer Cheltenham
- Rentals with a hot tub Cheltenham
- Apartment rentals Cheltenham
- Villa rentals Cheltenham
- Rentals with breakfast Cheltenham
- Cottage rentals Cheltenham
- Townhouse rentals Cheltenham
- Rentals with a patio Cheltenham
- Rentals with a firepit Cheltenham
- Cabin rentals Cheltenham
- Fitness-friendly rentals Cheltenham
- Rentals with outdoor seating Cheltenham
- Rentals with lake access Cheltenham
- House rentals Gloucestershire
- House rentals England
- House rentals United Kingdom
- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- Utilita Arena Birmingham
- Lower Mill Estate
- Silverstone Circuit
- Highclere Castle
- Cheltenham Racecourse
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- West Midland Safari Park
- Cadbury World
- Bath Abbey
- Ludlow Castle
- University of Warwick
- Sudeley Castle
- Waddesdon Manor
- No. 1 Royal Crescent
- Puzzlewood
- National Exhibition Centre
- Coventry Cathedral
- Mendip Hills
- Coventry Building Society Arena
- Eastnor Castle
- The International Convention Centre





