
House holiday rentals in Cheltenham
Find and book unique houses on Airbnb
Quick stats about house rentals in Cheltenham

Total holiday rentals
Explore 830 holiday rentals in Cheltenham

Nightly prices starting at
Cheltenham holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 21,630 verified reviews to help you choose

Family-friendly holiday rentals
470 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 160 rentals that welcome pets

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wi-Fi availability
820 of Cheltenham holiday 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
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.

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.

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

Breathtaking Cotswolds Restored 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

Victory Cottage - Luxury Escape - Cirencester
Victory Cottage is a beautiful, Grade II listed property located in Cirencester, the Capital of the Cotswolds. Having served as a popular local pub for over 300 years, it has recently been lovingly renovated to a modern luxury standard by a professional interior designer. Retaining all the original features, it is brimming with all the quirks and character you’d expect from an old pub with years of stories to tell. So why don’t you come and add your own…?

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.

The Nook, Cheltenham, Town Centre-Parking & Garden
Enjoy a stylish stay at this centrally located 📍 2-bedroom coach house with chic interiors, a private garden 🌳, and free parking 🚗. Just minutes from Cheltenham town centre, you'll be steps from shops, cafes, bars 🍻, restaurants 🍔, and grocery stores. A short walk to Cheltenham Racecourse 🏇 makes it perfect for racegoers, while its 5-minute proximity to Cheltenham General Hospital 🏥is ideal for key workers. ⭐️⭐️⭐️⭐️⭐️

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

Cotswolds Cottage, Heated Pool, Tithe Barn Views

Deluxe Coach House at Bretforton Manor with pool

Boundary Court Barn, Selsley common, Stroud

100 Howells Mere - 100HM - Lakeside Spa Property

Private Pool/Cotswolds/Gatherings/Slps 12/Games Rm

Modern contemporary home in beautiful setting

Goosewing - Cotswolds, Lakes, Family, Pools, Spa

Celandine lakeside house, swimming pools & spa
Weekly house rentals

The Coach House, Back Montpellier Terrace,

7 Diamond Jubilee, Cheltenham

Beautiful Cotswold Stone Cottage

Stunning house sleeps 14, parking, walk to town.

Entire Residential Home - Town Centre, Ideal Races

Beam House, Winchcombe, sleeps 6 + 2

Regency Coach House Cheltenham

Sandford House, a spacious house in Cheltenham
Private house rentals

Two Double bedrooms, central, parking one car

Well Located, Cheltenham 4 Bed Townhouse & Parking

Beautiful period home in most sought after area

Elegant Cheltenham Townhouse 4 Bedrooms Parking

Stunning 4 Bedroom Home with Parking in Cheltenham

Charming Family Abode in Central Cheltenham

Home in Cheltenham

Montpellier Mews, Cheltenham-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 | $325 NZD | $316 NZD | $441 NZD | $309 NZD | $332 NZD | $327 NZD | $339 NZD | $344 NZD | $314 NZD | $327 NZD | $332 NZD | $349 NZD |
| 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 |
Destinations to explore
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- Silverstone Circuit
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