
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.

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

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.

2-Bedroom House in Town Centre + Permit 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).

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

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.

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

Boundary Court Barn, Selsley common, Stroud

Cotswolds Cottage, Heated Pool, Tithe Barn Views

43 Clearwater - family gatherings + pools + lakes

Deluxe Coach House at Bretforton Manor with pool

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

Goosewing - Cotswolds, Lakes, Family, Pools, Spa

Rivendell, 96 Howells Mere, Lower Mill Estate

Modern contemporary home in beautiful setting
Weekly house rentals

Breathtaking Cotswolds Restored Chapel Valley View

Laverham House - Stunning 6 Bedroom Regency House

A delightful modern Cottage in a quiet lane.

Comfortable bungalow close to town and countryside

Elegant 3 bedroom home in the centre of Cheltenham

Entire Residential Home - Town Centre, Ideal Races

Cotswolds - Cheltenham, whole house large garden

Luxury Cotswolds Cottage with Hot Tub
Private house rentals

Elegant Cheltenham Townhouse 4 Bedrooms Parking

The Film House

The Coach House

Beautiful school house in Cheltenham town centre.

Beautiful period home in most sought after area

Two bedroom Home in Cheltenham

Vicky and Richards home

Luxurious Home in Cheltenham, Private Parking
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $318 NZD | $309 NZD | $431 NZD | $338 NZD | $343 NZD | $353 NZD | $331 NZD | $336 NZD | $307 NZD | $319 NZD | $324 NZD | $341 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
- Serviced apartment rentals Cheltenham
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- Cottage rentals Cheltenham
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- Rentals with a hot tub Cheltenham
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- Family-friendly rentals Cheltenham
- House rentals Gloucestershire
- House rentals England
- House rentals United Kingdom
- Silverstone Circuit
- Cotswolds AONB
- Longleat Safari Park
- University of Oxford
- Blenheim Palace
- National Exhibition Centre
- Lower Mill Estate
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Highclere Castle
- West Midland Safari Park
- Cheltenham Racecourse
- Utilita Arena Birmingham
- Cadbury World
- Ludlow Castle
- Cotswold Wildlife Park
- Coventry Building Society Arena
- University of Birmingham
- Bath Abbey
- Puzzlewood
- Sudeley Castle
- Bicester Village
- University of Warwick
- Alexander Stadium
- No. 1 Royal Crescent





