
Family-friendly vacation rentals in Cheltenham
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Cheltenham

Total vacation rentals
Explore 790 vacation rentals in Cheltenham

Nightly prices starting at
Cheltenham vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

Verified guest reviews
Over 27,720 verified reviews to help you choose

Pet-friendly vacation rentals
Find 200 rentals that welcome pets

Rentals with dedicated workspaces
310 properties have a dedicated workspace

Wi-Fi availability
780 of Cheltenham vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Cheltenham rentals

4.8 Average rating
Cheltenham stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Cheltenham's top spots, include Cheltenham Racecourse, Pittville Park, and Everyman Theatre
Top-rated family-friendly rentals in Cheltenham
Guests agree: these family-friendly homes 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.

Modern studio in the heart of Cheltenham
Enjoy your stay in this centrally located studio apartment on the top ( second ) floor. Ideally located for all the wonderful bars cafes and restaurants that Cheltenham has to offer, this easy living, modern studio apartment is on the doorstep to all the activity. You will see instructions for entry 48 hours before arrival. GL52 2SQ There is a secure side door for bike storage on ground floor. Cheltenham Racecourse is a 5 minute drive ( traffic dependent ) or a 30 minute walk from apartment.

Town Centre Studio Flat
Whatever you’re in Cheltenham for, this newly renovated self-contained studio flat is the perfect location for your stay. 5 minutes walk from the high street and from the fantastic bars and restaurants of Montpellier. Round the corner from the hospital and with the beautiful Sandford Park Gardens and Lido on the doorstep. The studio is the ideal bolthole with permit parking available, key pad entry, kitchen area, newly fitted bathroom, bedroom area and sofa (sofa bed for an additional fee).

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.

Modern Studio Apt close to village pub & bus stop
A modern and deceptively spacious studio apartment with its own entrance less than 2 minute walk from a lively village pub, and a 2 minute walk to a main bus route into Cheltenham. All mod cons including, high speed wireless internet, 55 inch 4K TV with Freesat, PS4, underfloor heating, double bed, sofa (can be turned into another bed. Please request extra bedding if required), well appointed kitchen, with toaster, microwave and coffee machine. Bathroom with toilet, sink and electric shower.

The Garden House in Kingsholm, Gloucester
The Garden House is a lovely single room annex with independent access, en-suite bathroom and shower. Light, cosy, and simply furnished, set in the garden of a residential home near the centre of Gloucester, it's a quiet space to relax or work. Driveway parking available. A two-minute walk to the famous Kingsholm rugby stadium and food shops, ten minutes to city centre, bus and train stations, cathedral, Quays shopping outlet, restaurants and historic docks. Easy bus route to Cheltenham.

MontpellierCourtyard Apt,parking for 1 car.Sleeps4
Our courtyard apartment is set right in the heart of beautiful Regency Montpellier. Home to countless restaurants, bars and boutiques, there is something for everyone. Located directly behind the vibrant Suffolk Parade, with its eclectic mix of Independent shops, galleries and bars. It 's a 2 minute walk to Montpellier Gardens, home of some of the Festivals that Cheltenham is renowned for. Imminently approaching is The Food & Drink Festival, followed by The Jazz Festival in early July.

Stylish, town centre apartment with free parking
Fantastic location for a city centre stay. Beautiful, regency apartment, with original Georgian features, spacious rooms and luxury interior. Town centre location, 5 minute walk to John Lewis. Also walking distance to Cheltenham Racecourse. The apartment is fully equipped with Wi-Fi, fully heated and powerful water pressure! There are two bedrooms, a fully equipped kitchen, one bathroom, one luxury en-suite, This is a perfect base from which to explore Cheltenham and the Cotswolds.

Studio 77 Cheltenham
You will be very welcome to stay in our brand new and beautifully renovated compact and bijou tiny home which is in an easy walk of Cheltenham Town Centre and the Racecourse. We have created a gorgeous space to the rear of our family home that is completely self contained with its own entrance. Studio 77 comprises of a king size bed, kitchenette area, small seating arrangement and a good sized shower room. There is a small private patio area for guests to enjoy on a sunny evening.

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.

Beautiful Self-Contained Annexe in Cheltenham
A lovely, newly refurbished annexe, perfect for 1 or 2 guests within good distance to the town center. A cosy, fully functioning, self-contained home from home featuring a double bed, kitchenette, en suite bathroom, 32" TV, heated floor and radiator with a private entrance. Located a 30 minute walk from the town centre and the Brewery Quarter, which is full of restaurants and bars, 2 cinemas, Mr Mulligans Adventure Golf and Hollywood Bowl.

The Stables - Luxury Central Cheltenham Bolthole
Gorgeous converted stables located in the heart of Cheltenham originally belonging to a Georgian Villa, this is the ideal place to stay for a long weekend or mid week break in the Cotswolds. Perfectly located within walking distance of the bars and restaurants of the Suffolk's and Montpellier, and all that Cheltenham has to offer, be that one of the many the festivals or of course the races .
Popular amenities for Cheltenham family-friendly rentals
Family-friendly home rentals with a hot tub

Chic Georgian Townhouse in Cheltenham

Boddington Mill

Central penthouse with private hot tub and views

Lodge farm Woodland dome. Hot tub. luxury escape

Town Centre Penthouse with Hot Tub 22

Rural, character 2 bed cottage and hot tub

Traditional 6br farmhouse

Stunning Five Bed Detached Home with Hot Tub
Family- and pet-friendly home rentals

Luxury Cotswold Lodge |Stunning View of Cheltenham

Prestbury Village Annex.

Luxury Thatched Cotswold Cottage, amazing location

Cottage luxe in The Cotwolds

Chapel End

Tom's Hut

Pittville Loft - 5* Free parking no cleaning fee

Townhouse luxury, central Grade 2 listed apartment
Family-friendly home rentals with a pool

Charming Stone Cotswold Cottage with Pool Access

Dovecote Cottage

The Potting Shed, 5* ❤︎ Luxury escape Cirencester

Boundary Court Barn, Selsley common, Stroud

Deluxe Coach House at Bretforton Manor with pool

The Ndoro Carriage with use of A Natural Pool.

Cosy, rural apartment with breakfast hamper

Cotswolds Cottage, Heated Pool, Tithe Barn Views
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 738 | ﺩ.ﺇ 712 | ﺩ.ﺇ 1,069 | ﺩ.ﺇ 782 | ﺩ.ﺇ 823 | ﺩ.ﺇ 782 | ﺩ.ﺇ 793 | ﺩ.ﺇ 797 | ﺩ.ﺇ 731 | ﺩ.ﺇ 775 | ﺩ.ﺇ 760 | ﺩ.ﺇ 834 |
| 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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- Family-friendly rentals United Kingdom
- Silverstone Circuit
- Cotswolds AONB
- Longleat Safari Park
- University of Oxford
- National Exhibition Centre
- Blenheim Palace
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Lower Mill Estate
- Cheltenham Racecourse
- Highclere Castle
- West Midland Safari Park
- University of Warwick
- Utilita Arena Birmingham
- Cadbury World
- Ludlow Castle
- Coventry Building Society Arena
- Cotswold Wildlife Park
- Bath Abbey
- University of Birmingham
- Puzzlewood
- Bicester Village
- Sudeley Castle
- Warwick Castle
- Alexander Stadium





