
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.

The Bothy cottage in the Cotswolds
The Bothy is a conversion of a 17th Century Cotswold stone stable and a 20th Century kennel building. On the ground floor is the living room with a beautiful wood burning stove, a fully equipped kitchen, a comfortable double bedroom and a modern shower room. Whilst upstairs, which is accessed from a narrow oak staircase, you can find the twin bedroom. The living room has been fitted to retain all its original features and is furnished in period style. I have included many Georgian and Victorian pieces and have also included a large settee and two arm chairs, dining table and chairs for 4, corner cupboard and a dash of the 21st Century with a Sky television. The Bothy is beautifully situated in the Postlip Coombe on the leeward side of the Cotswolds highest hill and yet only minutes from Winchcombe, a classic Cotswold "wool" town, renowned for its excellent shops, restaurants and architecture.
KitchenIndoor spacesCleanliness

Beautiful basement flat. Leckhampton, Cheltenham
Beautiful self contained basement flat with own entrance. Open plan living area with pull down ‘Murphy bed’ (please ask when booking if you would like to use this bed as it requires host assembly). Full kitchen-dishwasher,oven,microwave & washing machine. Bedroom with wardrobe, dressing table and king size bed- can be separated into 2 singles on request at time of booking. Wet room with shower. Shampoo,conditioner,shower gel and towels provided. Tea,coffee,milk and breakfast items provided.
Indoor spacesFamilyLocation

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.
FamilyKitchenCheckout

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).
FamilyIndoor spacesHeating

Bright spacious private annex in a great location
Bright and spacious private recently built self-contained annex within a friendly family home. Ideal quiet location, close to town, local amenities, bars and restaurants. Close to Bath Road, bus stops, hospital and train station. Separate entrance with key safe entry. Small new kitchen area with hob, fridge, microwave and kettle. Lounge area has large comfy sofa and TV. Views into a large garden with own seating on the decking. Comfy bed, own bathroom with shower. Off road free parking.
FamilyKitchenTV

21A Montpellier Terrace: Location and Luxury
21A, the upper maisonette at 21 Montpellier Terrace has been described by guests as the perfect location in Cheltenham. Barely 100 yards from The IVY and Montpellier restaurants and across from Montpellier gardens. Built in 1835, 21A has gorgeous period features combined with a luxurious remodel. High quality furniture, bathrooms and and TV's in every bedroom. Sorry but this home is not suitable for children. Please contact me before booking if you would like to book with children.
KitchenFamilySleep quality

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.
Indoor spacesKitchenCheck-in

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.
Indoor spacesFamilyComfort

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
KitchenFamilyBreakfast

Cosy Cheltenham Hideaway
We love to welcome guests to our home and offer a large self-contained Lower Ground Floor 1 bed apartment, with its own front door, allowing guests to come and go as they please. The property has a kitchen dinner, with microwave for convenience. A large sitting room with 42” TV. There is also a log burner which guests are welcome to use. The bedroom has a new Hypnos mattress. Finally there is bathroom with walkin shower. There is also secure off-street parking on the drive
FamilyKitchenLaundry

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.
FamilyIndoor spacesLayout

Self-contained basement flat in regency home
Refurbished basement flat in grade 2 listed regency terraced house. Central Cheltenham location, walking distance to all local festivals, shopping, pubs and restaurants. Modern, light and spacious accommodation with private access and patio terrace via the bedroom. Good size bathroom with bath and walk-in shower. There is no separate kitchen but an area containing a fridge, microwave, kettle & toaster.
KitchenIndoor spacesQuiet
Popular amenities for Cheltenham family-friendly rentals
Family-friendly home rentals with a hot tub

Boddington Mill
FamilyKitchenTV

Central penthouse with private hot tub and views
Indoor spacesFamilyValue

Stunning Five Bed Detached Home with Hot Tub
Indoor spacesFamilyQuiet

Traditional 6br farmhouse
FamilyIndoor spacesNearby

Luxury Cotswolds Cottage with Hot Tub
FamilyIndoor spacesWalkability

Attractive Period House with breath-taking views
KitchenIndoor spacesHiking

Chic Georgian Townhouse in Cheltenham
FamilyIndoor spacesCheckout

Grebe Lodge | Cotswold Lakehouse & Hot Tub, Kayaks
Indoor spacesFamilyLocation
Family- and pet-friendly home rentals

Townhouse luxury, central Grade 2 listed apartment
KitchenIndoor spacesNearby

Luxury Cotswold Lodge |Stunning View of Cheltenham
FamilyIndoor spacesShared spaces

Pittville Loft - 5* Free parking no cleaning fee
KitchenIndoor spacesDecor

Prestbury Village Annexe.
Indoor spacesFamilyParking

New for Cheltenham Festival
FamilyKitchenCleanliness

Hermitage Cottage
Indoor spacesFamilyCheck-in

The Stables - Luxury Central Cheltenham Bolthole
KitchenIndoor spacesCheckout

Luxury Thatched Cotswold Cottage, amazing location
FamilyKitchenAmenities
Family-friendly home rentals with a pool

Stunning flat with swimming pool, garden, parking
FamilyIndoor spacesAmenities

Cornerstone Cottage a/c LowerMillEstate Cotswolds
FamilyIndoor spacesSleep quality

Cotswolds Cottage, Heated Pool, Tithe Barn Views
KitchenFamilyValue

Cosy, rural apartment with breakfast hamper
Indoor spacesKitchenHeating

Hyde Mill Cottage
FamilyIndoor spacesAccess

Boundary Court Barn, Selsley common, Stroud
FamilyIndoor spacesCheck-in

43 Clearwater - family gatherings + pools + lakes
Indoor spacesKitchenQuiet

Riverbank House (spa, lakes, tennis & more)
FamilyKitchenCheck-in
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 Gloucestershire
- Family-friendly rentals England
- Family-friendly 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





