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

Total holiday rentals
Explore 790 holiday rentals in Cheltenham

Nightly prices starting at
Cheltenham holiday rentals start at $51 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 200 rentals that welcome pets

Rentals with dedicated workspaces
310 properties have a dedicated workspace

Wi-Fi availability
780 of Cheltenham holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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.

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 spacesFamilyValue

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.
Indoor spacesFamilyCheckout

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.
KitchenFamilyLayout

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).
Indoor spacesFamilyGetting around

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.
KitchenFamilyLaundry

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.
FamilyKitchenView

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.
KitchenIndoor spacesAccess

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 spacesKitchenAccuracy

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
FamilyIndoor spacesBathroom

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
Indoor spacesKitchenParking

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.
KitchenFamilyParks

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.
Indoor spacesKitchenHospitality
Popular amenities for Cheltenham family-friendly rentals
Family-friendly home rentals with a hot tub

Boddington Mill
FamilyKitchenWalkability

Chic Georgian Townhouse in Cheltenham
Indoor spacesKitchenCheckout

Luxury Cotswolds Cottage with Hot Tub
Indoor spacesFamilyAccess

Stunning Five Bed Detached Home with Hot Tub
Indoor spacesFamilyHospitality

Central penthouse with private hot tub and views
KitchenFamilyBreakfast

Town Centre Penthouse with Hot Tub 22
Indoor spacesKitchenQuiet

Traditional 6br farmhouse
FamilyIndoor spacesValue

Stylish Cotswold Villa and Spa
FamilyIndoor spacesBarbecue
Family- and pet-friendly home rentals

Pittville Loft - 5* Free parking no cleaning fee
KitchenFamilyPets

Luxury Cotswold Lodge |Stunning View of Cheltenham
Indoor spacesKitchenPets

Montpellier Courtyard
Indoor spacesKitchenSleep quality

New for Cheltenham Festival
Indoor spacesKitchenSleep quality

Townhouse luxury, central Grade 2 listed apartment
Indoor spacesFamilyParks

Prestbury Village Annex.
KitchenFamilyDecor

Cottage luxe in The Cotwolds
Indoor spacesKitchenHiking

The Stables - Luxury Central Cheltenham Bolthole
Indoor spacesKitchenBathroom
Family-friendly home rentals with a pool

Stunning flat with swimming pool, garden, parking
Indoor spacesKitchenDecor

Cotswolds Cottage, Heated Pool, Tithe Barn Views
Indoor spacesKitchenCheckout

Cornerstone Cottage a/c LowerMillEstate Cotswolds
KitchenFamilyBiking

43 Clearwater - family gatherings + pools + lakes
KitchenFamilyLocation

Cosy, rural apartment with breakfast hamper
FamilyIndoor spacesTV

Hyde Mill Cottage
KitchenFamilyPool

Goosewing - Cotswolds, Lakes, Family, Pools, Spa
Indoor spacesKitchenValue

Boundary Court Barn, Selsley common, Stroud
FamilyKitchenNearby
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $342 NZD | $330 NZD | $495 NZD | $362 NZD | $381 NZD | $362 NZD | $367 NZD | $369 NZD | $338 NZD | $359 NZD | $352 NZD | $386 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
- Bed and breakfasts Cheltenham
- Apartment rentals Cheltenham
- House rentals Cheltenham
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- Villa rentals Cheltenham
- Rentals with breakfast Cheltenham
- Serviced apartment rentals Cheltenham
- Cottage rentals Cheltenham
- Townhouse rentals Cheltenham
- Rentals with a hot tub Cheltenham
- Condo rentals Cheltenham
- Rentals with lake access Cheltenham
- Pet-friendly rentals Cheltenham
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- Family-friendly rentals Gloucestershire
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Silverstone Circuit
- Longleat Safari Park
- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- National Exhibition Centre
- Lower Mill Estate
- Highclere Castle
- West Midland Safari Park
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Cheltenham Racecourse
- Utilita Arena Birmingham
- Cadbury World
- Cotswold Wildlife Park
- Ludlow Castle
- University of Birmingham
- Coventry Building Society Arena
- Bath Abbey
- Puzzlewood
- Sudeley Castle
- Bicester Village
- Warwick Castle
- Alexander Stadium
- No. 1 Royal Crescent





