
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 $50 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, 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.

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.

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.

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).

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.

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.

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.

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

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

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.

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.

Beautiful Two Bedroom Apartment
A spacious, 1000 sq ft / 92 sqm, two double bedroom apartment, taking up the entire lower ground floor of a beautiful Grade II listed Villa in central Cheltenham. Self contained, it has its own entrance, two bedrooms, a separate kitchen, separate sitting room, and bathroom with shower. It also has super fast 150mb wifi broadband.
Popular amenities for Cheltenham family-friendly rentals
Family-friendly home rentals with a hot tub

Boddington Mill

Central penthouse with private hot tub and views

Town Centre Penthouse with Hot Tub 22

Stunning Five Bed Detached Home with Hot Tub

Luxury Cotswolds Cottage with Hot Tub

Traditional 6br farmhouse

Grebe Lodge | Cotswold Lakehouse & Hot Tub, Kayaks

Luxury Cabin with Hot-Tub & Cold Plunge!
Family- and pet-friendly home rentals

Clarence Square Penthouse

Pittville Loft - 5* Free parking no cleaning fee

Luxury Cotswold Lodge |Stunning View of Cheltenham

Townhouse luxury, central Grade 2 listed apartment

Montrose Lodge Regency Apartment, free parking(x2)

New for Cheltenham Festival

The Stables - Luxury Central Cheltenham Bolthole

Prestbury Village Annex.
Family-friendly home rentals with a pool

Stunning flat with swimming pool, garden, parking

Cornerstone Cottage a/c LowerMillEstate Cotswolds

Hyde Mill Cottage

Cotswolds Cottage, Heated Pool, Tithe Barn Views

Cosy, rural apartment with breakfast hamper

Goosewing - Cotswolds, Lakes, Family, Pools, Spa

The Potting Shed, 5* ❤︎ Luxury escape Cirencester

Boundary Court Barn, Selsley common, Stroud
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $338 NZD | $326 NZD | $489 NZD | $358 NZD | $376 NZD | $358 NZD | $363 NZD | $364 NZD | $334 NZD | $354 NZD | $348 NZD | $381 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
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- Rentals with a hot tub Cheltenham
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- Pet-friendly rentals Cheltenham
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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





