
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 $52 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.

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.
Indoor spacesFamilyComfort

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.
KitchenIndoor spacesLaundry

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.
FamilyIndoor spacesBathroom

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.
Indoor spacesKitchenCheck-in

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).
KitchenIndoor spacesLocation

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.
FamilyKitchenParking

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 spacesFamilyShared spaces

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
KitchenIndoor spacesOutdoor spaces

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.
KitchenIndoor spacesDecor

Central Regency basement flat with free parking
* Stylish, cosy and clean basement flat in a listed Regency townhouse * 5 minute walk to the heart of Cheltenham - The Prom * Great night’s sleep in a comfortable double bed * Living room with small dining table * Well-equipped kitchen * Separate bathroom with walk-in shower * Free wi-fi * Free parking right outside the flat * Sofa bed for 3rd guest if required (additional fee) * Ideal base for business/leisure, solo travellers or couples
KitchenIndoor spacesHeating

Two Double Bedrooms Guest Annexe with EV Charging
A 2 Bedroom guest annexe within 100 yards of Cheltenham Race Course and within a 10 minute walk to the Town Centre. This property is tucked in the grounds of the main house and offers secure gated parking. The accommodation comprises open plan living space with fantastic views of Cleeve Hill and two double bedrooms. Use of laundry facilities and home gym if required (Subject to Availability). EV Charging available (separate charge).
Indoor spacesKitchenLaundry

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 spacesHiking
Popular amenities for Cheltenham family-friendly rentals
Family-friendly home rentals with a hot tub

Chic Georgian Townhouse in Cheltenham
FamilyKitchenCleanliness

Boddington Mill
KitchenIndoor spacesPets

Luxury Cotswolds Cottage with Hot Tub
FamilyKitchenLocation

Stunning Five Bed Detached Home with Hot Tub
KitchenFamilyDecor

Traditional 6br farmhouse
KitchenFamilyWalkability

Central penthouse with private hot tub and views
KitchenFamilyGetting around

Grebe Lodge | Cotswold Lakehouse & Hot Tub, Kayaks
FamilyIndoor spacesEV charging

Attractive Period House with breath-taking views
KitchenFamilyBreakfast
Family- and pet-friendly home rentals

Luxury Cotswold Lodge |Stunning View of Cheltenham
KitchenIndoor spacesComfort

Pittville Loft - 5* Free parking no cleaning fee
FamilyIndoor spacesLocation

Townhouse luxury, central Grade 2 listed apartment
FamilyIndoor spacesOutdoor spaces

New for Cheltenham Festival
KitchenFamilyLaundry

Cottage luxe in The Cotwolds
KitchenIndoor spacesHospitality

Clarence Square Penthouse
KitchenFamilyCleanliness

The Stables - Luxury Central Cheltenham Bolthole
FamilyKitchenNearby

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

Stunning flat with swimming pool, garden, parking
Indoor spacesKitchenValue

Cosy, rural apartment with breakfast hamper
KitchenIndoor spacesCleanliness

Cotswolds Cottage, Heated Pool, Tithe Barn Views
KitchenFamilyWalkability

Cornerstone Cottage a/c LowerMillEstate Cotswolds
KitchenFamilyHeating

Boundary Court Barn, Selsley common, Stroud
FamilyKitchenBathroom

43 Clearwater - family gatherings + pools + lakes
Indoor spacesFamilyHiking

Hyde Mill Cottage
KitchenIndoor spacesTV

The Potting Shed, 5* ❤︎ Luxury escape Cirencester
KitchenFamilyComfort
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $348 NZD | $336 NZD | $504 NZD | $369 NZD | $388 NZD | $369 NZD | $374 NZD | $376 NZD | $344 NZD | $365 NZD | $358 NZD | $393 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
- Rentals with breakfast Cheltenham
- Apartment rentals Cheltenham
- House rentals Cheltenham
- Private suite rentals Cheltenham
- Villa rentals Cheltenham
- Cottage rentals Cheltenham
- Bed and breakfasts Cheltenham
- Townhouse rentals Cheltenham
- Rentals with a hot tub Cheltenham
- Condo rentals Cheltenham
- Rentals with lake access Cheltenham
- Pet-friendly rentals Cheltenham
- Cabin rentals Cheltenham
- Guesthouse rentals Cheltenham
- 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
- Cheltenham Racecourse
- West Midland Safari Park
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Utilita Arena Birmingham
- Cadbury World
- Cotswold Wildlife Park
- University of Birmingham
- Ludlow Castle
- Puzzlewood
- Coventry Building Society Arena
- Bath Abbey
- Sudeley Castle
- Bicester Village
- Warwick Castle
- University of Warwick
- No. 1 Royal Crescent





