
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.
KitchenIndoor spacesCleanliness
4.93 out of 5 average rating, 560 reviews
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
4.98 out of 5 average rating, 234 reviews
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 spacesFamilyCheck-in
5.0 out of 5 average rating, 322 reviews
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).
KitchenFamilyAccess
4.84 out of 5 average rating, 197 reviews
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.
FamilyIndoor spacesHospitality
4.95 out of 5 average rating, 419 reviews
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.
KitchenIndoor spacesSleep quality
4.87 out of 5 average rating, 149 reviews
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 spacesHeating
4.98 out of 5 average rating, 120 reviews
Regency flat, private courtyard, free parking
A beautiful recently renovated Regency flat in a grade II* building. We are 5 minutes walk to the city centre and 25 minutes to the Racecourse. The flat has its own front door and private courtyard. Virgin VIP package and high speed broadband plus Sky & BT Sports. One kingsize bed with soft linen sheets, plus one sofa bed for additional guests (book for 3 if you want the sofa bed). Well equipped kitchen. Separate shower room (off living room). Free parking nearby. Nest heating.
Indoor spacesKitchenNearby
4.95 out of 5 average rating, 170 reviews
Laverham House - Stunning 6 Bedroom Regency House
Welcome to our stunning 6 bedroom regency house located in the very heart of Cheltenham town centre. Laverham House is a detached Grade II listed Georgian town house dating back to the late 1700's. Built with character and charm, the property still hosts many period features such as sash hung windows and a cantilevered stone staircase. Looking for a grand arrival? This property also features a beautiful stone pillared portico to welcome you and your guests.
Indoor spacesFamilyHospitality
4.91 out of 5 average rating, 148 reviews
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.
Indoor spacesFamilyBreakfast
4.95 out of 5 average rating, 174 reviews
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.
Indoor spacesKitchenAccess
4.97 out of 5 average rating, 244 reviews
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.
FamilyKitchenOutdoor spaces
4.99 out of 5 average rating, 577 reviewsPopular amenities for Cheltenham family-friendly rentals
Family-friendly home rentals with a hot tub

Boddington Mill
Indoor spacesFamilyHot tub
4.94 out of 5 average rating, 198 reviews
Chic Georgian Townhouse in Cheltenham
Indoor spacesKitchenHeating
4.73 out of 5 average rating, 123 reviews
Central penthouse with private hot tub and views
FamilyKitchenCleanliness
4.93 out of 5 average rating, 200 reviews
Luxury Cotswolds Cottage with Hot Tub
KitchenIndoor spacesEV charging
4.96 out of 5 average rating, 178 reviews
Stunning Five Bed Detached Home with Hot Tub
KitchenIndoor spacesOutdoor spaces
4.89 out of 5 average rating, 112 reviews
Traditional 6br farmhouse
KitchenFamilyHeating
4.85 out of 5 average rating, 110 reviews
Attractive Period House with breath-taking views
KitchenFamilyBathroom
5.0 out of 5 average rating, 194 reviews
Luxury Cabin with Hot-Tub & Cold Plunge!
FamilyIndoor spacesBiking
4.9 out of 5 average rating, 376 reviewsFamily- and pet-friendly home rentals

Clarence Square Penthouse
FamilyKitchenWalkability
4.9 out of 5 average rating, 259 reviews
Luxury Cotswold Lodge |Stunning View of Cheltenham
KitchenIndoor spacesHiking
4.91 out of 5 average rating, 694 reviews
Townhouse luxury, central Grade 2 listed apartment
Indoor spacesFamilyCondition
4.98 out of 5 average rating, 281 reviews
Cottage luxe in The Cotwolds
KitchenFamilyView
4.98 out of 5 average rating, 274 reviews
Prestbury Village Annex.
FamilyIndoor spacesValue
4.87 out of 5 average rating, 136 reviews
Pittville Loft - 5* Free parking no cleaning fee
Indoor spacesFamilyHospitality
4.93 out of 5 average rating, 193 reviews
New for Cheltenham Festival
Indoor spacesFamilyPets
4.98 out of 5 average rating, 107 reviews
Chapel End
KitchenFamilyOutdoor spaces
4.99 out of 5 average rating, 194 reviewsFamily-friendly home rentals with a pool

Stunning flat with swimming pool, garden, parking
KitchenIndoor spacesCondition
4.92 out of 5 average rating, 390 reviews
Cotswolds Cottage, Heated Pool, Tithe Barn Views
Indoor spacesKitchenDecor
4.97 out of 5 average rating, 175 reviews
Hyde Mill Cottage
KitchenIndoor spacesLocation
4.97 out of 5 average rating, 102 reviews
Cosy, rural apartment with breakfast hamper
FamilyIndoor spacesAccess
4.93 out of 5 average rating, 401 reviews
43 Clearwater - family gatherings + pools + lakes
Indoor spacesFamilyBathroom
4.89 out of 5 average rating, 179 reviews
Cornerstone Cottage a/c LowerMillEstate Cotswolds
KitchenFamilyWi-Fi
4.93 out of 5 average rating, 148 reviews
Boundary Court Barn, Selsley common, Stroud
Indoor spacesKitchenBreakfast
4.97 out of 5 average rating, 151 reviews
The Potting Shed, 5* ❤︎ Luxury escape Cirencester
FamilyIndoor spacesAccess
4.98 out of 5 average rating, 454 reviewsWhen is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $351 NZD | $339 NZD | $508 NZD | $372 NZD | $391 NZD | $372 NZD | $377 NZD | $379 NZD | $347 NZD | $368 NZD | $361 NZD | $396 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
- Serviced apartment rentals Cheltenham
- Rentals with breakfast Cheltenham
- House rentals Cheltenham
- Private suite rentals Cheltenham
- Villa 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
- 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





