
Family-friendly vacation rentals in Cheltenham
Find and book unique family-friendly homes on Airbnb
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.

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.

Elegant regency garden flat with parking
This property is located conveniently in the centre of Cheltenham Spa town, with one parking space. Available from 4pm check in. To 12 noon check out only. The location is very convenient for sight seeing and business trips alike. Two minutes walk to the town centre, restaurants and bars, but tucked away from noise. This property also benefits from spacious rooms and a secluded, private patio garden leading off of the master bedroom. The TV is connected by Wi-Fi to various apps and stations

New 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).

The Garden House in Kingsholm, Gloucester
The Garden House is a lovely single room annex with independent access, en-suite bathroom and shower. Light, cosy, and simply furnished, set in the garden of a residential home near the centre of Gloucester, it's a quiet space to relax or work. Driveway parking available. A two-minute walk to the famous Kingsholm rugby stadium and food shops, ten minutes to city centre, bus and train stations, cathedral, Quays shopping outlet, restaurants and historic docks. Easy bus route to Cheltenham.

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.

The Best address in Montpellier, Cheltenham
This wonderfully spacious apartment is situated in the heart of fashionable Montpellier where you will find an incredible array of Independent shops and prestigious eateries such as The Ivy ,Giggling Squid , The Daffodil and the renowned Michelin starred Le Champignons Savage,a new find is Kibousushi located about 200 metres from the apartment ,a new find for us and an amazing Japanese restaurant ,but you have to book in advance . The home of horse racing is just a 20 minute walk .

Studio 77 Cheltenham
You will be very welcome to stay in our brand new and beautifully renovated compact and bijou tiny home which is in an easy walk of Cheltenham Town Centre and the Racecourse. We have created a gorgeous space to the rear of our family home that is completely self contained with its own entrance. Studio 77 comprises of a king size bed, kitchenette area, small seating arrangement and a good sized shower room. There is a small private patio area for guests to enjoy on a sunny evening.

7 Diamond Jubilee, Cheltenham
Diamond Jubilee is a unique fully electric property located in a quiet little mews street but a short walk to the bars, shops, and restaurants of the vibrant area of The Suffolks and Montpellier. Cheltenham has a thriving cultural scene and hosts numerous festivals throughout the year such as the jazz, food and drink, literature, and science. Undoubtedly, the highlight of the year is the annual racing festival, The Gold Cup at Cheltenham Racecourse. Newly renovated bathroom.

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.

Beautiful & Vast Central Apartment Free Parking
Welcome to my spacious apartment within Montpellier! This exceptional ground floor living space offers a comfortable and inviting atmosphere, providing you with the perfect place to call home. Located in a desirable neighborhood, this apartment is conveniently situated close to a variety of dining, shopping, and entertainment options. With easy access to major transportation routes, you'll have no trouble exploring the surrounding area and beyond

Beautiful Self-Contained Annexe in Cheltenham
A lovely, newly refurbished annexe, perfect for 1 or 2 guests within good distance to the town center. A cosy, fully functioning, self-contained home from home featuring a double bed, kitchenette, en suite bathroom, 32" TV, heated floor and radiator with a private entrance. Located a 30 minute walk from the town centre and the Brewery Quarter, which is full of restaurants and bars, 2 cinemas, Mr Mulligans Adventure Golf and Hollywood Bowl.
Popular amenities for Cheltenham family-friendly rentals
Family-friendly home rentals with a hot tub

Garden Annexe, Gloucester

Boddington Mill, Enchanting 3 Bdr Retreat by Oriri

Central penthouse with private hot tub and views

Luxury Cabin with Hot-Tub & Cold Plunge!

Rural, character 2 bed cottage and hot tub

Secluded Luxury Shepherds Hut South Cotswolds

Magical cottage set within a woodland glade

Romantic Idyllic Nuthatch Cottage with Hot Tub
Family- and pet-friendly home rentals

Cotswold lodge with amazing views and famous walks

The Organic Cotswolds Cowshed

Little Knapp on the Cotswold Way

The Stables - Luxury Central Cheltenham Bolthole

Lovely two-bedroom apartment with patio

Self-contained annex on Cleeve Hill Common.

Chapel End

Pittville Loft - 5* Free parking no cleaning fee
Family-friendly home rentals with a pool

Dovecote Cottage

“Wild-Wood” Shepherds Hut

Doe Bank, Great Washbourne

The Potting Shed, 5* ❤︎ Luxury escape Cirencester

Boundary Court Barn, Selsley common, Stroud

The Ndoro Carriage with use of A Natural Pool.

Deluxe Coach House at Bretforton Manor with pool

Cosy, rural apartment with breakfast hamper
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $251 CAD | $249 CAD | $403 CAD | $269 CAD | $283 CAD | $286 CAD | $302 CAD | $304 CAD | $279 CAD | $273 CAD | $294 CAD | $281 CAD |
| 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 |
Quick stats about vacation rentals that are family-friendly in Cheltenham

Total vacation rentals
Explore 750 vacation rentals in Cheltenham

Nightly prices starting at
Cheltenham vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 25,040 verified reviews to help you choose

Pet-friendly vacation rentals
Find 190 rentals that welcome pets

Rentals with dedicated workspaces
290 properties have a dedicated workspace

Wifi availability
740 of Cheltenham vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Cheltenham rentals

4.9 Average rating
Cheltenham stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
Cheltenham’s top spots, include Cheltenham Racecourse, Pittville Park, and Everyman Theatre
Destinations to explore
- Paris Vacation rentals
- London Vacation rentals
- Picardy Vacation rentals
- Grand Paris Vacation rentals
- Amsterdam Vacation rentals
- Thames River Vacation rentals
- South West England Vacation rentals
- Inner London Vacation rentals
- Rivière Vacation rentals
- Dublin Vacation rentals
- Brussels Vacation rentals
- South London Vacation rentals
- Condo rentals Cheltenham
- Guesthouse rentals Cheltenham
- Rentals with outdoor seating Cheltenham
- Rentals with a washer and dryer Cheltenham
- House rentals Cheltenham
- Smoking-friendly rentals Cheltenham
- Rentals with a hot tub Cheltenham
- Rentals with breakfast Cheltenham
- Serviced apartment rentals Cheltenham
- Cottage rentals Cheltenham
- Rentals with an EV charger Cheltenham
- Rentals with a patio Cheltenham
- Private suite rentals Cheltenham
- Rentals with lake access Cheltenham
- Villa rentals Cheltenham
- Bed and breakfasts Cheltenham
- Apartment rentals Cheltenham
- Cabin rentals Cheltenham
- Townhouse rentals Cheltenham
- Pet-friendly rentals Cheltenham
- Rentals with a firepit Cheltenham
- Fitness-friendly rentals Cheltenham
- Rentals with a fireplace Cheltenham
- Family-friendly rentals Gloucestershire
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Cotswolds AONB
- Oxford University
- Blenheim Palace
- Silverstone Circuit
- Lower Mill Estate
- West Midland Safari Park
- Cheltenham Racecourse
- Cadbury World
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- Bath Abbey
- Coventry Cathedral
- No. 1 Royal Crescent
- Puzzlewood
- Shakespeare's Birthplace
- Bowood House and Gardens
- Hereford Cathedral
- Royal Shakespeare Theatre
- Manor House Golf Club
- Dyrham Park
- Lacock Abbey
- Painswick Golf Club
- Big Pit National Coal Museum




