
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).

Rosebank - Spacious apartment in Montpellier.
Welcome to Rosebank, a self-contained basement apartment with a spacious, homely and creative vibe. The bedroom has a king size sleigh bed. There is a private entrance at the front and access at the back to your own south facing courtyard. Where possible a free guest parking permit can be arranged. Montpellier is a vibrant and chic area with excellent restaurants, bars & boutique shops. Easy access to the outstanding cotswold countryside makes it the perfect location for holidays or work.

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 .

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 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.

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

The Garden retreat
The Garden room has its own front and back door, and access to a lovely south facing garden. It has a kitchenette and en suite. It has a very comfortable king-size bed. We are 10-15 minutes walk from the town centre and have views onto Cleeve Hill the highest point of the Cotwolds. There are good local pubs, a national award winning fish and chip shop and a supermarket all nearby. Perfectly situated for all Cheltenham festivals.
Cheltenham Superb 2 Bed Townhouse, The Suffolks
Recently refurbished, Traditionally Modern Townhouse in the Suffolk’s area of Cheltenham ... an area often referred to as the Notting Hill of Cheltenham, with an eclectic mix of independent cafes, bars, restaurants and shops, all on your doorstep Virgin Media SuperFast Fibre Broadband throughout, ideal for streaming and home working purposes.
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

Luxury Cabin with Hot-Tub & Cold Plunge!

Gypsy Wagon with optional wood fired hot tub

Secluded Luxury Shepherds Hut South Cotswolds

Magical cottage set within a woodland glade

Romantic Idyllic Nuthatch Cottage with Hot Tub

Love Hut + Covered Jacuzzi + Games Rm +Proposals
Family- and pet-friendly home rentals

Cotswold lodge with amazing views and famous walks

The Organic Cotswolds Cowshed

Little Knapp on the Cotswold Way

Lovely two-bedroom apartment with patio

Cottage luxe in The Cotwolds

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 | G$37,356 GYD | G$37,147 GYD | G$60,103 GYD | G$40,069 GYD | G$42,156 GYD | G$42,573 GYD | G$45,077 GYD | G$45,286 GYD | G$41,529 GYD | G$40,695 GYD | G$43,825 GYD | G$41,947 GYD |
| 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 G$6,261 GYD 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

Wi-Fi availability
740 of Cheltenham vacation rentals include wi-fi 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
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- Cotswolds AONB
- Oxford University
- Blenheim Palace
- Silverstone Circuit
- Lower Mill Estate
- Cheltenham Racecourse
- West Midland Safari Park
- Cadbury World
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- Bath Abbey
- No. 1 Royal Crescent
- Coventry Cathedral
- Puzzlewood
- Shakespeare's Birthplace
- Bowood House and Gardens
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- Painswick Golf Club
- Big Pit National Coal Museum




