
Kid-friendly holiday rentals in Cheltenham
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Top-rated family-friendly rentals in Cheltenham
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Popular amenities for Cheltenham family-friendly rentals
Kid-friendly house rentals

A Unique, Spacious & Modern Cheltenham Hideaway
We had such a wonderful time staying at Katie & Stefanâs place! The house was incredibly neat and spotless, which made us feel comfortable right away. The space was cozy, well-maintained, and had a welcoming atmosphere throughout. Katie & Stefan were great hostsâresponsive, kind, and clearly put a lot of care into their home. Weâd absolutely love to stay here again in the future. Highly recommend!

The Film House
The place was just as advertised. Quiet neighborhood and yet close to the center and shops/restaurants. Gillion was a great host and very flexible. It would have been nice to have more bathroom amenities , like soap, body wash/shower gel, etc. Otherwise a great place to stay! Would definitely stay here again on our next visit. (Only issue was that one night the neighbors cranked up their music real loud at 3am! But this cannot be attributed to the host, Gillon.)

Central Cosy Terraced Victorian 2 Bedroom Cottage
Lovely little house in a perfect location for walking into Cheltenham. It had everything we needed for our stay. The beds were very comfortable and the house was nice and clean.

Magical cottage set within a woodland glade
Our second time here and just as special! Joe is so kind and thoughtful - he leaves you a lovely welcome pack including bread, eggs, milk, jam, cereal etc. The cottage is stunning and so peaceful, the outdoor space is fantastic with the hot tub overlooking the stunning gardens and woodland. Would recommend The Black Horse for their burgers and views over the Cotswolds, and Henryâs Bakehouse for brunch. Ernie the dog is also super friendly and a welcome visitor! đž Thank you for a wonderful stay.

Detached Cotswold Stone Coach House
Beth's place is wonderful. Arrived to a spotless accomodation, snacks, milk and cereal stocked and a lovely quiet space only a short walk to the nearby bars & restaurants. The perfect Airbnb! 5/5

Luxurious 1 Bed Detached Home with Gated Parking
Beautifully decorated place. Very high standard. Great location very central to the Cotswolds. Beautiful area of Cheltenham.

Self contained Annex in Montpellier with parking
Fabulous place - great for a couple. Central location and everywhere walkable within 15 mins. Great shops, cafes and restaurants all around. The little house was perfect. Everything you could need and more. Even a small patio with bistro table and chairs to catch the last of the sun. Very comfortable bed with top class linens. We will definitely come back.

Entire Residential Home - Town Centre, Ideal Races
One of the best places I have stayed. it comes with so many amenities but most of all, Stevdn and Wiki eere super prompt in their responses and even accommodated our last minute requests. Highly recommended.
Family-friendly apartment rentals

Private flat, close to town centre with parking
We had an awesome time at Emilyâs place. It is in a central location which made it easy to travel through the Cotswolds as well as to Oxford and Stratford-upon-Avon. Emily and Steph were terrific hosts and even had the courtesy to let us know when we left the car door open. LOL

Regency apartment in the centre of Cheltenham.
This apartment was lovely; really well situated; offered reserved parking. James was very friendly and welcoming. Thoroughly recommended..

Cotswold Garden Hideaway, by R.Avon
I was a guest at a wedding at Twyning Park and found Terryâs accommodation to be stellar and perfectly suited to my needs for my weekend stay. Terry was super accommodating of any requests and Iâd highly recommend his place. Thanks again!

Garden flat close to town centre and Montpellier
Lovely flat, close to Cheltenham centre. Lots of amenities on the doorstep. Very clean and clutter free. Would recommend without hesitation

Gorgeous Georgian Cheltenham Flat
Our stay exceeded our expectations. The apartment was stunning and cosy, and well equipped with everything we needed. The location is great and Belinda left lots of recommendations for the area. Would definitely recommend!

Luxury spacious Two Bedroom Apartment, Montpellier
Great stay. Really good location to everything. Really spacious and clean.

Cheltenham - spacious open plan flat, 4 guests max
We had a lovely stay in Cheltenham. Accommodation was clean and tidy and the location was very near the train station / transport links.

Best located Flat in Cheltenham + Free Parking
A lovely flat in an excellent location. Always enjoy returning here for my weekends in Cheltenham. Thank you Sophie.
Family-friendly apartment rentals

Private apartment in stunning historic house
Was a great check in with John who gave clear instructions and a brief intro to the apartment. Itâs an historic building nestled in a beautiful secluded spot but immediately accessible to Stroud including a walkable supermarket. We were treated to a brass band on Sunday morning from the park bandstand opposite! Comfortable and cosy interior perfect for our short stay. John was the perfect gentleman and host

Luxury, Grade II historic, dog-friendly & garden
Victoria's property is exquisitely decorated and furnished throughout. The location is perfect for a short stroll into the town centre and access to the disused railway walking trail opposite. The living room is large and very light and airy with a high ceiling. Although at first floor level, the back door opens out onto a lovely enclosed garden. Ideal for our dog. Above all, we were very surprised as to how peaceful and quiet the location was. Thoroughly recommend it, couldn't have wished for any more, Victoria had thought of everything.
Historic Renovated Apartment in Riverside town
A great place to stay to explore Upton and the surrounding areas. Apartment is great in a central location right in town, easy walk to anywhere in Upton. Carola and Rick were great hosts, good clear instructions and helpful information. Apartment was spotless (thank you to their housekeeper Emma), and would highly recommended both the Regency Apartment and Carola and Rick as hosts.

Cheltenham Town Centre 2 Bedroom Regency Apartment
This is a lovely apartment, right in the heart of everything in Cheltenham. Exactly as described and you see in the pictures, tasteful decor, comfortable beds and linen, and with a great kitchen, dining and lounge space in a room with lovely high ceilings. A short walk from Montpellierâs bars and restaurants, or the cafes and shops of the Promenade, this is precisely where you want to be located when visiting this area. Ianâs a thoughtful host, with great communication throughout.

2 Double bedroom flat in the heart of cheltenham
Great little place very central in town. We were in Cheltenham for the jazz festival and the flat was excellent for walking to the venues, restaurants and shopping. Ideal for what we wanted. Comfy bed and a nice touch of bottled water provided. It was a very warm day but the curtains had been closed before arrival and a fan provided which was very welcome. Thank you for a great stay.

Luxury 1 bed, Broadway, Cotswolds. Private parking
The Bolthole exceeded our expectations from the moment we arrived. It is lovely. The accommodation is perfect and the location in Broadway is ideal. Thank you Claire for making us feel very welcome. We can highly recommend a stay here. kind regards Graham and Mandy

Cosy, rural apartment with breakfast hamper
Rosalind was a very friendly and communicative host. She offered a range of breakfasts and recommended some lovely local walks. The property was in a fab location with lots of nice walks/pubs nearby.

Central Top floor Apartment /Free Zone12 Parking
Nataliaâs apartment was perfect for our stay in Cheltenham. I would highly recommend it and will definitely stay again!! Thanks for being such a great host.
Quick stats about holiday rentals that are kid-friendly in Cheltenham
Total rentals
120 properties
Nightly prices starting at
âš2,569 before taxes and fees
Total number of reviews
7.7K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
- Cotswold District Holiday rentals
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- Guest house rentals Cheltenham
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- Cotswolds AONB
- Oxford University
- Blenheim Palace
- Silverstone Circuit
- Lower Mill Estate
- Birmingham Airport
- West Midland Safari Park
- Port Meadow
- Cheltenham Racecourse
- Cadbury World
- Ludlow Castle
- Sudeley Castle
- Puzzlewood
- Bath Abbey
- Bowood House and Gardens
- Waddesdon Manor
- No. 1 Royal Crescent
- Coventry Cathedral
- Lacock Abbey
- Royal Shakespeare Theatre
- Big Pit National Coal Museum
- Manor House Golf Club
- Hereford Cathedral
- Painswick Golf Club