
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 & Stefan’s 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 hosts—responsive, kind, and clearly put a lot of care into their home. We’d absolutely love to stay here again in the future. Highly recommend!

Vicky and Richards home
Stayed at Richard and Vicky's home for seven nights, and found it to be a first-class place to stay, with excellent hosts. Extremely good value for money, the home included everything we needed. Located in a quiet and pleasant location, with easy parking. Public transport is available nearby, though Cheltenam centre is only a 20 minutes or so walk away. This is one place we'd like to return to. Thanks again to Richard and Vicky.

Charming Coach House, fab location, highly rated!
We came to Cheltenham without knowing the town, and the big bonus for us was not only how enjoyable the immediate neighbourhood (Bath Road) is, but how close it is to Montpellier and the town beyond. We're too old to be hitting the nightlife, but the "daylife" is superb. We only stayed three days, but we plan to come back to carry on exploring. The house itself, as the other reviews say, is impeccable: décor and finish are tasteful and good quality; nothing you'd expect is missing and the grace notes are splendid.

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
This was a fabulous place, perfect for walking around the town and accessing public transport. Comfortable beds and pillows and very clean and modern.

Cozy Central Cheltenham Cottage: Parking + Sun Terrace
Great stay in a super Cheltenham location. Completely modern kitchen and baths. Kitchen was fully equipped with many extras. Beds were comfortable with blackout curtains if needed. Peaceful private patio for morning coffee or evening dinners. Bonus of dedicated parking spot at our door for this car-traveling family. This is a great central location to enjoy Cheltenham and all of the Cotswolds. And the King’s Arms pub just around the corner is a great typical pub for watching all sports, enjoying drinks, and lively local flavor.

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.
Family-friendly apartment rentals

Private flat, close to town centre with parking
Emily's flat is spacious, well-furnished, comfortable, with all amenities you might need and is very close to the Town Centre. Emily goes above and beyond the usual Airbnb experience by providing a selection of cereals, milk, tea, fresh coffee, juice, bread, butter and jams! Emily provided excellent check-in instructions was quite communicative. Thank you for making my trip to Cheltenham so memorable. I will be definitely looking to book your flat the next time I am in Cheltenham.

Beautiful basement flat. Leckhampton, Cheltenham
Thank you for a lovely stay in this beautiful apartment. Had everything we needed. Appreciated the breakfast bits. Walkable to town centre and shops/pub within 10 mins walk. Hope to come back soon. Kate was very friendly and helpful.

Regency apartment in the centre of Cheltenham.
We enjoyed our stay with James. Brilliant location, facing directly onto Clarence Square. Spacious, comfortable apartment in immaculate condition. Decorated in excellent taste. Excellent communication with James before and during our stay. Overall, a huge contrast to a typical bland, anonymous hotel or serviced apartment.

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

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.

Super Spacious Regency Flat With Parking
Stayed at this roomy flat for two nights with friends. It is the basement of what would have once been a large Georgian house (though still quite bright) and still has many period features like the flagstone floors. It is also extremely spacious, loads of room for us three and would also be great for a family stay. The location is great, very peaceful and only ten minutes to the edges of the town centre. It is worth walking a little further into the Montpellier district for a great range of independent shops and cafes (as well as the big chains in the centre). Thoroughly recommend it for a weekend away.

A Perfect Cotswold Bolthole
Beautiful location and spotlessly clean. Felt very much at home. Would definitely recommend
Family-friendly apartment rentals

Private apartment in stunning historic house
John was very friendly and helpful! He stocked the kitchen with very nice snacks, drinks, and treats for our stay and gave us very helpful info for our travels. the space was so special and charming, one of our favorites fo sure!! the front yard garden is just gorgeous! 10/10 would stay again!
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 Montpellier’s bars and restaurants, or the cafes and shops of the Promenade, this is precisely where you want to be located when visiting this area. Ian’s 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.

Chic Apt Central Cheltenham - Free Permit Parking
Lovely place near parks and the town centre , all within walking distance

Stunning 2 Bed in the Heart of Cheltenham
An exceptional Airbnb in the heart of Cheltenham. It is a beautiful and stylish home with thoughtful touches. We were met with delicious home made scones on arrival. Doug was very communicative, getting back to me almost instantly. The flat is a great size, well laid out, with incredibly comfy beds and a delightful courtyard that we enjoyed in the sunshine. Just a few minutes walk from the center of Cheltenham with on street parking. Highly recommend and can’t wait to return.

Hotel room style with secure parking nr docks
Lovely little place. A bit smaller than i was expecting, but perfect for a quick easy one night stay. Private parking was a touch!

Beautiful & Vast Central Apartment Free Parking
Lovely place, really comfortable bed.. would recommend and would book again
Quick stats about holiday rentals that are kid-friendly in Cheltenham
Total rentals
120 properties
Nightly prices starting at
$38 SGD 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
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- Cotswolds AONB
- Oxford University
- Blenheim Palace
- Silverstone Circuit
- Lower Mill Estate
- Birmingham Airport
- West Midland Safari Park
- Cheltenham Racecourse
- Cadbury World
- Ludlow Castle
- Sudeley Castle
- Waddesdon Manor
- Puzzlewood
- Coventry Cathedral
- Bowood House and Gardens
- Bath Abbey
- No. 1 Royal Crescent
- Royal Shakespeare Theatre
- Lacock Abbey
- Big Pit National Coal Museum
- Shakespeare's Birthplace
- Hereford Cathedral
- Manor House Golf Club
- Painswick Golf Club