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Kid-friendly holiday rentals in Cheltenham

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Cheltenham family-friendly rentals

Kid-friendly house rentals

Superhost
Home in Leckhampton
4.88 out of 5 average rating, 203 reviews

A Unique, Spacious & Modern Cheltenham Hideaway

ArnielRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Gloucestershire
4.88 out of 5 average rating, 32 reviews

Vicky and Richards home

DaveRating, 5 stars1 month ago
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.
Top guest favourite
Home in Gloucestershire
5 out of 5 average rating, 245 reviews

Charming Coach House, fab location, highly rated!

AlanRating, 5 stars5 days ago
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.
Top guest favourite
Home in Gloucestershire
4.98 out of 5 average rating, 41 reviews

The Film House

NitinRating, 5 stars3 weeks ago
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.)
Top guest favourite
Home in Gloucestershire
4.96 out of 5 average rating, 137 reviews

Central Cosy Terraced Victorian 2 Bedroom Cottage

MichelleRating, 5 stars5 days ago
This was a fabulous place, perfect for walking around the town and accessing public transport. Comfortable beds and pillows and very clean and modern.
Top guest favourite
Home in Gloucestershire
5 out of 5 average rating, 19 reviews

Cozy Central Cheltenham Cottage: Parking + Sun Terrace

BenjaminRating, 5 stars1 month ago
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.
Top guest favourite
Home in Cheltenham
4.99 out of 5 average rating, 166 reviews

Detached Cotswold Stone Coach House

JackRating, 5 stars1 month ago
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
Guest favourite
Home in Cheltenham
4.89 out of 5 average rating, 130 reviews

Luxurious 1 Bed Detached Home with Gated Parking

NerysRating, 5 stars2 weeks ago
Beautifully decorated place. Very high standard. Great location very central to the Cotswolds. Beautiful area of Cheltenham.

Family-friendly apartment rentals

Guest favourite
Flat in Cheltenham
4.86 out of 5 average rating, 313 reviews

Private flat, close to town centre with parking

HemanthRating, 5 stars1 week ago
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.
Top guest favourite
Flat in Gloucestershire
4.98 out of 5 average rating, 195 reviews

Beautiful basement flat. Leckhampton, Cheltenham

AmandaRating, 5 stars1 month ago
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.
Top guest favourite
Flat in Gloucestershire
4.98 out of 5 average rating, 124 reviews

Regency apartment in the centre of Cheltenham.

KieranRating, 5 stars5 days ago
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.
Top guest favourite
Flat in Twyning
4.93 out of 5 average rating, 191 reviews

Cotswold Garden Hideaway, by R.Avon

HarryRating, 5 stars1 month ago
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!
Guest favourite
Flat in Cheltenham
4.92 out of 5 average rating, 212 reviews

Luxury spacious Two Bedroom Apartment, Montpellier

FeleenaRating, 5 stars1 month ago
Great stay. Really good location to everything. Really spacious and clean.
Superhost
Flat in Gloucestershire
4.86 out of 5 average rating, 175 reviews

Cheltenham - spacious open plan flat, 4 guests max

AnnabelRating, 5 stars1 month ago
We had a lovely stay in Cheltenham. Accommodation was clean and tidy and the location was very near the train station / transport links.
Guest favourite
Flat in Cheltenham
4.95 out of 5 average rating, 310 reviews

Super Spacious Regency Flat With Parking

LucyRating, 5 stars3 weeks ago
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.
Top guest favourite
Flat in Gloucestershire
4.99 out of 5 average rating, 141 reviews

A Perfect Cotswold Bolthole

DonnaRating, 5 stars3 days ago
Beautiful location and spotlessly clean. Felt very much at home. Would definitely recommend

Family-friendly apartment rentals

Top guest favourite
Apartment in Gloucestershire
4.97 out of 5 average rating, 283 reviews

Private apartment in stunning historic house

Alexa Rating, 5 stars1 week ago
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!
Guest favourite
Apartment in Upton upon Severn
4.93 out of 5 average rating, 146 reviews

Historic Renovated Apartment in Riverside town

EanRating, 5 stars1 month ago
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.
Guest favourite
Apartment in Cheltenham
4.76 out of 5 average rating, 298 reviews

Cheltenham Town Centre 2 Bedroom Regency Apartment

RichardRating, 5 stars3 weeks ago
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.
Superhost
Apartment in Gloucestershire
4.81 out of 5 average rating, 318 reviews

2 Double bedroom flat in the heart of cheltenham

FionaRating, 5 stars1 month ago
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.
Guest favourite
Apartment in Gloucestershire
4.9 out of 5 average rating, 123 reviews

Chic Apt Central Cheltenham - Free Permit Parking

MikeRating, 5 stars2 months ago
Lovely place near parks and the town centre , all within walking distance
Top guest favourite
Apartment in Gloucestershire
4.98 out of 5 average rating, 103 reviews

Stunning 2 Bed in the Heart of Cheltenham

NikkiRating, 5 stars3 weeks ago
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.
Superhost
Apartment in Gloucester
4.78 out of 5 average rating, 405 reviews

Hotel room style with secure parking nr docks

RyanRating, 5 stars5 days ago
Lovely little place. A bit smaller than i was expecting, but perfect for a quick easy one night stay. Private parking was a touch!
Guest favourite
Apartment in Gloucestershire
4.93 out of 5 average rating, 118 reviews

Beautiful & Vast Central Apartment Free Parking

RosieRating, 5 stars1 day ago
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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