Family-friendly holiday 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.

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Top guest favourite

Cottage in Cheltenham

4.91 out of 5 average rating, 474 reviews

The Bothy cottage in the Cotswolds

The Bothy is a conversion of a 17th Century Cotswold stone stable and a 20th Century kennel building. On the ground floor is the living room with a beautiful wood burning stove, a fully equipped kitchen, a comfortable double bedroom and a modern shower room. Whilst upstairs, which is accessed from a narrow oak staircase, you can find the twin bedroom. The living room has been fitted to retain all its original features and is furnished in period style. I have included many Georgian and Victorian pieces and have also included a large settee and two arm chairs, dining table and chairs for 4, corner cupboard and a dash of the 21st Century with a Sky television. The Bothy is beautifully situated in the Postlip Coombe on the leeward side of the Cotswolds highest hill and yet only minutes from Winchcombe, a classic Cotswold "wool" town, renowned for its excellent shops, restaurants and architecture.

Top guest favourite

Apartment in Gloucestershire

4.94 out of 5 average rating, 108 reviews

Pittville Loft - 5* Free parking no cleaning fee

The hidden gem of hidden gems. Our beautiful apartment is nestled in a quiet private mews lane - close to all you need and want in central Cheltenham. Free Parking inc Pittville Loft is perfectly situated for couples, young families, small groups of friends and single people traveling for business or pleasure. Within easy walking distance to the festival sites and the racecourse. Quirky and unique, Pittville Loft combines all modern conveniences with stylish vintage style and industrial chic.

Top guest favourite

Flat in Shurdington

4.95 out of 5 average rating, 443 reviews

Rivendell Annex close to Cheltenham

The Annex is a completely self contained open plan 2 double bedroomed groundfloor apartment with patio area and off road parking. The entrance has a small 7inch step - once inside bedrooms bathroom kitchen dining and lounge areas are on one level. Access to the patio via patio doors - 3 small steps, each 5inches in height and another smaller step leads to the main garden. Situated within easy access to the M5 motorway and close to local bus routes ideal for exploring pretty Cotswold villages.

Guest favourite

Apartment in Chedworth, Cheltenham

4.93 out of 5 average rating, 336 reviews

Cosy, rural apartment with breakfast hamper

Relax and soak in the peace and quiet at Shrove Cottage, an idyllic little gem of a property which is self-contained with its own private entrance, roomy modern bathroom with underfloor heating, fully equipped kitchen and bedroom/sitting room area with beautiful views up the Chedworth Valley. A perfect central location for work, rest and play. Breakfast with home-made bread included for you to prepare and eat at your leisure. Available at Shrove Cottage, Pancake Hill. (URL HIDDEN)

Guest favourite

Flat in Cheltenham

4.92 out of 5 average rating, 212 reviews

Luxury spacious Two Bedroom Apartment, Montpellier

A luxurious spacious apartment is on the main street of Montpellier. It is quiet, being away from main roads, but in just a few steps downstairs you are on the lovely shopping street with galleries, cafes, restaurants and bars. A short stroll to the parks and shops in the centre of Cheltenham it is an ideal place to explore this lovely Cotswold town. The apartment is beautifully fitted with 2 bedrooms and 2 bathrooms. There is an allocated parking space at the back of the apartment

Top guest favourite

Apartment in Cheltenham

4.98 out of 5 average rating, 350 reviews

Footsteps from the town & parks (+ hamper/parking)

Little Portland is a central 700 sq ft self-contained Grade-II apartment moments from the heart of town & Pittville Park (a historic area, with two lakes, cafes and a kids' play area). People come to visit the town, races, festivals or Cotswolds. Parking centrally can be tricky so we offer guests two free parking permits. You'll also receive a food hamper with pain au chocolat, fruit, milk & juice. All the income we earn from the Airbnb supports a peace building charity we run.

Guest favourite

Townhouse in Gloucestershire

4.94 out of 5 average rating, 287 reviews

Beautiful Townhouse Close to Montpellier, Sleeps 6

A charming lovingly refurbished three bedroom, quiet townhouse in a cosmopolitan area of Cheltenham Spa, just a 10 minute walk into town and short scroll to nearby shops and bars. This house has been lovingly renovated and designed just for short terms lets. With the added bonus of two kitchen/diners and living areas, so ideal for families or friends looking for extra space. Whether you wanted a Cotswolds weekend away or trip to the races this house is ideal for you.

Guest favourite

Apartment in Upton upon Severn

4.94 out of 5 average rating, 144 reviews

Historic Renovated Apartment in Riverside town

Visit the magnificent “Regency Apartment” in Upton-upon-Severn, and discover a spacious first floor apartment in a charming, historic riverside town. Recently modernised to a high standard, the apartment offers comfortable accommodation in majestic surroundings. Upton is a lively ‘picture postcard’ town with a wealth of amenities and all the scenic delights of the river and country. With fast WI-FI and private parking this is the perfect holiday accommodation.

Top guest favourite

Place to stay in Charlton Kings

4.93 out of 5 average rating, 253 reviews

Studio Garden Room, relaxing & comfortable

Our clean and comfortable studio garden room is perfect for a break away from home. Great space for 1 or 2 guests, comfortable bed, equipped kitchen, tv and wifi. Cheltenham town centre is a pleasant walk away or easily accessible by bus or car. We have always taken pride in the level of cleanliness at each changeover and have increased our thoroughness in light of recent guidelines with regard to reducing the spread of infectious diseases.

Top guest favourite

Guest house in Worcestershire

4.95 out of 5 average rating, 228 reviews

Cleeve Cottage (The Studio)

A small detached studio/annex, in the picturesque village of Bushley, ideal location for anyone looking to have a short break in the countryside just 1.5 miles from the old market town of Tewkesbury and only 20 minutes from Cheltenham so perfect for a weekend at the races. Plenty of stunning rural locations to be explored nearby, with easy access to the beautiful Malvern hills, fantastic for cycling and hiking

Guest favourite

Flat in Cheltenham

4.86 out of 5 average rating, 311 reviews

Private flat, close to town centre with parking

A large well appointed and spacious double bedroom, with ensuite bathroom, fully equipped kitchen diner and private entrance. This apartment is totally self contained with off road private parking and is only a 15-20 minute walk into the town centre. A fantastic base for exploring the Cotswolds, or just enjoying the festivals and shopping that Cheltenham has to offer.

Top guest favourite

Barn in Gloucester

4.99 out of 5 average rating, 169 reviews

Rural retreat - Hen House, contemporary & spacious

A former chicken shed; the hen house is individual, light, and offers spacious, comfortable, well-equipped accommodation in a rural location. Ideal for exploring the area, for couples wanting to enjoy a quiet, romantic break or a great bolt hole to work or study - you can close up the shutters, lock yourself away and no-one will know you are there!