
Family-Friendly rentals near Cheltenham Racecourse
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Top-rated family-friendly rentals near Cheltenham Racecourse
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.
4.93 out of 5 average rating, 560 reviews
Luxury Thatched Cotswold Cottage, amazing location
Located in a historic village a stone's throw from Cheltenham's racecourse is our immaculately restored thatched cottage. A choice of 3 pubs, local shop and butcher can be found within walking distance. Ideal for 2 couples sharing or a family with accommodation on 2 floors. Featuring a master suite with roll-top bath and own sitting room which can be converted into a bedroom with a double sofa bed. Downstairs an accessible bedroom with its own separate shower w/c. Full kitchen diner with dog bed
4.94 out of 5 average rating, 212 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.
4.93 out of 5 average rating, 193 reviews
5 Bed House, Sleeps 8, parking, brilliant location
Cheltenham Town Centre 5 Bedroom House with Courtyard Garden. Ideally located next to the Brewery Quarter in the town centre, within easy walking distance to the racecourse, our modern, well equipped functional property is ideal for families or groups looking to explore Cheltenham. There are 5 bedrooms (not 4 and a sofa bed!) with 3 double (1 with en suite) and 2 single bedrooms - 5 bedrooms in total - sleeping up to 8 people. Parking on site for 1 small/medium car/paid carpark 3 minute walk.
4.87 out of 5 average rating, 117 reviews
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).
4.84 out of 5 average rating, 197 reviews
Cosy Cheltenham Hideaway
We love to welcome guests to our home and offer a large self-contained Lower Ground Floor 1 bed apartment, with its own front door, allowing guests to come and go as they please. The property has a kitchen dinner, with microwave for convenience. A large sitting room with 42” TV. There is also a log burner which guests are welcome to use. The bedroom has a new Hypnos mattress. Finally there is bathroom with walkin shower. There is also secure off-street parking on the drive
4.94 out of 5 average rating, 175 reviews
Laverham House - Stunning 6 Bedroom Regency House
Welcome to our stunning 6 bedroom regency house located in the very heart of Cheltenham town centre. Laverham House is a detached Grade II listed Georgian town house dating back to the late 1700's. Built with character and charm, the property still hosts many period features such as sash hung windows and a cantilevered stone staircase. Looking for a grand arrival? This property also features a beautiful stone pillared portico to welcome you and your guests.
4.91 out of 5 average rating, 148 reviews
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.
4.95 out of 5 average rating, 174 reviews
Comfortable bungalow close to town and countryside
Newly refurbished detached bungalow in Swindon Village, Cheltenham. We are on the edge of Cheltenham, with rural fields on the doorstep but just a 10 minute drive into the town centre. A great base to explore the Cotswolds, and less than 1.5 miles from the racecourse. Inside is a spacious, comfortable living space with brand new kitchen and bathroom. There are two good bedrooms, and the third bedroom is a study with a single sofa bed.
4.98 out of 5 average rating, 126 reviews
Two Double Bedrooms Guest Annexe with EV Charging
A 2 Bedroom guest annexe within 100 yards of Cheltenham Race Course and within a 10 minute walk to the Town Centre. This property is tucked in the grounds of the main house and offers secure gated parking. The accommodation comprises open plan living space with fantastic views of Cleeve Hill and two double bedrooms. Use of laundry facilities and home gym if required (Subject to Availability). EV Charging available (separate charge).
4.96 out of 5 average rating, 140 reviews
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.
4.88 out of 5 average rating, 409 reviews
Prestbury Village Annexe.
Nestled in the beautiful cotswold hills and minutes from Cheltenham town centre, this stunningly located Prestbury Village Annexe is 5 minutes walk to The Cheltenham Racecourse and 3 doors down from The Plough pub. Comfortable and cozy with all amenities, this double bed dwelling is perfect for those attending the numerous horse races, or for those that want a quiet, peaceful break. Opposite the 13th century church of St Mary.
4.87 out of 5 average rating, 136 reviewsPopular amenities for family-friendly rentals near Cheltenham Racecourse
Family-friendly home rentals with a hot tub

Boddington Mill
4.94 out of 5 average rating, 198 reviews
Luxury Cotswolds Cottage with Hot Tub
4.96 out of 5 average rating, 178 reviews
Luxury Cabin with Hot-Tub & Cold Plunge!
4.9 out of 5 average rating, 376 reviews
Chic Georgian Townhouse in Cheltenham
4.73 out of 5 average rating, 123 reviews
Central penthouse with private hot tub and views
4.93 out of 5 average rating, 200 reviews
Attractive Period House with breath-taking views
5.0 out of 5 average rating, 194 reviews
Traditional 6br farmhouse
4.85 out of 5 average rating, 110 reviews
Idyllic Cotswold Getaway.
4.93 out of 5 average rating, 139 reviewsFamily- and pet-friendly home rentals

Chapel End
4.99 out of 5 average rating, 194 reviews
Premium 4-Bed Cotswolds Escape & Relaxing Retreat
4.93 out of 5 average rating, 135 reviews
Beautiful Barn in the Cotswolds
4.98 out of 5 average rating, 162 reviews
Townhouse luxury, central Grade 2 listed apartment
4.98 out of 5 average rating, 281 reviews
Luxury Cotswold Lodge |Stunning View of Cheltenham
4.91 out of 5 average rating, 694 reviews
New for Cheltenham Festival
4.98 out of 5 average rating, 107 reviews
Cottage luxe in The Cotwolds
4.98 out of 5 average rating, 274 reviews
Little Nook Cottage - Cosy & Large Garden
4.98 out of 5 average rating, 263 reviewsFamily-friendly home rentals with a pool

Stunning flat with swimming pool, garden, parking
4.92 out of 5 average rating, 390 reviews
Hyde Mill Cottage
4.97 out of 5 average rating, 102 reviews
Cosy, rural apartment with breakfast hamper
4.93 out of 5 average rating, 401 reviews
Well Furlong Cotswold Cottage, pool & hot tub
4.94 out of 5 average rating, 102 reviews
Deluxe Coach House at Bretforton Manor with pool
4.98 out of 5 average rating, 325 reviews
The Potting Shed, 5* ❤︎ Luxury escape Cirencester
4.98 out of 5 average rating, 454 reviews
Dovecote Cottage
4.86 out of 5 average rating, 128 reviews
43 Clearwater - family gatherings + pools + lakes
4.89 out of 5 average rating, 179 reviewsFamily-friendly home rentals with Wifi

The Nook, Cheltenham, Town Centre-Parking & Garden
5.0 out of 5 average rating, 119 reviews
Stylish, town centre apartment with free parking
4.87 out of 5 average rating, 149 reviews
Modern studio in the heart of Cheltenham
4.87 out of 5 average rating, 404 reviews
Cheltenham's Little Grey House
4.99 out of 5 average rating, 192 reviews
Stylish Apartment in Town Centre
4.98 out of 5 average rating, 100 reviews
Beautiful basement flat. Leckhampton, Cheltenham
4.98 out of 5 average rating, 234 reviews
Studio 77 Cheltenham
4.97 out of 5 average rating, 211 reviews
Charming Coach House, fab location, highly rated!
5.0 out of 5 average rating, 322 reviewsQuick stats about family-friendly rentals near Cheltenham Racecourse

Total vacation rentals
Explore 50 vacation rentals in Cheltenham Racecourse

Nightly prices starting at
Cheltenham Racecourse vacation rentals start at G$20,922 GYD per night before taxes and fees

Verified guest reviews
Over 1,570 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Cheltenham Racecourse vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Cheltenham Racecourse rentals

4.9 Average rating
Cheltenham Racecourse stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Apartment rentals Cheltenham Racecourse
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