
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.

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, 195 reviews
Modern studio in the heart of Cheltenham
Enjoy your stay in this centrally located studio apartment on the top ( second ) floor. Ideally located for all the wonderful bars cafes and restaurants that Cheltenham has to offer, this easy living, modern studio apartment is on the doorstep to all the activity. You will see instructions for entry 48 hours before arrival. GL52 2SQ There is a secure side door for bike storage on ground floor. Cheltenham Racecourse is a 5 minute drive ( traffic dependent ) or a 30 minute walk from apartment.
4.87 out of 5 average rating, 404 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, 213 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).
4.85 out of 5 average rating, 200 reviews
Self contained Annexe in quiet area
Come and enjoy a stay in a quiet cul de sac 5/10 min walk from Cheltenham train station, 5 min drive from M5/GCHQ- within walking distance of Cheltenham Town center and Montpellier. Newly built self contained annexe with private entrance within our family home. Modern kitchen and ensuite with multiple bed configurations to suit up to 2 guests. Free parking around the cul de sac and WiFi included. Extensive knowledge of the local area, if we can be of any assistance do let us know 😁
4.95 out of 5 average rating, 112 reviews
Studio 77 Cheltenham
You will be very welcome to stay in our brand new and beautifully renovated compact and bijou tiny home which is in an easy walk of Cheltenham Town Centre and the Racecourse. We have created a gorgeous space to the rear of our family home that is completely self contained with its own entrance. Studio 77 comprises of a king size bed, kitchenette area, small seating arrangement and a good sized shower room. There is a small private patio area for guests to enjoy on a sunny evening.
4.97 out of 5 average rating, 211 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
Cheltenham Annexe -Near Racecourse - Free Parking
The annex is perfect for Cheltenham Festivals and exploring the Cotswolds. Just a 10 minute walk to Cheltenham Racecourse, and a convenient location for Cheltenham's other festivals, including Jazz, Literature and Science. It has its own front entrance and access to garden at the rear with views of the Cleeve Hill, perfect for winding down after a busy day enjoying everything the Cotswolds has to offer. We live in the attached property with our family if you need anything.
4.92 out of 5 average rating, 106 reviews
Central Regency basement flat with free parking
* Stylish, cosy and clean basement flat in a listed Regency townhouse * 5 minute walk to the heart of Cheltenham - The Prom * Great night’s sleep in a comfortable double bed * Living room with small dining table * Well-equipped kitchen * Separate bathroom with walk-in shower * Free wi-fi * Free parking right outside the flat * Sofa bed for 3rd guest if required (additional fee) * Ideal base for business/leisure, solo travellers or couples
4.92 out of 5 average rating, 335 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, 141 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, 411 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 Cabin with Hot-Tub & Cold Plunge!
4.9 out of 5 average rating, 377 reviews
Chic Georgian Townhouse in Cheltenham
4.73 out of 5 average rating, 124 reviews
Central penthouse with private hot tub and views
4.93 out of 5 average rating, 200 reviews
Luxury Cotswolds Cottage with Hot Tub
4.96 out of 5 average rating, 179 reviews
Lodge farm Woodland dome. Hot tub. luxury escape
4.99 out of 5 average rating, 209 reviews
Well Furlong Cotswold Cottage, pool & hot tub
4.94 out of 5 average rating, 102 reviews
Traditional 6br farmhouse
4.85 out of 5 average rating, 111 reviewsFamily- and pet-friendly home rentals

St Marg’s Hideaway; Grade II listed luxury apartment in the heart of Cheltenham - gateway to the Cotswolds! Sleeps 4 - outdoor seating and free private parking!
4.88 out of 5 average rating, 109 reviews
Beautiful Barn in the Cotswolds
4.98 out of 5 average rating, 162 reviews
Chapel End
4.99 out of 5 average rating, 194 reviews
Luxury Cotswold Lodge |Stunning View of Cheltenham
4.92 out of 5 average rating, 695 reviews
Premium 4-Bed Cotswolds Escape & Relaxing Retreat
4.93 out of 5 average rating, 135 reviews
Cottage luxe in The Cotwolds
4.98 out of 5 average rating, 275 reviews
Townhouse luxury, central Grade 2 listed apartment
4.98 out of 5 average rating, 281 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
Cotswolds Cottage, Heated Pool, Tithe Barn Views
4.97 out of 5 average rating, 175 reviews
Cosy, rural apartment with breakfast hamper
4.93 out of 5 average rating, 403 reviews
Hyde Mill Cottage
4.97 out of 5 average rating, 103 reviews
Dovecote Cottage
4.86 out of 5 average rating, 128 reviews
Deluxe Coach House at Bretforton Manor with pool
4.98 out of 5 average rating, 325 reviews
Cornerstone Cottage a/c LowerMillEstate Cotswolds
4.93 out of 5 average rating, 149 reviews
The Potting Shed, 5* ❤︎ Luxury escape Cirencester
4.98 out of 5 average rating, 454 reviewsFamily-friendly home rentals with Wifi

The Nook, Cheltenham, Town Centre-Parking & Garden
5.0 out of 5 average rating, 119 reviews
5 Bed House, Sleeps 8, parking, brilliant location
4.87 out of 5 average rating, 117 reviews
Beautiful Self-Contained Annexe in Cheltenham
4.92 out of 5 average rating, 423 reviews
Charming house in the centre of town.
4.95 out of 5 average rating, 174 reviews
Beautiful Two Bedroom Apartment
4.99 out of 5 average rating, 578 reviews
Beautiful basement flat. Leckhampton, Cheltenham
4.98 out of 5 average rating, 234 reviews
Self-contained basement flat in regency home
4.97 out of 5 average rating, 244 reviews
Stylish Apartment in Town Centre
4.98 out of 5 average rating, 101 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$20,924 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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- Cottage rentals Cheltenham Racecourse
- Pet-friendly rentals Cheltenham Racecourse
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- Silverstone Circuit
- Cotswolds AONB
- University of Oxford
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- National Exhibition Centre
- Lower Mill Estate
- West Midland Safari Park
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Utilita Arena Birmingham
- Cadbury World
- Cotswold Wildlife Park
- University of Birmingham
- Ludlow Castle
- Puzzlewood
- Coventry Building Society Arena
- Bath Abbey
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- Bicester Village
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- University of Warwick
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- Alexander Stadium
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- Bullring





