
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.

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

Boddington Mill
Boddington Mill is a stunning countryside retreat in the heart of the Cotswolds, steeped in history and rural charm. The building retains industrial mill parts which intersect multiple levels for a unique and generous living space. Its south-facing garden includes outside dining, wood-fired hot tub, and large lawn, home to wildlife and fruit-bearing trees. Inside, the three king sized bedrooms feature luxury bedding beneath vaulted, oak-beamed ceilings and period windows. Sky TV, Sonos speakers.

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).

Breathtaking Cotswolds Restored Chapel Valley View
Step into a rare and remarkable stay at ‘The Old Church’, a lovingly restored & renovated 1820s chapel nestled on the hillside in the idyllic Cotswolds village of Sheepscombe. This enchanting property blends timeless character & period charm with a relaxing contemporary feel. A truly unique picturesque countryside escape. Located in a tranquil woodland setting on the edge of Blackstable Nature Reserve with scenic valley walks, a rustic village setting, a playground & lovely pub down the lane.

Townhouse luxury, central Grade 2 listed apartment
A newly refurbished space respecting the traditional building yet in a contemporary style. Light and airy with small outside courtyard area, and plenty of amenities to make your stay comfortable. Within walking distance of all that Cheltenham has to offer including the racecourse, fabulous restaurants and bars and beautiful parks. Also within striking distance of the stunning Cotswolds. The property is part of our family home yet is completely self contained for your enjoyment and privacy.

Stunning flat with swimming pool, garden, parking
A peaceful and spacious 1200 sqft two bed apartment taking up the entire top floor of our eight bedroomed Regency Villa, on one of central Cheltenham's finest residential roads. Perfectly situated and providing the best of both worlds : a short stroll, 0.8 miles, to the shops, bars and restaurants of Cheltenham, combined with a relaxing private garden and heated swimming pool. The Cotswold Way, for walking trails, is close by. A great base for girls weekends, families, and couples.

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.

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

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).

The Nook, Cheltenham, Town Centre-Parking & Garden
Enjoy a stylish stay at this centrally located 📍 2-bedroom coach house with chic interiors, a private garden 🌳, and free parking 🚗. Just minutes from Cheltenham town centre, you'll be steps from shops, cafes, bars 🍻, restaurants 🍔, and grocery stores. A short walk to Cheltenham Racecourse 🏇 makes it perfect for racegoers, while its 5-minute proximity to Cheltenham General Hospital 🏥is ideal for key workers. ⭐️⭐️⭐️⭐️⭐️

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.
Popular amenities for family-friendly rentals near Cheltenham Racecourse
Family-friendly home rentals with a hot tub

Central penthouse with private hot tub and views

Town Centre Penthouse with Hot Tub 22

Luxury Cotswolds Cottage with Hot Tub

Luxury Cabin with Hot-Tub & Cold Plunge!

Chic Georgian Townhouse in Cheltenham

Romantic Idyllic Nuthatch Cottage with Hot Tub

Luxury boutique holiday Cottage, 2 bed, 2 bathroom

Attractive Period House with breath-taking views
Family- and pet-friendly home rentals

Chapel End

Luxury Cotswold Lodge |Stunning View of Cheltenham

New for Cheltenham Festival

Cottage luxe in The Cotwolds

Elegant 3 bedroom home in the centre of Cheltenham

Beautiful 4 bed house in Cotswolds

Large Period 2-Bed Apartment Close to Town

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!
Family-friendly home rentals with a pool

Cotswolds Cottage, Heated Pool, Tithe Barn Views

Hyde Mill Cottage

The Potting Shed, 5* ❤︎ Luxury escape Cirencester

Boundary Court Barn, Selsley common, Stroud

Cosy, rural apartment with breakfast hamper

Rural idyll, with tennis court and swimming pool

Cornerstone Cottage a/c LowerMillEstate Cotswolds

Goosewing - Cotswolds, Lakes, Family, Pools, Spa
Family-friendly home rentals with Wifi

5 Bed House, Sleeps 8, parking, brilliant location

The Garden retreat

Charming house in the centre of town.

Stylish 2 Bedroom apartment in central Cheltenham

Stylish apartment in the heart of Cheltenham

Self-contained basement flat in regency home

21A Montpellier Terrace: Location and Luxury

Modern studio in the heart of Cheltenham
Quick 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 ﺩ.ﺇ 367 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
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