
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.

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

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.

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).

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 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.

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.

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. ⭐️⭐️⭐️⭐️⭐️

Cheltenham accommodation -self-catering-2 bedrooms
Welcome to Cheltenham and to our new beautiful extension! You will have a place of your own with 2 large bedrooms, kitchen, dining/living room looking over our large, beautiful garden with views of Cleeve hill and the Cotswold. You are also welcome to use our large garden to have meals, drinks, BBQ or just relax (while your kids running around, if any) All rooms have beautiful views.
Popular amenities for family-friendly rentals near Cheltenham Racecourse
Family-friendly home rentals with a hot tub

Boddington Mill

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!

Grebe Lodge | Cotswold Lakehouse & Hot Tub, Kayaks

Traditional 6br farmhouse

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

Townhouse luxury, central Grade 2 listed apartment

Chapel End

Elegant 3 bedroom home in the centre of Cheltenham

Beautiful Barn in the Cotswolds

New for Cheltenham Festival

Luxury Cotswold Lodge |Stunning View of Cheltenham

Little Nook Cottage - Cosy & Large Garden

Premium 4-Bed Cotswolds Escape & Relaxing Retreat
Family-friendly home rentals with a pool

Stunning flat with swimming pool, garden, parking

Cotswolds Cottage, Heated Pool, Tithe Barn Views

Hyde Mill Cottage

Cosy, rural apartment with breakfast hamper

Dovecote Cottage

Deluxe Coach House at Bretforton Manor with pool

Cornerstone Cottage a/c LowerMillEstate Cotswolds

Boundary Court Barn, Selsley common, Stroud
Family-friendly home rentals with wifi

Modern studio in the heart of Cheltenham

Charming house in the centre of town.

Comfortable bungalow close to town and countryside

Self-contained basement flat in regency home

Beautiful basement flat. Leckhampton, Cheltenham

Regency apartment in the centre of Cheltenham.

The Rum Cottage, Tivoli (Cosy - Free Parking!)

Regency Apartment | Free Parking | Walk to Town
Quick stats about family-friendly rentals near Cheltenham Racecourse

Total holiday rentals
Explore 50 holiday rentals in Cheltenham Racecourse

Nightly prices starting at
Cheltenham Racecourse holiday rentals start at $127 SGD per night before taxes and fees

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Cheltenham Racecourse holiday rentals include wifi 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
- Flat rentals Cheltenham Racecourse
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- Silverstone Circuit
- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- National Exhibition Centre
- Lower Mill Estate
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- West Midland Safari Park
- Utilita Arena Birmingham
- Cadbury World
- Ludlow Castle
- Cotswold Wildlife Park
- Coventry Building Society Arena
- University of Birmingham
- Bath Abbey
- Puzzlewood
- Sudeley Castle
- Bicester Village
- University of Warwick
- Alexander Stadium
- No. 1 Royal Crescent
- Warwick Castle
- Waddesdon Manor
- The International Convention Centre





