Cottage rentals near Cheltenham Racecourse

Find and book unique cottages on Airbnb

Top-rated cottage rentals near Cheltenham Racecourse

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
A wide view of rolling green hills displays a tranquil landscape. A small pond is nestled among lush foliage, surrounded by paths cutting through the greenery. Trees are scattered throughout the scene, contributing to the natural beauty of the area.
Cottage in Cheltenham
4.92 out of 5 average rating, 516 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 favorite
An open-plan living area features exposed wooden beams and a brick feature wall, creating a warm ambiance. A plush sofa is positioned beside a log burner. A glass vase with colorful flowers adorns the dining table, enhancing the inviting interior.
Cottage in Stoke Orchard
4.94 out of 5 average rating, 142 reviews

Willow Cottage, A Luxury Cotswold Retreat

Willow Cottage is a self-contained annexe connected to Waterloo House, a 19th century farmhouse. Named after the Weeping Willow tree right outside the door and located in the beautiful semi-rural village of Stoke Orchard, this recently renovated cottage offers an excellent base from which to explore the Cotswolds. There are great walks and cycle routes straight out of the door, and with Cheltenham Racecourse and Cheltenham town only a short drive away the possibilities for exploring are endless!

Guest favorite
An open plan master bedroom is illuminated by natural light from large windows. A free-standing roll-top bath sits beside the bed, accompanied by a potted plant. Exposed wooden beams add character, while tasteful wall art complements the tranquil decor.
Cottage in Prestbury
4.95 out of 5 average rating, 187 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

Top guest favorite
A cozy living room is presented with two soft sofas, a footrest, and a small coffee table. Shelves against the wall are lined with books and decorative items. Warm lighting is provided by a lamp beside a nearby plant, enhancing the inviting ambiance.
Cottage in Gloucestershire
5 out of 5 average rating, 224 reviews

Luxury Old Sorting Office in Cotswold town centre

Cosy character barn conversion nestled in a medieval alley in the heart of Fairford, formerly used as the town's post office mailing and sorting rooms. Two boutique luxury bedrooms, both en-suite. Large fully equipped kitchen, generous living space. Pretty, enclosed stone walled garden. We're next door to a lovely 15th century inn with a choice of other pubs nearby; Italian restaurant; local shops; pharmacy; cafes and takeaways on hand - a perfect base to explore this lovely part of the world

Top guest favorite
The living area features a cozy seating arrangement with a neutral-toned sofa and decorative cushions. A natural woven pendant light hangs above, illuminating the space. A rustic coffee table sits on textured flooring, accompanied by warm tones and a charming wreath adorning the entrance.
Cottage in Winchcombe
4.98 out of 5 average rating, 215 reviews

Little Nook Cottage - Cosy & Large Garden

Located in the heart of Winchcombe with far reaching views over the rolling Cotswold hills, Little Nook Cottage is a charming bolt hole, perfect for couples or a small family from which to explore the Cotswolds. You will find beautifully crafted beams and original stone floors paired with all the luxuries you need for a relaxing break. Featuring a cosy living/dining room with wood burning fire, a super comfy double room and even a dedicated work space should you wish to work away from home!

Top guest favorite
A charming Cotswold stone cottage is depicted, featuring a stone pathway leading to a warm, inviting entrance. Surrounding greenery enhances the rustic ambiance, while the exterior showcases original details and serene landscaping. Bicycles are securely parked nearby, indicating accessibility for outdoor activities.
Cottage in Painswick
5 out of 5 average rating, 188 reviews

Quiet grade 1 listed entire cottage in Cotswolds

A bright and recently modernised grade 1 listed Cotswold stone cottage, 100 yards from the Cotswold Way with breathtaking views down the Stroud Valley, its own parking and secluded outdoor eating. Filled with natural light, it is very peaceful and extremely comfortable with luxury bedding (super king or twin bed) and kitchen. An idyllic spot for walking, cycling, exploring the local scenery or simply escaping the city Painswick is 10 minutes from Stroud ( 87 mins hourly train to London).

Top guest favorite
A stone cottage is adorned with vibrant wisteria, cascading purple flowers creating a natural display against the exterior. Green shutters complement the floral arrangement, while the surrounding lawn is well-maintained, enhancing the cottage's charming setting in the countryside.
Cottage in Stanley Pontlarge
4.98 out of 5 average rating, 288 reviews

Stunning Cotswold cottage, log burner, Winchcombe

Gorgeous romantic luxury Cotswold cottage with direct access to walks. Up to 2 well behaved small/medium dogs are welcome or enquire (see dog rules). The Old Mill House is 2 miles to Winchcombe, 5 miles Cheltenham Racecourse, 9 miles central Cheltenham. Living room with logburner, bedroom with kingsize bed, kitchen - microwave, dishwasher, induction hob, oven Nespresso machine, Smeg fridge/freezer. Shower room. Neal's Yard toiletries. Fast broadband. EV charging. Muddy paw pet washer.

Top guest favorite
A charming stone cottage stands with a well-maintained exterior, featuring a gravel drive and neatly trimmed bushes on either side. A large glass door welcomes visitors, while the sloped roof and traditional chimney add character to the design.
Cottage in Moreton-in-Marsh
4.94 out of 5 average rating, 103 reviews

Luxury Cottage, WOW en~suite and private parking.

“ The couples cottage “ a romantic Cotswolds cottage, this beautiful cottage has the real WOW factor. A spacious one bedroom cottage with and a stunning decadent en_suite, resplendent with two side by side slipper baths positioned opposite a bespoke wall mural of Florence. Tucked away down a quiet side street off Moreton in Marsh main high street you have the best of both worlds. All the charm of a country cottage but with all amenities close by and stunning countryside all around.

Top guest favorite
Cottage in Bourton-on-the-Water
5 out of 5 average rating, 106 reviews

Idyllic Location in Bourton + 2 Parking Spaces

Tilly’s Cottage is a charming two-bedroom Cotswold-stone retreat tucked away on a peaceful back street, just a short stroll from the heart of Bourton-on-the-Water, with its quaint shops, cosy pubs, and fantastic restaurants. After a day exploring, relax by the log burner and unwind. With parking for two cars and a warm welcome for well-behaved dogs, it's the perfect base for scenic walks and discovering the stunning Cotswold hills. Smoking and vaping, is not permitted indoors.

Top guest favorite
A charming row of 18th-century cottages is depicted, featuring stone exteriors with traditional slate roofs. Lush vegetation and climbing plants adorn the walls, while windows invite natural light. The pathway, bordered by vibrant flowers, leads to an inviting garden space that enhances the cottage's appeal.
Cottage in Winchcombe
4.94 out of 5 average rating, 142 reviews

The Feathered Nest an idyllic Cotswolds escape.

Nestled in the heart of historic Winchcombe, The Feathered Nest offers a welcoming escape in the beautiful North Cotswolds. Set on picturesque Vineyard Street, this lovingly restored former wool cottage blends timeless character with modern comforts. Thoughtfully renovated by the owners this the boutique two-bedroom home features stylish furnishings and all the contemporary amenities you need for a relaxing stay. Available for long weekend breaks this January & February.

Top guest favorite
A spacious bedroom is presented with light grey walls and soft carpeting. A large white bed is centered in the room, accented by grey pillows and a decorative throw. A seating area features a teal sofa and a light fixture hangs from the ceiling.
Cottage in Gloucestershire
4.93 out of 5 average rating, 153 reviews

Cheltenham - Cosy Bath Road Cottage

A beautifully presented cosy and welcoming, newly refurbished, 2 bedroom Georgian cottage located just off the desirable Bath Road. The local area has plenty of great shops, restaurants and pubs. In addition, trendy Montpellier is a short walk away. The historical spa town of Cheltenham, in the centre of the Costwolds, has a buzzing atmosphere and hosts many events throughout the year, with the famous racecourse is only a 10 minute drive away.

Guest favorite
A well-appointed bedroom features a spacious bed with white linens. Light filters through arched windows adorned with blinds, creating a serene atmosphere. A full-length mirror and a soft lampshade add elegant touches, while neutral tones contribute to the room's calming aesthetic.
Cottage in Gloucestershire
4.9 out of 5 average rating, 130 reviews

Charming 2 Bed House in Tewkesbury Centre

Early 19th century detached two-bedroom cottage, one minute's walk from Tewkesbury town centre. Clean, tidy and cosy, 'Gothic Cottage' is situated extremely close to the high street and all local amenities including Tewkesbury Abbey. Cheltenham Racecourse is 15-20 minutes by car. Small outside decking area to enjoy a coffee or glass of wine. The cottage has two double bedrooms, one with a king sized bed, one with a double and a family bathroom.

Popular amenities for cottage rentals near Cheltenham Racecourse

Quick stats about cottage rentals near Cheltenham Racecourse

  • Nightly prices starting at

    Cheltenham Racecourse vacation rentals start at G$12,550 GYD per night before taxes and fees

  • Verified guest reviews

    Over 430 verified reviews to help you choose

  • 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!