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Cottage rentals near Cheltenham Racecourse

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Top-rated cottage rentals near Cheltenham Racecourse

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Top guest favourite
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 favourite
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 favourite
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 favourite
A lush garden landscape is visible, featuring neatly trimmed hedges and blossoming apple trees. A soft pink flower in the foreground draws attention to the greenery, while distant hills provide a serene backdrop under a partly cloudy sky.
Cottage in Gloucestershire
4.95 out of 5 average rating, 457 reviews

Cotswold cottage with views in Nailsworth

Apple Tree Cottage is an airy, yet cosy 1 bed studio cottage. Great base for exploring Cotswolds. Many local hiking opportunities. Great views from upstairs, lovely private patio with garden/valley views. Free off-street parking. Upstairs, beamed living/bedroom with comfy bed, Smart TV& WiFi. Downstairs, well equipped kitchen-diner, shower room/toilet. 10-15min walk to Nailsworth centre with many eateries. Unfortunately unsuitable for those with mobility issues due to stairs/low pitched ceiling.

Top guest favourite
A private patio area features a round wooden table with four folding chairs, surrounded by colorful flowers. A wood-fired hot tub is visible nearby, overlooking a scenic view of lush hills and greenery, under a bright sky with scattered clouds.
Cottage in Mitcheldean
4.97 out of 5 average rating, 231 reviews

Romantic Idyllic Nuthatch Cottage with Hot Tub

A stunning panoramic view awaits you at Nuthatch Cottage. This gorgeous, unspoilt haven is located in Mitcheldean, the enclave of the Forest of Dean and a locals-only spot in Gloucestershire. This 2 bedrooms house was built with natural Cotswolds stone. The entire house is secluded with a hot tub and has a luxuriously charming feel. It is perfectly situated to enjoy what the picturesque local area has to offer. The local shops, restaurants, and attractions are only a five-minute drive away.

Top guest favourite
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, 213 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!

Guest favourite
The stone cottage features a textured facade, with a quaint garden area adorned with purple flowers. Two chimney stacks rise from the roof, under a partly cloudy sky. The traditional architectural style reflects the character of the Cotswolds.
Cottage in Upper Oddington
4.96 out of 5 average rating, 153 reviews

Quintessential Cotswolds Cottage near Stow-on-Wold

Located a 5 min drive away from Stow-on-the-Wold in the quaint village of Upper Oddington, my cozy English cottage known as Yellow Rose Cottage is the ideal location for your escape to the Cotswolds. With my local pub The Fox just a 15 min walk away & Daylesford Farm a couple of miles down the road, you'll be spoilt for choice with award-winning pubs & restaurants. My kitchen offers all you’ll need to cook your own meals should you choose to stay in. Note: YOU WILL NEED A CAR to stay here

Top guest favourite
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, 286 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 favourite
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, 101 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 favourite
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 favourite
A cosy lounge area features a soft grey sofa and a wooden coffee table adorned with a flower arrangement. In the background, the kitchen is visible, highlighted by white cabinetry. A small television on a stand adds convenience, while exposed beams enhance the character of the space.
Cottage in Gretton Gloucestershire
4.96 out of 5 average rating, 151 reviews

The Nook, nr Winchcombe, Cotswolds. 2 adults

The Nook is a cosy one bedroom cottage in the beautiful village of Gretton. Set on the Winchcombe Way, The Nook is just two miles outside Winchcombe which has a host of pubs and restaurants. It has a spacious kitchen diner, cosy lounge with inglenook fireplace and log burning stove for the winter. A spiral staircase leads up to the Double bedroom with en-suite shower room. The local pub, The Royal Oak, is walking distance and has great reviews.

Guest favourite
A modern kitchen features sleek grey cabinetry and polished white countertops. A stainless steel sink is complemented by a built-in wine fridge. Nearby, large glass doors open to a garden area, allowing natural light to illuminate the space. A decorative welcome sign is placed on the countertop.
Cottage in Winchcombe
4.92 out of 5 average rating, 543 reviews

Cotswold77 - Heart of the Cotswolds

Set in the heart of the Saxon village of Winchcombe a beautifully restored and luxuriously furnished Grade II listed cottage set over three floors with a pretty, sunny garden. Glorious countryside, Cotswold country pubs and a Michelin star restaurant all in walking distance. 6 miles from Cheltenham Racecourse and perfect for the Literature, Jazz and Science Festivals in Cheltenham. An Idyllic spot for exploring the Cotswolds!

Popular amenities for cottage rentals near Cheltenham Racecourse

Quick stats about cottage rentals near Cheltenham Racecourse

  • Nightly prices starting at

    Cheltenham Racecourse holiday rentals start at $77 SGD 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!