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Cottage rentals near Cheltenham Racecourse

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Top-rated cottage rentals near Cheltenham Racecourse

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

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Top Guest favourite
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
4.93 out of 5 average rating, 152 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. Availability from 20th June - five night minimum stay, discount for 7 nights plus.

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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
4.94 out of 5 average rating, 202 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
The charming exterior of Little Nook Cottage features a warm stone façade, adorned with holiday decorations. A small evergreen tree with lights hangs above the entrance, and a wreath is positioned on the front door, enhancing the cottage's welcoming appearance.
Cottage in Winchcombe
4.98 out of 5 average rating, 246 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 favourite
A generous living space features a large stone fireplace with a wood-burning stove at its center. Two comfortable armchairs are positioned adjacent to a spacious sofa, creating a cozy seating area. Soft lighting from table lamps complements the warm tones of the decor.
Cottage in Gloucestershire
4.99 out of 5 average rating, 214 reviews

Chic Georgian town house in Cotswold town centre

Chic luxury town house full of charm with river views. Formerly the town's Post Office, in the heart of Fairford. Three boutique luxury bedrooms, one with master en-suite. Large fully equipped kitchen, generous living space with large fireplace. 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 favourite
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, 202 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 favourite
A feature arched window frames panoramic views of rolling hills and fields, with sunlight illuminating the stone wall and wooden shutters. A vase of fresh flowers sits on a round table, enhancing the inviting atmosphere of the open living space.
Cottage in Saint Briavels
5 out of 5 average rating, 358 reviews

Wye Valley Escape. Romantic Loft on 40-Acre Estate

Romantic luxury loft for two on a 40-acre private estate in the Wye Valley National Landscape. Perfect for honeymooners, stargazers, proposals, anniversaries, or milestone moments. Enjoy panoramic Mork Valley views through the feature arched window, vaulted oak beams, and a cozy fire pit (logs & marshmallows incl.). Includes a generous welcome hamper and exclusive access to our dark skies, meadows, stream, and woodland. A peaceful, magical retreat with high-end, curated experiences available.

Top Guest favourite
Cottage in Chipping Campden
4.97 out of 5 average rating, 431 reviews

*DISCOUNT*CUTE 17th C🌹❤️🏡 Haven for Escapes Tennis

A charming small period cottage sleeping up to 4 guests in the quiet village of Paxford 2.5-3 miles from the picturesque Cotswold villages of Chipping Campden and Blockley. Stunning views and countryside walks from doorstep. ‣ LOG FIRE ‣ Tennis court -racquets+ 🥎 ‣ 2 bdrm - double & twin(or suprking) ‣ Large walk in shower ‣ Well-equipped SMALL kitchen ‣ own entrance &terrace ‣ enc garden ‣ SMART TV SKY . Laundry room .2 pets £50 each per week stay .CH . Car ESSENTIAL

Top Guest favourite
The exterior of Hobleys Cottage is showcased, highlighting its characteristic Cotswold stone façade and a pitched roof. The well-maintained front garden features neatly trimmed hedges and a gravel drive, framed by trees surrounding the property, providing a serene country setting.
Cottage in Broadway
5 out of 5 average rating, 137 reviews

Hobleys Cottage Stanton Nr Broadway

Hobleys Cottage is positioned on the edge of the historic village of Stanton which is widely regarded as one of the most picturesque in the Cotswolds. Recently refurbished the luxury accommodation is light and spacious with a well-equipped kitchen, open plan dining and sitting room. Wake up to stunning views over the adjoining pasture fields; a relaxing setting and a perfect base from which to explore the Cotswalds. The village pub The Mount Inn is within walking distance.

Top Guest favourite
The cottage exterior features a charming stone façade with a mix of brick accents. A gravel pathway leads to the entrance, bordered by lush greenery and trees. The roof is adorned with traditional slate tiles, complemented by a serene garden setting.
Cottage in Cirencester
4.95 out of 5 average rating, 245 reviews

The Old Bakery At The Grange

Perfectly located for RIAT, being walking distance from the Green Entry Point, The Old Bakery At The Grange is an ideal cottage for exploring all that the Cotswolds has to offer whatever the season. We are a few minutes’ walk away from The Old Spotted Cow pub. The cottage is full of country character and the interiors reflect our love of travel. Due to the character features of the cottage, it is unsuitable for very young toddlers and those unsteady on their feet.

Top Guest favourite
Cottage in Gloucestershire
4.99 out of 5 average rating, 312 reviews

53 Church Street - 500 yr old cottage/Luxury/View

53 Church Street served as a corner shop for many years, still evidenced by the door sign. It is likely to be around 500 years old, and has been lovingly restored to re-create an unmistakably historic building with all the modern comforts you could possibly want in a holiday home. From a four poster bed to a sleek, modern bathroom, from a beamed, cosy lounge to a characterful kitchen, and from a winding oak staircase to a breathtaking view of the spectacular Abbey.

Guest favourite
A sunny garden area features a gravel path bordered by lush greenery and colorful flowers. Light-colored seating arrangements are positioned on the pebbled ground, inviting relaxation. A charming cottage with exposed brick and climbing plants completes the picturesque outdoor setting.
Cottage in Winchcombe
4.92 out of 5 average rating, 558 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!

Top Guest favourite
A modern kitchen diner is highlighted by a large wooden table set for a meal. Large windows with a glass roof provide abundant natural light, and contemporary kitchen features are visible in the background. Neutral tones and stylish décor create a comfortable dining environment.
Cottage in Gretton Gloucestershire
4.95 out of 5 average rating, 148 reviews

The Cottage for 4, nr Winchcombe, Cotswolds.

The Cottage by Feather Cotswold Cottages is a 2 bedroom property in the beautiful village of Gretton, set on the Winchcombe Way, just 2 miles from Winchcombe which has a host of pubs, restaurants and shops. The cottage has a stunning kitchen, cosy lounge, inglenook fireplace with log burning stove for the winter and gorgeous cottage charm throughout. The local pub, The Royal Oak, is walking distance and has great reviews.

Popular amenities for cottage rentals near Cheltenham Racecourse