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Cottage vacation rentals in Cheltenham

Find and book unique cottages on Airbnb

Quick stats about cottage rentals in Cheltenham

  • Total vacation rentals

    Explore 20 vacation rentals in Cheltenham

  • Nightly prices starting at

    Cheltenham vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 1,310 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Cheltenham vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Cheltenham rentals

  • 4.8 Average rating

    Cheltenham stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Cheltenham's top spots, include Cheltenham Racecourse, Pittville Park, and Everyman Theatre

Top-rated cottage rentals in Cheltenham

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

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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
4.94 out of 5 average rating, 199 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
The exterior of a charming cottage is featured, showcasing a combination of modern and traditional elements. Black timber beams contrast with whitewashed walls. A gravel pathway leads to the entrance, framed by potted plants. A fenced area is visible to the right, adding to the property's privacy.
Cottage in Ashleworth
4.93 out of 5 average rating, 281 reviews

Rural, character 2 bed cottage and hot tub

Kozicot provides the ideal getaway, a listed cottage that has been newly refurbished with all mod cons. Set in the heart of a peaceful village near the river severn, adjacent to a shop and cafe. Well appointed 2 large bedrooms (available as 2 Kings or 4 singles), with unspoilt views, private parking, 2 reception rooms (sofa bed to cater for groups of 6), hot tub, bathroom, shower room and upstairs wc. Kitchen with microwave, dishwasher, fridge/freezer, hob and full oven. Washer dryer in utility.

Top guest favorite
The exterior of the cottage is framed by climbing ivy and lush greenery, with stone walls reflecting its historic charm. A wooden dining table is set outside, surrounded by well-maintained flower beds, inviting a pleasant outdoor experience.
Cottage in Stanton
4.97 out of 5 average rating, 111 reviews

Stanton Cotswolds The Hay loft 2 Bed, Cottage

Nestled in the centre of the peaceful and picturesque village of Stanton, in the heart of the Cotswolds, you will find the Hayloft. A charming 17th century converted cotswold stone barn. A light and airy cottage with beams and character. Stanton is quintessentially Cotswolds, picture postcard pretty, providing the perfect getaway from the hustle and bustle of everyday life. The Cotswold Way runs through the village which makes it the perfect base if you enjoy walking, cycling and sightseeing.

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, 239 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 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 Fairford
4.99 out of 5 average rating, 211 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 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, 196 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 charming stone cottage is framed by lush greenery and colorful flowering plants. A wooden gate leads to a gravel driveway, while rolling hills can be seen in the background under a clear blue sky.
Cottage in Stanton
5 out of 5 average rating, 135 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 favorite
A stone wall is adorned with vibrant red and pink roses, adding a touch of natural beauty. The wall borders a gravel pathway leading to the entrance. Lush greenery surrounds the flowers, creating a serene atmosphere in the outdoor space.
Cottage in Winchcombe
4.9 out of 5 average rating, 181 reviews

Muir Cottage in the Cotswolds

Muir Cottage has been converted from an 18th Century barn to a design inspired by the Arts and Crafts Movement that established in the Cotswolds in the 19th Century, resulting in an array of stone mullioned windows, exposed beams and period furnishings. It is beautifully situated in a hidden coombe on the leeward side of the Cotswolds highest hill, yet only minutes from Winchcombe, a classic Cotswold "wool town" with excellent shops and restaurants.

Guest favorite
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, 556 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 favorite
A spacious bedroom features original lime-washed oak beams and Cotswold stone walls. A king-sized bed dressed with elegant linens is complemented by two bedside tables with matching lamps. A conservation window allows natural light and offers a view of the outside garden.
Cottage in Cirencester
4.98 out of 5 average rating, 435 reviews

The Potting Shed, 5* ❤︎ Luxury escape Cirencester

The Potting Shed is the quintessential 5* Cotswold escape. Following an 18 month restoration completed in May 2019, this stone barn conversion is the perfect weekend and holiday retreat. Located within the grounds of an elegant Grade II listed Georgian town house on Cecily Hill - this romantic getaway is accessed by a private stone bridge which leads through through a formal kitchen garden to a stunning private terrace.

Top guest favorite
The entrance to the stables features a modern grey door with a welcoming sign. A brick pathway leads to the entrance, flanked by wooden support beams and lush greenery, creating an inviting approach to the accommodation.
Cottage in Cheltenham
4.93 out of 5 average rating, 167 reviews

The Stables - Luxury Central Cheltenham Bolthole

Gorgeous converted stables located in the heart of Cheltenham originally belonging to a Georgian Villa, this is the ideal place to stay for a long weekend or mid week break in the Cotswolds. Perfectly located within walking distance of the bars and restaurants of the Suffolk's and Montpellier, and all that Cheltenham has to offer, be that one of the many the festivals or of course the races .

Guest favorite
A stone cottage is positioned among trees and greenery, featuring a well-maintained exterior. Sunlight filters through the branches, highlighting the natural surroundings. A gravel path leads to the entrance, creating an inviting transition from the landscape to the home.
Cottage in Withington
5 out of 5 average rating, 308 reviews

Boutique 1 bedroom Cotswold Cottage

Kick back and relax in this beautiful location. A stylish stone cottage in the heart of the Coln Valley, arguably the prettiest part of the Cotswolds. The cottage is set within the 16 acres of land belonging to the main house. The perfect place for scenic walks and romantic nights in. A peaceful retreat, just 20 minutes drive from both Cirencester and Cheltenham. *Helicopter landing field

Popular amenities for Cheltenham cottage rentals

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