Cottage vacation rentals in Cheltenham

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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
4.95 out of 5 average rating, 198 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 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, 238 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 Gloucestershire
4.99 out of 5 average rating, 209 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
The charming exterior of The Old Mill Cottage is highlighted by lush greenery and blooming wisteria. A patio area with table and chairs is visible, inviting outdoor relaxation. The stone façade features multiple windows, creating a light and inviting appearance under a clear blue sky.
Cottage in Oakridge Lynch
4.97 out of 5 average rating, 281 reviews

⭐⭐⭐⭐⭐ Stylish and unique Cotswold village cottage

**No booking fees** History abounds in The Old Mill Cottage. Originally built in around 1700, it was part of a silk mill and oozes period features, with stone mullion windows and wooden beams. Old Mill Cottage can sleep up to four guests, this country bolthole has been finished to a high standard with a warm and inviting interior and an array of modern facilities including Superfast WiFi, TV and a well-equipped kitchen. There is designated outdoor patio and off-street parking

Top guest favorite
A cozy sitting area features a stone fireplace with a fire burning warmly. A comfortable armchair, accented with a decorative cushion, faces a wooden coffee table. A stack of books and magazines is neatly arranged on the side, while a small side table displays a drink coaster.
Cottage in Kingham
4.98 out of 5 average rating, 318 reviews

A stylish and cosy Cotswold cottage

A recently renovated, beautifully styled cottage located in the heart of ‘England’s Favourite Village’. A 2 minute stroll will take you to the famous Wild Rabbit Restaurant and the ‘UK’s Dining pub of the year 2019’, The Kingham Plough. A 2 minute drive or 30 minute walk will lead you to another renowned culinary destination, Daylesford Organic Farm Shop, Restaurant and Spa. Famous Cotswold villages surround the area including Stow on the Wold, Burford and Bourton on the Water.

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 Broadway
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, 180 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.

Top guest favorite
A well-maintained garden features a wooden picnic table in a grassy area, surrounded by neatly trimmed shrubs and flower beds. The exterior of a charming cottage can be seen in the background, with multiple windows and a welcoming front door.
Cottage in Mount Pleasant
4.97 out of 5 average rating, 274 reviews

Traditional Cotswold cottage, Bisley, Nr. Stroud.

The cottage is set within the beautiful Cotswold village of Bisley. It is set out over three floors and comprises of an open-plan kitchen/dining/sitting room with an exposed stone fireplace with woodburner. TV, wifi and a well equipped kitchen. A very steep wooden staircase leads to the first floor with a double bedroom and bathroom/w.c. Another steep staircase leads to the second floor which comprises of a twin bedroom and a bathroom/w.c.

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 Gloucestershire
4.98 out of 5 average rating, 433 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.

Popular amenities for Cheltenham cottage rentals

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