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Cottage holiday rentals in Cheltenham

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Quick stats about cottage rentals in Cheltenham

  • Total holiday rentals

    Explore 20 holiday rentals in Cheltenham

  • Nightly prices starting at

    Cheltenham holiday rentals start at $102 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,230 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Cheltenham holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cheltenham rentals

  • 4.7 Average rating

    Cheltenham stays receive an average rating of 4.7 out of 5 from guests

  • 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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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 Winchcombe

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.

4.93 out of 5 average rating, 558 reviews
Superhost
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

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

4.94 out of 5 average rating, 212 reviews
Top Guest favourite
A cozy living room is showcased, featuring a stone fireplace with a log burner, surrounded by rustic wooden mantel. Comfortable seating options, including a light grey sofa, are paired with a wooden coffee table and elegant decor. Large windows invite natural light and views of the garden.
Cottage in Broadway

Luxury 16th C. Cottage Broadway

Welcome to Turner's Cottage – Your Charming Retreat in the Heart of the North Cotswolds! Nestled amidst the rolling hills in the picturesque village of Broadway, Worcestershire, UK. Step into a world of timeless elegance in a quintessential 16th Century Cotswold stone cottage meticulously restored by the owner. Adorned with rustic charm, historic elegance, enchanting interiors and modern comforts - your home away from home. @turnerscottagebroadway Please read full description & amenities list

5.0 out of 5 average rating, 121 reviews
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

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!

4.98 out of 5 average rating, 260 reviews
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

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).

LocationNearbyHospitality

5.0 out of 5 average rating, 215 reviews
Top Guest favourite
A charming barn conversion features a warm stone exterior, complemented by large windows and a wooden front door. A wooden fence borders the property, offering a sense of privacy. Surrounding trees and a gravel driveway provide a tranquil setting.
Cottage in Shipton Oliffe

Idyllic Barn, 1650sqft, Award-Winning Pub Nearby

West Barn Cottage is a wonderful large barn situated on the grounds of West Barn. This bright home is fully equipped with lovely spaces to relax, two large bedrooms and views of the rolling countryside. There are many walks in the surrounding area and the award winning pub The Frogmill is just a stones throw away. With easy access to the A40 and the A436, this Barn brings the whole of the Cotswolds in easy reach, including Cheltenham, Cirencester, Bourton on the water and the Slaughters.

4.96 out of 5 average rating, 112 reviews
Top Guest favourite
Cottage in Elkstone

A Cotswold Retreat with Private Garden

A calm, light-filled Cotswold retreat with a private garden, set in a peaceful village setting. The Other House is an architect-designed one-bedroom space with garden views and direct access to a private terrace. Walk to The Green Dragon pub and Elkstone Studios, with two excellent farm shops, and Cowley Manor Hotel and Spa nearby. Ideal for couples or solo travellers looking for a quiet countryside escape, with walks from the door and easy access to Cirencester and the wider Cotswolds.

4.98 out of 5 average rating, 120 reviews
Top Guest favourite
Cottage in Chalford

Charming Cotswold Cottage

The Cottage is now open again, following a major extension project. A stylish spacious Cotswold stone cottage with open plan kitchen dining living space, wood burning stove and 3 bedrooms. Main bedroom has French doors overlooking Cotswold countryside and enjoys the morning sun. The bedroom opens onto a spacious luxury en-suite bathroom with large shower and separate bath. There are two further bedrooms, each with a double bed, one of which has an en suite shower room.

FamilyHospitality

4.97 out of 5 average rating, 512 reviews
Top Guest favourite
Cottage in Tewkesbury

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.

4.99 out of 5 average rating, 322 reviews
Guest favourite
A spacious living area includes a comfortable green sectional sofa adorned with decorative throw pillows. A wooden coffee table is centered in the room, while a bookshelf filled with books is situated in the corner. Natural light fills the space through two windows dressed with sheer curtains.
Cottage in Apperley

Cricketers’ Cottage Nr Tewkesbury Glos. Sleeps 10

This 17th Century Grade 2 listed cottage is available .Situated in a rural location it boasts beautiful views and character.It is well equipped and comfortable with ample driveway parking for up to 5 cars. The cottage has a wood burner in the old dining/sitting room and gas central heating throughout.Dogs and children are welcome. Google Cricketer’s Cottage Lower Apperley. It is a convenient base to reach several areas of outstanding natural beauty .

4.9 out of 5 average rating, 200 reviews
Top Guest favourite
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

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 and 10 mins from Upcote Barn wedding venue. *Helicopter landing possible.

4.99 out of 5 average rating, 332 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

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!

4.92 out of 5 average rating, 571 reviews

Popular amenities for Cheltenham cottage rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Top Guest favourite
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

Rural, character 2 bed cottage and hot tub

4.93 out of 5 average rating, 299 reviews
Guest favourite
A charming brick cottage facade is highlighted, featuring a balcony adorned with flower pots. A spacious lawn area is visible, complemented by colorful seating and a cozy outdoor rug. The stone pathway leads to a private garden area, enhancing outdoor enjoyment.
Cottage in Pershore

Riverside Cottage

4.92 out of 5 average rating, 692 reviews
Superhost
A mezzanine bedroom features a high, sloped ceiling with wooden beams. Large glass panels offer views of the serene lake surrounded by greenery. Light-colored walls and shutters enhance the bright, airy feel, while a spacious bed is styled with soft linens and decorative pillows.
Cottage in South Cerney

Waterlily, Romantic Lakefront Stay, Hot Tub

4.94 out of 5 average rating, 153 reviews
Top Guest favourite
A well-maintained garden area is shown, featuring lush green grass and a variety of colorful plants and flowers. The brick cottage is partly visible in the background, with large windows allowing natural light to enter. A peaceful, serene setting is evident.
Cottage in Upton upon Severn

Peaceful relaxation or jumping off point & hot tub

4.99 out of 5 average rating, 194 reviews
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

Romantic Idyllic Nuthatch Cottage with Hot Tub

4.97 out of 5 average rating, 292 reviews
Top Guest favourite
The exterior of the cottage is shown, featuring a well-kept patio area with outdoor seating. A circular hot tub is visible surrounded by lush greenery. The backdrop includes the tranquil landscape of surrounding trees and the nearby structure of another cottage.
Cottage in Gloucestershire

Idyllic Waterside Cottage - Private Hot Tub

4.96 out of 5 average rating, 439 reviews
Superhost
The cottage entrance is framed by natural stone walls and greenery. A small patio area features a table set for two with chairs, illuminated softly by exterior lights. Windows glow warmly from within, suggesting a cozy and inviting atmosphere.
Cottage in Naunton

The Pixie, Cotswolds

4.87 out of 5 average rating, 129 reviews
Top Guest favourite
Cottage in Gloucestershire

Luxury Barn, Hot Tub, Dog Friendly, Stunning Views

5.0 out of 5 average rating, 240 reviews

Pet-friendly cottage rentals

Guest favourite
A comfortable seating area features a dark brown leather couch paired with soft decorative pillows. A lamp provides gentle illumination, while a wooden coffee table holds a vase of fresh flowers. A cozy fire burns in the stone fireplace, creating a welcoming ambiance.
Cottage in North Cerney

Lovely 2-bed cottage in Cotswold village with pub

4.94 out of 5 average rating, 210 reviews
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

Stunning Cotswold cottage, log burner, Winchcombe

LocationNearbyHospitality

4.98 out of 5 average rating, 334 reviews
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

Willow Cottage, A Luxury Cotswold Retreat

4.94 out of 5 average rating, 150 reviews
Top Guest favourite
A spacious bed is dressed in white linens, complemented by textured yellow cushions and a woven throw. A bedside lamp and a wooden nightstand are visible, along with a framed piece of artwork depicting a woman in profile.
Cottage in Winchcombe

Penny Cottage - Cozy Cotswold cottage

4.87 out of 5 average rating, 238 reviews
Guest favourite
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

Stanton Cotswolds The Hay loft 2 Bed, Cottage

4.95 out of 5 average rating, 133 reviews
Top Guest favourite
Cottage in Cirencester

Converted barn in beautiful Cotswolds countryside

4.99 out of 5 average rating, 240 reviews
Top Guest favourite
A warm living room features a plush green sofa adorned with light pink cushions, set against a cheerful yellow wall. A wooden coffee table is placed in the center, topped with a bouquet of pink flowers. Large glass doors offer views of the private garden.
Cottage in Guiting Power

Beautiful Cotswold Cottage with stunning views

4.96 out of 5 average rating, 196 reviews
Guest favourite
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

Traditional Cotswold cottage, Bisley, Nr. Stroud.

4.96 out of 5 average rating, 300 reviews

Private cottage rentals

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 Fairford

Chic Georgian town house in Cotswold town centre

4.99 out of 5 average rating, 230 reviews
Top Guest favourite
The exterior of a charming Cotswold stone cottage is showcased, featuring a slate roof and climbing roses around the windows. A well-maintained garden is visible, with greenery surrounding a patio umbrella. The peaceful setting is enhanced by a wooden fence in the foreground.
Cottage in Selsley

Charming one bed detached cottage in the Cotswolds

4.99 out of 5 average rating, 248 reviews
Guest favourite
The exterior of a cottage is depicted, showcasing natural stone walls and a wooden door framed by a small entryway. Lush greenery surrounds the building, accentuating its rustic charm. Well-maintained landscaping features a small shrub and a stone planter.
Cottage in Cotswolds

Beautiful Cotswold Farm Cottage - quiet, view

Walkability

4.83 out of 5 average rating, 188 reviews
Guest favourite
A charming country cottage, originally a Sunday school, is set amidst a vibrant garden with blossoming trees and manicured lawns. The stone exterior features large windows and a welcoming entrance, inviting guests to explore the peaceful surroundings.
Cottage in Cirencester

Chapel Cottage, Pancake Hill, Chedworth. Cotswolds

4.89 out of 5 average rating, 416 reviews
Top Guest favourite
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

Hobleys Cottage Stanton Nr Broadway

5.0 out of 5 average rating, 143 reviews
Top Guest favourite
The charming cottage is set against a rural backdrop, featuring a sloped grassy area and stone wall. The entrance displays a small porch with decorative plants, while a gravel path leads to the front door. A sign indicates the property's name, 'Hampen Lodge.'
Cottage in Andoversford

Cotswold cottage charm

4.99 out of 5 average rating, 183 reviews
Superhost
A living room is displayed with a stone fireplace as a focal point. A comfortable chair is positioned next to a window seat adorned with cushions. A television rests on a side table, surrounded by a few books. Decorative wall art adds subtle character.
Cottage in Minchinhampton

Grade II listed historic Cotswolds cottage

4.94 out of 5 average rating, 279 reviews
Top Guest favourite
A quaint stone cottage features an inviting front garden enclosed by a wooden picket fence. Sunlight filters through the trees, casting dappled shadows on the facade. The charming architecture showcases a blend of stone and traditional materials, contributing to the cottage's character.
Cottage in Chalford

Minnow Cottage

4.97 out of 5 average rating, 494 reviews

Destinations to explore