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Cottage holiday rentals in Cheltenham

Find and book unique cottages on Airbnb

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 £45 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Cheltenham holiday rentals include wifi 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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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
4.94 out of 5 average rating, 212 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 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, 260 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
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
4.94 out of 5 average rating, 210 reviews

Lovely 2-bed cottage in Cotswold village with pub

No. 32 is a lovely stone cottage in the Cotswolds, in North Cerney, near Cirencester. This pretty 2-bedroomed cottage is situated next to our home, so creating the perfect cosy, comfortable retreat has been somewhat a labour of love. Our aim is for you relax, unwind and make the most of your surroundings when you stay at N.32, so during your holiday you will have exclusive use of our gated drive, a private patio and a lovely, large back garden complete with fire pit and children's play area.

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, 334 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. Faith in Nature toiletries. Fast broadband. EV charging. Muddy paw pet washer.

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
5.0 out of 5 average rating, 215 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
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
4.99 out of 5 average rating, 248 reviews

Charming one bed detached cottage in the Cotswolds

Beautiful 17th Century detached Cotswold stone cottage, renovated and furnished to a high standard, located off a quiet country lane with far reaching views, a parking space and patio area. The open plan ground floor looks across the hosts cottage garden, has many original features including a traditional stone fireplace with wood burner, exposed beams and feature walls. The oak staircase leads to the bedroom and bathroom and fabulous views can be enjoyed across the valley. A little gem!

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
4.96 out of 5 average rating, 112 reviews

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.

Top guest favourite
Cottage in Elkstone
4.98 out of 5 average rating, 120 reviews

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.

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
4.9 out of 5 average rating, 200 reviews

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 .

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
4.99 out of 5 average rating, 332 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 and 10 mins from Upcote Barn wedding venue. *Helicopter landing possible.

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, 571 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!

Guest favourite
The spacious sitting and dining area features a round wooden table with four chairs, alongside a comfortable dark leather sofa. Large windows allow natural light to brighten the room, while framed artwork adds character to the walls. A small television and bookshelves are also present.
Cottage in Cheltenham
4.77 out of 5 average rating, 211 reviews

Town Centre Cottage Tucked Away

Lovely self-contained cottage in the heart of Cheltenham. Exclusive use of two-bedroom cottage in a quiet, residential location 8 minutes’ walk from town centre. Own front door, sitting / dining room, kitchen, downstairs bathroom. Small, private rear courtyard. Smokers welcome to smoke outside. Pets by arrangement and I would ask for an additional £5.00. Excellent local shops and eateries.

Popular amenities for cottage rentals in Cheltenham