Cottage vacation rentals in Cheltenham

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Cheltenham

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

Cottage in Cheltenham

4.92 out of 5 average rating, 485 reviews

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.

Top guest favorite

Cottage in Prestbury

4.96 out of 5 average rating, 172 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

Cottage in Winchcombe

4.98 out of 5 average rating, 167 reviews

Little Nook Cottage - Dog Friendly & 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

Cottage in Gloucestershire

4.99 out of 5 average rating, 181 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

Cottage in Selsley

4.99 out of 5 average rating, 197 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!

Guest favorite

Cottage in Poulton

4.96 out of 5 average rating, 230 reviews

Charming Cotswold Cottage and Garden near Bibury

Welcome to our much loved cottage, a stones throw from Bibury right in the heart of the Cotswolds. Experience a quintessential historic English country cottage and charming cottage garden, with an abundance of original features that make this a totally unique stay. With naturally crafted finishes, lime washes and natural materials throughout, eco products and toiletries we have created an eco retreat in the Cotswolds surrounded by natural beauty. Small solo dogs accommodated upon request.

Guest favorite

Cottage in Minchinhampton

4.97 out of 5 average rating, 227 reviews

Grade II listed historic Cotswolds cottage

A Grade II listed 2-bedroom cottage, in a charming Cotswolds area, steeped in history and character, with original windows, traditional flagstone flooring, stone walls, oak beams and a fireplace. All rooms have lovely little window seats. Enjoy your own orchard at the end of the garden, perfect for a BBQ or picnic. The Cottage also includes free off-street parking. We love the local walks, views and the quintessential little Cotswolds high street only minutes walk from the cottage.

Top guest favorite

Cottage in Chedworth

4.97 out of 5 average rating, 206 reviews

Lavender Cottage - Cosy 2-bedroom Cotswold cottage

Escape the stresses of life in this cosy Cotswolds cottage. Whether you need a winter break with frosty walks, a soak in a warm bath and a good film in front of the fire or a summer getaway with BBQs and country pub gardens, this cottage has what you need. Nestled in the picturesque village of Chedworth, in the centre of the Cotswolds, this cottage is the perfect base from which to explore the beautiful countryside and incredible pubs and restaurants the area has to offer.

Top guest favorite

Cottage in Gloucestershire

4.99 out of 5 average rating, 288 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 favorite

Cottage in Bibury

4.87 out of 5 average rating, 676 reviews

Bibury Riverside Cottage Grade II listed 6ppl trad

Quintessential, cosy and completely charming Grade II Listed, two bedroom Cotswold stone cottage, at heart of Bibury "the most beautiful village in England." directly opposite the famous Arlington Row & perched across the road from tranquil River Coln. Built in the 17th century, Sackville House retains its beautiful original features of exposed beams, stonework and timber doors. Swan Hotel, Trout Farm&shop<3 min walk. Cribbs Barn & Stone Barn<8 min drive.

Guest favorite

Cottage in Winchcombe

4.92 out of 5 average rating, 521 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 favorite

Cottage in Cheltenham

4.92 out of 5 average rating, 145 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 .