Holiday Homes and Cottages in Cheltenham

One of the largest towns in the Cotswolds, Cheltenham is an ideal base for visitors of all ages to experience this wonderful part of England. Known as Cheltenham Spa, a walking tour of the town is the perfect way to take in the sights and uncover hidden gems. Families can hire a rowing boat on the lake in Pittville Park before stopping for a picnic in the gardens and a run around the vast adventure playground. It’s a globally renowned festival of culture with gorgeous arcades and interesting streets for the most enthusiastic of shoppers.

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The Cotswolds are tailor-made for your 2022 summer holidays, book your home away from home today!

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Book to stay within 14 days to save 20%
Sleeps 8
Short breaks from £1,165.50

Old Brewery House

Old Brewery house is a charming, characteristic property sitting in the tranquil grounds of Donnington Brewery overlooking a private lake and gardens and home to two resident peacocks. Seemingly miles from anywhere, yet right on the doorstep of Stow on the Wold, this charming Cotswold town offers a wide variety of shops, restaurants and eateries to please all.
Sleeps 14
Short breaks from £3,028.32

Yew Tree Farmhouse

Once featured in Country Homes and Interiors, Yew Tree Farmhouse is a charming Georgian house which has been lovingly restored with luxurious interiors and offers a real sense of country living with an Aga, wood burning stove and spacious garden. With the additions of a wood fired hot tub and games room, this home is the ideal retreat for a memorable trip with loved ones.
Sleeps 4
Contact us for prices

Midsummer Cottage

Midsummer Cottage is a wonderful holiday home which boasts characterful interiors, spacious living areas and a peaceful courtyard garden, complete with an outdoor table and seating for four. Located in the heart of Stanton, this fabulous property is perfect for get togethers with loved ones.
Book to stay within 10 days to save 20%
Sleeps 6
Short breaks from £702.78


Ostlers is a Grade II listed holiday home in the market town of Burford. Boasting an abundance of character and an off street parking space, this wonderful home is the perfect base from which to explore the many shops, pubs and restaurants on its doorstep, as well as the wider Cotswold region.
Book to stay within 10 days to save 20%
Sleeps 6
Short breaks from £589.05

Benson Cottage

Benson Cottage is a wonderful double-fronted Cotswold stone holiday home located within the picturesque village of Paxford, close to both Chipping Campden and Moreton-in-Marsh. Benefitting from three ensuite bedrooms, two sitting rooms and a generous sized garden at the rear, this spacious home provides an idyllic retreat that combines town and country.
Book to stay within 10 days to save 20%
Sleeps 6+1
Short breaks from £545.70

Honeysuckle Cottage, Lower Oddington

Honeysuckle Cottage is an elegantly presented Cotswold stone property, which boasts stylish interiors, modern facilities and a superb patio garden, complete with outdoor seating. Located in the heart of Lower Oddington, this fabulous dog friendly property is perfect for get togethers with loved ones and ideally located to explore the heart of the Cotswolds.
Book to stay within 21 days to save 15%
Sleeps 6
Short breaks from £598.74

Bunt Barn

Bunt Barn is a spacious Cotswold stone barn conversion nestled in the quaint village of Broadwell, near Stow-on-the-Wold. Welcoming up to six guests across three king size bedrooms, the barn has a social kitchen/dining room, bright living room with floor to ceiling windows and views across the large garden and orchard, an ideal retreat with friends and family.
Book to stay within 21 days to save 20%
Sleeps 28
Short breaks from £3,320.98

Goodlake Barns

Goodlake Barns is made up of 5 well equipped holiday cottages sleeping up to 28 guests and is perfect for those larger groups getting together for family gatherings or even corporate events. There is an additional space, The Hub, which is an enclosed barn, complete with tables and chairs which enables you to all dine together or host a celebration.
Book to stay within 4 days to save 20%
Sleeps 4
Short breaks from £463.08

The Pool House

The Pool House near Fairford is a lovingly renovated two bedroom holiday cottage with access to an indoor heated swimming pool. Complete with private courtyard and tastefully decorated rooms, this is the perfect retreat for your next getaway to the Cotswolds and ideally suited for family travel. For larger groups, why not also rent the neighbouring holiday home, Meadow View, also sleeping four guests.
Book to stay within 56 days to save 5%
Sleeps 6
Short breaks from £1,067.86

The Stables

The Stables is a spacious three bedroom converted Cotswold stone farm building, complete with stylish interiors, wood burning stove and the added luxury of a wood fired hot tub. Located in the grounds of Camden Farm, you are surrounded by countryside and a short walk from the river Thames so be sure to pack your wellies so you can explore!
Book to stay within 21 days to save 5%
Sleeps 2
Short breaks from £271.78


Aurora is a romantic shepherd's hut which forms part of the Camden Farm Barns estate, close to Lechlade-on-Thames. Boasting a cosy interior and wrap-around terrace, this idyllic hideaway is situated on the outskirts of the Cotswolds Area of Outstanding Natural Beauty and is surrounded by breathtaking scenery.
Sleeps 2+2
Short breaks from £315.18

Rainbow Barns

Rainbow Barns is a stylish Grade II listed barn conversion located on the outskirts of Bourton-on-the-Water. Boasting contemporary interiors, an open plan living area and stunning rural views, this dog friendly country bolthole is the perfect base from which to explore the picturesque towns and villages of the North Cotswolds.
Book to stay within 28 days to save 10%
Sleeps 4
Short breaks from £286.65

Guinea Cottage

Guinea Cottage is a cosy dog friendly holiday home on the outskirts of Upper Seagry, an attractive village nestled in the Wiltshire countryside. Enjoying spectacular rural views from its private garden, this wonderful two bedroom home with wood burning stove is the ideal base from which to explore the South Cotswolds and you may also enjoy a day trip to Bath or Bristol.
Book to stay within 10 days to save 20%
Sleeps 6+1
Short breaks from £540.60

Norman Chapel

Norman Chapel is an immaculately presented Grade II* listed property located in the picturesque hamlet of Aston Magna, close to the market town of Moreton-in-Marsh. Nestled in the heart of the Cotswold countryside, this characterful home has spacious living areas, two cosy wood burners and a tranquil garden complete with outdoor seating and charcoal BBQ.
Book to stay within 10 days to save 20%
Sleeps 6
Short breaks from £645.66

Halfway House

Halfway House is a delightful three bedroom, three bathroom holiday cottage bursting with character and charm. With two wood burning stoves, cosy living room with gorgeous window seats and a prime location on one of the Cotswolds most quaint high streets, this is the ideal bolthole for a holiday to the Cotswolds with friends and family.

Cheltenham has a number of defined districts each with their own unique characteristics. The High Street, whilst home to many large retail brands still retains the regency feel through its preserved historic buildings. The Promenade has a wonderful cafe culture where you can dine alfresco should the weather allow. And the district has a delightful mix of independent shops and hosts a regular arts and crafts market.

The district of Montpellier is home to many independent shops, cafes, wine bars, and the famous Ivy Brasserie in the wonderfully restored Rotunda building. The Suffolks is Cheltenham’s leafiest and trendiest square blending residential townhouses with restaurants and shops. It is here you will find the Daffodil restaurant housed in an original 1920s Art Deco Cinema. Bath Road is popular with visitors in the summer months for its wide choice of beer gardens in its extensive selection of watering holes.

The Tivoli district is home to wine lovers’ Tivoli wines, where its knowledgeable staff will help you select the perfect bottle to take back to your Cheltenham holiday home. And finally, the Brewery Quarter is where you will now find a large number of modern restaurants and bars along with a cinema, bowling alley, and indoor adventure golf.

Of course, we mustn’t forget to mention the Cheltenham Festival, where diehard racing fans rub shoulders with first-time racegoers for a race meeting that is famous the world over.

Find your perfect place to stay in the Cotswolds by browsing our full collection of Cotswold holiday accommodation here.