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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CHRISTMAS & NEW YEAR

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

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Nearby Properties

Book to stay within 42 days to save 5%
Sleeps 4
·
Short breaks from £358.53

Bumble Cottage

Bumble Cottage is a stylish two bedroom holiday cottage with a wealth of character and charm. Decorated in a contemporary style with modern facilities and a cosy wood burning stove, this idyllic retreat is perfect for a couple or small family looking for a relaxing break in the heart of the Cotswolds. The Cottage is also dog friendly!
Book to stay within 28 days to save 10%
Sleeps 4
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Short breaks from £354.35

Abbots Cottage

Abbots Cottage has been tastefully renovated to include many contemporary details whilst retaining the traditional character features of the property. This two bedroom holiday home boasts stylish interiors, a spacious living area and cosy outdoor patio with views of the local Cotswold countryside.
Sleeps 4
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Short breaks from £409.02

Miller’s Cottage

Miller's Cottage is located in the heart of Winchcombe and is a wonderful dog friendly holiday home which perfectly blends character features with contemporary style. With spacious open-plan living areas and a superb garden, complete with a peaceful seating area and stunning Cotswold hill views, this fabulous property is perfect for get togethers with loved ones.
Book to stay within 35 days to save 10%
Sleeps 6
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Short breaks from £723.18

Honeystone Cottage

Honeystone Cottage is a beautifully renovated dog friendly holiday cottage with modern interiors, spacious living areas and a superb garden. Located in the quaint village of Withington, immerse yourself in the surrounding countryside on foot or head by car into Cheltenham or other nearby charming Cotswold villages such as Northleach or Bibury.
Save 15% on stays from 28 Dec - 3 Jan
Sleeps 9+2
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Short breaks from £973.08

Laurel Tree Cottage

Laurel Tree Cottage is an outstanding country home, set in extensive grounds on the outskirts of the idyllic English village of Guiting Power, close to Cheltenham. The cottage is ideally suited to families with children who will enjoy the climbing frame and trampoline whilst parents and friends can enjoy alfresco dining with use of the BBQ and firepit.
Book to stay within 28 days to save 10%
Sleeps 4
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Short breaks from £398.26

The Cotswold Lady

The Cotswold Lady is an idyllic two bedroom dog friendly property situated in the quintessential Cotswold village of Guiting Power. Boasting stylish furnishings and an enviable position next door to The Cotswold Guy farm shop, this home away from home is an ideal bolthole for those looking for a peaceful retreat in the Cotswold countryside.
Book to stay within 28 days to save 10%
Sleeps 4
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Short breaks from £330.48

Church Mews

Church Mews is a grade II listed Cotswold stone holiday home with stylish interiors, an open-plan living area and a superb mezzanine master bedroom, complete with high vaulted ceilings. Located in the heart of Painswick, this fabulous property is perfect for travel with friends, family or as couples.

Same dates without your criteria

Book to stay within 21 days to save 10%
Sleeps 14
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Short breaks from £1,306.80

Kingfisher Barn

Nestled between idyllic villages, stunning countryside and neighbouring the Chimney Meadows Nature Reserve, this luxury six bedroom dog friendly holiday home in the Cotswolds is perfect for large family groups to enjoy quality time together and enjoy a rural retreat without compromising on comfort as Kingfisher Barn is equipped with a wood burning stove and outdoor roll top bath!
Book to stay within 28 days to save 10%
Sleeps 4
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Short breaks from £396.58

Star Cottage

Star Cottage is a beautifully presented Cotswold stone property nestled in the peaceful village of Little Compton, near Moreton-in-Marsh. Boasting stylish interiors and a secluded garden at the rear, this fabulous dog friendly holiday let is the perfect quintessential retreat from which to explore the countryside and villages of the North Cotswolds.
Book to stay within 28 days to save 10%
Sleeps 4
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Short breaks from £396.58

Keeley Cottage

Keeley Cottage is a beautifully presented two bedroom holiday home nestled in the heart of the vibrant market town of Chipping Campden. Boasting contemporary interiors, spacious living areas and a stunning character features, this family friendly home is perfect for a family get together in the heart of the North Cotswolds!
Sleeps 4
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Short breaks from £640.56

Manor Farm Cottage

Manor Farm Cottage is a stunning holiday home located in the unspoilt Cotswold village of Donnington, just outside of Stow-on-the-Wold. With an abundance of character, luxury interiors and an enchanting walled garden at the rear, this wonderful holiday cottage with wood burning stove is the perfect retreat for a relaxing break in the North Cotswolds.
Church Orchard Cottage is a stunning detached holiday home which boasts an exquisite open plan living area, stylish bedrooms and a superb south-facing garden. Located in the picturesque village of Weston Subedge, just a short drive from the vibrant market town of Chipping Campden, this fabulous property is perfect for get togethers with loved ones.
Book to stay within 28 days to save 10%
Sleeps 4
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Short breaks from £335.07

Furrow Barn

Furrow Barn is a beautifully presented, single storey holiday home which has elegantly furnished rooms, a spacious open-plan living area, and a tranquil garden, complete with outdoor seating and stunning views across the countryside. Located in the heart of Honington, this fabulous property is perfect for get togethers with loved ones and also welcomes one dog!
Sleeps 4
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Short breaks from £425.34

Quaint End

Quaint End is a fabulous two bedroom country holiday cottage offering cosy interiors, wood burning stove and Aga. This dog friendly home is nestled in the heart of Ebrington, a charming village full of Cotswold stone and thatched cottages and also has an excellent pub in walking distance, a true quintessential Cotswold experience.
Save 15% on stays from 28 Dec - 3 Jan
Sleeps 10
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Short breaks from £1,125.72

The Barn

The Barn is a classically converted five bedroom barn with beautiful exposed beams and stone walls. Nestled in the quiet village of Shellingford, Faringdon, Oxford and the national trail The Ridgeway are all within easy reach. The Barn is just one of five properties at Goodlake Barns which all centre around a spacious courtyard.
Save 15% on stays from 28 Dec - 3 Jan
Sleeps 6+4
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Short breaks from £651.78

Steps Cottage

Steps Cottage is a wonderful 18th century holiday home and annexe which boasts stylish interiors, spacious living areas and a beautiful multi-level garden, complete with outdoor seating and a gas barbecue. Located in the heart of Stow-on-the-Wold, this fabulous property is perfectly situated to explore the Cotswolds on foot or be only a short drive from famous Cotswold hot spots.
Book to stay within 21 days to save 5%
Sleeps 8+2
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Short breaks from £1,750.61

Water’s Edge

Water's Edge is a wonderful four bedroom holiday home located on the edge of a beautiful lake at the Cotswold Water Park making this the ideal setting for those who seek an action packed holiday with friends and family before returning to the comfort of your holiday cottage, complete with Jacuzzi hot tub and jetty! The property is also dog friendly.
Book to stay within 35 days to save 10%
Sleeps 6
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Short breaks from £576.50

Heath Cottage

Heath Cottage is a fabulous grade II listed holiday home which boasts contemporary interiors, spacious living areas and a peaceful courtyard garden, complete with comfy seating and a charcoal barbecue. Located in the heart of Stow-on-the-Wold, this beautiful property is perfect for get togethers with loved ones who enjoy the ease of a well known Cotswold town on their doorstep.
Book to stay within 28 days to save 10%
Sleeps 4
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Short breaks from £363.53

Meadow View

Meadow View, near Fairford is a beautifully renovated two bedroom holiday home with access to an indoor heated swimming pool. With spectacular views from the raised terrace, this is the perfect bolthole for families with the Cotswold Water Park and Cotswold Wildlife Park both a short drive from the property and many Cotswold villages a stone’s throw away.
Book to stay within 35 days to save 10%
Sleeps 4+2
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Short breaks from £694.01

The Old Candle Shop

The Old Candle Shop is a luxurious and stylish holiday cottage which has been lovingly restored from a former candle making workshop. The property benefits from a wood burning stove and Jacuzzi hot tub and has a prime location in Moreton-in-Marsh which has a direct train from London and several pubs and shops a stone’s throw away so a car isn’t essential.
Book to stay within 28 days to save 10%
Sleeps 4
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Short breaks from £330.48

Lavender Cottage, Bourton

Lavender Cottage is a fabulous two bedroom country holiday cottage with a Cotswold stone fireplace and an electric flame effect stove. This family friendly home is nestled in the heart of Bourton-on-the-Water, a bustling village with an abundance of restaurants, tearooms, shops and pubs to discover, as well as a number of tourist attractions.
Book to stay within 35 days to save 10%
Sleeps 5
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Short breaks from £477.36

July Cottage

July Cottage is a beautifully renovated Cotswold stone holiday cottage located in the quaint community village of Ilmington. Complete with original features and wood burning stove, this dog friendly property is ideal for friends and family looking to explore the surroundings either on foot along the many footpaths or you are a short drive to Chipping Campden and Stratford-upon-Avon.

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.