Winchcombe Holiday Cottages

The town of Winchcombe is ideally situated in a picturesque, peaceful valley within the Cotswolds Area of Outstanding Natural Beauty. The area is a honeypot for guests looking for cottages in Winchcombe from which to base themselves from ready to enjoy hikes of the surrounding hills, cycling around the many country lanes and shopping and eating in the beautiful town and surrounding villages. Discover our collection of self catering holiday accommodation in Winchcombe and book your break today!

Read More
SUMMER HOLIDAYS

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

BROWSE NOW
Page {{ pagination.currentPage }}0 of {{ pagination.totalPages }}0. Total of {{ pagination.totalResults }}0 results.
Book to stay within 42 days to save 5%
Sleeps 4
·
Short breaks from £420.24

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 4 days to save 20%
Sleeps 4
·
Short breaks from £377.40

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!

These properties might interest you...

Same dates without your criteria

Book to stay within 21 days to save 15%
Sleeps 5
·
Short breaks from £603.84

Weavers Cottage

Weavers Cottage, located on Broadway high street is a beautiful Grade II listed cottage which has been lovingly renovated to a high modern standard, whilst retaining all the original features and charm. Enjoy cosy evenings in front of the wood burning stove or sunny strolls into the heart of Broadway for afternoon tea and a look around the shops.
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.
Book to stay within 14 days to save 20%
Sleeps 10
·
Short breaks from £1,294.05

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.
Book to stay within 28 days to save 15%
Sleeps 8
·
Short breaks from £849.66

Longborough House

Longborough House is a fabulous dog friendly holiday home with four spacious ensuite bedrooms, two living rooms and cosy wood burning stove, ideally suited for a family holiday or weekend away with friends. Situated in the village of Longborough, famous for its Opera Festival, you will find a local pub and village shop with café on your doorstep.
Book to stay within 42 days to save 5%
Sleeps 4
·
Short breaks from £397.80

Windrush

Windrush is a contemporary two bedroom apartment located in the picture perfect town of Burford, home to some lovely pubs with gardens and plenty of independent shops. With prime high street location, the apartment offers a spacious, comfortable bolthole in which to explore from as you are ideally situated between the North and South Cotswolds and its many charming villages.
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 £582.42

Norton Cottage

Norton Cottage is a beautifully styled three bedroom property, located in the bustling market town of Chipping Norton. Laid out over three floors, this spacious home is the perfect retreat for friends and family to get together and explore the North Cotswolds and beyond, before returning to the comfort of this luxurious cottage.
Book to stay within 21 days to save 20%
Sleeps 12+4
·
Short breaks from £1,343.34

Landgate House

Landgate House is a wonderful holiday home which boasts stylish interiors, spacious living areas, a Cinema room and a superb garden, with picturesque views of the surrounding countryside. Located in the peaceful village of Blockley, this fabulous property is perfect for large multi-generational family travel looking to enjoy the Cotswold countryside.
Book to stay within 28 days to save 10%
Sleeps 2
·
Short breaks from £347.75

Honey Cottage

Honey Cottage is a one bedroom retreat ideal for a romantic, relaxing hideaway. Nestled in the beautiful countryside within walking distance of a pub, yet within easy distance of all the Cotswold's has to offer. After a long day exploring, return to this stylish cottage and enjoy a glass of bubbles within the tranquil location of Camden Farm Barns.
Book to stay within 10 days to save 20%
Sleeps 6
·
Short breaks from £834.77

2 Orchard Cottages

2 Orchard Cottages is a charming three bedroom home away from home on the edge of the picturesque village of Churchill, close to Stow-on-the-Wold. Within walking distance of the village pub, and enjoying spectacular views of the rolling Cotswold countryside, this beautiful home is perfect for a relaxing rural escape.
Book to stay within 4 days to save 20%
The Nest at Robins Roost is a cosy, well equipped one bedroom, dog friendly annexe located in the grounds of the owners home in the rural village of Little Rissington, just over a mile from Bourton-on-the-Water. The Nest can also be booked alongside neighbouring property The Cottage as Robins Roost, where an additional four guests can be welcomed!
Sleeps 2
·
Short breaks from £280.70

Coln

Coln is a stylish Cotswold holiday apartment in the centre of the bustling market town of Burford. Boasting a spacious living area and cosy bedroom, it is the perfect base from which to explore the Central Cotswolds and beyond.
Book to stay within 10 days to save 20%
Sleeps 4+2
·
Short breaks from £377.40

Will’s Cottage

Will's Cottage is a wonderful holiday home which boasts stylish interiors, open-plan living areas and a superb patio garden, which offers uninterrupted rural views. Located on a working farm close to picturesque Horsley, this fabulous property is a perfect retreat for a couple or a small family who are seeking a relaxing break surrounded by the glorious Cotswold scenery.
Sleeps 5
·
Short breaks from £508.06

Spring Cottage

Spring Cottage is a stylish Cotswold stone holiday home which boasts a wealth of character features, spacious living areas and a superb garden, complete with comfortable seating and a charcoal barbecue. Located in the heart of Ebrington, this fabulous property is ideal for friends or families seeking a luxury country escape.

Places to Stay in Winchcombe

Nearby Sudely Castle is home to ten beautiful, award winning gardens. Visitors can explore the beautifully restored 15th century St Mary’s Church where Katherine Parr, the last of Henry VIII’s six wives, now lies entombed. Younger visitors will be delighted to find a fantastic playground and fun fort, ready to create a new adventure. 

Walkers should start with the very easy walk along the path at the River Isbourne – the only north flowing river in the country! The source of the river can be found at Cleeve Hill and Common, a 1,000 acre area of the Cotswold Hills where you can take in spectacular views from what is the highest point in the Cotswolds.  

Ten minutes by car will take you to the Gloucestershire and Warwickshire Steam Railway where you can enjoy a trip on a steam or heritage diesel train through some of the most spectacular scenery in the Cotswolds. Passengers will delight in the outstanding views of picturesque hamlets and villages, before taking in the incredible scenery across to the Malvern Hills and beyond. 

Car enthusiasts should head over to The Bugatti Trust, where they will find a small collection of cars, engines and drawings charting the history and technology behind these most beautiful vehicles. 

With plenty to see and do in the area, visitors will be thankful of a place to kick back and refuel and Winchcombe doesn’t disappoint. The town has several great pubs, from the Sri-Lankan influenced menu at the Plaisterers Arms to the excellent unpretentious ‘home-cooked’ food on offer at the White Hart Inn, Corner Cupboard and Lion Inn. 

Accommodation in Winchcombe

You could pick up a treat to enjoy in the cosiness of your holiday cottage from one of the many local cafes and tearooms. There’s simply nothing better than a cup of tea and slice of homemade cake, nestled on the sofa in a comfortable Cotswold cottage. 

Find your perfect self catering holiday cottage in Winchcombe by browsing our collection of Cotswold holiday homes above. If you don’t find a property in the Winchcombe area that suits your holiday home needs, you can browse all of our places to stay in the Cotswolds by location.