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Holiday Cottages in Winchcombe

A stay in the stunning market town of Winchcombe allows you to enjoy the Cotswolds at its finest. Savour fresh local produce, browse several independent shops, soak up the beautiful countryside and stroll along the meandering River Isbourne. Discover a fascinating world of history and centuries-old architecture or simply unwind with a drink in hand when you book a break in one of our Cotswold holiday cottages in Winchcombe. Read more

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51.955130, -1.964105

How can you resist staying in this charming Cotswold cottage? Windsor Cottage is just steps away from Winchcombe High Street with its great pubs like the Plaisterers Arms and the Lion Inn, shops and restaurants. The property can sleep up to four and is popular with families or couples who want the benefit of staying in a pretty village without being overrun by tourists. The Cotswold Way and Gloucestershire Way are just two of seven waymarked footpaths that run through the village, which is a short drive or cycle from well known Cotswold places including Cheltenham, Stow-on-the-Wold, Chipping Campden and Broadway. Sudeley Castle is nearby, and the village has a good local museum and lovely church with interesting features. Staying at Windsor Cottage is a wonderful way to experience the charm of the Cotswolds in comfort, with the convenience of a central location in a village favoured by locals but as yet undiscovered by day trippers.

Weekly price:
£775 all year
Short breaks from £95 per night

4  |   2  |   1  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Mon/Fri

51.963586, -1.913420

With spectacular views in all directions, The Old Stables is a perfect holiday cottage for people who love long countryside walks. The Cotswold Way passes nearby, and Hailes Abbey, Sudeley Castle and Winchcombe are within a few miles. It's impossible to decide whether the Cotswolds are more beautiful in spring, summer, autumn or winter. Still, with holiday bookings available all year round and short breaks possible, you can stay at The Old Stables in any season and enjoy being close to Cheltenham, Broadway, and Stow-on-the-Wold, and less than an hour from Blenheim Palace and Stratford-Upon-Avon. With self-catering accommodation for four people in two bedrooms with two bathrooms, there is ample room for couples, families or friends.

Weekly guide price:
£450 to £550
Short breaks from £95 per night

4  |   2  |   2  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Flexible

51.952174, -1.966467

A charming stone holiday cottage ideally situated in the lovely market town of Winchcombe in the heart of the North Cotswold's with excellent eating establishments and amenities on the doorstep. A great self-catering base for exploring Central England and its many attractions.

Weekly guide price:
£850 to £1050
Short breaks from £130 per night

4  |   2  |   3+  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Flexible

51.980867, -2.007171

You'll fall asleep as soon as your head hits the pillow when you stay at The Lodge. After a full day of walking, cycling, horseriding and sightseeing, the quiet location and comfortable king-sized bed will welcome you home. The one-bedroom cottage is ideal for couples or solo travellers, including those who want to bring their dog, horse or bike to explore the huge network of footpaths, bridleways and cycling routes that spread across the Cotswolds, linking beautiful views with pretty villages and towns that make this part of the country a favourite in every season.

Weekly guide price:
£300 to £585
Short breaks from £65 per night

2  |   1  |   2  |   Enquire  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Mon/Fri

51.879420, -2.033641

"Wellinghill Lodge" is a 1 bed holiday Lodge sleeping up to 2 guests in Gloucestershire. Cheltenham is a spa town on the edge of the Cotswolds aonb in Gloucestershire, England. The town boasts a number of festivals including the Jazz, Music and Food & Drink festival. Discover the Cheltenham Art Gallery & Museum for a wealth...

Prices from £116 per night

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51.929627, -1.725870

"Agatha Bear Cottage, Stow-on-the-Wold" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Set over three floors, this spacious home has been tastefully furnished throughout to a high standard and is within walking distance of all of the shops, pubs and restaurants that Stow-on-the-Wold has to offer. This is an ideal bolthole for...

Prices from £242 per night

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52.112099, -1.960555

"Chadbury House Annexe" is a 1 bed holiday Cottage sleeping up to 2 guests in Worcestershire. Evesham is a picturesque market town resting in the Vale of Evesham amidst the beautiful River Avon in Worcestershire. In easy reach of Cheltenham, Worcester and Stratford-upon-Avon, there's plenty of excitement to explore within the local...

Prices from £138 per night

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51.944610, -1.699185

"The Smithy" is a 3 bed holiday Cottage sleeping up to 6 guests in Oxfordshire. Broadwell, a village in Gloucestershire, is quintessential Cotswold, complete with a quaint bar and beautiful stone homes. Stow-on-the-Wold, an ancient market town, is only 1.5 miles away, so you'll have easy access to grocery stores, shops,...

Prices from £237 per night

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52.011663, -1.763228

"The Bath House" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. An ancient village once famous for its silk and corn mills, Blockley lies just 3 miles from Moreton-in-Marsh and features a unique collection of honey-coloured buildings with a pretty village green, two excellent pubs, serving hearty food and...

Prices from £165 per night

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51.822546, -1.891678

"The Doll's House" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. 8 miles north-east of Cirencester, 10 miles south-west of Stow-on-the-Wold, and around 7 miles from Burford, Northleach is conveniently located off the Roman route, the Fosse Way (A429). Once upon a time, Northleach was a bustling market town,...

Prices from £153 per night

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52.053000, -1.778096

"Cotstone Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Tucked away in the north of the Cotswolds, you will find the quaint town of Chipping Campden. Set within an Area of Outstanding Beauty, the town proves a firm favourite amongst tourists offering an abundance of outdoor adventures and exciting...

Prices from £257 per night

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51.847400, -2.040700

"Barn in Gloucestershire" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Upper Coberley is a small hamlet of cottages set within established farmlands. Well positioned for walkers with easy access to The Cotswold Way, where you can join the pathway going south towards Leckhampton Hill and north towards Dowdeswell....

Prices from £172 per night

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52.089619, -1.768004

"Elder Cottage" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Mickleton in Gloucestershire lies on the edge of the Cotswolds, close to Warwickshire and Worcestershire. Boasting black and white buildings, Mickleton offer a shop, farm shops and 2 pubs. Mickleton lies south of the Meon Hill. The town of...

Prices from £115 per night

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52.139191, -1.978906

"Barn in Worcestershire" is a 2 bed holiday Cottage sleeping up to 4 guests in Worcestershire. A spacious rural retreat on the owner s estate enjoying beautiful scenery within peaceful countryside setting. Sheriffs Lench is one of five hamlets that make up the Lenches nested in rural Worcestershire and popular for stunning views and...

Prices from £190 per night

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52.005040, -2.162045

"Avonmede" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Located at the meeting of the rivers Severn and Avon, this picturesque town has managed to preserve its mediaeval charm while gaining an abundance of Tudor-style half-timbered structures. Tewkesbury is home to approximately 350 historic...

Prices from £143 per night

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52.004928, -2.162522

"Runnymede" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Resting alongside the confluence of the River Severn and Avon, and ideally located for exploring the beautiful surrounding areas of Gloucestershire, is the delightful market town of Tewkesbury. The town still retains its traditional medieval...

Prices from £160 per night

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52.019640, -1.737112

"The Old Chequer , Draycott, Moreton-in-Marsh" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. The Old Chequer is the epitome of boutique Cotswold chic, beautifully combining style with tradition.Nestled in the heart of the Cotswolds’ this wonderful rural retreat is tucked away in the tranquil Cotswold hamlet of Draycott,...

Prices from £187 per night

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52.088055, -1.858633

"Cotswold View 4" is a 1 bed holiday Lodge sleeping up to 2 guests in Worcestershire. The charming village of Honeybourne lies in an ideal position within the Worcestershire countryside, within reaching distance of the magnificent Cotswolds Area of Outstanding Beauty. Boasting a handy supermarket, quintessential Post Office and...

Prices from £254 per night

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51.990000, -1.929900

"Cottage in Gloucestershire" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. A fantastic bolthole for couples looking for a unique experience whilst exploring the idyllic Cotswolds region. This shepherd s hut is located 200 metres from Toddington Station which is on the heritage railway line that connects Broadway to...

Prices from £155 per night

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52.088540, -1.859555

"Alstroemeria" is a 1 bed holiday Lodge sleeping up to 2 guests in Worcestershire. Bretforton is a rural village in Worcestershire, England. Boasting a sports and social club, a 15th century village pub, a shop and village hall. Ideally situated for exploring the nearby Cotswold towns and villages, for stunning scenery,...

Prices from £175 per night

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52.035359, -1.732732

"4 Lower Folley" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. The picturesque village of Delph has barely changed from its 19th century hey-day, when it’s small mills were at the heart of a thriving community, and today remains an ideal start for walks up the Castleshaw Valley to the Roman Fort, one of a...

Prices from £229 per night

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51.992635, -2.155218

"The Old Paper Shop" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Found on the meeting of the rivers Severn and Avon, the town of Tewkesbury is rich with history and medieval character with its half timbered buildings and home to over 350 listed buildings. The town has a wealth of shops to offer, both local...

Prices from £108 per night

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51.909572, -1.836324

"Dove Cottage (Naunton)" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Naunton is positioned on either sides of the River Windrush, making it very picturesque as any of its neighbours in the hills between Stow and Cheltenham. Mentioned in the Doomsday Book as Niwetone. The hill overlooking the town is great for...

Prices from £161 per night

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51.993677, -2.158616

"The Coach House" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. On the confluence of the Rivers Severn and Avon, this historic riverfront town retains its mediaeval charm with many half-timbered Tudor structures. With more than 350 buildings that are recognised as being of historic interest and located in a...

Prices from £134 per night

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51.886823, -1.762556

"Beech Apartment" is a 2 bed holiday Apartment sleeping up to 3 guests in Gloucestershire. Bourton-on-the-Water is a picturesque village in the Gloucestershire that is a gateway to the scenic Cotswolds. It provides a beautiful setting for a countryside break with a selection of country pubs, restaurants and shops. It is a great place...

Prices from £170 per night

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51.954607, -1.962765

"Fern Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Winchcombe is a Cotswold town, found in Gloucestershire lying above the River Isbourne. It is home to beautiful timbered inns, independent shops and businesses, with fresh local produce available to buy to prepare some delicious food on your...

Prices from £174 per night

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52.067400, -2.118600

"Cottage in Worcestershire" is a 3 bed holiday Cottage sleeping up to 6 guests in Worcestershire. This lovely cottage is located in the idyllic village of Eckington on the northwest side of Bredon Hill, a haven for walkers and wildlife lovers. There is a friendly community atmosphere with two fantastic pubs and a village shop for guests to...

Prices from £243 per night

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52.080995, -1.921704

"Carolina Lodge" is a 2 bed holiday Lodge sleeping up to 4 guests in Worcestershire. Within easy driving distance of Worcester, Cheltenham, and Stratford-upon-Avon is the charming market town of Evesham, which is located in the Vale of Evesham and in a horseshoe of the River Avon. In addition to having a wide variety of unique...

Prices from £140 per night

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Cottages in Winchcombe

Spend your holiday in Winchcombe curled up by the open fire reading your favourite book or embark on a hike across the fields right from your doorstep. Our cottages come with a range of features to suit your needs — from spacious dog-friendly gardens to luxe hot tubs. There are also numerous charming Cotswold villages to explore within easy reach of Winchcombe. Or, why not simply take a stroll down the high street and treat yourself to coffee and a piece of cake?

From dining in traditional pubs tucked away behind Cotswold stone exteriors to exploring Sudeley Castle and taking a ride on the Gloucestershire Warwickshire Steam Train, there really is plenty to do when you plan a getaway to this corner of England. So, why not book your perfect Winchcombe holiday cottage today and get planning your next escape?

Best things to do in Winchcombe

Whether you fancy mooching around the shops, refuelling with some food or exploring the many nearby trails on foot, bike or with the dog, there’s plenty to do in Winchcombe.

  • Sudeley Castle: Absorb a bit of history as you wander through the award-winning gardens and beautifully restored rooms of this historical castle.
  • Belas Knap Long Barrow: Discover this English Heritage site on Cleeve Hill which features a neolithic, chambered long barrow.
  • Winchcombe Museum: Explore, learn and discover the heritage of Winchcombe and its surrounding areas with a wander around the Winchcombe Museum.
  • Hailes Abbey: Uncover the ruins of a 13-century Cistercian abbey set amid the peaceful Cotswold countryside.
  • Gloucester Cathedral: Discover over 1,300 years of history, including the Tomb of the King. The cathedral stands proud over Gloucester and Harry Potter fans will instantly recognise it from the film series.

How to get to Winchcombe

If you’re travelling from one of the major cities in the UK, the below shows an average distance to Winchcombe, so you know what to expect when choosing to visit by car.

London: 114 miles

Birmingham: 60 miles

Glasgow: 334 miles

Liverpool: 143 miles

Bristol: 56 miles

Manchester: 131 miles

Leeds: 158 miles

Edinburgh: 336 miles

Newcastle: 245 miles

More locations in the Cotswolds

The Cotswolds is made up of several quintessentially English villages with honey-coloured stone buildings and pretty rural locations. Want to see more of the area? Here are five more locations to consider for your next holiday cottage: