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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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51.952174, -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

51.963586, -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

51.955130, -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

51.808835, -1.841345

"Calcot Peak Barn" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Bibury, Gloucestershire is a short drive away from Northleach. It is an excellent place to travel from if you're looking to visit the popular towns of Cirencester and Stow-on-the-Wold. Northleach was at one time an important market town,...

Prices from £184 per night

4  |   2  |   No  |   Yes  |   Yes


52.027877, -2.033319

"Lakeview Yurt" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Beckford is a small riverside village on the Worcestershire/Gloucestershire border. The village has a quality country inn, an attractive Norman church, and a nature reserve. Close by is Evesham, and elegant Cheltenham is also an easy drive...

Prices from £150 per night

2  |   1  |   Yes  |   Yes  |   No


52.014328, -1.761241

"Cottage in Gloucestershire" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. This charming cottage is located in the heart of popular Blockley, a delightful village located in the heart of the Cotswolds. Blockley embodies the quintessential Cotswolds charm with its honey coloured limestone cottages, winding streets and...

Prices from £246 per night

2  |   1  |   Yes  |   Yes  |   Yes


51.954296, -1.964650

"Old Sorting Office" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. The bustling Fairtrade town of Winchcombe, a conservation site, lies above the River Isbourne, midway between Cheltenham and Broadway. Visitors can sample a mouthwatering array of local produce in the town's restaurants, wine bars, tea shops...

Prices from £138 per night

2  |   1  |   Yes  |   Yes  |   Yes


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

2  |   1  |   No  |   Yes  |   Yes


52.034565, -1.864046

"WebTeam Test Property, Broadway," is a 3 bed holiday Cottage sleeping up to 6 guests in Worcestershire. A stunning home away from home, St Michael's Cottage has been painstakingly restored by the present owners to provide boutique style accommodation in an historic setting.Character features blend seamlessly with stylish interiors to...

Prices from £220 per night

6  |   3  |   No  |   Yes  |   Yes


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 £232 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.006000, -2.183200

"Bungalow in Worcestershire" is a 2 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. This retreat is set within the peaceful village of Bushley where you can enjoy a wealth of walking and cycling from your front door. This central location offers easy access to the Forest of Dean and Wye Valley, The Malvern Hills, and Three...

Prices from £199 per night

2  |   2  |   No  |   Yes  |   Yes


52.036800, -1.853200

"Cottage in Worcestershire" is a 3 bed holiday Cottage sleeping up to 6 guests in Worcestershire. Broadway is one of the most historic and beautiful Cotswold villages and is situated at the northern gateway to the area. Here you can enjoy a short walk to visit the bustling High Street where you can pick up supplies from the local deli or...

Prices from £651 per night

6  |   3  |   No  |   Yes  |   Yes


52.012080, -1.762710

"The Carriage House, Blockley" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. This characterful home has plenty to offer guests, from original wooden beams to beautiful exposed stonework all blending seamlessly with comfortable sofas and tasteful furnishings throughout.The modern fully-fitted kitchen has...

Prices from £179 per night

2  |   1  |   No  |   Yes  |   Yes


52.090000, -1.765800

"Wing in Gloucestershire" is a 2 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Tucked away in a peaceful position, this property is in the heart of the charming village of Mickleton. Home to the famous Pudding Club, the village boasts a collection of traditional limestone buildings with village shop and Butchers . A short...

Prices from £235 per night

2  |   2  |   No  |   Yes  |   Yes


51.916216, -2.050022

"3 Lake Cottages" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. The village of Prestbury rests on the edge of Cheltenham, surrounded by Gloucestershire countryside. The village boasts amenities including a shop and a Post Office, pubs and a butcher. Prestbury Park, home to Cheltenham Racecouse, is below the...

Prices from £202 per night

2  |   1  |   No  |   Yes  |   Yes


51.907200, -1.848300

"Barn in Gloucestershire" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. The unspoilt village of Naunton is tucked peacefully away in the heart of a valley though just off the main tourist trail. Well served with a traditional village pub, a historic dovecote situated in a beautiful spot by the river Windrush, along...

Prices from £283 per night

2  |   1  |   Yes  |   Yes  |   Yes


51.963300, -1.740600

"Cottage in Gloucestershire" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Longborough sits within the hillside above the beautiful Evenlode valley just north of Stow on the Wold. This traditional Cotswolds village is peaceful and largely undiscovered with some hidden gems. The village is famous for the opera...

Prices from £328 per night

2  |   1  |   Yes  |   Yes  |   Yes


51.881100, -2.133240

"Cottage in Gloucestershire" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Offering spacious and stylish interior that seamlessly blends rustic charm with modern amenities, providing a cosy yet elegant retreat, nestled amidst beautifully landscaped gardens, dog friendly and perfect for couples. Set off the beaten...

Prices from £198 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.088070, -1.802053

"The Stables, Mickleton" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Situated just outside the quaint village of Mickleton, within the grounds of Norton Subedge Barn, also the home of Toms End, The Stables is a well-presented conversion of three stables boasting an attractive, comfortable living space in a...

Prices from £213 per night

2  |   1  |   No  |   Yes  |   Yes


52.071619, -2.117081

"The Annex" is a 1 bed holiday Cottage sleeping up to 2 guests in Worcestershire. The thriving town of Eckington lies in a loop in the River Avon in beautiful countryside of the Vale of Evesham in southern Worcestershire, close to the border with Gloucestershire. The town boasts two lovely country pubs, a well-stocked shop...

Prices from £128 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.017150, -1.762061

"39 Foxtail Cottage (2 Guests), Blockley" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Originally built for the workers of the many silk mills operating in the village during the mid 19th century, Foxtail Cottage sits within a charming terraced row of cottages with enviable rear views over a deer park and rolling Cotswold...

Prices from £257 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.032200, -2.052900

"Barn in Worcestershire" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. The peaceful hamlet of Conderton with its picturesque mix of honey coloured stone and thatched roofs enjoys an enviable location on the southern side of Bredon Hill. The property is situated on Overbury Estate, a part family owned agricultural...

Prices from £207 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.073860, -1.912652

"Blossom Vale Lodge" is a 2 bed holiday Lodge sleeping up to 4 guests in Worcestershire. Located in the Vale of Evesham, a horseshoe of the River Avon, Evesham is a picturesque market town within easy driving distance to Stratford-upon-Avon, Worcester, Cheltenham and Cheltenham. As a market garden town, Evesham features a plethora...

Prices from £180 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.088055, -1.858633

"Hydrangea" is a 1 bed holiday Lodge sleeping up to 2 guests in Worcestershire. Bretforton is a rural village in Worcestershire, England. Offering a range of local amenities including a village hall, a 15th century pub, restaurants and village store. Ideally situated for exploring the neighbouring towns and villages of the...

Prices from £176 per night

2  |   1  |   No  |   Yes  |   Yes


52.015795, -1.762415

"Red Fawn Cottage" is a 2 bed holiday Cottage sleeping up to 4 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 £223 per night

4  |   2  |   Yes  |   Yes  |   Yes


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 £176 per night

2  |   1  |   No  |   Yes  |   Yes


52.088055, -1.858633

"Cotswold View 1" is a 1 bed holiday Lodge sleeping up to 2 guests in Worcestershire. The quintessential village of Honeybourne can be found resting just a stone's throw away from the Cotswolds, within the luscious green landscapes of the Worcestershire countryside. Home to a well-established supermarket, bustling local pub, a...

Prices from £254 per night

2  |   1  |   No  |   Yes  |   Yes


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: