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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

51.963586, -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:
£480 to £550
Short breaks from £95 per night

4  |   2  |   2  |   Yes  |   Yes

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

Preferred arrival day: Flexible

51.954401, -1.963012

Easter House is a beautiful Cotswold stone double-fronted house in Winchcombe, sleeping ten across five bedrooms with four en-suites. Recently refurbished, the group holiday home combines period character with contemporary styling, blending golden-honey stone walls, original features, and modern comforts inside and out. The open-plan living area flows onto a two-level enclosed garden, while the fully equipped kitchen handles family feasts easily. Sudeley Castle sits nearby, Cleeve Hill walks start from the door, and Winchcombe's restaurants and pubs are steps away. This self-catering accommodation puts Broadway, Cheltenham, and the Cotswolds' prettiest villages within easy reach.

Weekly guide price:
£2000 to £2450
Short breaks from £285 per night

10  |   5  |   2  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (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

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 £169 per night

2  |   1  |   No  |   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 £147 per night

2  |   1  |   No  |   Yes  |   Yes


51.970725, -1.889833

"Stumps Cross Lodge" is a 2 bed holiday Lodge sleeping up to 4 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 £157 per night

4  |   2  |   Yes  |   Yes  |   Yes


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 £174 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.081113, -1.921098

"Blossom Vale Lodge" is a 2 bed holiday Lodge sleeping up to 4 guests in Worcestershire. The pretty market town of Evesham lies within the Vale of Evesham, in a horseshoe of the River Avon, within driving distance of Worcester, Cheltenham and Stratford-upon-Avon. Evesham and the surrounding area is famous for its market gardening...

Prices from £200 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 £147 per night

2  |   1  |   No  |   Yes  |   Yes


51.872512, -1.970279

"Woodcock Studio" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. The bustling village of Andoversford lies six miles southeast of Cheltenham, surrounded by lovely countryside, offering many attractive walks with the renowned Cotswold Way and Gloucestershire Way close by. Andoversford has a thriving village...

Prices from £130 per night

2  |   1  |   Yes  |   Yes  |   Yes


51.820370, -1.837214

"Cats Abbey Cottage , Northleach" is a 3 bed holiday Cottage sleeping up to 6 guests in Gloucestershire. Located at the end of a private tree lined drive and within beautiful grounds, Cats Abbey Cottage is a charming, Cotswold stone cottage attached to the owner's property, Cats Abbey Hall. Originally built in 1806, the owners have carefully and...

Prices from £500 per night

6  |   3  |   Yes  |   Yes  |   Yes


52.026745, -1.960412

"GiGi's Horsebox" is a 1 bed holiday Cottage sleeping up to 2 guests in Worcestershire. Resting within the district of Worcestershire, near Broadway. Here, visitors will find two busy churches, a village pub and an active social centre to keep you busy. Situated overlooking the Vale of Evesham, you will find a number of...

Prices from £114 per night

2  |   1  |   Yes  |   Yes  |   No


52.113803, -1.874972

"Chillon" is a 5 bed holiday Cottage sleeping up to 10 guests in Worcestershire. Honeybourne is a lovely rural village in the Cotswolds, beautifully positioned to access the famous villages of Broadway and Chipping Campden, Moreton-in-Marsh, Evesham and many others. For those wanting to catch up on a bit of theatrical...

Prices from £373 per night

10  |   5  |   No  |   Yes  |   Yes


51.964756, -1.741900

"Longborough House, Moreton-In-Marsh" is a 5 bed holiday Cottage sleeping up to 10 guests in Gloucestershire. Longborough House is a characterful conversion of three Cotswold cottages, lovingly renovated to retain many of the original features whilst ensuring guests have an array of modern luxuries. This spacious and homely property has five bedrooms...

Prices from £646 per night

10  |   5  |   No  |   Yes  |   Yes


52.051323, -1.916443

"Mount View" is a 4 bed holiday Cottage sleeping up to 7 guests in Worcestershire. The charming village of Broadway, known as 'The Jewel of the Cotswolds', nestles beneath the Worcestershire hills. This quintessential English village, one of the most beautiful in the Cotswolds, offers a superb range of unique shops and...

Prices from £330 per night

7  |   4  |   No  |   Yes  |   Yes


52.017018, -1.896157

"Brookside Lodge" is a 5 bed holiday Lodge sleeping up to 10 guests in Worcestershire. Set in the tiny, golden village of Laverton, Brookside Lodge is a luxury Cotswolds self-catering property complete with outdoor heated swimming pool, private gym and 50 acres of glorious grounds. Comprising a grand five-bedroom house...

Prices from £1487 per night

10  |   5  |   Yes  |   Yes  |   Yes


52.018127, -1.864126

"Buckland Wood Barn, Buckland, Broadway" is a 2 bed holiday Cottage sleeping up to 4 guests in Worcestershire. Buckland Wood Barn is a detached Cotswold stone barn, situated at the end of a quarter-mile long hard-surface drive. The Barn is in the grounds of the 16th century gamekeeper's cottage which has some 50 acres including a private wood and...

Prices from £409 per night

4  |   2  |   No  |   Yes  |   Yes


51.924239, -1.714790

"Daisy Bank" is a 3 bed holiday Cottage sleeping up to 5 guests in Gloucestershire. The highest town in the Cotswolds, Stow-on-the-Wold, originally an Iron Age Fort, epitomises olde worlde England. This ancient market town has played host to many fairs since the 12th century and today holds a biannual Gypsy Horse Fair, craft...

Prices from £230 per night

5  |   3  |   No  |   Yes  |   Yes


52.067400, -2.118600

"3 Bed Cottage in Pershore" is a 3 bed holiday Cottage sleeping up to 6 guests in Worcestershire. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 3 bedrooms – 1 ground-floor king-size bedroom, 1 king-size with en-suite, 1 double - 2 bathrooms - 1 bathroom with shower over bath and WC, 1...

Prices from £287 per night

6  |   3  |   Yes  |   Yes  |   Yes


52.031627, -2.114830

"The Coach House Apartment" is a 1 bed holiday Apartment sleeping up to 2 guests in Gloucestershire. Bredon is a quiet village in Worcestershire close to the Cotswolds Area of Outstanding Natural Beauty at the foot of Bredon Hill, home to a convenience store, two village pubs, a and a takeaway, as well as a tranquil marina and National Trust...

Prices from £134 per night

2  |   1  |   No  |   Yes  |   Yes


51.997463, -2.157303

"Studio - UK34126" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. A exclusive lock-side bungalow sleeping 2, with river views, perfect for a romantic escape. Shops, bars and restaurants within walking distance. Cheltenham is just a 10 minute drive and the wider Cotswold within 20 - 30 minutes.. 10 steps to...

Prices from £115 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.096884, -1.832092

"Cosy Conkers, Honeybourne" is a 1 bed holiday Lodge sleeping up to 2 guests in Worcestershire. Cosy Conkers, and its bell tent little sister Conkers & Canvas, are located within easy walking distance of the railway station, along with two village pubs, takeaways, a great village shop, and more; and yet you can hear a pin drop in this...

Prices from £103 per night

2  |   1  |   No  |   Yes  |   Yes


52.096884, -1.832092

"Conkers & Canvas, Honeybourne" is a 1 bed holiday Lodge sleeping up to 2 guests in Worcestershire. Better still, you can fully embrace a more environmentally friendly style of glamping, and travel by rail, as the pretty village of Honeybourne benefits from a station with a direct line to London Paddington, Oxford, Worcestershire and...

Prices from £93 per night

2  |   1  |   No  |   Yes  |   Yes


52.090658, -1.768504

"White House" is a 5 bed holiday Cottage sleeping up to 10 guests in Gloucestershire. The charming village of Mickleton in Gloucestershire lies on the western edge of the Cotswolds Hills, close to the borders of Warwickshire and Worcestershire. Boasting many attractive black and white buildings, Mickleton offers a good selection...

Prices from £756 per night

10  |   5  |   Yes  |   Yes  |   Yes


51.902151, -1.761372

"Church View (Lower Slaughter)" is a 4 bed holiday Cottage sleeping up to 8 guests in Gloucestershire. Lower Slaughter is a village in the Cotswold district of Gloucestershire, England, 4 miles south west of Stow-on-the-Wold.The village is built on both banks of the River Eye, a slow-moving stream crossed by two footbridges, which also flows...

Prices from £403 per night

8  |   4  |   No  |   Yes  |   Yes


51.900837, -2.251282

"Mayfield Barn" is a 1 bed holiday Cottage sleeping up to 3 guests in Gloucestershire. Mayfield Barn sits in a peaceful countryside setting, sweeping field views, cosy underfloor heating, stylish shower and the flexible lounge with sofa bed, perfect for couples or young families exploring the beautiful Cotswolds.. 1 step to...

Prices from £131 per night

3  |   1  |   Yes  |   Yes  |   Yes


51.899326, -1.949914

"Truffles Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Hidden in an idyllic Cotswold village just seven miles from the beautiful spa town of Cheltenham, Truffles Cottage built in 1810, is quaint both inside and out.. Ground Floor: Living room: Freeview TV,...

Prices from £197 per night

4  |   2  |   Yes  |   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: