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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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51.963586, -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

51.955130, -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

51.952174, -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

52.139191, -1.978906

"1 Bed Cottage in Evesham" is a 1 bed holiday Cottage sleeping up to 2 guests in Worcestershire. Additional information and rules - 1 double bedroom - 1 bathroom – shower over bath and WC - Electric oven and hob, microwave, fridge/freezer, dishwasher, Tassimo coffee machine - Washing machine and tumble dryer in separate utility...

Prices from £168 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 £197 per night

2  |   1  |   No  |   Yes  |   Yes


52.036600, -1.859400

"2 Bed Cottage in Broadway" is a 2 bed holiday Cottage sleeping up to 4 guests in Worcestershire. Additional information and rules - Accommodation set over 3 floors - 2 bedrooms: on the first floor, 1 double with en-suite shower and WC. On the second floor, 1 double. - Bathroom with shower over bath and WC, on the first floor -...

Prices from £325 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 £137 per night

2  |   1  |   No  |   Yes  |   Yes


51.876300, -2.136400

"1 Bed Cottage in Cheltenham" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Additional information and rules - 1 Bedroom – King sized - 1 shower room - Gas oven and hob, microwave, fridge/freezer and dishwasher - Washing machine and tumble dryer - Private hot tub - Wood burner (first basket of logs...

Prices from £219 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.036300, -1.852100

"1 Bed Cottage in Broadway" is a 1 bed holiday Cottage sleeping up to 2 guests in Worcestershire. Additional information and rules - 1 bedroom with super-king size bed - Bathroom with shower and WC - Open fire (logs not provided) - Smart Tv with Netflix included - Well-equipped with electric oven and hob, fridge, washing machine...

Prices from £261 per night

2  |   1  |   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 £137 per night

2  |   1  |   No  |   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 £157 per night

2  |   1  |   No  |   Yes  |   Yes


51.882200, -1.756300

"3 Bed Cottage in Bourton-on-the-Water" is a 3 bed holiday Cottage sleeping up to 5 guests in Gloucestershire. Additional information and rulesNo dogs allowed - 3 bedrooms - 1 king-size, 1 twin and 1 single - 1 bathroom and 1 en-suite shower room - Electric oven and hob, fridge/freezer, microwave and dishwasher - Utility room with...

Prices from £543 per night

5  |   3  |   No  |   Yes  |   Yes


51.928398, -1.745787

"2 Bed Cottage in Lower Swell" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Additional information and rules - 2 bedrooms – 2 king - 3 bathrooms – 1 en-suite bathroom with roll top bath and WC, 1 en-suite shower room with shower and WC, 1 shower room with WC on the ground floor - Electric oven and hob,...

Prices from £381 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.088055, -1.858633

"Cotswold View 3" is a 1 bed holiday Lodge sleeping up to 2 guests in Worcestershire. Honeybourne is a bustling yet rural village set in the heart of Worcestershire, just a pleasant drive away from the Cotswolds Area of Outstanding Natural Beauty. Surrounded by breath-taking scenery, this village has become a mecca for outdoor...

Prices from £157 per night

2  |   1  |   No  |   Yes  |   Yes


52.139191, -1.978906

"2 Bed Cottage in Evesham" is a 2 bed holiday Cottage sleeping up to 4 guests in Worcestershire. Additional information and rules - 2 bedrooms – 1 double and 1 twin - 1 shower room with rainfall shower and WC - Electric oven and hob, microwave, fridge/freezer, dishwasher, Tassimo coffee machine - Washing machine and tumble dryer...

Prices from £193 per night

4  |   2  |   Yes  |   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 £221 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.067430, -2.118503

"2 Bed Cottage in Eckington" is a 2 bed holiday Cottage sleeping up to 4 guests in Worcestershire. Additional information and rules - 2 bedrooms – 1 king-size and 1 twin - 1 bathroom with shower over the bath and WC - Electric oven and hob, microwave, fridge/freezer and dishwasher - Utility room with washing machine and WC - TV in...

Prices from £199 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.090000, -1.765800

"2 Bed Cottage in Chipping Campden" is a 2 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Additional information and rulesNo dogs allowed - 2 bedrooms - 1 double and 1 single accessed from the main bedroom - 1 shower room with WC, and 1 separate WC - Electric oven and hob, microwave, dishwasher, fridge/freezer,...

Prices from £163 per night

2  |   2  |   No  |   Yes  |   Yes


51.930488, -1.663611

"Claytons Hideaway, Lower Oddington" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Perfect for a romantic getaway, the cosy sitting room boasts a warming wood burning stove; the kitchen is modern and well-equipped; and the stunning stone spiral staircase winds its way up to a tastefully furnished bedroom complete with...

Prices from £282 per night

2  |   1  |   No  |   Yes  |   Yes


51.931592, -1.718360

"Eastcombe Annexe, Stow-On-The-Wold" is a 2 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Tucked back in a quiet residential area within the wonderful Stow-on-the-wold, Eastcombe Annexe gives you the best of what the Cotswolds has to offer. A short stroll into the centre of the historic market town where you will find an abundance...

Prices from £172 per night

2  |   2  |   No  |   Yes  |   Yes


52.085951, -2.099216

"1 Bed Cottage in Pershore" is a 1 bed holiday Cottage sleeping up to 2 guests in Worcestershire. Additional information and rulesNo dogs allowed - 1 bedroom – 1 double - 1 shower room with WC - Electric oven and hob, fridge, microwave - Travel cot and highchair available - Smart TV in lounge - Courtyard with seating and...

Prices from £210 per night

2  |   1  |   No  |   Yes  |   Yes


52.088540, -1.859555

"Cotswold View 2" is a 1 bed holiday Lodge sleeping up to 2 guests in Worcestershire. The rural village of Honeybourne can be found nestled deep within the Worcestershire countryside, with easy access to towns such as Evesham and Stratford-upon-Avon, as well as the Cotswolds Area of Outstanding Beauty. Boasting a charming Post...

Prices from £157 per night

2  |   1  |   No  |   Yes  |   Yes


51.990780, -1.697185

"Mitford Gypsy Hut" is a 1 bed holiday Lodge sleeping up to 2 guests in Gloucestershire. The Saxon market town of Moreton-in-Marsh lies on the Fosse Way Roman Road in the northern Cotswolds and boasts many elegant 18th century buildings, which are home to traditional inns, serving real ales and home-cooked food, tea rooms,...

Prices from £114 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 £109 per night

2  |   1  |   Yes  |   Yes  |   Yes


51.991633, -2.163060

"1 Bed Cottage in Tewkesbury" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Additional information and rulesNo dogs allowed - 1 bedroom – 1 double - 1 en-suite bathroom with half-bath and WC (bath located in corner of bedroom) - Electric oven and hob, microwave and fridge with ice compartment - Open...

Prices from £129 per night

2  |   1  |   No  |   Yes  |   Yes


51.910695, -2.028812

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

Prices from £154 per night

2  |   1  |   No  |   Yes  |   Yes


51.992394, -2.203168

"The Alms House East" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. A historic riverside town located on the confluence of the River Severn and Avon, retaining medieval character with an abundance of half timbered Tudor buildings. Tewkesbury is renowned as having one of the best medieval Black and White...

Prices from £168 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: