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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

51.955130, -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

52.088070, -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


52.137596, -1.918659

"Apple Tree Cottage" is a 1 bed holiday Cottage sleeping up to 2 guests in Worcestershire. The village of Harvington is situated in beautiful Worcestershire countryside close to the border with Warwickshire. Harvington has an excellent well-stocked farm shop and two traditional village pubs, one of which is a triple award-winning...

Prices from £147 per night

2  |   1  |   No  |   Yes  |   Yes


51.847400, -2.040700

"1 Bed Cottage in Upper Coberley" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Additional information and rulesNo dogs allowed - 1 bedroom – double - 1 bathroom - Electric oven and hob, fridge/freezer, dishwasher and washer/dryer - Electric and central heating and towels included - Off-road parking for 1...

Prices from £172 per night

2  |   1  |   No  |   Yes  |   Yes


52.006000, -2.183150

"1 Bed Lodge in Bushley" is a 1 bed holiday Lodge sleeping up to 2 guests in Gloucestershire. Additional information and rulesNo dogs allowed - 1 double bedroom - Shower room with shower and WC - Kitchen with 2 ring electric hob, microwave, fridge with small ice compartment, kettle and toaster - Wood burner (first...

Prices from £146 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 £137 per night

2  |   1  |   No  |   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


52.031627, -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 £130 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


52.036300, -1.852100

"2 Bed Cottage in Broadway" is a 2 bed holiday Cottage sleeping up to 4 guests in Worcestershire. Additional information and rules - 2 bedrooms, 1 double with TV’s and 1 twin zip-and-link which can be made up as a king upon request at booking - Super-king size zip link is on the first floor leading to enclosed courtyard which will...

Prices from £348 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


51.882200, -1.757900

"2 Bed Cottage in Bourton-on-the-Water" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Additional information and rules - 2 bedrooms – doubles - 1 bathroom - Electric oven and gas hob, microwave, fridge/freezer and washer/dryer - Wood burner (Logs not included) - Off-road parking for 1 car (further parking for one car...

Prices from £252 per night

4  |   2  |   Yes  |   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


52.040767, -1.859669

"Evergreen" is a 1 bed holiday Cottage sleeping up to 2 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 £174 per night

2  |   1  |   No  |   Yes  |   Yes


51.804300, -1.923460

"The Old Post Office - Chedworth" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Nestled in the heart of the Cotswolds, this stone-built cottage in the village of Chedworth offers couples or solo travellers a delightful retreat with a rich tapestry of history and natural beauty. The Parish offers two welcoming pubs, each...

Prices from £166 per night

2  |   1  |   No  |   Yes  |   Yes


52.089695, -2.004056

"Dairy Barn" is a 1 bed holiday Cottage sleeping up to 2 guests in Worcestershire. Situated close to the River Avon, the picturesque market town of Pershore boasts a magnificent Norman Abbey, Georgian architecture and a good range of shops and eateries.

Prices from £164 per night

2  |   1  |   No  |   Yes  |   Yes


51.804300, -1.923460

"1 Bed Cottage in Chedworth" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Additional information and rulesNo dogs allowed - 1 double bedroom - 1 bathroom with shower over bath and WC - Electric cooker and hob, microwave, fridge, dishwasher, washing machine - Highchair, travel cot...

Prices from £166 per night

2  |   1  |   No  |   Yes  |   Yes


52.109567, -2.074439

"1 Bed Cottage in Pershore" is a 1 bed holiday Cottage sleeping up to 2 guests in Worcestershire. Additional information and rules - 1 bedroom – 1 super-king - 1 shower room – en-suite double walk-in rain shower and WC, separate WC - 2 ring induction hob, combi oven/microwave, fridge with ice compartment and espresso...

Prices from £185 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.109567, -2.074439

"1 Bed Cottage in Pershore" is a 1 bed holiday Cottage sleeping up to 2 guests in Worcestershire. Additional information and rules - 1 bedroom – 1 super king - 1 shower room – en-suite double walk-in rain shower and WC and separate WC - 2 ring induction hob, combi oven/microwave, fridge with ice compartment and espresso...

Prices from £185 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.092989, -1.866093

"Bear's Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Worcestershire. Bretforton is in the Vale of Evesham in Worcestershire, boasting a shop and a pub owned by the National Trust. Cheltenham, Worcester and Stratford-upon-Avon are all a short drive away, all offering something unique. The area also has National...

Prices from £184 per night

4  |   2  |   No  |   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 £170 per night

2  |   1  |   Yes  |   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 £340 per night

5  |   3  |   No  |   Yes  |   Yes


51.854569, -1.847855

"The Snicket" is a 4 bed holiday Cottage sleeping up to 8 guests in Gloucestershire. Northleach is just off the Roman road, the Fosse Way (A429) 8 miles north-east of Cirencester and 10 miles south-west of Stow-on-the-Wold, and about 7 miles from Burford - making it an excellent place to travel from if you're looking to visit...

Prices from £298 per night

8  |   4  |   No  |   Yes  |   Yes


52.094399, -1.870714

"Clara Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Worcestershire.

Prices from £134 per night

4  |   2  |   No  |   Yes  |   Yes


52.082655, -1.923283

"Long Acres Lodge" is a 2 bed holiday Lodge sleeping up to 4 guests in Worcestershire. Evenjobb, or Evancoyd, is a small rural village which is situated amidst picturesque countryside on the Powys/Herefordshire border, and stands practically on the famous Offa's Dyke Pathway. The beautiful Radnor Forest is close by and provides...

Prices from £137 per night

4  |   2  |   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: