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.
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.
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.
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.
"Bungalow in Gloucestershire" is a 2 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. The village of Woodmancote enjoys an enviable location with the Regency Spa town of Cheltenham on its doorstep and a wealth of walking from your front door including Cleeve Hill, with well waymarked paths that will take you across this...
"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...
"Manor Farm Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Worcestershire. Settled in the county of Worcestershire is the charming town of Upton Upon Severn, lying on the banks of the River Severn, this waterside setting is perfect for a relaxing escape to the West Midlands. Admire the array of 17th century buildings,...
"Barn in Worcestershire" is a 1 bed holiday Cottage sleeping up to 2 guests in Worcestershire. Spacious and stylish barn conversion set on the owner s estate enjoying stunning views within a peaceful countryside setting. The hamlet of Sheriffs Lench is an excellent base to explore the Cotswolds with popular Broadway 12.3 miles away,...
"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...
"The Hive" is a 2 bed holiday Cottage sleeping up to 4 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...
"Parlour 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.
"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....
"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...
"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...
"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...
"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...
"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,...
"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...
"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...
"The Hideaway" is a 1 bed holiday Cottage sleeping up to 2 guests in Worcestershire. The thriving village 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 village boasts two lovely country pubs, a well-stocked...
"The Coach House" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. The town of Cheltenham, Gloucestershire, can be found just below Cleeve Hill, the highest point in the Cotswolds, and above the vale of the River Severn. "The Western Gateway to the Cotswolds" is a nickname for this area. Regency terraces,...
"Cottage in Gloucestershire" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. The peaceful village of Aston Subedge is a wonderful example of countryside living in the Cotswolds with stunning views in an idyllic setting. The National Trust property Dover s Hill is 2 miles away and can be reached on foot by joining up...
"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...
"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...
"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...
"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...
"Fairfields, Moreton-in-Marsh" is a 3 bed holiday Cottage sleeping up to 6 guests in Gloucestershire. The cottage is fully equipped and has a welcoming and homely feel to it. There is a cosy wood burning stove in the sitting room and an array of books to choose from should you wish to. The bedrooms have a contemporary feel and are all generous...
"The Freight Wagon, Gretton, Cheltenham" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Peacefully situated in a rural spot on a farm setting near the village of Gretton, just a couple of miles from beautiful Winchcombe, The Freight Wagon has been carefully converted into a unique retreat in the heart of the Cotswolds. Upon...
Popular towns in and around The Cotswolds:
Bourton-on-the-WaterBroadwayBurfordCheltenhamChipping CampdenChipping NortonEveshamSouth CerneyStow-on-the-WoldStratford-Upon-AvonStroudWinchcombeSome local suggestions:
Dog friendly Cotswolds cottagesLuxury Cotswolds holiday cottagesLast minute Cotswolds cottagesRomantic Cotswolds cottagesOr search further afield:
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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?
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.
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
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: