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
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.
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.
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.
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.
"Oyster Barn" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Naunton is positioned on either sides of the River Windrush, making it very picturesque as any of its neighbours in the hills between Stow and Cheltenham. Mentioned in the Doomsday Book as Niwetone. The hill overlooking the town is great for...
"Harrowby End (2 Guests), Ebrington, near Chipping Campden" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Harrowby End is a beautiful 18th century thatched cottage set within the picturesque Cotswolds village of Ebrington (as featured in Penelope Keith's 'Hidden Villages'. Everything about this Grade II listed stone property oozes romance and...
"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.
"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...
"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...
"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...
"1 Bed Cottage in Evesham" is a 1 bed holiday Cottage sleeping up to 2 guests in Worcestershire. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 1 double bedroom - 1 bathroom – shower over bath and WC - Electric oven and hob, airfryer, fridge/freezer, dishwasher, Tassimo coffee...
"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...
"2 Bed Cottage in Cheltenham" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 2 king-size bedrooms - 2 en-suite bathrooms with showers and WCs, plus a roll top bath in master bedroom - Electric oven and hob, microwave,...
"Cobnut Barn, Notgrove" is a 4 bed holiday Cottage sleeping up to 8 guests in Gloucestershire. Beautifully furnished, this modern barn enjoys a ground floor open-plan living space with a cosy wood burning stove in the sitting room area along with a sumptuous, large corner sofa, dining area and french doors leading onto its own front...
"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...
"3 Bed Cottage in Cheltenham" 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...
"Bears Court Barn 3" is a 3 bed holiday Cottage sleeping up to 6 guests in Gloucestershire. Located in the Cotswold Area of Outstanding Natural Beauty, the historic village of Bourton-on-the-Water dates back to Neolithic times with over 100 buildings being Grade II listed or higher. The picturesque high street nestles alongside the...
"Pheasants Nest" is a 2 bed holiday Cottage sleeping up to 4 guests in Worcestershire. This stylish retreat is beautifully appointed throughout, with floor-to-ceiling windows and a large terrace providing views of the rolling countryside and the iconic Broadway Tower.. First Floor: Open plan living...
"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,...
"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...
"Chestnut Barn, Notgrove" is a 3 bed holiday Cottage sleeping up to 6 guests in Gloucestershire. One of four beautifully furnished, modern barns, the accommodation boasts a contemporary, open-plan ground floor living space including a ground floor bedroom and en-suite bathroom. French doors lead from the living space to a pretty front...
"The Old Paper Shop" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Found on the meeting of the rivers Severn and Avon, the town of Tewkesbury is rich with history and medieval character with its half timbered buildings and home to over 350 listed buildings. The town has a wealth of shops to offer, both local...
"Mouse Hole Cottage" is a 3 bed holiday Cottage sleeping up to 6 guests in Gloucestershire. The town of Winchcombe lies above the River Isbourne, midway between Cheltenham and Broadway. Visitors can sample an array of local produce in the town's restaurants, wine bars, tea shops and deli's, or stroll around the range of local shops,...
"Bramley Cottage" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. A charm-filled market town on the eastern fringes of the Cotswolds aonb, Cirencester boasts architecture both dramatic and quaint, with its stunning church and rows of quirky cottages. Discover a number of fine shops and eateries connected by a...
"Avonmede" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Located at the meeting of the rivers Severn and Avon, this picturesque town has managed to preserve its mediaeval charm while gaining an abundance of Tudor-style half-timbered structures. Tewkesbury is home to approximately 350 historic...
"Longdon Lodge" is a 2 bed holiday Lodge sleeping up to 3 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...
"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...
"Harrowby End, Ebrington, near Chipping Campden" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Harrowby End is a beautiful 18th century thatched cottage set within the picturesque Cotswolds village of Ebrington (as featured in Penelope Keith's 'Hidden Villages'). Everything about this Grade II listed stone property oozes comfort and...
Popular towns in and around The Cotswolds:
Bourton-on-the-WaterBroadwayBurfordCheltenhamChipping CampdenChipping NortonEveshamSouth CerneyStow-on-the-WoldStratford-upon-AvonStroudTetburyWinchcombeSome local suggestions:
Dog friendly Cotswolds cottagesLuxury Cotswolds holiday cottagesLast minute Cotswolds cottagesCotswolds cottages with a hot tubRomantic 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:
