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.
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.
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.
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.
"Runnymede" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Resting alongside the confluence of the River Severn and Avon, and ideally located for exploring the beautiful surrounding areas of Gloucestershire, is the delightful market town of Tewkesbury. The town still retains its traditional medieval...
"Gleed Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Cheltenham is a town in Gloucestershire and lies beneath Cleeve Hill, the highest point in the Cotswolds and above the vale of the River Severn. It is known as 'The Western Gateway to the Cotswolds'. This edge-of-the Cotswolds spa town is hard...
"The Lakeside Yurt" is a 1 bed holiday Lodge sleeping up to 2 guests in Gloucestershire. Beckford is a small riverside village on the Worcestershire/Gloucestershire border. The village has a quality country inn, an attractive Norman church, and a nature reserve. Close by is Evesham, and elegant Cheltenham is also an easy drive...
"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...
"Woodbine Cottage" 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...
"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...
"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...
"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,...
"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...
"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...
"Swallow 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...
"12 Montpellier Arcade" is a 2 bed holiday Apartment sleeping up to 4 guests in Gloucestershire. Cheltenham is a town in Gloucestershire and lies beneath Cleeve Hill, the highest point in the Cotswolds and above the vale of the River Severn. It is known as 'The Western Gateway to the Cotswolds'. This edge-of-the Cotswolds spa town is hard...
"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...
"The Gables, Honeybourne" is a 4 bed holiday Cottage sleeping up to 8 guests in Worcestershire. Featured in the March 2024 edition of Period Living Magazine, this picturesque, Grade II listed Cotswolds stone house occupies a prime position within the pretty village of Honeybourne in Worcestershire, perfectly positioned betwixt...
"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...
"Beale Apartment - UKC6338" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. A converted Victorian farmhouse, each apartment retains many of the original period features including high ceilings and sash windows, creating an airy, spacious feel, and each has been finished to a high standard.. All on the First...
"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...
"The Gables (6), Honeybourne" is a 3 bed holiday Cottage sleeping up to 6 guests in Worcestershire. Featured in the March 2024 edition of Period Living Magazine, this picturesque, Grade II listed Cotswolds stone house occupies a prime position within the pretty village of Honeybourne in Worcestershire, perfectly positioned betwixt...
"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...
"Tiesel Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Nestled in an idyllic Cotswold village just seven miles from the beautiful spa town of Cheltenham. Built in 1810, Tiesel Cottage is quaint with modern country chic. Perfect bolthole for friends, couples and families.. Ground Floor:...
"Toms End, Mickleton" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Toms End is a cosy, quiet barn conversion making great use of many original features including exposed brickwork and beams.On the ground floor is a sociable open-plan living space including the kitchen, dining and sitting room. Within...
"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,...
"Coach House (Hawling), Hawling, near Cheltenham" is a 3 bed holiday Lodge sleeping up to 6 guests in Gloucestershire. This charming, detached, former coach house dates back to the 14th century and has been sympathetically renovated, ensuring original features can still be enjoyed, including exposed beams, a stone fireplace and external barn doors.The...
"Number 10, Broadway" is a 3 bed holiday Cottage sleeping up to 6 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...
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:
Search within Central England
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:
