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
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.
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.
"Cedar Barn" is a 2 bed holiday Cottage 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...
"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...
"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...
"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...
"Japonica Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. 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 River Windrush over which several low stone bridges span,...
"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...
"Wadham Cottage" is a 2 bed holiday Cottage sleeping up to 4 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...
"The Small House" is a 3 bed holiday Cottage sleeping up to 6 guests in Gloucestershire. There are more than 100 Grade II or higher listed buildings in the ancient village of Bourton on the Water in the Cotswold Area of Outstanding Natural Beauty. Bourton-on-the-Water is renowned as the Venice of the Cotswolds because of its...
"Wellinghill Lodge" is a 1 bed holiday Lodge sleeping up to 2 guests in Gloucestershire. Cheltenham is a spa town on the edge of the Cotswolds aonb in Gloucestershire, England. The town boasts a number of festivals including the Jazz, Music and Food & Drink festival. Discover the Cheltenham Art Gallery & Museum for a wealth...
"The Old Piggery" is a 1 bed holiday Cottage sleeping up to 2 guests in Worcestershire. Defford is a small village on the edge of Bredon Hill in Worcestershire's Heritage Garden, one of England's most unspoiled places, known for its Blossom Trail and locally grown fruit and vegetables. A short drive away is Pershore, a beautiful...
"Ross Cottage" is a 2 bed holiday Cottage 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...
"20 Honeycroft" is a 2 bed holiday Cottage sleeping up to 4 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...
"The Malins" is a 3 bed holiday Cottage sleeping up to 6 guests in Gloucestershire. Blockley is a quaint village resting in the Cotswold district of Gloucestershire, in easy reach of all of the excitement of Moreton-in-Marsh. Within the village you can find two pubs where you can enjoy a refreshing beverage as well as a...
"Stable 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...
"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...
"The Cornerstone" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Bourton-on-the-Water dates back to Neolithic times and has over 100 Grade II or higher listed buildings. Bourton-on-the-picturesque Water's high street runs along the River Windrush, which is crossed by several low stone bridges. An annual...
"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,...
"Bears Court The Flat" is a 1 bed holiday Apartment sleeping up to 2 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...
"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...
"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...
"The Cartshed" is a 2 bed holiday Cottage sleeping up to 4 guests in Worcestershire. Defford is a small village on the edge of Bredon Hill, in Worcestershire's Heritage Garden, one of the most unspoilt areas of England, famous for its Blossom Trail and locally grown fruit and veg. The elegant market town of Pershore, on the...
"1 Bed Cottage in Sheriffs Lench" 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, airfryer, fridge/freezer, dishwasher, Tassimo coffee machine - Washing machine and tumble dryer in separate utility...
"1 Bed Cottage in Upton St. Leonards" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Additional information and rules - 1 double bedroom accessed via open tread staircase - Bathroom with bath and overhead shower and WC - Lounge/diner with Freeview TV/DVD - Wood burner (first basket of logs included) In the Off Peak...
"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...
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:
