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.
"Meadow Cottage" is a 1 bed holiday Cottage sleeping up to 2 guests in Worcestershire. Broadway rests within the scenic Cotswolds aonb, known as 'The Jewel of the Cotswolds', it boasts charming scenery and a host of amenities. Visit the local shops and boutiques, as well as a wonderful selection of restaurants and pubs serving...
"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...
"The Compton Cottage" is a 2 bed holiday Cottage sleeping up to 4 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...
"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,...
"Cats Abbey Cottage , Northleach" is a 3 bed holiday Cottage sleeping up to 6 guests in Gloucestershire. Located at the end of a private tree lined drive and within beautiful grounds, Cats Abbey Cottage is a charming, Cotswold stone cottage attached to the owner's property, Cats Abbey Hall. Originally built in 1806, the owners have carefully and...
"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.
"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...
"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...
"1 Bed Cottage in Tewkesbury" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Additional information and rulesNo dogs allowed - 1 bedroom – 1 double - 1 en-suite bathroom with half-bath and WC (bath located in corner of bedroom) - Electric oven and hob, microwave and fridge with ice compartment - Open...
"2 Bed Cottage in Cheltenham" is a 2 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Additional information and rules. Please enquire if you wish to bring more than 1 dog - Sleeps 2+1 - 2 bedrooms – 1 king-size zip-and-link and 1 single - 1 bathroom with shower over bath and WC - Electric oven...
"1 Bed Cottage in Pershore" 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 with shower and WC - Electric hob, microwave, air fryer, Nespresso coffee machine and fridge/freezer. - Smart...
"Wychwood - UKC1153" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. With facilities to entertain all ages, this holiday property provides luxury accommodation. Popular Cotswold towns are within easy reach.. Ground Floor: Living room: Freeview TV, Games, Open Fire, French...
"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...
"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...
"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,...
"1 Bed Cottage in Chipping Campden" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Additional information and rulesNo dogs allowed - 1 king size bedroom - 1 shower room with rainwater shower and WC - Electric oven and gas hob, microwave, fridge with ice compartment, wine fridge and dishwasher - Wood burner...
"2 Bed Cottage in Cheltenham" is a 2 bed holiday Cottage sleeping up to 3 guests in Gloucestershire. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 2 bedrooms – 1 double and 1 single - 1 bathroom with claw foot bath and WC - Smart TV - Kitchen: electric oven and hob, fridge/freezer,...
"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 bedrooms – doubles - Smart TVs in both bedrooms - 2 en-suite shower rooms - Electric oven and hob, microwave, fridge/freezer, dishwasher...
"Cotstone Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. This market town defines the saying "good things come in small packages" as it proves itself to be a wonderful place for tourists to stay. Chipping Campden sits in the northern part of the Cotswolds and boasts many historical buildings from St....
"Meadow View Cottage" is a 3 bed holiday Cottage sleeping up to 6 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...
"Corner Cottage, Lower Oddington" is a 3 bed holiday Apartment sleeping up to 6 guests in Gloucestershire. Just around the corner from one of our favourite Cotswold pubs on a quiet lane more used to traditional horse power than the multi-cyclinder variety, sits the aptly named Corner Cottage, a delightful cottage, sympathetically restored with style...
"Tuesday Cottage" is a 3 bed holiday Cottage sleeping up to 5 guests in Gloucestershire. The historic village of Bourton-On-The-Water is situated in the Cotswold Area of Outstanding Natural Beauty. The village hosts a many Grade II listed buildings and a range of stunning architecture. Bourton-on-the-Water is affectionately known...
"Brookview, Lower Swell" is a 3 bed holiday Cottage sleeping up to 6 guests in Gloucestershire. In addition to the three double bedrooms and two family bathrooms, this delightful property enjoys a comfortable sitting room, spacious hallway with seating, a fully equipped kitchen, separate dining room with seating for six guests and a...
"The Old Cider House" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. The village of Prestbury is on the edge of Cheltenham, surrounded by Gloucestershire countryside. The village offers amenities including a shop and a Post Office, pubs and a butcher. Prestbury Park, home to Cheltenham Racecouse, is below the...
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:
