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.
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.
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.
"1 Bed Cottage in Moreton-in-marsh" is a 1 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 - 1 bedroom - double - 1 bathroom, shower over bath and WC - Electric oven and hob, microwave - Utility area in dining room with fridge,...
"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...
"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...
"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...
"Mitford Gypsy Hut" is a 1 bed holiday Lodge sleeping up to 2 guests in Gloucestershire. The Saxon market town of Moreton-in-Marsh lies on the Fosse Way Roman Road in the northern Cotswolds and boasts many elegant 18th century buildings, which are home to traditional inns, serving real ales and home-cooked food, tea rooms,...
"Tree Tops" is a 1 bed holiday Apartment sleeping up to 2 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...
"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,...
"Conkers & Canvas, Honeybourne" is a 1 bed holiday Lodge sleeping up to 2 guests in Worcestershire. Better still, you can ditch the car and be kinder to the planet by travelling by rail, as the pretty village of Honeybourne benefits from a station with a direct line to London Paddington, Oxford, Worcestershire and Herefordshire. Conkers &...
"Cosy Conkers, Honeybourne" is a 1 bed holiday Lodge sleeping up to 2 guests in Worcestershire. Cosy Conkers, and its bell tent little sister Conkers & Canvas, are located within easy walking distance of the railway station, along with two village pubs, takeaways, a great village shop, and more; and yet you can hear a pin drop in this...
"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.
"1 Bed Cottage in Cheltenham" is a 1 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 - 1 Bedroom - 1 double - 1 Bathroom - shower over bath and WC - Open courtyard with garden furniture and BBQ - Electric oven and hob,...
"1 Bed Apartment in Cheltenham" is a 1 bed holiday Apartment sleeping up to 2 guests in Gloucestershire. Additional information and rulesNo dogs allowed - 1 king-size bedroom - 1 shower room with walk-in shower and WC - 1 separate WC - Electric oven and hob, fridge/freezer, dishwasher, washing machine and coffee...
"2 Bed Cottage in Evesham" is a 2 bed holiday Cottage sleeping up to 4 guests in Worcestershire. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 2 bedrooms – 1 double and 1 twin - 1 shower room with rainfall shower and WC - Electric oven and hob, microwave, fridge/freezer,...
"Elm Cottage" is a 3 bed holiday Cottage sleeping up to 5 guests in Gloucestershire. The Saxon market town of Moreton-in-Marsh lies on the Fosse Way Roman Road in the northern Cotswolds and boasts many elegant 18th century buildings, which are home to traditional inns, serving real ales and home-cooked food, tea rooms,...
"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 bedroom – 1 super-king - 1 shower room – en-suite double walk-in rain shower and WC, separate WC - 2 ring induction hob, combi...
"2 Bed Cottage in Broadway" is a 2 bed holiday Cottage sleeping up to 4 guests in Worcestershire. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 2 bedrooms, 1 double with TV’s and 1 twin zip-and-link which can be made up as a king upon request at booking - Super-king size zip...
"2 Bed Cottage in Stanley Pontlarge" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Additional information and rulesNo dogs allowed - 2 bedrooms – 1 king size and 1 double - 2 bathrooms – 1 en-suite shower room with WC and 1 shower room with WC - Electric oven and hob, microwave, dishwasher, coffee...
"The Old Potting Shed, Broadway" is a 1 bed holiday Cottage sleeping up to 2 guests in Worcestershire. This charming first floor bolt-hole has been cleverly designed and renovated to provide a compact, but beautifully formed hideaway, within walking distance (half an hour) of all the delights of chocolate box pretty Broadway, and easy driving...
"2 Bed Cottage in Cheltenham" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Additional information and rulesNo dogs allowed - 2 bedrooms – 1 King and 1 twin - 1 bathroom with bath, shower cubicle and WC, downstairs WC - Electric oven and hob, microwave, fridge small freezer compartment and...
"Church Alley House" is a 2 bed holiday Apartment 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...
"2 Bed Cottage in Chipping Campden" 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 – 2 king size - 1 en-suite bathroom with bath and separate shower and WC and 1 en-suite shower room with shower and WC - Ground...
"2 Bed Cottage in Pershore" is a 2 bed holiday Cottage sleeping up to 4 guests in Worcestershire. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 2 bedrooms – 1 super king, 1 twin - 1 shower room – 1 double walk-in rain shower and WC - 2 ring induction hob, combi...
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:
