Holiday Cottages in Winchcombe

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.

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.

"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,...

"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...

"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...

"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...

"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...

"Honey Cottage, Stow on the Wold" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Brimming with character, this little Cotswold gem is the perfect blend of modern comfort, thoughtful touches and quirky charm. Flagstone floors, exposed stonework and wooden beams have been lovingly restored and retained throughout this...

"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 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...

"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...

"Cotswold Outlet Coach House" 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...

"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,...

"Beau’s House" 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...

"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,...

"Willow Vale" is a 3 bed holiday Cottage sleeping up to 6 guests in Gloucestershire. Snowshill village sits on the top of the escarpment above the villages of Broadway, Buckland, and Laverton. It is a secluded village where ancient pretty cottages and a 19th century church cluster around a small green. As its name implies - if...

"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...

"Windfall Cottage" is a 3 bed holiday Cottage sleeping up to 6 guests in Gloucestershire. A truly luxurious retreat in stunning countryside! This property will wow you from the moment you arrive with its lovingly crafted interior and exterior.. 1 step to entrance. Ground Floor: Living room: Smart...

"1 Bed Apartment in Cheltenham" is a 1 bed holiday Apartment 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 super-king-size zip-and-link (which can be made into twin beds on request) - 1 shower room with shower and WC and 1...

"Kate's Cottage" is a 2 bed holiday Cottage sleeping up to 3 guests in Gloucestershire. Located in the Cotswolds Area of Outstanding Natural Beauty, the 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...

"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...

"Tucked Away" is a 1 bed holiday Apartment sleeping up to 2 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...

"The Hideaway" is a 1 bed holiday Cottage sleeping up to 2 guests in Worcestershire. The thriving village of Eckington lies in a loop in the River Avon in beautiful countryside of the Vale of Evesham in southern Worcestershire, close to the border with Gloucestershire. The village boasts two lovely country pubs, a well-stocked...

"The Coach House" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. On the confluence of the Rivers Severn and Avon, this historic riverfront town retains its mediaeval charm with many half-timbered Tudor structures. With more than 350 buildings that are recognised as being of historic interest and located in a...

"St. Mary's House" is a 4 bed holiday Cottage sleeping up to 8 guests in Oxfordshire. Bledington is a small scenic village located in Gloucestershire, England. Located in the Evenlode Valley and part of the Oxfordshire way, the area is popular with walkers and outdoor enthusiasts. The village has a traditional pub, a smart...