Holiday Cottages in Winchcombe

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.

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.

"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...

"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...

"Field Cottage & Garden Room, Elmley Castle, Pershore" is a 2 bed holiday Cottage sleeping up to 4 guests in Worcestershire. Set on the slopes of Bredon Hill in a truly idyllic and tranquil location, Field Cottage is a picture-book stone thatched cottage with many period features.Enjoying beautiful views, the chance to spot deer and other varied wildlife, and...

"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...

"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...

"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 – 2 king - 3 bathrooms – 1 en-suite bathroom with roll top bath and WC, 1 en-suite shower room with shower and WC, 1 shower room...

"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...

"Forge Cottage, Winchcombe" is a 3 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. The spacious open-plan ground floor has a modern feel, whilst retaining many characterful features you would expect in a Cotswold cottage. Tasteful furnishings and thoughtful special touches throughout ensure you will want for nothing during...

"Elm View" is a 3 bed holiday Cottage sleeping up to 6 guests in Gloucestershire. Paxford, Gloucestershire is a short drive away from the market town Chipping Campden, which sits in the northern part of the Cotswolds and has many historic buildings from St James’ church where the Chipping Campden Music Festival is held every...

"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...

"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...

"Bramley Cottage" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. A charm-filled market town on the eastern fringes of the Cotswolds aonb, Cirencester boasts architecture both dramatic and quaint, with its stunning church and rows of quirky cottages. Discover a number of fine shops and eateries connected by a...

"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...

"Ross Cottage" is a 2 bed holiday Cottage sleeping up to 3 guests in Worcestershire. Sedgeberrow is a peaceful countryside village resting between Evesham and Pershore, set within the fertile and historic Vale of Evesham. The village is known for its open farmland setting, handsome stone church and far-reaching rural views, and...

"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...

"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...

"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...

"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...

"Bears Court Barn 7" 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...

"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...

"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...

"1 Bed Cottage in Badgeworth" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Additional information and rulesNo dogs allowed - 1 double bedroom - 1 shower room with WC - Electric oven and hob, microwave, fridge/freezer, dishwasher, washer/dryer - Smart TV in lounge - Enclosed...

"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...