Find My Favourite Holiday Cottages in Shipston-on-Stour

Part of the picturesque North Cotswolds in Warwickshire, holiday cottages in Shipston-on-Stour can be found in this old woollen town, another typically beautiful location in this delightful corner of England. With clear medieval roots and even evidence of Roman times, Shipston is rife with culture and history and will frequently surprise you. Shipston-on-Stour lies on the banks of the River Stour, in the heart of the Vale of the Red Horse. Surrounded by the gently rolling hills and fields of the North Cotswolds, this charming community has clear medieval roots and evidence of Roman times. Its ancient name means ‘Sheep Wash Town’. It was an important sheep market town for many years. Shipston was also a significant coaching town and many of the old inns still stand on the High Street.

L-shaped single-storey exterior of a Warwickshire holiday cottage overlooking a courtyard.
Sleeps
4
Bedrooms
2

Cider Press is a light, warm and spacious semi-detached rural cottage in Ilmington, Warwickshire. The Cotswold stone barn conversion welcomes pets and is situated on a quiet lane in an AONB. The cottage offers lovely views, modernity, walks from the door, a garden with a small stream, and a log fire.

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Exterior of a flower-decked Cotswold Manor and adjoining barn facing a shingle drive and lawn.
Sleeps
10
Bedrooms
5

Stourton Manor is a masterfully restored, large rural holiday home in Stourton, blending its Cotswold stone exterior with traditional interior charm and sophistication. The pet-friendly Warwickshire cottage offers two log fires and sits on lovely grounds. Amenities include a yoga studio, gym, tennis court, and cricket net.

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A 3-storey, brick-built mill conversion alongside the mill race.
Sleeps
4
Bedrooms
2

Puddle Cottage is part of an 18th-century water mill in the quiet Warwickshire village of Tredington, on the edge of the Cotswolds. It is in a charming riverside location with its own secluded garden and steps leading down to the mill stream. Pets are welcome. Fishing is available on-site.

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Gable end of an old bothy converted to a holiday cottage with a large lawned garden.
Sleeps
2
Bedrooms
1

Old Bothy makes the perfect romantic retreat for couples on holiday, situated at the edge of the Cotswolds in the historic 11th-century village of Halford, Warwickshire, a small countryside cottage boasting a courtyard garden, an electric wood-burner, and an en-suite double bedroom.

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Sleeps
4
Bedrooms
2

This unique accommodation is part of a historic water mill and retains original features, including exposed beams and huge mill windows. The peaceful Warwickshire village of Tredington is ideally situated between the Cotswolds and Stratford-on-Avon. Fishing is available on-site.

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Wander into the town centre from your holiday home in Shipston-on-Stour, and you will discover family-run butchers, a greengrocer and a fishmonger. Don’t miss a Taste of the Country at Market Place – an excellent shop selling fresh Cotswolds produce, including a range of delicious cheeses. Next door, the Bower House is a beautiful listed building with a restaurant and cafe. There are also several long-running independent shops, including E.H Spencer, a traditional gentlemen’s outfitter and shoe shop that has been open for over 100 years. Shipston is packed with culture and history and full of surprises. There’s always something going on, from music festivals such as the Shipston Proms to large group walks. There is also an excellent museum where you can explore the community’s fascinating history and a Wool Fair on the Spring bank holiday.

Shipston-on-Stour holiday cottages are just 11 miles away from Shakespearian Stratford-upon-Avon and 25 to Warwick Castle. Moreton-on-Marsh, Chipping Campden and Broadway are also a short drive away. Nearer to home are the impressive gardens of Hidcote Manor and Kiftsgate. Shipston lies on the banks of the River Stour, providing a beautiful environment for long walks in the countryside.