Find My Favourite Holiday Cottages in Shakespeare Country

Holiday cottages in Shakespeare Country are located in a corner of the West Midlands known for its association with William Shakespeare, one of the greatest playwrights in the English language. The area includes the historic towns of Stratford-upon-Avon, Warwick, Kenilworth, and Royal Leamington Spa and a host of picturesque villages such as Wootton Warwen and Henley-in-Arden.

Sleeps
5
Bedrooms
2

Rural charm abounds at Measure Cottage, a delightful rural cottage in the quaint village of Wootton Wawen. The cottage has retained many of its traditional features, such as an inglenook fireplace and incorporates modern comforts, including a hot tub. Enjoy the tranquillity or celebrate a memorable occasion.

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A large 1930s country house with a large well-kept lawn.
Sleeps
25
Bedrooms
11

Gather friends for a memorable weekend away at Ashleigh House, an elegant and affordable rural cottage near Henley-in-Arden. The sophisticated country house boasts a hot tub and sun lounge with a snooker table, ample gardens, a south-facing patio for entertaining, and period furnishings.

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Exterior of a rural cottage with a courtyard garden and dining table with chairs.
Sleeps
4
Bedrooms
2

Country charm defines Hamlet Cottage, a rural holiday home near Stratford-upon-Avon surrounded by rolling hills. Exposed beams and stable doors enhance the cottage's character, offering modernity, comfort and space to truly unwind with family and friends in Shakespeare Country.

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2-storey chalet bungalow surrounded by a garden.
Sleeps
5
Bedrooms
2

Beautiful barn conversion with brand New Hot Tub fitted in Feb 2022. This semi-rural cottage near Stratford-upon-Avon is surrounded by gorgeous countryside. It boasts an interior replete with vaulted ceilings, exposed beams, and a hot tub, ensuring a memorable and delightful holiday.

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Exterior of a creeper-clad brick cottage with an outdoor table and chairs on a paved courtyard.
Sleeps
3
Bedrooms
2

Set among 10 acres of natural grounds, Juliet Cottage is the perfect place to enjoy a relaxing holiday or special celebration. The rural cottage lies just moments from Stratford-upon-Avon and still promises tranquillity, as well a country charm, a hot tub, modernity and, of course, a Juliet balcony.

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A twin-gabled brick house with large windows sits behind a shingled drive.
Sleeps
10
Bedrooms
5

Welcome to Highcroft Cottage. Situated just two miles away from the enchanting medieval town of Stratford-upon-Avon, Highcroft Cottage is a haven of tranquillity set within 2.5 acres of shared grounds. This idyllic rural retreat in Warwickshire boasts a wildlife garden and a tennis court, providing a delightful backdrop to your stay.

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A brick-built 1930s cottage with covered porch and block-paved courtyard.
Sleeps
4
Bedrooms
2

2 The School House is an attractive 1930s semi-detached property situated in the peaceful village of Dorsington, 7 miles from Stratford-upon-Avon. Conveniently located on the border of Warwickshire and the Cotswolds, it is the ideal base to discover Shakespeare Country.

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Double-fronted exterior of a rural holiday cottage with a large paved terrace.
Sleeps
12
Bedrooms
6

South View Country House, a spacious holiday home near Henley-in-Arden, will be available from April 2024. It can accommodate up to 12 guests and offers a brand-new hot tub, stunning rural views, and complete privacy.

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A modern cross-timbered gable overlooking a drive, lawn and a spacious parking area
Sleeps
16
Bedrooms
6

Celebrate a momentous occasion at Arden Hill Farm House, a refined country house near Stratford-upon-Avon with stunning views, an elegant interior, spacious gardens and a hot tub. The rural cottage offers a traditional exterior, access to many walking and cycling paths, and tranquillity.

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Stratford-upon-Avon is perhaps the most famous town in the region, as it is the birthplace of William Shakespeare and home to the Royal Shakespeare Company. Visitors to Stratford-upon-Avon can visit Shakespeare's birthplace, his wife's childhood home, and other historic sites associated with his life and works. The town is also home to the Royal Shakespeare Theatre, which stages performances of Shakespeare's plays throughout the year.

Warwick is another historic town in Shakespeare Country that is known for its medieval castle, which has been well-preserved and is open to visitors. The town also has several museums and art galleries, as well as a variety of shops, restaurants, and pubs.

Kenilworth is known for its ruined castle, which was once one of the largest and most magnificent in England. Visitors can explore the castle ruins and enjoy views of the surrounding countryside.

Royal Leamington Spa is a charming spa town with elegant Regency architecture, parks, gardens, and a variety of shops and restaurants.

Kenilworth is worth visiting for its castle. Queen Elizabeth 1st dined there from time to time. Sadly, Cromwell ‘knocked it about a bit’ (as the song goes) during the English Civil War, but it is still an impressive place to visit along with Warwick Castle.

In addition to its historic towns and attractions, Shakespeare Country is also known for its picturesque countryside, which is dotted with quaint villages, rolling hills, and tranquil waterways. Visitors can explore the countryside on foot, by bicycle, or by boat and enjoy the natural beauty that inspired Shakespeare's works.

Overall, Shakespeare Country is a fascinating destination for history buffs, culture lovers, and anyone who appreciates the beauty of the English countryside.