Find My Favourite Holiday Cottages in Shakespeare Country

Holiday cottages in Shakespeare Country are located in a corner of the West Midlands known for their 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.

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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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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Exterior of a large country house with a conservatory and large 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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The exterior of a rural holiday cottage has a courtyard garden and a 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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A brick-built 1930s cottage with a 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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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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Exterior and interior images of Falstaff Cottage, a Stratford-upon-Avon holiday cottage in the heart of Shakespeare Country.
Sleeps
5
Bedrooms
3

Falstaff Cottage is a charming and spacious cottage near Stratford-upon-Avon that promises lovely countryside views and serenity. The rural cottage features exposed beams and other gorgeous details which blend perfectly with its quaint surroundings. Step into a charming and relaxing space.

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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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A double fronted modern chalet bungalow with a terraced garden behind a fence.
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.

  • Accessible By Train
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  • Shakespeare Country
  • Short Breaks
  • Walking Holidays

Stratford-upon-Avon is perhaps the most famous town in the region. 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. It is known for its well-preserved 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 England's 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.