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
- 4
- Bedrooms
- 2
Country charm defines Hamlet Cottage, a rural cottage surrounded by rolling hills near Stratford-upon-Avon. Exposed beams and stable doors enhance the cottage's character, offering modernity and comfort as well as space to truly unwind with family & friends in Shakespeare country.

- 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.
- Sleeps
- 12
- Bedrooms
- 6
Amazing New property coming from April – SOUTH VIEW COUNTRY HOUSE – Booking up fast – Sleeps up to 12 – Brand New Hot Tub – Spectacular Views – Extremely Private. This will fill up very quickly.

- 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 as well as ample gardens, a south-facing patio for entertaining, plus period furnishings.

- 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.

- Sleeps
- 7
- Bedrooms
- 4
Pebworth Cottage is a superb, sumptuously furnished detached Cotswold holiday cottage once owned by the actor Ben Kingsley. It is ideally located in the centre of the pretty village of Pebworth, just a short distance from the historic towns of Chipping Campden and Stratford-upon-Avon.

- 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.

- Sleeps
- 4
- Bedrooms
- 2
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.

- 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.