iverside view with riverside gardens, moored barges and a theatre The River Avon in Stratford-upon-Avon. Photo credit: Rural Retreats

Find My Favourite Holiday Cottages in Stratford-upon-Avon

Stratford-upon-Avon needs no introduction as the birthplace of William Shakespeare, England's greatest playwright. This fine Warwickshire market town on the banks of the River Avon is full of black and white timbered houses, including Shakespeare's birthplace. There are plenty of holiday cottages in Stratford-upon-Avon and the surrounding Warwickshire countryside. Visitors have a fine choice of high-quality self-catering apartments, townhouses and cottages to choose from when planning a holiday or weekend break in Stratford-upon-Avon.

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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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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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  brick-built cottage clad with a rambling rose and overlooking a paved area with dining tsable and chairs
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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A brick-built holiday home with single storey extensions and a large, tree-lined and well-mown lawn
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.

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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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Exterior of a long brick-built barn conversion with a patio with table seating for 14.
Sleeps
12
Bedrooms
7

If you are looking for a memorable and truly luxurious holiday experience, look no further than The Shakespeare Lodge. Nestled in an elevated position near Stratford-upon-Avon, this beautiful rural cottage offers breathtaking countryside views that will take your breath away. With its elegant interior featuring exposed beams, sophisticated dining room, spacious grounds, and multiple entertaining spaces, The Shakespeare Lodge is the perfect place to create happy holiday memories with family and friends. So why wait? Book your stay at The Shakespeare Lodge today and get ready to experience the best of Shakespeare country in style!

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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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For those following the trail of the Baird, the first stop is the Royal Shakespeare Theatre, more than one theatre actually, comprising the main auditorium, The Swan Theatre, The Courtyard and The Other Place. The Theatre is the home of the world-class Royal Shakespeare Company, which performs a repertoire of Shakespeare and other plays in various venues. No stay in Stratford is complete without taking in a performance.

Other Shakespearian locations include The New Place - another of Shakespeare's homes, Anne Hathaway's Cottage and Mary Arden's Farm. When exploring the town, why not book a walking tour such as the Stratford Ghost Tour, relax on a sunny afternoon in the Bancroft Gardens on the banks of the River Avon or spot RSC actors enjoying a well-deserved after-show drink in the nearby Dirty Duck pub. Boat trips of self-hire rowing boats can be rented along the river or the canal basin. Birmingham's fleshpots and retail delights are a short drive or train ride away, while other 'go-to' destinations include Royal Leamington Spa and the magnificent Warwick Castle.