Top Holiday Homes in Warwickshire in 2026

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A city intersection with a distinctive bridge structure and a museum.

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Our top choices for Warwickshire holiday homes

A brick building with two black doors, numbered 11 and 12, and a small potted plant beside door 11.

1. Shakespeare House, Free Parking, Town Centre Location

Stratford-upon-Avon City Centre

Lori

6.761.103 ₫ total

includes taxes & fees

1 Dec - 2 Dec

A two-story house with a pitched roof, brick walls, and a visible chimney.

2. Private Entry Double Bedroom With Beautiful Views!

Solihull

Gillian

A traditional brick house with a dark front door, a small front garden, and a stone wall.

3. The Cheese Room

Moreton-in-Marsh

22.374.835 ₫ total

includes taxes & fees

5 Dec - 6 Dec

A traditional brick house with a green front door, a visible chimney, and a well-maintained garden with a bench.

4. Idyllic Country Suite

Southam

A narrow hallway with a large bathtub, a window with blinds, and a radiator.

5. Simpsons Cottage - Grove Road Cottages

Stratford-upon-Avon City Centre

Steven

A kitchen with wooden cabinets, a white countertop, a stove, a sink, and a clock on the wall.

6. Bodhi Tree Cottage - Grove Road Cottages

Stratford-upon-Avon City Centre

"This was by far the best value option I found in Stratford for a group of six and it worked better than I could have hoped for a family group including two young kids. The living room area was more open plan than I’d realised, which was a bonus. Brilliant location - very central. The car park next door is handy with good availability, albeit not quite as competitively priced as Bodhi Cottage!"

Helen

A modern building with a sloped roof and multiple balconies.

7. Beautiful 2-bed Caravan in Stratford-upon-avon

Stratford-upon-Avon

Anonymous traveller

8. Clifford Chambers Cosy 2 Bedroom Cottage

Stratford-upon-Avon

A horse race track with a wooden fence, potted plants, and a clear sky.

9. 47 Wetherby Way

Stratford-upon-Avon

Sima

5.792.805 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A brick house with a green door, a white-framed window, and a small garden area with plants and a doormat.

10. Gorgeous Home near Stratford upon Avon

Stratford-upon-Avon

Richard

View all properties

Top reviews in Warwickshire

A traditional stone building with a central arched entrance and multiple windows.

Windsor Cottage-Bolthole in heart of CN

Chipping Norton

10/10 Excellent

Samantha

A wooden interior with a central bathtub, wooden walls, and green foliage.

Ockeridge Rural Retreats

Worcester

10/10 Excellent

Samual

47 Wetherby Way

Stratford-upon-Avon

10/10 Excellent

Sima

Shakespeare House, Free Parking, Town Centre Location

Stratford-upon-Avon City Centre

10/10 Excellent

Miranda

A stone building with a door, a window, and a small garden area with chairs and a table.

Little Cottage in Moreton-in-Marsh

Moreton-in-Marsh

10/10 Excellent

julian

A traditional stone building with a sign for 'The Cotswold Perfumery' indicating it is a shop.

Bluebirds Cottage Light Airy 2BD Bourton

Cheltenham

10/10 Excellent

Adam

A small, single-story building with a sloped roof, a front door, and a window.

Old Sorting Office

Cheltenham

10/10 Excellent

Great location in the heart of Winchcombe but tucked away and private. A well equipped cottage with washing machine and dishwasher, lovely big bed, comfortable lounge and a courtyard garden. There was a somw noise from the pub garden two doors down, particularly when they had a live band on, but it didnt go on too late. The bath was one of those with an accessible door on it so you can walk in and a hoist which made it a little strange , but shower was fine. Great stay. Will stay again.

Sarah