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A traditional Tudor-style building with a 'Wesley House' sign, a wine bar, and a restaurant.

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    Check prices for these dates

    Check prices for these dates, December 14 – 15, 2026

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    Our top choices for Winchcombe cottages

    1. Cosy Cotswold Stone Cottage with wood burner and 2.5 bathrooms

    A stone building with a pitched roof, a black door, and hanging flower baskets.

    2. Thimble Cottage

    A stone building with a sign for 'The Lion Inn' and a visible entrance.

    3. 4 bedroom accommodation in Evesham

    An outdoor patio with wicker furniture, a table, and a large umbrella.

    4. Cotswold Chic Retreats "Jacinabox" in Chipping Campden The Cotswolds

    A traditional stone house with a thatched roof, surrounded by snow-covered rocks and bare trees.

    5. Swallow Studio

    A two-story house with a stone staircase leading to the entrance, surrounded by trees and a grassy area.

    6. 1 bedroom accommodation in Todenham, near Moreton-in-Marsh

    A traditional stone house with a gravel driveway, surrounded by lush greenery and a well-maintained lawn.

    7. Period Cotswold Cottage with outdoor bar & open views

    A deck with outdoor furniture, a barbecue, and a view of a field.

    8. 2 bedroom accommodation in Chipping Campden

    A two-story stone building with a green door, numbered 41, and a small garden area with flowers.

    9. 1 bedroom accommodation in Chedworth, near Cheltenham

    A stone cottage with a sloped roof, a chimney, and a wooden gate.

    10. Grey's Court Cottages

    A stone building with multiple windows, a garden with neatly trimmed hedges, and a pathway lined with flower pots.

    11. 2 bedroom accommodation in Welland, near Malvern

    A brick building with a tiled roof, a gated entrance, and a paved driveway.

    12. Cotswold Stay

    A stone house with a sloped roof, a chimney, and a small porch area.

    13. Rosemary Cottage, cosy with a real fire just 5 minute walk from Arlington Row

    A traditional stone cottage with a garden, a pathway, and parked cars.

    14. 1 bedroom accommodation in Kings Coughton, near Alcester

    A two-story brick house with a gabled roof, a front door, and a small window with a flower box.

    15. Ross Cottage

    A brick building with white flowers and a gravel pathway.

    16. Cotswolds Cottage - Garden & Ground Floor Bedroom

    A stone house with a white picket fence, a front door, and a small window.

    17. 4 bedroom accommodation in Bourton-on-the-Water

    A gravel driveway leading to a house with a covered patio area.

    18. 1 bedroom accommodation in Rudford, near Gloucester

    A covered outdoor seating area with wicker furniture and a table set with a bottle and glasses.

    19. 3 bedroom accommodation in Shipton-Under-Wychwood

    A residential area with houses, a grassy lawn, and a solar panel installation.

    20. 1 bedroom accommodation in Todenham, near Moreton-in-Marsh

    A residential house with a garden, a patio with chairs, and a stone wall.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Learn more about Winchcombe

    Honey-colored cottages line the streets of this charming Cotswold town where Sudeley Castle's royal history awaits exploration. Wander the independent shops along North Street before hiking nearby Cleeve Hill for spectacular views across the countryside.

    See all hotels in Winchcombe

    A traditional Tudor-style building with a 'Wesley House' sign, a wine bar, and a restaurant.

    Top reviews in Winchcombe

    The Hive

    A bedroom with a large bed, a vanity with a mirror, a chair, and a skylight.

    The Hideaway

    Interior

    Tannery Cottage

    A stone building with a window and a door, surrounded by greenery and a stone wall.

    Church View

    A stone building with a black door, a window with shutters, and a small window with a bird sculpture.

    Frequently Asked Questions

    How much do cottages in Winchcombe cost?

    Rates for cottages in Winchcombe range between $207 and $1,799 per night. No matter your budget, you'll find the perfect place to get in tune with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

    What are the best cottages in Winchcombe?

    Select from multiple cottages in Winchcombe with a total average guest review rating of 9.4. The Old Cider House is a comfortable place to rest your feet between adventures. This 3-star cottage also offers individually decorated rooms and a garden. Bibury Cottage is another popular pick with visitors to this area. It has a 3-star rating and amenities including a terrace and an outdoor entertainment area.

    How many cottages are there in Winchcombe?

    Claim your vacation time and pick from cottages in Winchcombe. Thinking about a place where you can dive into nature and forget the world? Expedia will help you find the ideal property in only a click or two.

    Are there any family-friendly cottages in Winchcombe?

    Traveling with the family in Winchcombe is simple at The Old Cider House. With amenities like WiFi and a stovetop, you'll feel right at home in this 3-star cottage. Bibury Cottage is another family-friendly option where you and the rest of your crew can take time out from the relentless pace of big city life. This cottage has a 3-star rating and amenities including clothes washing facilities and an oven. Once you've checked in, there are loads of family-friendly attractions to discover around Winchcombe. Sudeley Castle and Cotswold Farm Park guarantee fun for all ages.

    Why book your cottage in Winchcombe with Expedia?

    Expedia has some great cottages in Winchcombe, so get ready for an unforgettable vacay on nature's doorstep. If you have a fixed budget, select how much you want to spend and your preferred property star rating. Or, make your way to the filters to search for cottages with free WiFi or a kitchen. We'll help you find a suitable place whatever your plans or bank balance.

    How can I find cheap cottages in Winchcombe?

    The easiest way to locate cheap cottages in Winchcombe is with Expedia's filter tool. Tailor your search results by amenities, budget and star rating to land awesome bargains in just a few keystrokes.

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