Winster Cottages

All cottages available for only £25 Deposit!*

For a limited time only, all our cottages can be reserved for only £25 Deposit. Don't miss out!

Your search returned 103 cottages.

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    • Sykes Rating
    • Sleeps5
    • Bedrooms3
    • PetsYes

    A characterful cottage situated in the village of Wensley in Derbyshire. Woodburner. Beams. Charming retreat. Spacious. Matlock 3 miles. Bakewell 8 miles. (Ref. 970356)

    7 nights from £85 per person

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    A detached stone cottage resting in the heart of the village of Youlgreave in Peak District National Park. Views. Lovely garden. Close to local amenities. Bakewell 4 miles. (Ref. 970052)

    7 nights from £79 per person

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    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsYes

    Lovely chocolate box cottage in centre of beautiful conservation village of Winster. Suitable for a family. Off road parking. Bakewell 6 miles. (Ref. 926728)

    Last booked 7 hours ago

    7 nights from £73 per person

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    Delightful, detached, stone cottage, set in an elevated position in the Derbyshire village of Winster. Beautiful views from the cottage garden. Full of character with open stonework and beams. Woodburning stove. Matlock 5 miles. (Ref. 915950)

    7 nights from £81 per person

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    • Sykes Rating
    • Sleeps2
    • Bedrooms1
    • PetsNo

    A romantic, Grade II listed semi-detached cottage for two in village of Winster, in Peak District National Park. Featuring inglenook fireplace with gas coal-effect fire, beamed ceilings, four poster bed with en-suite, WiFi. Matlock 4.5 miles. (Ref. 931261)

    7 nights from £126 per person

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    • Sleeps16
    • Bedrooms7
    • PetsYes

    A magnificent 17th century country house set in the centre of Winster, ideal for family and friends with lovely formal gardens and a summerhouse. (Ref. 30946)

    Last booked yesterday
    • 15% off - Fri 12th Jan to 26th Jan 2018

    • 15% off - Fri 23rd Mar to 30th Mar 2018

    7 nights from £118 per person

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    • Sleeps6
    • Bedrooms3
    • PetsNo

    Lovely Grade II listed end of terrace cottage in the heart of Winster. Attic play space, cosy woodburning stove. Secluded courtyard garden with secure bike shed. Bakewell 6 miles. (Ref. 29534)

    7 nights from £49 per person

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    • Sleeps5
    • Bedrooms3
    • PetsNo

    Lovely terraced Peak District cottage in village of Winster. Woodburning stove, enclosed courtyard garden. Matlock 4.5 miles. (Ref. 21953)

    • 10% off - Fri 19th Jan to 2nd Mar 2018

    7 nights from £68 per person

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    • Sykes Rating
    • Sleeps4
    • Bedrooms2
    • PetsNo

    A detached stone cottage situated in the village of Winster in the Peak District. Woodburner. Garden with patio. Views. Bakewell 6 miles; Matlock 4.5 miles. (Ref. 966492)

    Last booked 4 hours ago

    7 nights from £80 per person

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    • Sykes Rating
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    • Sleeps2
    • Bedrooms2
    • PetsNo

    Cosy terraced cottage in Winster. Woodburning stove, charming setting, romantic retreat. Ideal for enjoying National Park. Bakewell 6 miles. (Ref. 7710)

    7 nights from £129 per person

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All cottages available for only £25 Deposit!*

For a limited time only, all our cottages can be reserved for only £25 Deposit. Don't miss out!

*Applicable to holidays commencing at least 6 weeks in the future. Full balance due 6 weeks prior to departure. Please refer to £25 deposit offer terms & conditions for further information.

Just Show Me Winster Cottages

Please find below a selection of personally inspected, self catering holiday cottages within 5 miles of Winster, Derbyshire. If you are looking for holiday cottages in Winster, Cumbria, please click here.

Enjoy the warmest hospitality with a break in a Winster cottage, located in an attractive conservation village at the heart of the National Park. It's a popular place with walkers - simply arm yourself with an OS Map and pair of sturdy boots, then plan a leisurely hour's ramble or a day-long trek.

Get to know Winster with a stroll along the main street, lined with impressive stone buildings (over 70 are listed in the village) and small, quirky cottages. Look out for Winster Hall with its distinctive Italian-style columns, the beautiful Dower House and the old Market Hall - the National Trust's first Derbyshire find and built with bricks rather than stone.

You'll find a couple of welcoming pubs serving traditional food, a handful of gift shops and a village shop-cum-Post Office, run by the local community and offering everything you might need for filling your Winster cottage's fridge!

Book a Winster cottage for unique attractions!

Think Pancake Races, Wakes Week featuring exclusive Morris dances, the Winster Millennium Tapestry and the Secret Gardens of Winster - an annual event when villagers open their gardens to visitors and organise Gnome Hunts for the kids!

Local places of interest range from family attractions such as Gulliver's Kingdom and the Heights of Abraham to heritage mills, designer shopping and historic estates like Haddon Hall and Chatsworth. Breathtaking natural wonders include Harboro Rocks for fantastic rock climbing, the lofty limestone crag of High Tor and Robin Hood's Stride, an extraordinary tor of gritstone rocks set high on a ridge.

All kinds of reasons to browse our Winster cottages, some of our very best cottages in the Peak District.