Winster Cottages

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Your search returned 106 cottages.

All cottages available for only £20 Deposit!*

For a limited time only, all our cottages can be reserved for only £20 Deposit. Don't miss out!

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    A lovely cottage near Parwich. A welcoming barn conversion on a quiet farm surrounded by pretty countryside views. Parwich 2 miles. Ashbourne 9 miles. (Ref. 19144)

    Last booked yesterday

    7 nights from £252

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    Lovely terraced cottage overlooking river in pretty Peak village of Youlgreave. Ideal romantic retreat full of charm and character. National Park nearby. Bakewell 4 miles. (Ref. 2239)

    Last booked yesterday

    7 nights from £294

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    • Sleeps5
    • Bedrooms3
    • PetsYes

    Traditional 19th century stone-built three bedroom semi-detached cottage with lovely garden in a quiet hamlet near Matlock. Secure bike storage, pets welcome. Matlock 2 miles. (Ref. 936892)

    Last booked yesterday

    7 nights from £331

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    • Customer Rating: 3.8 out of 4

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    • Sleeps3
    • Bedrooms2
    • PetsNo

    A charming period two bedroom end-terrace cottage with lots of character and excellent outdoor space in Matlock. Woodburner. WiFi. A very short walk to shops and pubs. Bakewell 8 miles. (Ref. 933358)

    Last booked yesterday

    7 nights from £324

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    • Customer Rating: 3.9 out of 4

    • Sleeps2
    • Bedrooms1
    • PetsYes

    A beautifully renovated detached grade II listed Arkwright Estate worker’s cottage in the centre of Cromford. Set back from the road with parking and great views. Matlock Bath 1.2 miles. (Ref. 24741)

    Last booked yesterday

    7 nights from £319

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    • Sleeps6
    • Bedrooms3
    • PetsYes

    Warming barn conversion, two miles from Winster in Derbyshire. Open-plan living area. Exposed beams. Countryside views. (Ref. 916808)

    Last booked 7 hours ago

    7 nights from £430

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    • Sleeps3
    • Bedrooms2
    • PetsNo

    A stone cottage situated in the centre of Winster, Derbyshire. Woodburner. Exposed beams. Bakewell 6 miles; Matlock 4.5 miles. (Ref. 991212)

    Last booked yesterday

    7 nights from £305

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    • Sleeps2
    • Bedrooms1
    • PetsYes

    Charming semi-detached cottage in lovely Peak District village. Romantic retreat with fabulous views. Walking, cycling and watersports nearby. Matlock 8 miles. (Ref. 920228)

    Last booked within the last 2 days

    7 nights from £269

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    One of our quality Peak District cottages, this lovely barn conversion is on a farm near Parwich and has fantastic countryside views. Ashbourne 9 miles. (Ref. 3517)

    Last booked 6 hours ago

    7 nights from £240

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    • Customer Rating: 3.8 out of 4

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    • Sleeps8
    • Bedrooms3
    • PetsYes

    Fabulous detached barn conversion in elevated position above small hamlet. Beams, woodburner, use of owner's swimming pool by arrangement. Bakewell 6 miles. (Ref. 2126)

    Last booked yesterday

    7 nights from £512

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All cottages available for only £20 Deposit!*

For a limited time only, all our cottages can be reserved for only £20 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 Book Now Pay Later Terms and 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.