Winster Cottages

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Winster Cottages

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Your Winster, Derbyshire search returned 186 cottages

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Map View
A stone building with two wooden doors and four small windows surrounded by plants at The Studio in Parwich near Ashbourne
22
Parwich near Ashbourne, Peak District, DE6
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Wonderful, stone-built cottage beside the owners' home in the heart of Parwich in the Peak District National Park. Woodburning stove. Private, lawned garden. Good base for walking. Short drive to Ashbourne and Carsington Water. Ashbourne 7 miles. (Ref. 920314)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from €558

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Exterior view of a row of stone houses with different colored doors and windows at Bobbin Cottage in Cromford near Matlock Bath
15
Cromford near Matlock Bath, Derbyshire, DE4
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Lovely romantic cottage with some wonderful features, including stone fireplace with woodburner. WiFi. A short walk to village amenities, making a perfect romantic break. Matlock 3 miles. (Ref. 923214)

  • Wi-fi

7 nights from €435

Last booked yesterday
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A stone house with a dark roof and white door surrounded by grass and trees at Poacher's Rest in Rowsley near Bakewell
10
Rowsley near Bakewell, Derbyshire, DE4
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Lovely one bedroom modern cottage with fantastic walks from the doorstep, on the edge of Rowsley village. Great views located between Bakewell and Matlock. Ideal romantic retreat. Bakewell 3 miles. (Ref. 941567)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • Sky TV

7 nights from €417

Last booked yesterday
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A stone cottage with a tiled roof and white door next to a garden with plants and grass at Barn Croft Cottage in Elton near Winster
18
Elton near Winster, Peak District, DE4
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Delightful stone-built cottage in elevated Peak village of Elton. Comfortable accommodation in excellent walking country. Winster 1 mile. (Ref. 878)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from €417

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A stone building with a wooden fence and gate near a grassy slope at Horsedale Barn in Bonsall
19
Bonsall, Peak District, DE4
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Horsedale Barn is a charming farm stay ideal for couples, nestled in the village of Bonsall in Derbyshire, on the edge of the Peak District National Park. Matlock Bath 3.6 miles; Matlock 4.6 miles; Bakewell 9.9 miles. (Ref. 1161151)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from €558

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Exterior view of a stone cottage with a white door and window and a small white table and chairs outside at Stable Cottage in Cromford
30
Cromford, Derbyshire, DE4
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A delightful stone-built cottage nestled in Cromford, Derbyshire. Open-plan. Woodburning stove. Pet-friendly. Matlock 2.5 miles. (Ref. 1062326)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from €592

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A stone plaque mounted on a wall with an image of a horse and the words Shires Rest at Shires Rest in Hartington
10
Hartington, Peak District, SK17
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A delightful cottage by the village of Hartington, Derbyshire. Charming interior. Ideal for couples. Bakewell 10 miles; Buxton 10 miles. (Ref. 996810)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from €355

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Exterior view of a stone house with brown framed windows and doors with a gravel driveway and stone wall with greenery at Wigwell Barn in Alderwasley near Wirksworth
18
Alderwasley near Wirksworth, Derbyshire, DE56
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A lovely barn conversion with wonderful views. Cosy and welcoming, large garden. Walks from the door. Wirksworth 3 miles. (Ref. 18971)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly

7 nights from €371

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A living room with a wood burning stove basket of logs TV sofa and small dining table at The Snug in Middleton near Wirksworth
23
Middleton near Wirksworth, Derbyshire, DE4
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A pretty white-washed cottage set in the village of Middleton, within the Peak District. Romantic dwelling. Woodburning stove. Pet-friendly. Matlock 4.4 miles; Ashbourne 9.9 miles; Bakewell 11.2 miles. (Ref. 1040665)

  • Wi-fi
  • Washing machine

7 nights from €408

Last booked yesterday
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A living room with two gray armchairs a TV on a cabinet and a fireplace with a round mirror above at Bear Cottage in Cromford
22
Cromford, Derbyshire, DE4
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Bear Cottage, a pretty terraced cottage situated in the town of Cromford in Derbyshire, close to a shop and a pub, and the Peak District National Park. Matlock Bath 1.2 miles; Wirksworth 1.9 miles; Peak District National Park 7.2 miles. (Ref. 1100050)

  • Wi-fi
  • Baby-friendly

7 nights from €426

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A stone barn style house with outdoor wooden tables and chairs and potted plants at Douglas's Barn in Parwich
22
Parwich, Peak District, DE6
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Douglas's Barn is a welcoming house in the village of Parwich, Derbyshire boasting an open-plan layout, electric fire, jacuzzi bath and allows pets. Ashbourne 7.3 miles; Bakewell 11.8 miles. (Ref. 1168385)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Washing machine

7 nights from €558

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A wooden pod with a deck and railing next to a hot tub on a grassy hill at Holbein in Matlock
New property
22
Matlock, Peak District & Derbyshire Dales, DE4
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Holbein is a delightful single-storey, studio-style lodge resting in Hackney, Derbyshire, this pet friendly abode has a woodburning stove and hot tub. Matlock Bath 2 mile; Bakewell 7.1 miles. (Ref. 1164247)

  • Off-road parking
  • Ground floor bedroom
  • Hot Tub

7 nights from €634

Last booked yesterday
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A front garden with grass path and hedges in front of a stone house with white door and windows at Robin Cottage - 2 The Meadows in Darley Dale near Matlock
Offer
22
Darley Dale near Matlock, Derbyshire, DE4
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A quaint, mid-terrace cottage settled in the village of Matlock, Derbyshire. Woodburner. Enclosed garden. Scenic location. Bakewell 4.7 miles; Matlock Bath 5 miles. (Ref. 1094150)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

  • €144 off - Sat 19th Jul to 26th Jul 2025

  • €148 off - Sat 9th Aug to 16th Aug 2025

7 nights from €645

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A stone cottage with a tiled roof and red doors behind a stone wall at Number 5 Biggin near Hartington
15
Biggin near Hartington, Peak District, SK17
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

This superb stone barn conversion is located in Biggin, Derbyshire. Electric woodburner. WiFi. Open-plan living. Ashbourne 10 miles; Buxton 12 miles. (Ref. 1005520)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from €400

Last booked yesterday
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Stone cottages with blue doors and flower pots along a narrow alley with greenery at Cutlers Cottage in Wirksworth
20
Wirksworth, Derbyshire, DE4
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

This terraced stone cottage is situated in Wirksworth, Derbyshire. WiFi. Woodburner. Matlock 6 miles. (Ref. 955081)

  • Wi-fi
  • Washing machine

7 nights from €394

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A stone building with a dark tiled roof and wooden door with a small sign above at The Stables in Ashbourne
18
Ashbourne, Peak District, DE6
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A charming detached property situated near the market town of Ashbourne in Derbyshire. Woodburning stove. WiFi. Ashbourne 8.7 miles. (Ref. 998284)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

7 nights from €364

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An open wooden door leading to a room with stairs and a checked blanket at The Sidings in Wirksworth
21
Wirksworth, Derbyshire, DE4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Contemporary, cosy holiday home, a short stroll from the lovely little town of Wirksworth. En-suite bedroom. Woodburner. Patio with furniture. Romantic retreat. Carsington Water 4 miles. Matlock 6 miles. (Ref. 923305)

  • Wi-fi
  • Off-road parking

7 nights from €419

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A stone house with multiple windows and a gravel driveway behind metal gates with a stone wall and green grass at Shortner Croft in Biggin near Ashbourne
24
Biggin near Ashbourne, Peak District, SK17
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Lovely single-storey cottage, with large enclosed garden, in the pretty Peak District village of Biggin-by-Hartington. Surrounded by beautiful countryside with plenty of walking and cycling opportunities. Buxton 12 miles. (Ref. 931808)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from €581

Last booked yesterday
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A stone cottage with wooden doors behind a wooden gate and stone walls surrounded by trees at The Dell in Winster
23
Winster, Peak District, DE4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Romantic character cottage set in peace and tranquillity of the countryside, close to the village of Winster. One cosy double bedroom with en-suite shower room. Large lawned garden. Bakewell 6 miles. (Ref. 938599)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from €442

Last booked yesterday
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An outdoor area with a stone wall wooden door wooden framed window and door flower pots and hanging basket at The Cow Shed in Alport near Bakewell
11
Alport near Bakewell, Peak District, DE45
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Cosy, studio cottage in Alport near Youlgreave. Underfloor heating. Hot tub. Fantastic views. Wonderful walking opportunities nearby. Bakewell 3 miles. (Ref. 914085)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Washing machine

7 nights from €655

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Map View

 

Just Show Me Winster Cottages

Please find a selection of 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/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 Winster cottages, some of the very best cottages in the Peak District.