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Winster Cottages

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Your Winster, Derbyshire search returned 189 cottages

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  • Sleeps2
  • Bedrooms1
  • PetsNo
  • Sykes rating

Tor Barn, a delightful reverse-level cottage nestled in Winster, Derbyshire. Pet-friendly. Enclosed garden. Off-road parking. EV charging available. Matlock 5.3 miles; Bakewell 6.9 miles. (Ref. 1150081)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher

7 nights from £419

Last booked yesterday
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  • 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 £361

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

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)

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

7 nights from £436

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A beautiful detached stone-fronted cottage resting in the village of Winster, Derbyshire. In the Peak District National Park. Countryside views. Multi-level, terraced garden. Woodburning stove. Bakewell 6.9 miles; Matlock 5.3 miles. (Ref. 1113178)

  • Wi-fi
  • Washing machine

7 nights from £481

  • Sleeps3
  • Bedrooms2
  • PetsYes

    3.6

    Good

  • Sykes rating

A character cottage set beside the River Bradford in the village of Youlgreave, Derbyshire. Pet-friendly. Idyllic setting. Electric fire. Bakewell 5.2 miles. (Ref. 1134211)

  • Wi-fi
  • Washing machine

7 nights from £382

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Warming barn conversion, Dale End near Winster in Derbyshire. Open-plan living area. Exposed beams. Countryside views. Winster 2 miles; Bakewell 7 miles; Matlock 7.1 miles. (Ref. 916808)

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

7 nights from £565

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

An impressive Georgian holiday cottage sitting within the conservation village of Winster, in the Peak District National Park. Woodburning stove. Original features. Surround-sound throughout. Matlock 5.3 miles; Chesterfield 12.5 miles. (Ref. 1035366)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £691

  • Sleeps12
  • Bedrooms5
  • PetsYes

    5.0

    Perfect

  • Sykes rating

This impressive, five-bedroom property resides in Tansley near Matlock, Derbyshire. Off-road parking. Enclosed garden. Underfloor heating. Near a National Park. Matlock Bath 3.3 mile; Bakewell 10.2 miles. (Ref. 1057697)

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

7 nights from £1260

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A terraced cottage located in the village of Birchover in the Peak District. Wood burner. Paved garden with furniture. Quiet location. Winster 1.3 miles; Bakewell 5.4 miles; Matlock 5.5 miles. (Ref. 953759)

  • Wi-fi
  • Washing machine

7 nights from £412

Last booked 9 hours ago
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

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

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

7 nights from £350

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

An attractive dormer bungalow resting in Darley Dale, close to the Peak District National Park. Close to amenities. Off-road parking. Wheelchair friendly. Matlock 3.1 miles; Bakewell 5.5 miles; Ashbourne 15.4 miles. (Ref. 1077976)

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

7 nights from £557

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A delightful stone-built barn conversion resting on the outskirts of Matlock, Derbyshire. Open-plan. Views. Off-road parking. Matlock 2.1 miles; Bakewell 6.8 miles; Ashbourne 15.4 miles. (Ref. 1063970)

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

7 nights from £475

Last booked yesterday
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  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

An enchanting terrace cottage, set in the heart of Matlock, Derbyshire. Open plan kitchen and dining. Sitting room with wood burning stove. Garden to front and rear with patio and furniture. Matlock Bath 1 mile; Bakewell 8 miles. (Ref. 953252)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £371

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Semi-detached barn conversion situated on owner's farm near village of Winster. Old beams, spacious patio area and countryside views. Matlock 6 miles. (Ref. 2210)

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

7 nights from £461

  • 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 £477

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Charming semi-detached cottage on working farm close to Winster. Cosy character accommodation with old cruck beams and lovely countryside views. Bakewell 7.5 miles. (Ref. 2686)

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

7 nights from £325

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Cosy stone-built barn conversion in the village of Biggin in the Peak District National Park. Countryside views. Exposed beams. Ashbourne and Buxton 9 mile (Ref. 26453)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £308

Last booked yesterday
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  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A stunning single-storey property resting on a working farm in Pikehall, near Winster, Derbyshire. Pet-friendly. Off-road parking. Rural location. Winster 3.3 miles; Bakewell 8.8 miles; Matlock Dale 9.4 miles. (Ref. 1133781)

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

7 nights from £655

Last booked 7 hours ago
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  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This charming detached house rests within the Peak District National Park in Wensley near Winster, Derbyshire. Enclosed garden. WiFi. Smart TV. Gas Fire. Winster 1.5 miles; Matlock 3.7 miles; Bakewell 7.2 miles. (Ref. 1077706)

  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Washing machine

7 nights from £536

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A fabulous, three-bedroom home resting in Matlock, Derbyshire. Countryside views. Near National Park. Close to amenities and attractions. Woodburning stove. Stylish. Matlock Bath 2.5 miles; Bakewell 9.3 miles. (Ref. 1118940)

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

7 nights from £584

Last booked yesterday
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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/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.