Winster Cottages

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Your Winster, Derbyshire search returned 186 cottages

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  • 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 £447

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Single-storey barn conversion on owner's farm by the village of Hartington, Derbyshire. Ideal for couples or a small family. All ground floor. Bakewell 10 miles; Buxton 10 miles. (Ref. 996655)

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

7 nights from £308

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A lovely stone-built annexe on the edge of the village of Rowsley, near Bakewell. En-suite, Smart TV, WiFi. Perfectly placed to explore Chatsworth, Bakewell, Matlock and Matlock Bath. Bakewell 3 miles. (Ref. 945481)

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

7 nights from £527

  • 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 £313

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A delightful, terraced cottage in the heart of Bakewell, Derbyshire. Within Peak District National Park. Romantic. Permit parking. Enclosed patio. Pet-friendly. Chatsworth 9.7 miles; Buxton 12.4 miles; Sheffield 17.3 miles. (Ref. 1134730)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £469

Last booked yesterday
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  • 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 £353

Last booked yesterday
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  • 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 £306

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A superb two-bedroom cottage resting in Gratton, Derbyshire. Pet-friendly. Lovely views. In a National Park. Bakewell 5.4 miles. (Ref. 1146260)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £431

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This charming end-terrace cottage rests in the village of Brassington, Derbyshire. Open-plan living. Electric fire. Snug. Ashbourne 6.9 miles; Matlock 8.4 miles. (Ref. 1026472)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £691

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Beautiful ground floor barn conversion surrounded by wonderful Derbyshire countryside, close to Wirksworth and Carsington Water. Character cottage with woodburner and beams. Wirksworth 4 miles. (Ref. 16787)

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

7 nights from £437

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A stone-fronted, characterful cottage resting in Bakewell, Derbyshire. In National Park. Woodburning stove. Original features. Close to amenities. Enclosed courtyard. Chatsworth 4.8 miles; Matlock 9.7 miles; Buxton 12.6 miles. (Ref. 940794)

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

7 nights from £629

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Cosy Peak District cottage, on a working dairy farm with fantastic countryside views. Ideal touring base for couple or family. Parwich 3 miles. (Ref. 4474)

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

7 nights from £315

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Sunset Hill is a beautifully-finished, detached property resting in Bolehill near Wirksworth, Derbyshire. Near Peak District National Park. Dog-friendly. Cromford 1.2 miles; Matlock 6 miles; Chesterfield 13.3 miles. (Ref. 1147497)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from £674

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

26 Main Street is a pet-friendly holiday cottage situated in the village of Middleton in Derbyshire set over three floors with a woodburning stove. Matlock 4.7 miles. (Ref. 1166934)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £406

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This charming semi-detached cottage rests in Tansley, Derbyshire. Off-road parking. Woodburning stove. Pet-free. Garden with furniture. Matlock 1.7 miles. (Ref. 1061197)

  • Wi-fi
  • Off-road parking
  • Baby-friendly

7 nights from £529

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.5

    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 £434

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A lovely two-bedroom, (bookable with Ivy Cottage -1051655) detached stone annexe resting in Winster, Derbyshire. In a National Park. Smart TV. Romantic. Pet-free. Matlock 5.2 miles; Bakewell 6.5 miles. (Ref. 1063737)

  • Wi-fi
  • Ground floor bedroom

7 nights from £412

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

This charming detached barn conversion rests in the heart of Wirksworth, in Derbyshire Dales. WiFi. Pet-friendly. Matlock 4.6 miles; Ashbourne 9.1 miles. (Ref. 1002611)

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

7 nights from £613

  • Sleeps5
  • Bedrooms3
  • PetsYes
  • Sykes rating

Chimney Cottage is a charming pet-friendly cottage in Winster, Derbyshire, with sublime countryside views to admire all around. Matlock 5.5 miles; Bakewell 6.7 miles. (Ref. 1172633)

  • Wi-fi
  • Ground floor bedroom
  • Baby-friendly
  • 5% off - Mon 18th Aug to 3rd Oct 2025

7 nights from £516

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

The first floor a converted barn in the Derbyshire village of Youlgrave in Derbyshire. Peak District National Park. Open-plan living. Pub and shop close by. Bakewell 4 miles. (Ref. 974921)

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

7 nights from £385