Winster Cottages

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Your Winster, Derbyshire search returned 182 cottages

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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6

    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


for 7 nights €385

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.2

    Good

  • Sykes rating

Roseville is a charming, 18th-century property resting in the riverside town of Cromford, Derbyshire, Close to a National Park, and with a hot tub. Matlock 3 miles; Peak District National Park 7.3 miles; Bakewell 11 miles. (Ref. 1155096)

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


for 7 nights €856

Last booked 2 days ago
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  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • 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
  • Baby-friendly
  • 5% off - Sat 3rd Jan to 31st Jan 2026

  • 5% off - Sun 1st Feb to 31st Mar 2026


for 7 nights €628

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.5

    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


for 7 nights €369

Last booked yesterday
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  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A charming, stone-built cottage set in the Derbyshire village of Cromford. Mid-terrace. Centre of Cromford. Three storey. Matlock Bath 1 mile; Matlock 3 miles; Bakewell 10 miles. (Ref. 935996)

  • Wi-fi
  • Off-road parking


for 7 nights €431

Last booked 2 days ago
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  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Churchside House is a charming, three-bedroom holiday cottage resting in Matlock, Derbyshire. Close to amenities. Near a National Park. Electric fire. Matlock Bath 2.8 mile; Bakewell 8.9 miles. (Ref. 1105058)

  • Dishwasher
  • Washing machine
  • 5% off - Thu 1st Jan to 31st Jan 2026


for 7 nights €525

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • 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


for 7 nights €495

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A charming one-bedroom cottage resting in Ashover, Derbyshire. Close to Peak District National Park. Countryside views. Studio-layout. Private decking. Close to walking trails. Matlock 3.3 miles; Chesterfield 8.1 miles. (Ref. 1113330)

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


for 7 nights €427

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    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


for 7 nights €721

Last booked 9 hours ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3

    Good

  • Sykes rating

A wonderful old miners cottage resting in Winster, Derbyshire. Open fire. In a National Park. Private garden. Pet-friendly. Matlock 5.2 miles; Bakewell 6.6 miles. (Ref. 1119081)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights €438

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.4

    Good

  • Sykes rating

This super single-storey holiday home resides in Over Haddon near Bakewell, Derbyshire. In a National Park. Woodburning stove. Ground-floor accommodation. Chatsworth 13 miles; Buxton 10.6 miles; Matlock 11.7 miles. (Ref. 1128310)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly
  • Games room


for 7 nights €583

Last booked 1 hour ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Coniston Cottage is a charming pet-friendly house in Youlgreave, Derbyshire, boasting a woodburning stove to warm the sitting room and is nearby amenities. Bakewell 4.9 miles. (Ref. 1164105)

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


for 7 nights €569

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.4

    Good

  • Sykes rating

A character cottage set over three floors in the heart of Wirksworth, Derbyshire. TV. WiFi. Enclosed garden. Matlock 5.6 miles. (Ref. 1015520)

  • Wi-fi
  • Dishwasher


for 7 nights €600

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Tom's Barn is a romantic home in the village of Parwich, Derbyshire, boasting a woodburning stove, an open-plan layout, a whirlpool bath and allows pets. Ashbourne 7.3 miles; Bakewell 11.8 miles. (Ref. 1168384)

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


for 7 nights €540

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.3

    Good

  • Sykes rating

Deeley House is a charming, Georgian-period home set on the edge of the pretty Peak District National Park in Darley Dale, Derbyshire, welcoming pets. Matlock 3.7 miles; Bakewell 4.7 miles; Ashbourne 15.8 miles. (Ref. 1167997)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • 7.5% off - Thu 1st Jan to 31st Jan 2026


for 7 nights €1154

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

This quaint barn conversion rests in Over Haddon near Bakewell, Derbyshire. In a National Park. Woodburning stove. Pet-friendly. Chatsworth 13 miles; Buxton 10.6 miles; Matlock 11.7 miles. (Ref. 1128313)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Dishwasher
  • Baby-friendly
  • Games room


for 7 nights €669

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A semi-detached property nestled in the market town of Bakewell, Derbyshire. Smart TV. Close to amenities. In National Park. Electric fire. Matlock 8.5 miles; Chatsworth 9.2 miles. (Ref. 1104863)

  • Wi-fi
  • Washing machine


for 7 nights €572

  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.3

    Good

  • Sykes rating

This fabulous five-bedroom property rests in Over Haddon near Bakewell, Derbyshire. Woodburning stove. Pet-friendly. Shared swimming pool. Chatsworth 13 miles; Buxton 10.6 miles; Matlock 11.7 miles. (Ref. 1128316)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly
  • Games room


for 7 nights €1712

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Monsal Cottage is a wonderful one-bedroom cottage perched on the Burton Manor Farm. Romantic. In a National Park. Off-road parking. Pet-friendly. Chatsworth 6 miles; Matlock 9.7 miles; Buxton 12.6 miles. (Ref. 1107895)

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


for 7 nights €471

  • Sleeps3
  • Bedrooms2
  • PetsYes
  • Sykes rating

The Beehive is a traditional three-storey cottage, with lovely countryside views, situated in Wirksworth, Derbyshire and is near a National Park. Matlock 4.5 miles; Ashbourne 9.4 miles; Bakewell 12.6 miles. (Ref. 1173294)

  • Wi-fi
  • Baby-friendly


for 7 nights €389

Last booked today
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