Winster Cottages

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Your Winster, Derbyshire search returned 184 cottages

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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • 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 £335

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A charming stone-built cottage nestled in Elton, near Winster, Derbyshire. Romantic. Courtyard garden. Woodburning stove. Winster 1.2 miles; Matlock 6.4 miles; Bakewell 6.8 miles. (Ref. 1081190)

  • Wi-fi
  • Dishwasher

7 nights from £454

  • 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
  • 10% off - Sat 1st Nov to 8th Nov 2025

  • 20% off - Sat 20th Dec to 27th Dec 2025

  • 20% off - Sat 27th Dec 2025 to 3rd Jan 2026

7 nights from £492

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Beautiful, detached cottage on the outskirts of the pretty village of Wirksworth in the Peak District. Woodburning stove. Patio with furniture. Stunning countryside views. Matlock 5 miles. (Ref. 29982)

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

7 nights from £724

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.7

    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

7 nights from £508

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A characterful chocolate box cottage, resting in Youlgreave, Derbyshire. Original features. Pet-friendly. Close to amenities. Woodburning stove. Bakewell 3.5 miles; Buxton 13.2 miles; Leek 18.4 miles. (Ref. 1106936)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £434

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

A beautifully appointed single-storey lodge resting in Alderwaskey near Wirksworth. Woodburning stove. Ample off-road parking. WiFi. Belper 5.2 miles; Matlock 5.4 miles. (Ref. 1179321)

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

7 nights from £524

  • 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 £553

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

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)

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

7 nights from £362

  • 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 £339

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    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 £408

  • Sleeps12
  • Bedrooms5
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Lovely large, contemporary cottage with pretty views. En-suite bedroom, lovely garden. Perfect for Chatsworth House and Peak District. Bakewell 4 miles. (Ref. 17875)

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

7 nights from £808

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    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 £315

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.8

    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
  • £110 off - Sat 8th Nov to 15th Nov 2025

  • £111 off - Sat 22nd Nov to 29th Nov 2025

  • £110 off - Sat 13th Dec to 20th Dec 2025

  • £60 off - Sat 20th Dec to 27th Dec 2025

  • £148 off - Sat 3rd Jan to 10th Jan 2026

  • £100 off - Sat 10th Jan to 17th Jan 2026

7 nights from £450

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A well-presented, detached cottage nestled in the centre of Matlock, Derbyshire. Smart TV. South-facing terrace. Off-road parking. Bakewell 10.2 miles. (Ref. 1064755)

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

7 nights from £694

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

This family-friendly, semi-detached cottage rests in Matlock, Derbyshire. Woodburning stove. Pet-friendly. Enclosed gardens. Close to amenities. Matlock Bath 2.5 miles; Bakewell 8.8 miles; Chesterfield 9.6 miles. (Ref. 1092561)

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

7 nights from £451

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

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)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £336

  • 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 £362

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A listed two-bedroom chocolate box cottage resting in Bakewell, Derbyshire. Smart TV. Central location. Near a National Park. Chatsworth 4.7 miles; Matlock 8.3 miles; Buxton 12 miles. (Ref. 1087662)

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

7 nights from £608

Last booked 3 days ago
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  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A fantastic five-bedroom detached house resting in Bakewell, Derbyshire. Pet-friendly. Woodburning stove. Off-road parking. Chatsworth 9.7 miles; Matlock 8.6 miles; Buxton 13.4 miles. (Ref. 921800)

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

7 nights from £1457