Winster Cottages

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Your Winster, Derbyshire search returned 195 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    5.0

    Perfect

  • Sykes rating

A wonderful barn conversion settled in the hamlet of Coldeaton, near Hartington, Derbyshire. Peak District. Ground-floor living. Off-road parking. Rural location. Underfloor heating. Bakewell 10.5 miles; Buxton 14.5 miles. (Ref. 1073047)

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


for 7 nights From £512

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.7

    Outstanding

  • Sykes rating

Lovely chocolate box cottage in centre of beautiful conservation village of Winster. Suitable for a family. Off road parking. Bakewell 6 miles. (Ref. 926728)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights From £596

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms4
  • Pet FriendlyYes

    4.8

    Outstanding

  • Sykes rating

Blindwell House is a charming, family and pet-friendly cottage located in the village of Wensley in Derbyshire, boasting a woodburning stove and barbecue. Matlock 3.6 miles; Bakewell 7.2 miles; Ashbourne 13.7 miles; Derby 21.8 miles. (Ref. 1181996)

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


for 7 nights From £556

  • Sleeps10
  • Bedrooms5
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

A delightful, single-storey barn conversion settled in Gratton near Winster, in the Peak District. Dog-friendly. Private garden. Open-plan. Country views. Bakewell 5.6 miles; Matlock 7.2 miles. (Ref. 1102333)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £1267

  • Sleeps7
  • Bedrooms3
  • Pet FriendlyYes

    5.0

    Perfect

  • Sykes rating

The Coach House, a stunning, pet-friendly house nestled in the village of Holloway in Derbyshire, featuring a woodburning stove, and off-road parking. Matlock Bath 4.1 miles; Matlock 4.4 miles; Peak District National Park 9 miles. (Ref. 1161872)

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


for 7 nights From £825

  • Sleeps5
  • Bedrooms3
  • Pet FriendlyNo

    4.6

    Outstanding

  • Sykes rating

Lovely terraced Peak District cottage in village of Winster. Woodburning stove, enclosed courtyard garden. Matlock 4.5 miles. (Ref. 21953)

  • Wi-fi
  • Dishwasher
  • Baby-friendly
  • 15% off - Fri 24th Jul to 31st Jul 2026

  • 10% off - Fri 7th Aug to 14th Aug 2026

  • 10% off - Fri 21st Aug to 28th Aug 2026

  • 10% off - Fri 28th Aug to 4th Sep 2026


for 7 nights From £494

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £491

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    5.0

    Perfect

  • Sykes rating

Oakwood Lodge is a charming, detached holiday home in Tansley, Derbyshire. Countryside views. Near the Peak District National Park. Pet-friendly. Matlock 1.7 miles; Bakewell 10.2 miles; Derby 18.4 miles. (Ref. 1147569)

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


for 7 nights From £607

Last booked yesterday
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  • Sleeps11
  • Bedrooms4
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

Barncroft is an outstanding detached bungalow situated in Tansley, Derbyshire boasting a double-sided log burner, hot tub, and elevated countryside views. Matlock 2 miles; Chesterfield 10.3 miles; Sutton-in-Ashfield 13.5 miles. (Ref. 1158073)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £1363

  • Sleeps11
  • Bedrooms6
  • Pet FriendlyNo

    4.9

    Outstanding

  • Sykes rating

Character barn conversion, positioned near the market town of Wirksworth, on the edges of the Peak District. WiFi. Off-road parking. Enclosed garden. Games room. Family-friendly. Matlock 5.4 miles. (Ref. 1179320)

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


for 7 nights From £1186

  • Sleeps3
  • Bedrooms2
  • Pet FriendlyNo

    4.7

    Outstanding

  • Sykes rating

2 Knoll Mount is a beautiful stone-built cottage in Tansley, Derbyshire, with original features, a woodburning stove,and access to the Peak District. Matlock 2.2 miles; Peak District National Park 6.8 miles; Bakewell 10.4 miles. (Ref. 1197451)

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


for 7 nights From £416

  • Sleeps5
  • Bedrooms2
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

A lovely detached cottage situated in the village of Brassington in Derbyshire. Wood burners. Beautiful garden. Pet friendly. Carsington Water 2 miles; Matlock 8 miles. (Ref. 939845)

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


for 7 nights From £407

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.7

    Outstanding

  • 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


for 7 nights From £574

Last booked 7 hours ago
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.8

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights From £451

  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    4.6

    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)

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


for 7 nights From £628

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    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)

  • Pets go free
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub


for 7 nights From £613

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.9

    Outstanding

  • Sykes rating

A lovely, character cottage in the World Heritage village of Cromford. WiFi. Beams, stone walls and a patio garden with furniture. Wonderful base for exploring the Derbyshire Dales. Matlock 3 miles. (Ref. 903532)

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


for 7 nights From £494

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.8

    Outstanding

  • Sykes rating

Wayside Cottage is a delightful rural retreat near Matlock in Derbyshire with communal gardens, beautiful views and well-presented interior. Bakewell 9.7 miles, Sheffield 21.7 miles. (Ref. 1198441)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From £330

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7

    Outstanding

  • Sykes rating

A delightsome, two-bedroom resting in Gratton near Winster, Derbyshire. Woodburning stove. Private garden. Pet-friendly. Bakewell 6.9 miles; Matlock 7.2 miles. (Ref. 1097536)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Hot Tub
  • Dishwasher


for 7 nights From £700

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Washing machine


for 7 nights From £385