Winster Cottages

Your Winster, Derbyshire search returned 200 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

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


for 7 nights From €576

Holiday Park

  • Sleeps7
  • Bedrooms3
  • Pet FriendlyNo

    5.0

    Perfect

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

A stone-built semi detached cottage on the peaceful Darwin Lake Holiday Village. Three bedrooms with en-suites. Lake and woodland walks on-site. Matlock 3.2 miles. (Ref. 947282)

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


for 7 nights From €970

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.8

    Outstanding

  • Sykes rating

The Bottling Shed, a wonderful holiday retreat lying in the scenic Peak District in Matlock, Derbyshire. Romantic retreat. Hot tub. Open-plan. Balcony. Matlock Bath 3.4 miles; Bakewell 9.6 miles. (Ref. 1048671)

  • Wi-fi
  • Off-road parking
  • Hot Tub


for 7 nights From €623

  • Sleeps3
  • Bedrooms2
  • Pet FriendlyYes

    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)

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


for 7 nights From €609

Last booked yesterday
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  • 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 €574

  • Sleeps12
  • Bedrooms5
  • Pet FriendlyYes

    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. 1203902)

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


for 7 nights From €1722

  • Sleeps10
  • Bedrooms5
  • Pet FriendlyYes

    4.6

    Outstanding

  • Sykes rating

Belgrano is a charming detached house in Matlock Bath, Derbyshire, boasting a hot tub, pet-friendly policies and a barbecue with views of Matlock Bath. Matlock 2.9 miles; Bakewell 9.8 miles. (Ref. 1155098)

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


for 7 nights From €1079

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.7

    Outstanding

  • Sykes rating

The Beeches is a detached, three bedroom cottage next to a working dairy farm in Aldwark, near Winster, Derbyshire. In a National Park. Countryside views. Pet-friendly. Woodburning stove. Matlock 8.4 miles; Bakewell 9.5 miles. (Ref. 1138723)

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


for 7 nights From €646

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

A delightful detached cottage resting in the heart of Youlgreave in the Peak District National Park. Woodburning stove. Exposed beams. Off-road parking. Rural. Bakewell 5 miles. (Ref. 1100132)

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


for 7 nights From €813

Last booked yesterday
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  • Sleeps11
  • Bedrooms6
  • Pet FriendlyNo

    5.0

    Perfect

  • 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 €1342

Last booked yesterday
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  • 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
  • €145 off - Fri 13th Nov to 20th Nov 2026

  • €158 off - Fri 11th Dec to 18th Dec 2026


for 7 nights From €630

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.8

    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 €660

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    5.0

    Perfect

  • Sykes rating

Ivy Cottage, a pleasing reverse-level cottage in Brassington, Derbyshire, has a cinema room, access to the Peak District National Park and is pet-friendly. Carsington Water 2.5 miles; Matlock 8.5 miles. (Ref. 1202841)

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


for 7 nights From €590

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    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)

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


for 7 nights From €623

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    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)

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


for 7 nights From €933

  • 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 €1472

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.8

    Outstanding

  • Sykes rating

A converted church resting within Birchover, near Winster. Pet-friendly. WiFi. Pub within 0.2 miles. Matlock 6.5 miles. (Ref. 1005440)

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


for 7 nights From €604

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

Yew Tree Cottage is a delightful, pet-friendly holiday cottage resting in the charming town of Matlock in Derbyshire with an enclosed decked balcony. Matlock Bath 1.9 miles; Bakewell 8.6 miles. (Ref. 1174717)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher


for 7 nights From €528

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.8

    Outstanding

  • Sykes rating

A delightful stone-built cottage nestled in Cromford, Derbyshire. Open-plan. Woodburning stove. Pet-friendly. Matlock 2.5 miles. (Ref. 1062326)

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


for 7 nights From €492