Winster Cottages

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Your Winster, Derbyshire search returned 182 cottages

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  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Outstanding, unique converted water tank. Rurally located with amazing views that reach Chatsworth House. Open plan living, character features. Wonderful base for the Peak District. Bakewell 8 miles. (Ref. 903901)

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


for 7 nights $877

  • 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


for 7 nights $481

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A charming period two bedroom end-terrace cottage with lots of character and excellent outdoor space in Matlock. Woodburner. WiFi. A very short walk to shops and pubs. Bakewell 8 miles. (Ref. 933358)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights $501

  • Sleeps16
  • Bedrooms7
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A magnificent 17th century country house set in the centre of Winster, ideal for family and friends with lovely formal gardens and a summerhouse. (Ref. 30946)

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


for 7 nights $3034

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This superbly-renovated former barn is perched in Winster, Derbyshire. In a National Park. Off-road parking. Ground-floor living. EV charging. Open-plan. Bakewell 5.6 miles; Matlock 6.3 miles. (Ref. 1120845)

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


for 7 nights $784

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    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)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 2% off - Sat 25th Oct to 31st Dec 2025


for 7 nights $784

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This gorgeous three-storey cottage lies in Bakewell, Derbyshire. Enclosed garden. No pets. Bedroom with en-suite. Off-road parking. Chatsworth 9.6 miles; Matlock 8.3 miles; Buxton 12.3 miles. (Ref. 1064674)

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


for 7 nights $1092

  • 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


for 7 nights $952

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Horsedale Barn is a charming farm stay ideal for couples, nestled in the village of Bonsall in Derbyshire, on the edge of the Peak District National Park. Matlock Bath 3.6 miles; Matlock 4.6 miles; Bakewell 9.9 miles. (Ref. 1161151)

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


for 7 nights $619

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Rock Cottage is a delightful, detached abode tucked away in Carsington, a peaceful village in Derbyshire. Pet-friendly. Near Peak District National Park. Matlock 6.6 miles. (Ref. 1153043)

  • Wi-fi
  • Dishwasher
  • Baby-friendly


for 7 nights $615

Last booked yesterday
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  • Sleeps5
  • Bedrooms2
  • PetsYes

    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)

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


for 7 nights $564

  • 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
  • 10% off - Fri 12th Dec to 19th Dec 2025


for 7 nights $634

  • Sleeps6
  • Bedrooms3
  • PetsYes

    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)

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


for 7 nights $930

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    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)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights $1057

  • Sleeps6
  • Bedrooms3
  • PetsYes

    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)

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


for 7 nights $785

Last booked 2 days ago
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  • Sleeps14
  • Bedrooms6
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

An outstanding, stone-built barn conversion resting in Middleton near Youlgreave, Derbyshire. Hot tub. Bedrooms with en-suites. Woodburning stove. Winster 4.6 miles; Bakewell 6.6 miles; Matlock 9.8 miles. (Ref. 1079765)

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


for 7 nights $2445

  • 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
  • $144 off - Sat 13th Dec to 20th Dec 2025

  • $194 off - Sat 3rd Jan to 10th Jan 2026

  • $131 off - Sat 10th Jan to 17th Jan 2026


for 7 nights $592

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

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

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


for 7 nights $679

  • 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


for 7 nights $481

  • 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


for 7 nights $439