Winster Cottages

Your Winster, Derbyshire search returned 197 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

  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    5.0

    Perfect

  • Sykes rating

Gardeners Cottage, a glorious reverse-level cottage in the hamlet of Hopton, boasting an open-plan layout, en-suite facilities. Carsington 0.2 miles; Wirksworth 2.3 miles; Bakewell 12.3 miles; Ashbourne 7 miles. (Ref. 1170350)

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


for 7 nights From £1040

  • Sleeps14
  • Bedrooms7
  • Pet FriendlyNo

    4.7

    Outstanding

  • Sykes rating

The Granary, a stunning cottage in the hamlet of Hopton in Derbyshire boasting en-suite facilities, a toasty woodburning.Carsington 0.2 miles; Wirksworth 2.3 miles; Ashbourne 7 miles; Bakewell 12.3 miles. (Ref. 1169558)

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


for 7 nights From £2017

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.9

    Outstanding

  • Sykes rating

An outstanding, detached barn conversion in village of Brassington, Derbyshire. Romantic retreat. Woodburner. Character feel. Matlock 7.9 miles. (Ref. 1098005)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From £442

  • 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 £806

Last booked yesterday
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  • Sleeps3
  • Bedrooms2
  • Pet FriendlyNo

    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 From £342

  • Sleeps5
  • Bedrooms3
  • Pet FriendlyNo

    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


for 7 nights From £501

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

This semi-detached cottage can be found in the charming village of Two Dales in Matlock. Dogs welcome. En-suite bathroom. WiFi. Matlock 2.7 miles; Bakewell 6.4 miles. (Ref. 1038854)

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


for 7 nights From £399

Last booked yesterday
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  • Sleeps16
  • Bedrooms8
  • Pet FriendlyNo

    4.9

    Outstanding

  • Sykes rating

This beautiful Victorian townhouse rests in Matlock, Derbyshire. Set over four floors. En-suite in all bedrooms. Games room. Perfect for family gatherings. Matlock Bath 1.6 miles; Bakewell 8.5 miles; Buxton 20.2 miles. (Ref. 1018117)

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


for 7 nights From £1600

  • 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 £533

Last booked yesterday
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  • 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

  • Sleeps3
  • Bedrooms2
  • Pet FriendlyNo

    4.8

    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

Last booked yesterday
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  • Sleeps5
  • Bedrooms3
  • Pet FriendlyNo

    4.7

    Outstanding

  • Sykes rating

Lane Head Cottage is a traditional stone cottage sitting in the rural village of Alderwasley with a toasty woodburning stove and superb country views. Matlock 5.2 miles; Bakewell 13.5 miles. (Ref. 1173986)

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


for 7 nights From £538

Last booked yesterday
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  • 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

  • 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

  • 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 £521

Last booked yesterday
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  • 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
  • 15% off - Fri 31st Jul to 8th Aug 2026

  • 15% off - Mon 10th Aug to 14th Aug 2026


for 7 nights From £534

Last booked yesterday
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  • 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 £421

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

  • 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 £696