Winster Cottages

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Your Winster, Derbyshire search returned 181 cottages

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  • 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 £337

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    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)

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


for 7 nights £669

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

This lovely little stone cottage sits in the Derbyshire village of Cromford. Near Peak District National Park. WiFi. Matlock 3 miles. (Ref. 981522)

  • Wi-fi
  • Off-road parking


for 7 nights £282

Last booked 2 days ago
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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 £484

  • 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


for 7 nights £721

Last booked yesterday
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  • Sleeps10
  • Bedrooms5
  • PetsYes

    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)

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


for 7 nights £1401

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

The first floor a converted barn in the Derbyshire village of Youlgrave in Derbyshire. Peak District National Park. Open-plan living. Pub and shop close by. Bakewell 4 miles. (Ref. 974921)

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


for 7 nights £365

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Chimney Cottage is a charming pet-friendly cottage in Winster, Derbyshire, with sublime countryside views to admire all around. Matlock 5.5 miles; Bakewell 6.7 miles. (Ref. 1172633)

  • Wi-fi
  • Baby-friendly


for 7 nights £574

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    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)

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


for 7 nights £399

  • 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


for 7 nights £674

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A lovely stone-built annexe on the edge of the village of Rowsley, near Bakewell. En-suite, Smart TV, WiFi. Perfectly placed to explore Chatsworth, Bakewell, Matlock and Matlock Bath. Bakewell 3 miles. (Ref. 945481)

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


for 7 nights £513

  • 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 £455

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Sunset Hill is a beautifully-finished, detached property resting in Bolehill near Wirksworth, Derbyshire. Near Peak District National Park. Dog-friendly. Cromford 1.2 miles; Matlock 6 miles; Chesterfield 13.3 miles. (Ref. 1147497)

  • Wi-fi
  • Dishwasher
  • Baby-friendly


for 7 nights £668

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

The Old Apothecary is a Grade II listed duplex apartment in Matlock Bath, near Matlock, Derbyshire. Close to a pub. Historic property. Riverside views. Matlock 1.6 miles; Peak District National Park 5.9 miles; Bakewell 9.6 miles. (Ref. 1139646)

  • Wi-fi
  • Dishwasher


for 7 nights £552

Last booked 8 hours ago
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Number 4 Westmoreland is a stylish ground-floor apartment, close to the Peak District in the village of Two Dales, Derbyshire. Matlock 2.5 miles; Bakewell 6.1 miles. (Ref. 1160185)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine
  • 10% off - Thu 12th Mar to 30th Apr 2026


for 7 nights £421

Last booked yesterday
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  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A charming, two-bedroom cottage resting in Bakewell, Derbyshire. Close to amenities. In National Park. Characterful. Off-road parking. Log effect gas fire. Chatsworth 4.5 miles; Matlock 8.4 miles; Buxton 11.9 miles. (Ref. 929026)

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


for 7 nights £805

  • Sleeps11
  • Bedrooms5
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A beautiful, 5 bedroom detached cottage, close to the village pub in the pretty village of Parwich. High-standard accommodation with woodburning stove, roll-top bath and games room. Ashbourne 7 miles. (Ref. 935921)

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


for 7 nights £1357

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

An outstanding cottage. Retro and contemporary with wooden floors, underfloor heating, a woodburning stove and a well-equipped kitchen. Pretty gardens.WiFi Bakewell 5 miles. (Ref. 924952)

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


for 7 nights £445

  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

An enchanting terrace cottage, set in the heart of Matlock, Derbyshire. Open plan kitchen and dining. Sitting room with wood burning stove. Garden to front and rear with patio and furniture. Matlock Bath 1 mile; Bakewell 8 miles. (Ref. 953252)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £371

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A charming stone cottage (bookable with The Hayloft - 1063737) situated at the superb village of Winster in Derbyshire. Countryside views. Underfloor heating. Woodburning stove. Matlock 5.3 miles; Bakewell 6.4 miles; Chesterfield 12.5 miles. (Ref. 1051655)

  • Wi-fi


for 7 nights £463