24/7 “On Holiday” Support

Our friendly UK team are here to help, in case of any emergency.

Award Winning Holiday Experts

Over 30 years of experience in UK self-catering holidays.

B Corp Certified Business

Committed to making a positive social and environmental impact.

Safe & Secure Payments

Flexible payment options for peace of mind.

Winster Cottages

REFINE SEARCH

Your Winster, Derbyshire search returned 180 cottages

Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
  • Guest Rated (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

Lovely detached bungalow close to centre of the Derbyshire market town of Matlock. Edge of Peak District National Park. Bakewell 8 miles. (Ref. 5689)

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

7 nights from £472

  • 8 Guests
  • 4 Bedrooms
  • Pets Yes

    4.5

    Sykes Rating

A charming former stable block perched in Over Haddon near Bakewell, Derbyshire. Woodburning stove. Pet-friendly. In a National Park. Chatsworth 13 miles; Buxton 10.6 miles; Matlock 11.7 miles. (Ref. 1128315)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly
  • Games room

7 nights from £1120

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    3.7

    Sykes Rating

A pretty, semi-detached cottage resting within the village of Rowsley. WiFi. Pet welcome. Woodburning stove. Bakewell 4 miles, Buxton 17.3 miles. (Ref. 1025990)

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

7 nights from £481

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.4

    Sykes Rating

A wonderful old miners cottage resting in Winster, Derbyshire. Open fire. In a National Park. Private garden. Pet-friendly. Matlock 5.2 miles; Bakewell 6.6 miles. (Ref. 1119081)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £401

Last booked yesterday
See more details
  • 3 Guests
  • 2 Bedrooms
  • Pets No

    4.7

    Sykes Rating

A pretty, traditional cottage resting in Winster in the Derbyshire Dales, with country views. In a National Park. Matlock 5.5 miles; Bakewell 6.8 miles. (Ref. 1083119)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £429

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.6

    Sykes Rating

A characterful terrace cottage set in the idyllic village of Darley Bridge, on the edge of the Peak District National Park. Countryside retreat. Original features. Pet-friendly. Matlock 2.9 miles; Bakewell 6.1 miles; Buxton 18.4 miles. (Ref. 1058614)

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

7 nights from £398

Last booked 2 days ago
See more details
  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.6

    Sykes Rating

Jasmine Cottage is characterful, mid-terrace cottage in the centre of Winster, Derbyshire. Open fire. Roll-top bath. Rear courtyard. Near a shop and pub. Matlock 5.2 miles; Bakewell 6.6 miles. (Ref. 1151211)

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

7 nights from £452

  • 7 Guests
  • 3 Bedrooms
  • Pets No

    Sykes Rating

This splendid three-bedroom property is perched in Darley Moor near Two Dales, Derbyshire. Lakeside views. Smart TV. Near a National Park. Matlock 3.2 miles; Bakewell 8.5 miles. (Ref. 1129130)

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

7 nights from £1055

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

This charming detached barn conversion rests in the heart of Wirksworth, in Derbyshire Dales. WiFi. Pet-friendly. Matlock 4.6 miles; Ashbourne 9.1 miles. (Ref. 1002611)

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

7 nights from £609

  • 14 Guests
  • 7 Bedrooms
  • Pets No

    4.0

    Sykes Rating

A Grade I listed property in a tranquil and historic Derbyshire setting in the village of Cromford. Near Peak District National Park. Off-road parking. Large garden. Matlock Bath 1.2 miles; Matlock 2.3 miles; Bakewell 10.8 miles. (Ref. 1050404)

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

7 nights from £1595

Last booked yesterday
See more details
  • 5 Guests
  • 3 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

Churchside House is a charming, three-bedroom holiday cottage resting in Matlock, Derbyshire. Close to amenities. Near a National Park. Electric fire. Matlock Bath 2.8 mile; Bakewell 8.9 miles. (Ref. 1105058)

  • Dishwasher
  • Washing machine

7 nights from £435

  • 10 Guests
  • 5 Bedrooms
  • Pets Yes

    4.0

    Sykes Rating

This fabulous five-bedroom property rests in Over Haddon near Bakewell, Derbyshire. Woodburning stove. Pet-friendly. Shared swimming pool. Chatsworth 13 miles; Buxton 10.6 miles; Matlock 11.7 miles. (Ref. 1128316)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly
  • Games room

7 nights from £1359

Last booked 2 days ago
See more details
  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.4

    Sykes Rating

A historic holiday home resting Middleton-by-Youlgrave near Bakewell, Derbyshire. Woodburning stove. Character features. In the Peak District National Park. Pet-friendly. Matlock 10.9 miles; Buxton 12 miles; Chatsworth 12.2 miles. (Ref. 1123067)

  • Wi-fi
  • Washing machine

7 nights from £444

Last booked 8 hours ago
See more details
  • 2 Guests
  • 1 Bedroom
  • Pets No

    4.8

    Sykes Rating

Contemporary, cosy holiday home, a short stroll from the lovely little town of Wirksworth. En-suite bedroom. Woodburner. Patio with furniture. Romantic retreat. Carsington Water 4 miles. Matlock 6 miles. (Ref. 923305)

  • Wi-fi
  • Off-road parking

7 nights from £371

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

A semi-detached property nestled in the market town of Bakewell, Derbyshire. Smart TV. Close to amenities. In National Park. Electric fire. Matlock 8.5 miles; Chatsworth 9.2 miles. (Ref. 1104863)

  • Wi-fi
  • Washing machine

7 nights from £479

Last booked 2 days ago
See more details
  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.7

    Sykes Rating

Lovely romantic cottage with some wonderful features, including stone fireplace with woodburner. WiFi. A short walk to village amenities, making a perfect romantic break. Matlock 3 miles. (Ref. 923214)

  • Wi-fi

7 nights from £336

  • 6 Guests
  • 3 Bedrooms
  • Pets No

    3.8

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

7 nights from £924

  • 6 Guests
  • 3 Bedrooms
  • Pets No

    4.5

    Sykes Rating

This delightful three-bedroom cottage rests in Darley Moor, near Two Dales, Derbyshire. Open-plan. Bedrooms with en-suites. Near a National Park. Matlock 3.2 miles; Bakewell 8.5 miles. (Ref. 1129127)

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

7 nights from £1045

  • 18 Guests
  • 7 Bedrooms
  • Pets Yes

    4.6

    Sykes Rating

A brilliant, detached house resting on a farm in Middleton near Youlgreave, Derbyshire. Ample off-road parking. Open fire and woodburning stove. Hot tub. Winster 4.6 miles; Bakewell 6.6 miles; Matlock 9.8 miles. (Ref. 1079762)

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

7 nights from £2192

  • 8 Guests
  • 3 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

Lovely, semi-detached cottage in the heart of Middleton near Wirksworth and Cromford. Feature beams. En-suite facilities. Patio with furniture. Great base for walking. Wirksworth 1.5 miles. (Ref. 12183)

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

7 nights from £419

Last booked yesterday
See more details