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 179 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 No

    5.0

    Sykes Rating

A stone-fronted, characterful cottage resting in Bakewell, Derbyshire. In National Park. Woodburning stove. Original features. Close to amenities. Enclosed courtyard. Chatsworth 4.8 miles; Matlock 9.7 miles; Buxton 12.6 miles. (Ref. 940794)

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

7 nights from €725

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.6

    Sykes Rating

Lovely one bedroom modern cottage with fantastic walks from the doorstep, on the edge of Rowsley village. Great views located between Bakewell and Matlock. Ideal romantic retreat. Bakewell 3 miles. (Ref. 941567)

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

7 nights from €423

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.5

    Sykes Rating

This charming terraced cottage sits in the Derbyshire town of Matlock. Over three floors. Pet-friendly. WiFi. Matlock Bath 1 mile. (Ref. 963763)

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

7 nights from €532

  • 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 €1353

  • 6 Guests
  • 3 Bedrooms
  • Pets No

    4.8

    Sykes Rating

Semi-detached barn conversion situated on owner's farm near village of Winster. Old beams, spacious patio area and countryside views. Matlock 6 miles. (Ref. 2210)

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

7 nights from €573

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

    4.8

    Sykes Rating

Cosy stone-built barn conversion on the owners' working livestock farm, two miles from Matlock. Large garden, pet-friendly. Walks from the doorstep. Opposite Matlock Golf Club. Bakewell 10 miles. (Ref. 929053)

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

7 nights from €436

Last booked 2 days ago
See more details
  • 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 €1192

  • 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 €1115

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.9

    Sykes Rating

Cosy Peak District cottage, on a working dairy farm with fantastic countryside views. Ideal touring base for couple or family. Parwich 3 miles. (Ref. 4474)

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

7 nights from €379

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

A delightful log cabin based just outside of the village of Rowsley in Derbyshire. Open plan modern accomodation. En-suite. Pet friendly. Rowsley 5 miles. Matlock 5 miles. (Ref. 936154)

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

7 nights from €632

  • 10 Guests
  • 5 Bedrooms
  • Pets Yes

    4.1

    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 €1799

  • 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 €423

  • 10 Guests
  • 5 Bedrooms
  • Pets Yes

    5.0

    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)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Baby-friendly

7 nights from €1114

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.2

    Sykes Rating

This super single-storey holiday home resides in Over Haddon near Bakewell, Derbyshire. In a National Park. Woodburning stove. Ground-floor accommodation. Chatsworth 13 miles; Buxton 10.6 miles; Matlock 11.7 miles. (Ref. 1128310)

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

7 nights from €672

Last booked 1 hour ago
See more details
  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.5

    Sykes Rating

A beautiful semi-detached cottage resting in the village of Elton, near Winster, in the Peak District National Park. Enclosed garden. Off-road parking. Woodburning stove. Matlock 6.3 miles; Bakewell 6.7 miles. (Ref. 1039937)

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

7 nights from €707

  • 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 €607

Last booked 2 days ago
See more details
  • 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 €578

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.3

    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 €591

  • 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 €1917

  • 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 €1274