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 187 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)
20
  • 10
  • 20
  • 50
  • 100
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A thoughtfully-decorated three-bedroom holiday home resting in Matlock, Derbyshire. Smart TV. Off-road parking. Near a National Park. Matlock Bath 1.8 mile; Bakewell 8.6 miles. (Ref. 1128253)

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

7 nights from €713

Last booked yesterday
See more details
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

This characterful cottage is situated in Matlock, Derbyshire. Close to amenities. Woodburning stove. Garden with furniture. Matlock Bath 2 mile; Bakewell 8.1 miles. (Ref. 1049435)

  • Wi-fi
  • Dishwasher

7 nights from €589

Last booked 2 days ago
See more details
  • Sleeps6
  • Bedrooms3
  • PetsYes
  • 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

7 nights from €634

Last booked yesterday
See more details
  • Sleeps12
  • Bedrooms5
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A spacious dwelling, resting on the outskirts of the town of Darley Dale. WiFi. Off-road parking. Pubs and shops within 1 mile. Bakewell 4 miles. (Ref. 17876)

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

7 nights from €911

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Character detached cottage in village of Biggin. Two sitting rooms, one with woodburner. Two bedrooms, as well as a cot room and family bathroom. Extensive enclosed lawned gardens. Plenty of walking and cycling opportunities. Ashbourne 10 miles. (Ref. 952294)

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

7 nights from €392

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Delightful, detached, stone cottage, set in an elevated position in the Derbyshire village of Winster. Beautiful views from the cottage garden. Full of character with open stonework and beams. Woodburning stove. Matlock 5 miles. (Ref. 915950)

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

7 nights from €510

  • 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

7 nights from €2664

  • Sleeps11
  • Bedrooms6
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Character barn conversion, positioned near the market town of Wirksworth, on the edges of the Peak District. WiFi. Off-road parking. Enclosed garden. Games room. Family-friendly. Matlock 5.4 miles. (Ref. 1008064)

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

7 nights from €1112

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A characterful reverse-level cottage resting in Matlock, Derbyshire. Near a National Park. Family-friendly. Close to amenities. Enclosed garden. Matlock Bath 2 miles; Bakewell 8.3 miles. (Ref. 1123830)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Fri 31st May to 30th Aug 2024

7 nights from €555

  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

An attractive dormer bungalow resting in Darley Dale, close to the Peak District National Park. Close to amenities. Off-road parking. Wheelchair friendly. Matlock 3.1 miles; Bakewell 5.5 miles; Ashbourne 15.4 miles. (Ref. 1077976)

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

7 nights from €640

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Delightful stone-built cottage in elevated Peak village of Elton. Comfortable accommodation in excellent walking country. Winster 1 mile. (Ref. 878)

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

7 nights from €398

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • 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

7 nights from €614

Last booked yesterday
See more details
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.1

    Good

  • 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 €466

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • 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 €442

  • Sleeps4
  • Bedrooms2
  • PetsNo

    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

7 nights from €551

Last booked yesterday
See more details
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Rose Cottage is a charming, stone-built cottage settled into the bustling town of Matlock, Derbyshire. Close to National Park. Near shop, pub, and river. Matlock Bath 1.8 miles; Peak District National Park 5 miles, Bakewell 8.7 miles. (Ref. 958573)

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

7 nights from €831

Last booked yesterday
See more details
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    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

7 nights from €503

Last booked yesterday
See more details
  • 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

7 nights from €816

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • 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

7 nights from €420

Last booked 7 hours ago
See more details
  • 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

7 nights from €808