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 186 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
  • Bedrooms2
  • PetsYes

    4.6

    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

7 nights from €434

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A lovely cottage near Parwich. A welcoming barn conversion on a quiet farm surrounded by pretty countryside views. Parwich 2 miles. Ashbourne 9 miles. (Ref. 19144)

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

7 nights from €393

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • 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 €475

  • Sleeps18
  • Bedrooms9
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

Sensational, detached conversion of the Arkwright’s Grade II listed former corn mill in Cromford. En-suite facilities. Three kitchens and sitting rooms. Feature beams and stonework. Lawned garden with furniture, mill pond and waterfall. Matlock 3 miles. (Ref. 17888)

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

7 nights from €2546

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    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)

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

7 nights from €715

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

Last booked 5 hours ago
See more details
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Single-storey barn conversion on owner's farm by the village of Hartington, Derbyshire. Ideal for couples or a small family. All ground floor. Bakewell 10 miles; Buxton 10 miles. (Ref. 996655)

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

7 nights from €316

7 nights from €613

  • Sleeps11
  • Bedrooms5
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A contemporary, five-bedroom home resting in Farley near Matlock, Derbyshire. Near National Park. Countryside views. Hot tub. Stylish. Games room. Family-friendly. Matlock Bath 2.7 miles; Bakewell 8.1 miles. (Ref. 1129667)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from €2167

Last booked yesterday
See more details
  • Sleeps8
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • 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 €487

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A traditional, single-storey cottage resting in Tansley, Derbyshire. Ground-floor living. Countryside views. Woodburning stove. Romantic. Matlock 2.8 miles; Peak District National Park 7.6 miles; Chesterfield 7.8 miles; Sheffield 20.6 miles. (Ref. 1107549)

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

7 nights from €554

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • 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 €510

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.1

    Good

  • Sykes rating

A detached stone cottage resting in the heart of the village of Youlgreave in Peak District National Park. Views. Lovely garden. Close to local amenities. Bakewell 4 miles. (Ref. 970052)

  • Wi-fi
  • Washing machine
  • Games room

7 nights from €430

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Stylish and spacious townhouse, situated in Matlock, Derbyshire. Hot tub. Matlock Bath 1 mile. (Ref. 968285)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher

7 nights from €1115

  • Sleeps6
  • Bedrooms3
  • PetsYes

    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)

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

7 nights from €650

Last booked yesterday
See more details
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.3

    Good

  • Sykes rating

A fabulous four-bedroom cottage resting on Burton Manor Farm in Bakewell, Derbyshire. Pet-friendly. Private garden. In a National Park. Off-road parking. Chatsworth 6 miles; Matlock 9.7 miles; Buxton 12.6 miles. (Ref. 1107897)

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

7 nights from €1080

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

A charming three-bedroom detached cottage resting in Matlock, Derbyshire. Child-friendly. Enclosed garden. Castle views. Matlock Bath 1.6 miles; Bakewell 8.8 miles. (Ref. 1068675)

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

7 nights from €571

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.4

    Good

  • Sykes rating

This impressive four-bedroom house rests in Cromford, Derbyshire. Child and pet-friendly. Woodburning stove. Country views. Matlock Bath 1.2 mile; Matlock 2.4 miles; Bakewell 10.8 miles. (Ref. 1078561)

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

7 nights from €796

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Mulberry Cottage is a characterful, two-bedroom cottage in Youlgreave, Derbyshire. In Peak District National Park. Woodburning stove. Nearby amenities. Bakewell 4.9 miles; Buxton 13 miles; Derby 24.6 miles. (Ref. 1142015)

  • Wi-fi
  • Dishwasher

7 nights from €596

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A lovely stone built semi-detached cottage resting in Carsington, Derbyshire. Enclosed garden. En-suite. Pet-friendly. Matlock 6.5 miles; Alton Towers 17 miles. (Ref. 1050919)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from €875