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Holiday Cottages Chesterfield

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Your Chesterfield, Derbyshire search returned 171 cottages

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  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

Spacious end-terrace cottage near village of Barlow. Set over three floors with woodburner and play room. Ideal base for a relaxing break. Barlow 1 mile. (Ref. 12587)

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

7 nights from $476

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.3

    Good

  • Sykes rating

Grade II listed Georgian cottage nestled in Bakewell. WiFi. Open-plan living. Immaculate finish. Chatsworth 4 miles; Matlock 8 miles. (Ref. 993152)

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

7 nights from $1758

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Bear Cottage, a pretty terraced cottage situated in the town of Cromford in Derbyshire, close to a shop and a pub, and the Peak District National Park. Matlock Bath 1.2 miles; Wirksworth 1.9 miles; Peak District National Park 7.2 miles. (Ref. 1100050)

  • Wi-fi
  • Baby-friendly

7 nights from $464

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Yew Tree Cottage is a delightful, pet-friendly holiday cottage resting in the charming town of Matlock in Derbyshire with an enclosed decked balcony. Matlock Bath 1.9 miles; Bakewell 8.6 miles. (Ref. 1174717)

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

7 nights from $606

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

46 Rock Mill is a stylish, third-floor apartment located in the stunning Hope Valley, in Derbyshire. Amenities on-site. In Peak District National Park. Tideswell 5.1 miles; Bakewell 6 miles. (Ref. 1148333)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging

7 nights from $499

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A converted church resting within Birchover, near Winster. Pet-friendly. WiFi. Pub within 0.2 miles. Matlock 6.5 miles. (Ref. 1005440)

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

7 nights from $696

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • 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 $453

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Beautiful stable conversion, all ground floor cottage with two bedrooms. Well-furnished. WiFi. Vineyard on-site. Sherwood Forest nearby. Warsop 1.2 miles. (Ref. 963639)

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

7 nights from $498

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A charming two-bedroom semi-detached house resting in Ashover, Derbyshire. Family-friendly. Smart TV. Near a river. Matlock 4.6 miles, Chesterfield 6.7 miles. (Ref. 1072527)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from $514

  • 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

7 nights from $681

  • 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

7 nights from $382

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • 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 $636

Last booked 7 hours ago
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  • Sleeps14
  • Bedrooms4
  • PetsNo
  • Sykes rating

Highgate House is a charming holiday home resting in Holmesfield near Dronfield, Derbyshire, with a hot tub, pool table, and enclosed garden. Chesterfield 7.7 miles; Sheffield 9.6 miles. (Ref. 1179440)

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

7 nights from $2424

  • Sleeps20
  • Bedrooms7
  • PetsYes
  • Sykes rating

Five Acres is a large, fun-filled holiday home on the outskirts of pretty market town of Chesterfield, Derbyshire, with a hot tub, sauna and games room. Matlock 9.8 miles; Chatsworth 10.1 miles; Bakewell 13.4 miles; Sheffield 14.8 miles. (Ref. 1166348)

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

7 nights from $9239

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Alfreton Cottage is a fabulous, dog-friendly holiday cottage in Newton near Alfreton, Derbyshire near the Peak District. South Normanton 1.6 miles; Oakerthorpe 5.2 miles; Kirkby-in-Ashfield 5.3 miles (Ref. 1162722)

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

7 nights from $535

  • Sleeps7
  • Bedrooms4
  • PetsYes
  • Sykes rating

Blindwell House is a charming, family and pet-friendly cottage located in the village of Wensley in Derbyshire, boasting a woodburning stove and barbecue. Matlock 3.6 miles; Bakewell 7.2 miles; Ashbourne 13.7 miles; Derby 21.8 miles. (Ref. 1181996)

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

7 nights from $764

Last booked 2 days ago
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  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.1

    Good

  • Sykes rating

Deeley House is a charming, Georgian-period home set on the edge of the pretty Peak District National Park in Darley Dale, Derbyshire, welcoming pets. Matlock 3.7 miles; Bakewell 4.7 miles; Ashbourne 15.8 miles. (Ref. 1167997)

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

7 nights from $1215

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A wonderful ground-floor apartment in a Grade II listed building near Cuckney, Nottinghamshire. Ground-floor living. Dog-friendly. Original features. Family-friendly. Mansfield 7.1 miles; Sheffield 22.9 miles; Nottingham 24.2 miles. (Ref. 1116402)

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

7 nights from $755

  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.7

    Outstanding

  • 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
  • Washing machine
  • Baby-friendly

7 nights from $1368

Last booked yesterday
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  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A charming, stone-built cottage set in the Derbyshire village of Cromford. Mid-terrace. Centre of Cromford. Three storey. Matlock Bath 1 mile; Matlock 3 miles; Bakewell 10 miles. (Ref. 935996)

  • Wi-fi
  • Off-road parking

7 nights from $443