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Holiday Cottages Chesterfield

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Your Chesterfield, Derbyshire search returned 167 cottages

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  • 5 Guests
  • 3 Bedrooms
  • Pets No

    4.9

    Sykes Rating

A well-appointed traditional cottage situated in the village of Higham, Derbyshire. Central location. Original features. Sun room. Ripley 5.5 miles. Matlock 8.9 miles. Bakewell 15.1 miles. (Ref. 1057608)

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

7 nights from $785

  • 4 Guests
  • 1 Bedroom
  • Pets Yes

    4.9

    Sykes Rating

Cherry Tree Cottage is a stunning cottage near Chesterfield in Derbyshire. Romantic. Hot tub. Dog-friendly. Parking. Great views. Rural location. Matlock 6.5 miles; Bakewell 9.1 miles; Baslow 11 miles; Buxton 20.9 miles. (Ref. 1153986)

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

7 nights from $853

Travel plans can change

Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).

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  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.8

    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 $573

Last booked yesterday
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  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    5.0

    Sykes Rating

A charming two-bedroom semi-detached house resting in Farley, Derbyshire Dales. Pet-friendly. Close to amenities. Hot tub. Matlock Bath 2.6 mile; Bakewell 7.9 miles. (Ref. 1084280)

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

7 nights from $959

Last booked yesterday
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  • 5 Guests
  • 3 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

Homely, detached bungalow set in the town of Bolsover in Derbyshire. Conservatory. Smart TV. Luxury dog kennel. (Ref. 962748)

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

7 nights from $581

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

Beautiful barn conversion in a rural location, near the village of Ashover on edge of the Peak District. WiFi. Countryside views across valley. Off-road parking. Electric stove. Matlock 5 miles. (Ref. 996351)

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

7 nights from $461

Last booked yesterday
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  • 2 Guests
  • 1 Bedroom
  • Pets No

    4.8

    Sykes Rating

The Bottling Shed, a wonderful holiday retreat lying in the scenic Peak District in Matlock, Derbyshire. Romantic retreat. Hot tub. Open-plan. Balcony. Matlock Bath 3.4 miles; Bakewell 9.6 miles. (Ref. 1048671)

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

7 nights from $689

Last booked yesterday
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Travel plans can change

Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).

Find out more. T&Cs apply

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    5.0

    Sykes Rating

Rock Mill Holiday Apartments is a stunning, third-floor apartment resting in Stoney Middleton, near Calver, Derbyshire. In Peak District National Park. Off-road parking. EV Charging. Calver 1 mile; Bakewell 5.7 miles; Sheffield 12.9 miles. (Ref. 1130694)

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

7 nights from $614

  • 6 Guests
  • 3 Bedrooms
  • Pets No

    Sykes Rating

9 White Edge Close is a pleasing, semi-detached home located in Chesterfield in Derbyshire, enjoying close proximity to the Peak District National Park. Matlock 10.2 miles; Chatsworth 9.4 miles; Bakewell 12.7 miles. (Ref. 1168890)

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

7 nights from $685

Last booked yesterday
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  • 8 Guests
  • 4 Bedrooms
  • Pets No

    4.9

    Sykes Rating

Beautiful stable conversion in owner's grounds in Ashover village. Rural location, countryside views, quality accommodation. Off road parking, front garden, en-suite shower room. Good walking and cycling. Matlock 5 miles. (Ref. 927574)

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

7 nights from $1030

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.8

    Sykes Rating

A splendid one-bedroom single-storey cottage settled in Alfreton near Oakerthorpe, Derbyshire. Pet and child friendly. Hot tub. Off-road parking. Crich 2.8 miles; Matlock 8.3 miles. (Ref. 991273)

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

7 nights from $541

Last booked 3 days ago
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  • 6 Guests
  • 2 Bedrooms
  • Pets Yes

    4.5

    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 $537

  • 12 Guests
  • 5 Bedrooms
  • Pets No

    4.6

    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 $955

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

A superb two-bedroom bungalow resting on the outskirts of Dronfield, near Chesterfield, Derbyshire. Family-friendly. Large partially enclosed garden. Dog friendly. Peak District. Bakewell 12.8 miles; Matlock 13.2 miles. (Ref. 1084691)

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

7 nights from $797

Travel plans can change

Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).

Find out more. T&Cs apply

  • 6 Guests
  • 3 Bedrooms
  • Pets No

    4.8

    Sykes Rating

This superbly-renovated former barn is perched in Winster, Derbyshire. In a National Park. Off-road parking. Ground-floor living. EV charging. Open-plan. Bakewell 5.6 miles; Matlock 6.3 miles. (Ref. 1120845)

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

7 nights from $868

  • 4 Guests
  • 1 Bedroom
  • Pets No

    Sykes Rating

28 Rock Mill Holiday Apartments is a contemporary second-floor apartment in the heart of the Peak District National Park, in Stoney Middleton, Derbyshire. Eyam 0.8 miles; Baslow 2.8 miles; Bakewell 5.9 miles. (Ref. 1165722)

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

7 nights from $619

Last booked yesterday
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  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.9

    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 $476

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    5.0

    Sykes Rating

Potters Cottage is a delightful, Victorian dwelling resting in Fulwood on the outskirts of Sheffield, South Yorkshire. Near National Park. Close to amenities. Stylish. Chesterfield 13.4 miles; Doncaster 24.6 miles. (Ref. 1140958)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $619

Last booked yesterday
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  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.7

    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 $524

  • 3 Guests
  • 2 Bedrooms
  • Pets No

    4.9

    Sykes Rating

A charming, two-bedroom cottage resting in Bakewell, Derbyshire. Close to amenities. In National Park. Characterful. Off-road parking. Log effect gas fire. Chatsworth 4.5 miles; Matlock 8.4 miles; Buxton 11.9 miles. (Ref. 929026)

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

7 nights from $783