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Holiday Cottages Chesterfield

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Your Chesterfield, Derbyshire search returned 167 cottages

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  • 8 Guests
  • 5 Bedrooms
  • Pets No

    Sykes Rating

Old Manor House is a charming and traditonal holiday home located in the village of Cutthorpe in Derbyshire with two woodburning stoves and large gardens. Chatsworth 9 miles; Bakewell 10.5 miles; Matlock 11.9 miles. (Ref. 1169415)

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

7 nights from $1822

  • 10 Guests
  • 5 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

A fantastic five-bedroom detached house resting in Bakewell, Derbyshire. Pet-friendly. Woodburning stove. Off-road parking. Chatsworth 9.7 miles; Matlock 8.6 miles; Buxton 13.4 miles. (Ref. 921800)

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

7 nights from $1844

  • 9 Guests
  • 4 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

A detached farmhouse located in the village of Hathersage in Hope Valley. Woodburners. Pet-friendly. Four bedrooms. Castleton 5 miles. Curbar 5 miles. (Ref. 952361)

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

7 nights from $1599

  • 14 Guests
  • 6 Bedrooms
  • Pets Yes

    Sykes Rating

Hallfield Hall is a stunning house situated in Shirland, Derbyshire, boasting a hot tub, bar, snooker table, games room, cinema room, and enclosed garden. Alfreton 2.4 miles; Matlock Bath 8.4 miles; Bakewell 15.1 miles; Derby 15.6 miles. (Ref. 1169570)

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

7 nights from $3038

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

    Sykes Rating

A truly breath-taking converted water tower on the outskirts of Bolsover, Derbyshire. Woodburning stove. Stylish and contemporary. Romantic. Off-road parking. 6 acres of land. Chesterfield 7.7 miles; Sherwood Forest 9.7 miles; Sheffield 16.6 miles. (Ref. 1116427)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from $1292

7 nights from $479

7 nights from $575

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    Sykes Rating

Oakwood Lodge is a charming, detached holiday home in Tansley, Derbyshire. Countryside views. Near the Peak District National Park. Pet-friendly. Matlock 1.7 miles; Bakewell 10.2 miles; Derby 18.4 miles. (Ref. 1147569)

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

7 nights from $837

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.7

    Sykes Rating

A lovely apartment in the centre of Eyam village in the Peak District National Park. Ideal for couples wishing to explore this historic area. Beautiful countryside with fabulous walks. Bakewell 7 miles. (Ref. 946764)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $422

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

    4.9

    Sykes Rating

This traditional mid-terrace property rests at the heart of the Peak District. Brilliant base for walking. Private enclosed courtyard. Calver 1 mile. (Ref. 967600)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $803

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.7

    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 $528

  • 8 Guests
  • 4 Bedrooms
  • Pets No

    4.3

    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 $1658

Last booked yesterday
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  • 6 Guests
  • 3 Bedrooms
  • Pets No

    4.8

    Sykes Rating

Matlock Maisonette is situated in Matlock in Derbyshire. Duplex apartment. Far-reaching views. Stunning terrace. Central location. Allocated parking. Bakewell 8.6 miles. Alfreton 9.2 miles. Sheffield 22.5 miles. (Ref. 1153088)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $769

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.9

    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 $662

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.7

    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 $494

  • 7 Guests
  • 4 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

This charming, four-bedroom home rests in Sheffield, South Yorkshire. Near a National Park. Smart TV. Off-road parking. Enclosed garden. Chesterfield 9.6 miles; Doncaster 21.9 miles. (Ref. 1134637)

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

7 nights from $794

  • 8 Guests
  • 4 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

A contemporary first-floor apartment in Clay Cross, Derbyshire. Pet-friendly. Countryside views. Close to amenities. Smart TV. Chesterfield 5.1 miles; Matlock 7.8 miles; Peak District National Park 9.6 miles. (Ref. 1065378)

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

7 nights from $722

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.9

    Sykes Rating

This charming semi-detached cottage rests in Tansley, Derbyshire. Off-road parking. Woodburning stove. Pet-free. Garden with furniture. Matlock 1.7 miles. (Ref. 1061197)

  • Wi-fi
  • Off-road parking
  • Baby-friendly
  • 5% off - Mon 7th Apr to 3rd May 2025

7 nights from $660

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

    4.7

    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 $693

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

    4.7

    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 $702

Last booked 2 days ago
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