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Holiday Cottages Chesterfield

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Your Chesterfield, Derbyshire search returned 170 cottages

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  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Sykes Rating

Holbein is a delightful single-storey, studio-style lodge resting in Hackney, Derbyshire, this pet friendly abode has a woodburning stove and hot tub. Matlock Bath 2 mile; Bakewell 7.1 miles. (Ref. 1164247)

  • Off-road parking
  • Ground floor bedroom
  • Hot Tub

7 nights from $722

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    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 $552

Last booked yesterday
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  • Sleeps4
  • Bedrooms1
  • PetsYes

    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 $871

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A terraced cottage located in the village of Birchover in the Peak District. Wood burner. Paved garden with furniture. Quiet location. Winster 1.3 miles; Bakewell 5.4 miles; Matlock 5.5 miles. (Ref. 953759)

  • Wi-fi
  • Washing machine

7 nights from $575

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

Harebell Cottage is a delightful barn conversion resting in Curbar, Derbyshire. In National Park. Woodburning stove. Countryside views. Close to pub. Bakewell 6.1 miles; Sheffield 12.8 miles; Buxton 15.3 miles. (Ref. 1146083)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $855

  • Sleeps10
  • Bedrooms5
  • PetsNo

    Sykes Rating

Cherry Tree Farm is a wonderful detached abode set on the outskirts of Chesterfield, Derbyshire, enjoying a hot tub and close proximity to a National Park. Matlock 6 miles; Chatsworth 8.6 miles; Bakewell 9 miles. (Ref. 1165577)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Baby-friendly
  • Games room

7 nights from $2148

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    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 $945

  • Sleeps16
  • Bedrooms8
  • PetsNo

    4.8

    Sykes Rating

This beautiful Victorian townhouse rests in Matlock, Derbyshire. Set over four floors. En-suite in all bedrooms. Games room. Perfect for family gatherings. Matlock Bath 1.6 miles; Bakewell 8.5 miles; Buxton 20.2 miles. (Ref. 1018117)

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

7 nights from $2244

  • Sleeps2
  • Bedrooms1
  • PetsYes

    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 $486

Last booked 2 days ago
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  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.7

    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 $740

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Sykes Rating

Cosy traditional barn conversion set in wooded valley near the High Peak Trail just outside Cromford. Character features. Great touring base. Matlock 5 miles. (Ref. 914759)

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

7 nights from $702

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Sykes Rating

This family-friendly, semi-detached cottage rests in Matlock, Derbyshire. Woodburning stove. Pet-friendly. Enclosed gardens. Close to amenities. Matlock Bath 2.5 miles; Bakewell 8.8 miles; Chesterfield 9.6 miles. (Ref. 1092561)

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

7 nights from $610

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

Converted chapel in the Derbyshire village of Handley. 19th century building. Original wooden beams. Open-plan living. Views of Ogston Reservoir. (Ref. 904605)

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

7 nights from $553

  • Sleeps4
  • Bedrooms2
  • PetsYes

    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 $470

  • Sleeps10
  • Bedrooms5
  • PetsYes

    5.0

    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
  • 10% off - Fri 5th Sep to 8th Sep 2025

7 nights from $1236

  • Sleeps8
  • Bedrooms4
  • PetsYes

    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 $1224

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    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 $540

Last booked yesterday
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  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.9

    Sykes Rating

A quaint, mid-terrace cottage settled in the village of Matlock, Derbyshire. Woodburner. Enclosed garden. Scenic location. Bakewell 4.7 miles; Matlock Bath 5 miles. (Ref. 1094150)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • $180 off - Sat 28th Jun to 5th Jul 2025

  • $163 off - Sat 19th Jul to 26th Jul 2025

  • $167 off - Sat 9th Aug to 16th Aug 2025

7 nights from $734

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Sykes Rating

A listed two-bedroom chocolate box cottage resting in Bakewell, Derbyshire. Smart TV. Central location. Near a National Park. Chatsworth 4.7 miles; Matlock 8.3 miles; Buxton 12 miles. (Ref. 1087662)

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

7 nights from $809

Last booked 2 days ago
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7 nights from $567