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Holiday Cottages Chesterfield

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Your Chesterfield, Derbyshire search returned 171 cottages

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  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0

    Sykes Rating

A remarkable stone-built holiday home resting in Teversal near Stanton Hill, Nottinghamshire. Enclosed garden. Character. Ground-floor living. Hot tub. Chesterfield 10.3 miles; Nottingham 19 miles; Peak District National Park 22.4 miles (Ref. 1080853)

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

7 nights from £1204

7 nights from £386

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.7

    Sykes Rating

A pleasant barn conversion situated near the village of Tansley in the Derbyshire Dales. Stunning views of Ogston Reservoir and countryside. Exposed beams. On working farm. Matlock 3 miles. (Ref. 969731)

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

7 nights from £335

Last booked 2 days ago
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  • Sleeps11
  • Bedrooms4
  • PetsYes

    5.0

    Sykes Rating

Barncroft is an outstanding detached bungalow situated in Tansley, Derbyshire boasting a double-sided log burner, hot tub, and elevated countryside views. Matlock 2 miles; Chesterfield 10.3 miles; Sutton-in-Ashfield 13.5 miles. (Ref. 1158073)

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

7 nights from £1449

Last booked 2 days ago
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  • Sleeps12
  • Bedrooms5
  • PetsYes

    4.9

    Sykes Rating

This impressive, five-bedroom property resides in Tansley near Matlock, Derbyshire. Off-road parking. Enclosed garden. Underfloor heating. Near a National Park. Matlock Bath 3.3 mile; Bakewell 10.2 miles. (Ref. 1057697)

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

7 nights from £1363

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Sykes Rating

The Chapel is a converted methodist chapel situated in Brackenfield near Stretton, Derbyshire. Character features. Open-plan living. Lawned garden. Alfreton 4.6 miles; Chesterfield 9.6 miles. (Ref. 1140286)

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

7 nights from £565

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

Number 4 Westmoreland is a stylish ground-floor apartment with off-road parking, close to the Peak District in the village of Two Dales, Derbyshire. Matlock 2.5 miles; Bakewell 6.1 miles. (Ref. 1160185)

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

7 nights from £425

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

A delightful stone-built cottage nestled in Cromford, Derbyshire. Open-plan. Woodburning stove. Pet-friendly. Matlock 2.5 miles. (Ref. 1062326)

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

7 nights from £498

Last booked 8 hours ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A beautiful two-bedroom cottage resting in Grindleford, Derbyshire. Off-road parking.In the Peak District National Park. En-suite bedrooms. Smart TV. Eyam 3.1 miles; Baslow 3.6 miles; Bakewell 6.8 miles. (Ref. 1079242)

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

7 nights from £515

Last booked yesterday
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  • 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 £1670

  • Sleeps3
  • Bedrooms2
  • PetsYes

    5.0

    Sykes Rating

Lydgate Cottage is an original cottage sitting in the heart of Eyam, Derbyshire. Hot tub. Pet-friendly. Woodburning stove. Near amenities. In National Park. Tideswell 5.2 miles; Bakewell 6.8 miles. (Ref. 1066992)

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

7 nights from £730

  • 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 £709

7 nights from £438

  • 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

7 nights from £1018

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Sykes Rating

33 Main Road is a detached, Grade II listed cottage resting in Higham, Derbyshire. Close to a lake. Close to a shop and pub. Near National Park. Matlock 6.6 miles; Peak District National Park 12.3 miles; Bakewell 15 miles. (Ref. 1147397)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • £101 off - Fri 25th Jul to 1st Aug 2025

  • £75 off - Fri 1st Aug to 8th Aug 2025

7 nights from £469

  • Sleeps6
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A former carriage house in the market town of Dronfield. Stunning beams, en-suite, very comfortable accommodation.WiFi. Three miles from the Peak District National Park and within walking distance of every amenity. Sheffield 7 miles. (Ref. 931313)

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

7 nights from £575

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    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
  • 5% off - Sat 3rd May to 2nd Aug 2025

7 nights from £696

  • Sleeps2
  • Bedrooms1
  • PetsYes

    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 £463

  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.8

    Sykes Rating

A spacious, detached property resting in Holmesfield, Derbyshire. Dishwasher. Ample off-road parking. Woodburning stove. Chesterfield 6.7 miles; Sheffield 8.4 miles. (Ref. 1103519)

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

7 nights from £1117

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

This superb lodge is situated near to South Wingfield, near Derbyshire. En-suite. Woodburner. Chesterfield 11.6 miles; Mansfield 12.9 miles. (Ref. 1005401)

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

7 nights from £586

Last booked 2 days ago
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