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Holiday Cottages Chesterfield

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Your Chesterfield, Derbyshire search returned 170 cottages

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  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A stylish, detached holiday home resting in Chesterfield, Derbyshire. Enclosed garden. Close to amenities. Family-friendly. Matlock 10 miles; Chatsworth 10 miles; Bakewell 13 miles. (Ref. 1087361)

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

7 nights from $866

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A snug single-storey lodge situated in the quaint village of Wingerworth in Derbyshire. Pet friendly. Bike storage. WiFi. Chesterfield 2.8 miles; Matlock 8.4 miles; Ripley 11.6 miles. (Ref. 1073399)

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

7 nights from $516

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A stunning barn conversion resting in Walton near Chesterfield, Derbyshire. Secluded. Near the Peak District National Park. Enclosed garden. Romantic. Matlock 7.2 miles; Bakewell 10.8 miles. (Ref. 1087716)

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

7 nights from $772

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • 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 $756

  • Sleeps6
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • 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 $674

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A Grade II listed property, resting on the outskirts of Clay Cross. Woodburning fire. WiFi. Hot tub. Set in a 100 acres of farmland. Chesterfield 5 miles. (Ref. 945165)

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

7 nights from $944

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    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 $445

Last booked yesterday
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  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Magnificent detached conversion with unusual layout near Baslow. Character accommodation. Breathtaking views, private hot tub and sauna. Near Chatsworth House. Bakewell 9 miles. (Ref. 2674)

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

7 nights from $904

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

Yew Tree Cottage is a charming, stone cottage perched in Holymoorside, Derbyshire. Close to amenities. Woodburning stoves. TVs with Sky. Private parking. Chesterfield 3.9 miles; Matlock 7.5 miles; Chatsworth House 7.6 miles; Bakewell 10.9 miles. (Ref. 1148134)

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

7 nights from $637

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A beautiful lodge set in an idyllic setting in Barlow near Dronfield, Derbyshire. Underfloor heating. Lake setting. Chesterfield 6.1 miles; Sheffield 12.3 miles. (Ref. 1137417)

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

7 nights from $908

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Traditional 19th century stone-built three bedroom semi-detached cottage with lovely garden in a quiet hamlet near Matlock. Secure bike storage, pets welcome. Matlock 2 miles. (Ref. 936892)

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

7 nights from $560

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • 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 $544

Last booked yesterday
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  • Sleeps3
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A charming period two bedroom end-terrace cottage with lots of character and excellent outdoor space in Matlock. Woodburner. WiFi. A very short walk to shops and pubs. Bakewell 8 miles. (Ref. 933358)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from $466

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Lovely one bedroom modern cottage with fantastic walks from the doorstep, on the edge of Rowsley village. Great views located between Bakewell and Matlock. Ideal romantic retreat. Bakewell 3 miles. (Ref. 941567)

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

7 nights from $441

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • 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 $712

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A charming lodge set in a lovely paddock, a few miles from the village of Ashover. Open-plan living. Dishwasher. Country setting. Chesterfield 5.1 miles; Matlock 5.8 miles. (Ref. 1123841)

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

7 nights from $591

  • Sleeps4
  • Bedrooms2
  • PetsYes

    3.8

    Good

  • Sykes rating

A pretty, semi-detached cottage resting within the village of Rowsley. WiFi. Pet welcome. Woodburning stove. Bakewell 4 miles, Buxton 17.3 miles. (Ref. 1025990)

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

7 nights from $619

  • Sleeps2
  • Bedrooms1
  • PetsNo
  • 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 $637

Last booked 9 hours ago
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  • 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 $485

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • 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 $621