Popular property types See all properties

Holiday Cottages Chesterfield

REFINE SEARCH

Your Chesterfield, Derbyshire search returned 167 cottages

Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • Sleeps12
  • Bedrooms5
  • PetsNo

    4.6

    Outstanding

  • 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 £721

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Mid-terrace cottage based in the market town of Dronfield in Derbyshire. Woodburning stove. Enclosed garden. Sheffield 7.2 miles. (Ref. 1035228)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £423

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • 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 £467

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • 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
  • 15% off - Sat 31st May to 7th Jun 2025

7 nights from £553

  • Sleeps3
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A quaint cottage nestled in the charming village of Crich in Derbyshire. Woodburning stove. Bike storage. Pet friendly. Matlock 6.4 miles; Bakewell 14.9 miles; Nottingham 18.3 miles. (Ref. 1038762)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £462

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • 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

7 nights from £593

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A charming single-storey, stone-fronted cottage, resting in Stone Edge, Derbyshire. Close to Peak District National Park. Woodburning stove. Countryside views. Open-plan. EV charging point. Ashover 3.6 miles; Chesterfield 4.9 miles; Matlock 6 miles. (Ref. 1099455)

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

7 nights from £775

  • Sleeps15
  • Bedrooms5
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Wonderful Grade ll listed former coaching inn on edge of Peak National Park, close to village of Holmesfield. First class accommodation, outstanding views. Games room, hot tub. Bakewell 10 miles. (Ref. 2564)

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

7 nights from £2086

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A charming, stone cottage situated in the village of Whatstandwell, Derbyshire. Woodburning stove. Pet-friendly. Ample off-road parking. Matlock 5.9 miles. (Ref. 1136426)

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

7 nights from £490

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

This lovely little stone cottage sits in the Derbyshire village of Cromford. Near Peak District National Park. WiFi. Matlock 3 miles. (Ref. 981522)

  • Wi-fi
  • Off-road parking

7 nights from £309

Last booked 2 days ago
See more details
  • Sleeps18
  • Bedrooms9
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

Sensational, detached conversion of the Arkwright’s Grade II listed former corn mill in Cromford. En-suite facilities. Three kitchens and sitting rooms. Feature beams and stonework. Lawned garden with furniture, mill pond and waterfall. Matlock 3 miles. (Ref. 17888)

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

7 nights from £2209

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • 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 £415

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Smithy Cottage, a well-appointed, two-bedroom cottage rests in Barlow near Chesterfield, Derbyshire. Near National Park. Contemporary. Close to amenities. Private driveway. Chatsworth 9.1 miles; Bakewell 10.6 miles; Matlock 12.8 miles. (Ref. 1132596)

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

7 nights from £444

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • 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 £331

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Character terraced property, originally part of stone barn just outside village of Barlow. With open plan living area and woodburner. Ideal base for walkers and cyclists. Barlow 1 mile. (Ref. 939317)

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

7 nights from £368

  • 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 £396

Last booked yesterday
See more details
  • 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 £1769

Last booked yesterday
See more details
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Superb semi-detached stable conversion in small village of Ashover. En-suite shower room, off road parking. Beautifully renovated to highest of standards. Excellent base for walking, cycling and exploring the Peak District. Matlock 5 miles. (Ref. 927577)

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

7 nights from £621

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • 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 £409

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Stylish and spacious townhouse, situated in Matlock, Derbyshire. Hot tub. Matlock Bath 1 mile. (Ref. 968285)

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

7 nights from £935