Dronfield Holiday Cottages

Your Dronfield, Derbyshire search returned 134 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published
A living room with two beige sofas a small ottoman a wood stove a wall-mounted television and a wooden beam on the ceiling at Smithy Cottage in Barlow near Chesterfield
27
Barlow near Chesterfield, Derbyshire, S18
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    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


for 7 nights £413

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A small wooden house on a grassy hill with a stone retaining wall and trees at Cedar Holme in Wingerworth
20
Wingerworth, Derbyshire, S42
  • 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


for 7 nights £434

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A wooden lodge with a sign reading Harry's Lodge on a lawn with trees and a stone wall at Harry's Lodge in Ashover
26
Ashover, Derbyshire, S45
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • 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


for 7 nights £579

Last booked 2 days ago
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A house with a stone wall hedge and white gate with woodlands sign at Woodlands in Darley Dale
40
Darley Dale, Derbyshire, DE4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

An attractive dormer bungalow resting in Darley Dale, close to the Peak District National Park. Close to amenities. Off-road parking. Wheelchair friendly. Matlock 3.1 miles; Bakewell 5.5 miles; Ashbourne 15.4 miles. (Ref. 1077976)

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


for 7 nights £611

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Stone exterior of a two story house with windows and a grey door labeled church cottage in Bakewell
36
Bakewell, Peak District, DE45
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

This gorgeous three-storey cottage lies in Bakewell, Derbyshire. Enclosed garden. No pets. Bedroom with en-suite. Off-road parking. Chatsworth 9.6 miles; Matlock 8.3 miles; Buxton 12.3 miles. (Ref. 1064674)

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


for 7 nights £872

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Stone house exterior with a wooden deck patio furnished with chairs and table at Cherry Tree Cottage in Chesterfield
26
Chesterfield, Derbyshire, S45
  • Sleeps4
  • Bedrooms1
  • PetsYes

    4.8★

    Outstanding

  • 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


for 7 nights £876

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An outdoor patio with a round wooden table and plastic chairs next to a wooden building with glass railing at Stables Lodge in Wingerworth
28
Wingerworth, Derbyshire, S42
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A superb two-bedroom, wooden-cladded lodge resting in Wingerworth, Derbyshire. Pet-friendly. Fantastic views. Off-road parking. Chesterfield 3.1 miles; Matlock 7.3 miles; Bakewell 11.9 miles. (Ref. 1076095)

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


for 7 nights £558

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A stone building with slate roof and wooden door surrounded by plants at Grove Farm Barn in Darley Dale
29
Darley Dale, Derbyshire, DE4
  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A delightful stone-built barn conversion resting on the outskirts of Matlock, Derbyshire. Open-plan. Views. Off-road parking. Matlock 2.1 miles; Bakewell 6.8 miles; Ashbourne 15.4 miles. (Ref. 1063970)

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


for 7 nights £503

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A two-story brick house with hedges and a black metal gate at The Old Grocery in Barrow Hill near Chesterfield
25
Barrow Hill near Chesterfield, Derbyshire, S43
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Lovely, detached house in the centre of Barrow Hill. Three bedrooms, WiFi and pet-friendly. Chesterfield 5.5 miles. (Ref. 933885)

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


for 7 nights £407

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A house with a garden at Havendale in Chesterfield
Offer
36
Chesterfield, Derbyshire, S40
  • Sleeps5
  • Bedrooms4
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Havendale is a stunning single-storey holiday home in Chesterfield, Derbyshire, boasting accessible features, a woodburning stove, and an enclosed garden. Matlock 9.5 miles; Chatsworth 10.7 miles; Bakewell 13 miles. (Ref. 1167060)

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

  • £200 off - Fri 22nd May to 30th Jun 2026


for 7 nights £1260

Last booked yesterday
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A stone wall with a sign saying The Old Stables next to a window with curtains and a bench with green plants surrounding at The Old Stables Ashover near Matlock
26
Ashover near Matlock, Derbyshire, S45
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Beautiful stable conversion in owner's grounds in Ashover village. Rural location, countryside views, quality accommodation. Off road parking, front garden, en-suite shower room. Good walking and cycling. Matlock 5 miles. (Ref. 927574)

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


for 7 nights £773

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An outdoor patio area with green metal table and chairs in front of a stone house with a green door and windows at Clematis Cottage Baslow near Chatsworth House
19
Baslow near Chatsworth House, Peak District, DE45
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

A lovely, detached Baslow cottage with original features and character charm. A cosy, welcoming Baslow cottage close to the Chatsworth Estate, beautiful walks and nearby Bakewell. (Ref. 4126)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights £469

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A white single-story house with a tiled roof and a concrete driveway at Cherry Fields in Bolsover
40
Bolsover, Derbyshire, S44
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Homely, detached bungalow set in the town of Bolsover in Derbyshire. Conservatory. Smart TV. Luxury dog kennel. (Ref. 962748)

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


for 7 nights £398

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Two brick houses with solar panels and gardens at Peak Avenue Retreat in Wingerworth near Chesterfield
39
Wingerworth near Chesterfield, Derbyshire, S42
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Peak Avenue Retreat is a charming holiday home, set over three floors, situated in the lovely village of Wingerworth near Chesterfield in Derbyshire. Matlock 9.4 miles; Chatsworth 10.2 miles; Bakewell 14.1 miles. (Ref. 1172926)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £427

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A living room with sofas cushions a coffee table and a kitchen with black cabinets and a dining table with chairs at Number 4 Westmoreland in Two Dales
27
Two Dales, Derbyshire, DE4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

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

  • Wi-fi
  • Ground floor bedroom
  • Washing machine


for 7 nights £421

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A stone cottage with ivy on the wall and a grassy yard with a tree at Manor Barn Cottage in Great Longstone
26
Great Longstone, Peak District, DE45
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A charming barn conversion settled in Great Longstone, Derbyshire. Family-friendly. Woodburning stove. Off-road parking. Bakewell 3.2 miles; Buxton 12.5 miles. (Ref. 1076514)

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


for 7 nights £537

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An outdoor stone patio with wooden picnic table and bench outside a stone house with green doors and windows at Broadwood Farm in Hathersage
Offer
43
Hathersage, Peak District, S32
  • Sleeps9
  • Bedrooms4
  • PetsYes

    4.7★

    Outstanding

  • 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

  • £522 off - Fri 7th Aug to 14th Aug 2026

  • £434 off - Fri 14th Aug to 21st Aug 2026


for 7 nights £1225

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A dining area with a glass table set for two with wine glasses and a bottle and a living room with a blue sofa and a beige armchair next to glass doors at 48 Rock Mill in Stoney Middleton near Calver
49
Stoney Middleton near Calver, Peak District, S32
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • 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


for 7 nights £519

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Stone house exterior with outdoor table chairs umbrella and stairs at Toad Cottage in Two Dales
26
Two Dales, Derbyshire, DE4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    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


for 7 nights £399

Last booked yesterday
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An outdoor patio with a round table and four chairs next to a stone cottage at The Cottage in Stone Edge
25
Near Chesterfield, Derbyshire, S45
  • 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


for 7 nights £775

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