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Holiday Cottages Derbyshire

Your Derbyshire search returned 665 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

  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    4.8

    Outstanding

  • Sykes rating

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

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


for 7 nights From £387

  • Sleeps5
  • Bedrooms3
  • Pet FriendlyNo

    5.0

    Perfect

  • Sykes rating

A characterful, three-bedroom cottage resting centrally in Castleton, Derbyshire. In Peak District National Park. Family-friendly. Original features. Designated parking. Close to amenities. Hope 1.5 miles; Buxton 10.2 miles; Bakewell 13.6 miles. (Ref. 1126166)

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


for 7 nights From £678

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.9

    Outstanding

  • Sykes rating

Lovely single-storey cottage, with large enclosed garden, in the pretty Peak District village of Biggin-by-Hartington. Surrounded by beautiful countryside with plenty of walking and cycling opportunities. Buxton 12 miles. (Ref. 931808)

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


for 7 nights From £517

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.9

    Outstanding

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

Stone-built single-storey cottage adjoining farmhouse in tiny rural hamlet of Ollerbrook. Working hill farm with superb views. Edale 10 minutes walk. Buxton 9 miles. (Ref. 610)

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


for 7 nights From £393

  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    4.8

    Outstanding

  • Sykes rating

This modern detached house sits in the Derbyshire town of Glossop. Hot tub. Smart TV. WiFi. Near Peak District National Park. (Ref. 981709)

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


for 7 nights From £830

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.8

    Outstanding

  • Sykes rating

Warming barn conversion, Dale End near Winster in Derbyshire. Open-plan living area. Exposed beams. Countryside views. Winster 2 miles; Bakewell 7 miles; Matlock 7.1 miles. (Ref. 916808)

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


for 7 nights From £533

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7

    Outstanding

  • Sykes rating

Charming stone cottage in 'chocolate-box' Peak District village Ashford-in-the-Water. Original features, country style kitchen with range cooker, open fires and courtyard garden. Bakewell 2 miles. (Ref. 951123)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights From £504

  • Sleeps3
  • Bedrooms2
  • Pet FriendlyNo

    4.9

    Outstanding

  • 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


for 7 nights From £345

Last booked 2 days ago
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  • Sleeps10
  • Bedrooms5
  • Pet FriendlyNo

    4.8

    Outstanding

  • Sykes rating

A marvellous ground floor, detached cottage on the edge of Chesterfield in the Peak District. En-suite wet rooms. WiFi. Children's play area. Enclosed garden. Chatsworth House 8 miles. Chesterfield 2 miles. (Ref. 904429)

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


for 7 nights From £1943

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.8

    Outstanding

  • Sykes rating

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

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


for 7 nights From £421

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • 5% off - Fri 18th Dec 2026 to 4th Jan 2027


for 7 nights From £495

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8

    Outstanding

  • Sykes rating

Stone-built cottage in the village of Biggin in the Peak District. Beams. Countryside views. Ashbourne and Buxton 9 miles. (Ref. 26452)

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


for 7 nights From £318

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.9

    Outstanding

  • Sykes rating

A stunning romantic barn conversion set on a working dairy farm 1400ft above sea level with breathtaking views. Includes stabling for horses and bike storage. Regular dry-stone walling courses held on site. Buxton 4 miles. (Ref. 942217)

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


for 7 nights From £380

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher


for 7 nights From £523

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.8

    Outstanding

  • Sykes rating

Cosy semi-detached cottage in Bradwell, Feature beams. Enclosed garden. Great base for walking and exploring Peak District. Buxton 12.5 miles. (Ref. 941559)

  • Wi-fi
  • Off-road parking


for 7 nights From £362

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8

    Outstanding

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

One of a pair of wonderful barn conversions in the heart of Derbyshire's countryside. Beautiful feature beams, WiFi, woodburner, wet room. Walks from the door. Wirksworth 3 miles. (Ref. 29638)

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


for 7 nights From £475

  • Sleeps4
  • Bedrooms1
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £662

  • Sleeps3
  • Bedrooms2
  • Pet FriendlyYes

    4.8

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • 20% off - Sat 31st Oct to 7th Nov 2026

  • 20% off - Sat 7th Nov to 14th Nov 2026

  • 20% off - Sat 14th Nov to 21st Nov 2026

  • 20% off - Sat 21st Nov to 28th Nov 2026


for 7 nights From £492

Last booked 2 days ago
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  • Sleeps3
  • Bedrooms2
  • Pet FriendlyNo

    4.9

    Outstanding

  • Sykes rating

A charming detached cottage nestled in the centre of Castleton village in the heart of the Peak District. Bike storage. Underfloor heating. Woodburning stove. Hope 1.6 miles; Buxton 10.1 miles; Bakewell 14.3 miles. (Ref. 986321)

  • Wi-fi
  • Dishwasher


for 7 nights From £518