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Holiday Cottages Chesterfield

Your Chesterfield, Derbyshire search returned 190 cottages

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  • Sleeps10
  • Bedrooms5
  • Pet FriendlyYes

    4.6

    Outstanding

  • 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)

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


for 7 nights From $1218

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.6

    Outstanding

  • Sykes rating

Oxcroft View is a family-friendly, semi-detached home situated in Oxcroft near Clowne in Derbyshire, offering an external games room and off-road parking. Chesterfield 8.2 miles; Sheffield 16.6 miles. (Ref. 1174188)

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


for 7 nights From $617

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8

    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


for 7 nights From $731

  • Sleeps5
  • Bedrooms3
  • Pet FriendlyNo

    4.7

    Outstanding

  • Sykes rating

This charming detached house rests within the Peak District National Park in Wensley near Winster, Derbyshire. Enclosed garden. WiFi. Smart TV. Gas Fire. Winster 1.5 miles; Matlock 3.7 miles; Bakewell 7.2 miles. (Ref. 1077706)

  • Wi-fi
  • Hot Tub
  • Dishwasher


for 7 nights From $668

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

Yew Tree Cottage is a delightful, pet-friendly holiday cottage resting in the charming town of Matlock in Derbyshire with an enclosed decked balcony. Matlock Bath 1.9 miles; Bakewell 8.6 miles. (Ref. 1174717)

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


for 7 nights From $571

  • Sleeps6
  • Bedrooms2
  • Pet FriendlyYes

    4.5

    Outstanding

  • Sykes rating

An enchanting terrace cottage, set in the heart of Matlock, Derbyshire. Open plan kitchen and dining. Sitting room with wood burning stove. Garden to front and rear with patio and furniture. Matlock Bath 1 mile; Bakewell 8 miles. (Ref. 953252)

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


for 7 nights From $496

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.8

    Outstanding

  • Sykes rating

The Old Apothecary is a Grade II listed duplex apartment in Matlock Bath, near Matlock, Derbyshire. Close to a pub. Historic property. Riverside views. Matlock 1.6 miles; Peak District National Park 5.9 miles; Bakewell 9.6 miles. (Ref. 1139646)

  • Pets go free
  • Wi-fi
  • Dishwasher


for 7 nights From $659

  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    4.6

    Outstanding

  • Sykes rating

A well-presented, detached cottage nestled in the centre of Matlock, Derbyshire. Smart TV. South-facing terrace. Off-road parking. Bakewell 10.2 miles. (Ref. 1064755)

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


for 7 nights From $827

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.6

    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)

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


for 7 nights From $823

  • Sleeps12
  • Bedrooms5
  • Pet FriendlyNo

    4.7

    Outstanding

  • Sykes rating

Lovely large, contemporary cottage with pretty views. En-suite bedroom, lovely garden. Perfect for Chatsworth House and Peak District. Bakewell 4 miles. (Ref. 17875)

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


for 7 nights From $971

  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    4.4

    Good

  • Sykes rating

Deeley House is a charming, Georgian-period home set on the edge of the pretty Peak District National Park in Darley Dale, Derbyshire, welcoming pets. Matlock 3.7 miles; Bakewell 4.7 miles; Ashbourne 15.8 miles. (Ref. 1167997)

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


for 7 nights From $1264

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

    4.8

    Outstanding

  • Sykes rating

A splendid one-bedroom single-storey cottage settled in Alfreton near Oakerthorpe, Derbyshire. Pet and child friendly. Hot tub. Off-road parking. Crich 2.8 miles; Matlock 8.3 miles. (Ref. 991273)

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


for 7 nights From $589

  • Sleeps12
  • Bedrooms5
  • Pet FriendlyNo

    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


for 7 nights From $941

Last booked 2 hours ago
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  • Sleeps6
  • Bedrooms4
  • Pet FriendlyYes

    4.8

    Outstanding

  • Sykes rating

Blindwell House is a charming, family and pet-friendly cottage located in the village of Wensley in Derbyshire, boasting a woodburning stove and barbecue. Matlock 3.6 miles; Bakewell 7.2 miles; Ashbourne 13.7 miles; Derby 21.8 miles. (Ref. 1181996)

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


for 7 nights From $728

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

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


for 7 nights From $462

Last booked today
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.8

    Outstanding

  • Sykes rating

A listed two-bedroom chocolate box cottage resting in Bakewell, Derbyshire. Smart TV. Central location. Near a National Park. Chatsworth 4.7 miles; Matlock 8.3 miles; Buxton 12 miles. (Ref. 1087662)

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


for 7 nights From $791

Last booked 1 hour ago
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.8

    Outstanding

  • Sykes rating

Oakwood Mews is a stylish, single-storey holiday home nestled in Tansley, Derbyshire, boasting underfloor heating and a warm welcome for two pets. Matlock 1.9 miles. (Ref. 1194458)

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


for 7 nights From $650

  • Sleeps3
  • Bedrooms2
  • Pet FriendlyNo

    4.9

    Outstanding

  • Sykes rating

A charming, two-bedroom cottage resting in Bakewell, Derbyshire. Close to amenities. In National Park. Characterful. Off-road parking. Log effect gas fire. Chatsworth 4.5 miles; Matlock 8.4 miles; Buxton 11.9 miles. (Ref. 929026)

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


for 7 nights From $799

  • Sleeps3
  • Bedrooms1
  • Pet FriendlyYes

    4.9

    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)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From $539

  • Sleeps10
  • Bedrooms5
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

A fantastic five-bedroom detached house resting in Bakewell, Derbyshire. Pet-friendly. Woodburning stove. Off-road parking. Chatsworth 9.7 miles; Matlock 8.6 miles; Buxton 13.4 miles. (Ref. 921800)

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


for 7 nights From $2187