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Chesterfield • Dates • Guests

Chesterfield cottages

21 properties found

Chesterfield, Derbyshire

Cara

211

Our grading

7 nights

£427 - £609

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Chesterfield, Peak District

Southwood Chase

1044

Our grading

7 nights

£2,696 - £4,679

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These properties are nearby.

Beeley (3mls E), Peak District

Leveret - Harewood Barn

211

Our grading

7 nights

£547 - £647

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Barlow, Derbyshire

Barlow Brook Cottage

211

Our grading

7 nights

£852 - £995

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Beeley (3mls E), Peak District

The Spinney - Harewood Barn

2112

Our grading

7 nights

£558 - £658

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Matlock, Derbyshire

Little Hillside

2111

Our grading

7 nights

£490 - £639

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Baslow (5.3 mls E), Peak District

Ash Tree Cottage

211

Our grading

7 nights

£553 - £919

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Chesterfield, Derbyshire

Elm Croft

2111

Our grading

7 nights

£338 - £476

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Wigley , Derbyshire

Squirrel Glamping Retreat

411

Our grading

7 nights

£547 - £872

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Holmesfield, Peak District

Hills Cottage

422

Our grading

7 nights

£431 - £759

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Baslow (5.3 mls E), Peak District

Aero Cottage

4212

Our grading

7 nights

£494 - £890

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Wigley , Derbyshire

Robin Glamping Retreat

411

Our grading

7 nights

£547 - £872

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Showing 1-12 of 21 properties

Self-catering holiday cottages in Chesterfield

Stay at one of our self-catering holiday cottages in Chesterfield, Derbyshire. Combining Derbyshire and the beautiful Peak District, Chesterfield is the best of both worlds. History buffs will enjoy finding out the secrets of Chesterfield, such as how the Crooked Spire got its twist or experiencing the romantic atmosphere of Bolsover Castle. Outdoor activities, heritage sites and various eateries make this the perfect market town to visit. Yet there’s more to this Derbyshire market town at the edge of the Peak District National Park than its twisted spire. With an interesting history, Chesterfield is known for being the site of some important historical events like the plot to overthrow King James II/VII, and the town’s large role in the Industrial Revolution. Also, the Victorian-era ‘father of railways’, George Stephenson lived in Chesterfield. Handily, the town is also home to a weekly market, as well as a wide choice of shops, banks, supermarkets and evening entertainment. Chesterfield is within good driving distance to Matlock and Belper for shopping alternatives and days out. In Matlock Bath, you’ll find the glorious Heights of Abraham and in Belper, interesting historical evidence of its own status as one of the most active centres of the fledgling Industrial Revolution.

During your getaway to this beautiful corner of Derbyshire, unwind on long walks and visit nearby towns, villages and attractions before retiring to your own cosy cottage in Chesterfield to relax. Seek out a cottage with a wood burner for toasty evenings snuggled up together. If you’d like more inspiration, take a look through our full collection of cottages across Derbyshire and the Peak District. Begin planning your next break to this scenic part of England by finding your ideal holiday cottage in our Chesterfield collection.