Chesterfield Cottages

Experience the perfect holiday getaway in Chesterfield with cottages.com. Nestled in the heart of beautiful countryside, Chesterfield offers a unique blend of history, culture, and natural beauty.

Chesterfield

Popular Holiday Cottages in Chesterfield

Living area | The Garden House - The Chantry, Dronfield, near Chesterfield

Dronfield, near Chesterfield, Derbyshire

The Chantry - The Garden House

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 2 pets allowed

4.8

out of 5

7 nights

From

£437
View
Reserve today for only £25
Patio | Perkins Cottage, Woolley Moor, near Alfreton

Woolley Moor, near Alfreton, Derbyshire

Perkins Cottage

Wifi
Car parking on site
Pub within 1 mile
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£735
View
Reserve today for only £25
Exterior | Priestfield Grange - Willow Cottage - Prestfield Grange, Old Brampton, near Chesterfield

Old Brampton, near Chesterfield, Derbyshire

Priestfield Grange - Willow Cottage

Wifi
Car parking on site
Pub within 1 mile
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 1 pet allowed

4.9

out of 5

7 nights

From

£383
View
Reserve today for only £25
Exterior | Ramblers Retreat, Matlock

Matlock, Derbyshire

Ramblers Retreat

Hot Tub
Car parking on site
Pub within 1 mile
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 3 pets allowed

4.7

out of 5

7 nights

From

£423
View
Reserve today for only £25
Exterior | Amber Lodge, Ashover

Ashover, Derbyshire

Amber Lodge

Wifi
Car parking on site
Detached
  • Sleeps up to 5
  • 2 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

4.3

out of 5

7 nights

From

£569
View
Entrance and small patio area  | Calf Close Barn, Ashover

Ashover, Derbyshire

Calf Close Barn

Wifi
Car parking on site
Pub within 1 mile
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£407
View
Stunning converted church | The Old Church, Alton, near Chesterfield

Alton, near Chesterfield, Derbyshire

The Old Church

Luxury
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 3 bathrooms
  • Up to 0 pets allowed

4.9

out of 5

7 nights

From

£533
View
Reserve today for only £25
Exterior | Harris House, Inkersall, near Chesterfield

Inkersall, near Chesterfield, Derbyshire

Harris House

Wifi
Car parking on site
Pub within 1 mile
  • Sleeps up to 5
  • 3 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.7

out of 5

7 nights

From

£453
View
Reserve today for only £25
Exterior | The Bobbin, Kelstedge, near Matlock

Kelstedge, near Matlock, Derbyshire

The Bobbin

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.8

out of 5

7 nights

From

£387
View
Reserve today for only £25
Exterior | The Malt Shovel, Alton, near Matlock

Alton, near Matlock, Derbyshire

The Malt Shovel

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

4

out of 5

7 nights

From

£483
View

Dog Friendly Cottages in Chesterfield

Living area | The Garden House - The Chantry, Dronfield, near Chesterfield

Dronfield, near Chesterfield, Derbyshire

The Chantry - The Garden House

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 2 pets allowed

4.8

out of 5

7 nights

From

£437
View
Reserve today for only £25
Patio | Perkins Cottage, Woolley Moor, near Alfreton

Woolley Moor, near Alfreton, Derbyshire

Perkins Cottage

Wifi
Car parking on site
Pub within 1 mile
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£735
View
Reserve today for only £25
Exterior | Priestfield Grange - Willow Cottage - Prestfield Grange, Old Brampton, near Chesterfield

Old Brampton, near Chesterfield, Derbyshire

Priestfield Grange - Willow Cottage

Wifi
Car parking on site
Pub within 1 mile
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 1 pet allowed

4.9

out of 5

7 nights

From

£383
View
Reserve today for only £25
Exterior | Ramblers Retreat, Matlock

Matlock, Derbyshire

Ramblers Retreat

Hot Tub
Car parking on site
Pub within 1 mile
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 3 pets allowed

4.7

out of 5

7 nights

From

£423
View
Reserve today for only £25
Exterior | Harris House, Inkersall, near Chesterfield

Inkersall, near Chesterfield, Derbyshire

Harris House

Wifi
Car parking on site
Pub within 1 mile
  • Sleeps up to 5
  • 3 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.7

out of 5

7 nights

From

£453
View
Reserve today for only £25
Living area | The Nook - Mill Farm Cottages, Barlow near Bakewell

Barlow near Bakewell, Derbyshire

Mill Farm Cottages - The Nook

Wifi
Car parking on site
Pub within 1 mile
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 1 pet allowed

7 nights

From

£555
View
Reserve today for only £25
Exterior | The Bobbin, Kelstedge, near Matlock

Kelstedge, near Matlock, Derbyshire

The Bobbin

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.8

out of 5

7 nights

From

£387
View
Reserve today for only £25
Exterior | The Malt Shovel, Alton, near Matlock

Alton, near Matlock, Derbyshire

The Malt Shovel

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

4

out of 5

7 nights

From

£483
View
Exterior | Bluebell Cottage - Mill Farm Cottages, Barlow near Bakewell

Barlow near Bakewell, Derbyshire

Mill Farm Cottages - Bluebell Cottage

Wifi
Car parking on site
Pub within 1 mile
  • Sleeps up to 3
  • 1 bedroom
  • 1 bathroom
  • Up to 1 pet allowed

7 nights

From

£555
View
Reserve today for only £25
Exterior | Acorn Cottage, Ashover

Ashover, Derbyshire

Acorn Cottage

Wifi
Car parking on site
Pub within 1 mile
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

5

out of 5

7 nights

From

£572
View
Reserve today for only £25

Luxury Holiday Cottages in Chesterfield

Stunning converted church | The Old Church, Alton, near Chesterfield

Alton, near Chesterfield, Derbyshire

The Old Church

Luxury
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 3 bathrooms
  • Up to 0 pets allowed

4.9

out of 5

7 nights

From

£533
View
Reserve today for only £25
Exterior | Clearview, Barlow, near Chesterfield

Barlow, near Chesterfield, Derbyshire

Clearview

Luxury
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

4.3

out of 5

7 nights

From

£749
View
Hot tub | Alton Hall Cottage, Alton, nr Chesterfield

Alton, nr Chesterfield, Derbyshire

Alton Hall Cottage

Hot Tub
Luxury
Wifi
  • Sleeps up to 10
  • 4 bedrooms
  • 4 bathrooms
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£1,174
View
Living area | Greenwell Cottage, Chesterfield

Chesterfield, Derbyshire

Greenwell Cottage

Hot Tub
Luxury
Wifi
  • Sleeps up to 8
  • 4 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£985
View
Living area | South Carolina Farm House, Matlock

Matlock, Derbyshire

South Carolina Farm House

Luxury
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 3 pets allowed

4.8

out of 5

7 nights

From

£779
View
Exterior | The Willows, Teversal

Teversal, Nottinghamshire

The Willows

Luxury
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£749
View
Exterior | West Barn, Holymoorside, nr. Chesterfield

Holymoorside, near Chesterfield, Derbyshire

West Barn

Luxury
Wifi
Car parking on site
  • Sleeps up to 8
  • 4 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£1,019
View
Reserve today for only £25

Self-Catering Holiday Cottages in Chesterfield

Our exclusive selection of Chesterfield cottages provides the ideal accommodation for a truly memorable holiday. Immerse yourself in the rich history of this charming town, known for its ancient market square and iconic crooked spire. Explore the picturesque Peak District National Park, located just a stone's throw away, and discover breathtaking landscapes, tranquil walks, and thrilling outdoor activities. Whether you're seeking a romantic getaway, a family adventure, or a peaceful retreat, our Chesterfield cottages are the perfect base for your holiday. With cottages.com, you can relax and unwind in your own private haven, surrounded by the beauty of Chesterfield. Book your holiday today and create lifelong memories in this enchanting destination. With the largest collection of holiday cottages in Derbyshire, we have the perfect home away from home for you.

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