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

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

4.7

out of 5

7 nights

From

£387
View
Reserve today for only £25
Exterior | Oakleigh, Holymoorside

Holymoorside, Derbyshire

Oakleigh

Wifi
Car parking on site
Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£337
View
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

£413
View
Reserve today for only £25
Exterior | The Old Chapel, Ashover

Ashover, Derbyshire

The Old Chapel

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

4.6

out of 5

7 nights

From

£543
View
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
Exterior | Priestfield Grange - Chestnut Cottage, Old Brampton, nr. Bakewell

Old Brampton, near Chesterfield, Derbyshire

Priestfield Grange - Chestnut Cottage

Car parking on site
Pub within 1 mile
Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

5

out of 5

7 nights

From

£453
View
Reserve today for only £25
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

£393
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

£373
View
Reserve today for only £25
Exterior | The Hollies, Tansley, near Matlock

Tansley, near Matlock, Derbyshire

The Hollies

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

£283
View
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
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

£517
View
Reserve today for only £25

Dog Friendly Cottages in Chesterfield

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

4.7

out of 5

7 nights

From

£387
View
Reserve today for only £25
Exterior | Mill Farm Cottage - Kingfisher Cottage - Mill Farm Cottages, Barlow near Bakewell

Barlow near Bakewell, Derbyshire

Mill Farm Cottage - Kingfisher Cottage

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 | 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

£413
View
Reserve today for only £25
Exterior | The Old Chapel, Ashover

Ashover, Derbyshire

The Old Chapel

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

4.6

out of 5

7 nights

From

£543
View
Exterior | Bryn TorThe Gardener’s House, Bolsover, near Chesterfield

Bolsover, near Chesterfield, Derbyshire

Bryn Tor - The Gardener's House

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

7 nights

From

£985
View
Exterior | Priestfield Grange - Chestnut Cottage, Old Brampton, nr. Bakewell

Old Brampton, near Chesterfield, Derbyshire

Priestfield Grange - Chestnut Cottage

Car parking on site
Pub within 1 mile
Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

5

out of 5

7 nights

From

£453
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

£373
View
Reserve today for only £25
Exterior | The Hollies, Tansley, near Matlock

Tansley, near Matlock, Derbyshire

The Hollies

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

£283
View
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
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

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

£517
View
Reserve today for only £25
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

£1,150
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
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

£809
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 | The Pantiles, Chesterfield

Chesterfield, Derbyshire

The Pantiles

Wifi
Enclosed Garden / Patio
Pub within 1 mile
  • Sleeps up to 12
  • 5 bedrooms
  • 3 bathrooms
  • Up to 2 pets allowed

5

out of 5

7 nights

From

£1,410
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

£959
View
Reserve today for only £25
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

£775
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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