Chesterfield cottages: Luxury cottages in Chesterfield

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Bedrooms

Bathrooms

Location

  • England
  • Derbyshire
  • Bolsover

Location

  • All locations
  • Ashover (5)
  • Barlow (3)
  • Clay Cross (3)
  • Cutthorpe (3)
  • Stonedge (2)

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50 Holiday homes

Filters applied: Cottage (18)

1 / 9

Barlow holiday cottage rental

Chesterfield / Barlow

2 5 3 nights min stay

Cottage / 2 bedrooms / sleeps 5 / 3 nights min stay

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from £55 / night

£268 - £575 / week

Book

from £55 / night

(1) Excellent 

1 / 9

Cottage rental in Barlow

Chesterfield / Barlow

2 4 3 nights min stay

Cottage / 2 bedrooms / sleeps 4 / 3 nights min stay

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from £55 / night

£268 - £575 / week

Book

from £55 / night

(6) Excellent 

1 / 26

Cottage letting in Cutthorpe

Chesterfield / Cutthorpe

1 2 3 nights min stay

Cottage / 1 bedroom / sleeps 2 / 3 nights min stay

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from £60 / night

£260 - £370 / week

Book

from £60 / night

(28) Excellent 

1 / 21

Cottage rental in Ashover

Chesterfield / Ashover

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £81 / night

£347 - £546 / week

Book

from £81 / night

(24) Excellent 

1 / 24

Ashover holiday cottage rental

Chesterfield / Ashover

3 6 Min stay varies

Cottage / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £93 / night

£399 - £677 / week

Book

from £93 / night

(6) Excellent 

1 / 27

Cottage rental in Cutthorpe

Chesterfield / Cutthorpe

3 5 3 nights min stay

Cottage / 3 bedrooms / sleeps 5 / 3 nights min stay

Add to shortlist

from £77 / night

£330 - £480 / week

Book

from £77 / night

(18) Excellent 

1 / 18

Holiday cottage with golf nearby in Ashover

Chesterfield / Ashover

1 2 3 nights min stay

Cottage / 1 bedroom / sleeps 2 / 3 nights min stay

Add to shortlist

from £80 / night

£560 / week

Book

from £80 / night

(2) Excellent 

1 / 24

Holiday cottage rental

Derbyshire / Chesterfield

1 4 Min stay varies

Cottage / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £45 / night

£275 - £470 / week

Book

from £45 / night

(3) Very Good 

1 / 6

Holiday cottage in Barlow

Chesterfield / Barlow

2 4 3 nights min stay

Cottage / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £55 / night

£268 - £575 / week

Book

from £55 / night

(4) Excellent 

1 / 32

Ashover holiday cottage rental

Chesterfield / Ashover

2 4 7 nights min stay

Cottage / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £46 / night

£321 - £603 / week

Enquire

from £46 / night

1 / 7

Holiday cottage in Clay Cross

Chesterfield / Clay Cross

2 4 7 nights min stay

Cottage / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £41 / night

£286 - £526 / week

Enquire

from £41 / night

1 / 6

Holiday cottage in Clay Cross

Chesterfield / Clay Cross

1 2 7 nights min stay

Cottage / 1 bedroom / sleeps 2 / 7 nights min stay

Add to shortlist

from £35 / night

£245 - £385 / week

Enquire

from £35 / night

1 / 53

Cottage rental in Chesterfield

Derbyshire / Chesterfield

5 10 7 nights min stay

Cottage / 5 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £123 / night

£857 - £1777 / week

Enquire

from £123 / night

1 / 10

Holiday cottage in Stonedge

Chesterfield / Stonedge

1 2 7 nights min stay

Cottage / 1 bedroom / sleeps 2 / 7 nights min stay

Add to shortlist

from £42 / night

£294 - £492 / week

Enquire

from £42 / night

1 / 9

Holiday cottage in Stonedge

Chesterfield / Stonedge

1 2 7 nights min stay

Cottage / 1 bedroom / sleeps 2 / 7 nights min stay

Add to shortlist

from £42 / night

£294 - £492 / week

Enquire

from £42 / night

(3) Very Good 

1 / 19

Holiday cottage rental

Chesterfield / Cutthorpe

3 6 Min stay varies

Cottage / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £160 / night

£672 - £1021 / week

Enquire

from £160 / night

(2) Excellent 

1 / 10

Cottage rental in Ashover

Chesterfield / Ashover

3 8 Min stay varies

Cottage / 3 bedrooms / sleeps 8 / Min stay varies

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from £100 / night

£600 / week

Enquire

from £100 / night

1 / 5

Holiday cottage in Clay Cross

Chesterfield / Clay Cross

2 3 7 nights min stay

Cottage / 2 bedrooms / sleeps 3 / 7 nights min stay

Add to shortlist

from £46 / night

£319 - £563 / week

Enquire

from £46 / night

More results near

Distance approx 0.56 miles from Chesterfield Show on Map

1 / 5

Holiday caravan/mobile home in Bolsover

Derbyshire / Bolsover

6 6 Min stay varies

Caravan/Mobile Home / 6 bedrooms / sleeps 6 / Min stay varies

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from £110 / night

£800 / week

Book

from £110 / night

Distance approx 0.74 miles from Chesterfield Show on Map

(3) Excellent 

1 / 23

Holiday apartment in Chesterfield

Derbyshire / Chesterfield

3 5 2 nights min stay

Apartment / 3 bedrooms / sleeps 5 / 2 nights min stay

Add to shortlist

from £80 / night

£600 / week

Book

from £80 / night

Distance approx 1.32 miles from Chesterfield Show on Map

(24) Excellent 

1 / 16

Holiday home in Chesterfield

Derbyshire / Chesterfield

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £60 / night

£240 - £725 / week

Book

from £60 / night

Distance approx 1.77 miles from Chesterfield Show on Map

1 / 13

Home rental in Chesterfield

Derbyshire / Chesterfield

3 8 2 nights min stay

House / 3 bedrooms / sleeps 8 / 2 nights min stay

Add to shortlist

from £100 / night

£600 - £1440 / week

Book

from £100 / night

Distance approx 2.34 miles from Chesterfield Show on Map

1 / 9

Home letting in Chesterfield

Derbyshire / Chesterfield

2 6 7 nights min stay

House / 2 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £48 / night

£332 - £783 / week

Enquire

from £48 / night

Distance approx 3.02 miles from Chesterfield Show on Map

(2) Good 

1 / 11

Holiday home in Chesterfield

Derbyshire / Chesterfield

3 8 3 nights min stay

House / 3 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £149 / night

£950 / week

Book

from £149 / night

Distance approx 3.17 miles from Chesterfield Show on Map

1 / 8

Holiday home in Chesterfield

Derbyshire / Chesterfield

1 2 7 nights min stay

House / 1 bedroom / sleeps 2 / 7 nights min stay

Add to shortlist

from £36 / night

£251 - £496 / week

Enquire

from £36 / night

Distance approx 3.43 miles from Chesterfield Show on Map

1 / 30

Dronfield holiday home rental

Derbyshire / Dronfield

1 2 7 nights min stay

House / 1 bedroom / sleeps 2 / 7 nights min stay

Add to shortlist

from £37 / night

£253 - £428 / week

Enquire

from £37 / night

Distance approx 3.44 miles from Chesterfield Show on Map

1 / 32

Dronfield holiday home rental

Derbyshire / Dronfield

1 4 7 nights min stay

House / 1 bedroom / sleeps 4 / 7 nights min stay

Add to shortlist

from £38 / night

£260 - £438 / week

Enquire

from £38 / night

Distance approx 3.62 miles from Chesterfield Show on Map

1 / 15

Chesterfield holiday home accommodation

Derbyshire / Chesterfield

4 8 7 nights min stay

House / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £129 / night

£901 - £2294 / week

Enquire

from £129 / night

Distance approx 3.72 miles from Chesterfield Show on Map

1 / 17

Holiday home in Dronfield

Derbyshire / Dronfield

5 10 2 nights min stay

House / 5 bedrooms / sleeps 10 / 2 nights min stay

Add to shortlist

from £130 / night

£910 / week

Book

from £130 / night

Distance approx 3.96 miles from Chesterfield Show on Map

(63) Excellent 

1 / 20

Holiday home with indoor pool, golf nearby in New Tupton

Chesterfield / New Tupton

8 18 Min stay varies

House / 8 bedrooms / sleeps 18 / Min stay varies

Add to shortlist

from £685 / night

£2750 - £4395 / week

Enquire

from £685 / night

Distance approx 4.32 miles from Chesterfield Show on Map

1 / 6

Holiday home in Chesterfield

Derbyshire / Chesterfield

2 4 7 nights min stay

House / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £44 / night

£302 - £612 / week

Enquire

from £44 / night

Distance approx 4.32 miles from Chesterfield Show on Map

1 / 9

Holiday home in Chesterfield

Derbyshire / Chesterfield

2 5 7 nights min stay

House / 2 bedrooms / sleeps 5 / 7 nights min stay

Add to shortlist

from £46 / night

£318 - £664 / week

Enquire

from £46 / night

Distance approx 4.32 miles from Chesterfield Show on Map

1 / 9

Holiday home in Chesterfield

Derbyshire / Chesterfield

2 4 7 nights min stay

House / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £44 / night

£302 - £612 / week

Enquire

from £44 / night

Distance approx 4.34 miles from Chesterfield Show on Map

1 / 12

Holiday cottage in Dronfield

Derbyshire / Dronfield

2 6 7 nights min stay

Cottage / 2 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £50 / night

£346 - £650 / week

Enquire

from £50 / night

Distance approx 4.8 miles from Chesterfield Show on Map

1 / 30

Holiday lodge in Chesterfield

Derbyshire / Chesterfield

2 4 2 nights min stay

Lodge / 2 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £85 / night

£480 - £500 / week

Book

from £85 / night

Distance approx 5.08 miles from Chesterfield Show on Map

1 / 7

Home rental in Chesterfield

Derbyshire / Chesterfield

2 4 7 nights min stay

House / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £44 / night

£304 - £623 / week

Enquire

from £44 / night

Distance approx 5.46 miles from Chesterfield Show on Map

1 / 15

Ashover holiday home rental

Chesterfield / Ashover

2 4 7 nights min stay

House / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £43 / night

£295 - £557 / week

Enquire

from £43 / night

Distance approx 5.47 miles from Chesterfield Show on Map

(1) Excellent 

1 / 7

Ashover holiday b&b rental

Chesterfield / Ashover

1 3 2 nights min stay

B&B / 1 bedroom / sleeps 3 / 2 nights min stay

Add to shortlist

from £80 / night

£480 / week

Book

from £80 / night

Distance approx 5.51 miles from Chesterfield Show on Map

1 / 11

Cottage rental in Kelstedge with golf nearby

Derbyshire / Kelstedge

3 6 7 nights min stay

Cottage / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £63 / night

£436 - £919 / week

Enquire

from £63 / night

Distance approx 5.51 miles from Chesterfield Show on Map

1 / 17

Cottage rental in Kelstedge

Derbyshire / Kelstedge

4 8 7 nights min stay

Cottage / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £80 / night

£560 - £1223 / week

Enquire

from £80 / night

Distance approx 5.62 miles from Chesterfield Show on Map

(1) Excellent 

1 / 19

Holiday cottage in Holmesfield

Derbyshire / Holmesfield

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £140 / night

£1500 / week

Book

from £140 / night

Distance approx 5.69 miles from Chesterfield Show on Map

(3) Very Good 

1 / 35

Cottage letting in Millthorpe

Peak District National Park / Millthorpe

3 7 7 nights min stay

Cottage / 3 bedrooms / sleeps 7 / 7 nights min stay

Add to shortlist

from £73 / night

£511 - £925 / week

Enquire

from £73 / night

Distance approx 5.74 miles from Chesterfield Show on Map

(8) Excellent 

1 / 12

Holiday apartment in Baslow

Peak District National Park / Baslow

1 4 1 night min stay

Apartment / 1 bedroom / sleeps 4 / 1 night min stay

Add to shortlist

from £140 / night

£630 / week

Book

from £140 / night

Distance approx 5.78 miles from Chesterfield Show on Map

(52) Very Good 

1 / 20

Holiday barn in Barlow

Chesterfield / Barlow

5 15 Min stay varies

Barn / 5 bedrooms / sleeps 15 / Min stay varies

Add to shortlist

from £200 / night

£2350 / week

Book

from £200 / night

Distance approx 5.79 miles from Chesterfield Show on Map

1 / 8

Holiday home in Matlock

Derbyshire / Matlock

2 4 7 nights min stay

House / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £45 / night

£311 - £708 / week

Enquire

from £45 / night

Distance approx 6.17 miles from Chesterfield Show on Map

1 / 9

Palterton holiday home let

Chesterfield / Palterton

2 7 Min stay varies

House / 2 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £40 / night

£274 - £491 / week

Enquire

from £40 / night

Distance approx 6.2 miles from Chesterfield Show on Map

(15) Excellent 

1 / 63

Holiday cottage in Bolsover

Derbyshire / Bolsover

1 2 7 nights min stay

Cottage / 1 bedroom / sleeps 2 / 7 nights min stay

Add to shortlist

from £43 / night

£299 - £362 / week

Enquire

from £43 / night

Distance approx 6.23 miles from Chesterfield Show on Map

1 / 13

Holiday home in Matlock

Derbyshire / Matlock

2 4 7 nights min stay

House / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £48 / night

£335 - £691 / week

Enquire

from £48 / night

Distance approx 6.39 miles from Chesterfield Show on Map

1 / 13

Holiday cottage in Farley

Matlock / Farley

3 7 7 nights min stay

Cottage / 3 bedrooms / sleeps 7 / 7 nights min stay

Add to shortlist

from £83 / night

£580 - £1255 / week

Enquire

from £83 / night

Distance approx 6.39 miles from Chesterfield Show on Map

1 / 14

Holiday cottage in Farley

Matlock / Farley

3 6 7 nights min stay

Cottage / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £83 / night

£580 - £1255 / week

Enquire

from £83 / night

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