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Chesterfield Vacation Rentals & Homes - 440 Rentals Available

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440 Vacation rentals

(3)

1 / 8

Holymoorside House

  • 1
  • 2
  • 3 nights min
  • Child friendly
  • Pet friendly

$102.00

Very Good (3 reviews)

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from $102.00 / night

(1)

1 / 16

New Tupton House

  • 5
  • 10
  • 3 nights min
  • Child friendly
  • Private garden

$354.00

Excellent (1 reviews)

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from $354.00 / night

(1)

1 / 6

Clay Cross House

  • 1
  • 2
  • 3 nights min
  • Child friendly
  • Pet friendly

$97.00

Excellent (1 reviews)

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from $97.00 / night

(3)

1 / 20

Ashover House

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$181.00

Very Good (3 reviews)

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from $181.00 / night

1 / 25

Holestone Moor House

  • 2
  • 3
  • 3 nights min
  • Child friendly

$111.00

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from $111.00 / night

(36)

1 / 11

Ashover House

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$118.00

Excellent (36 reviews)

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from $118.00 / night

(4)

1 / 7

Clay Cross House

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly

$108.00

Excellent (4 reviews)

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from $108.00 / night

1 / 18

Barlow House

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly

$123.00

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from $123.00 / night

(8)

1 / 27

Ashover House

  • 4
  • 8
  • 3 nights min
  • Child friendly
  • Private garden

$231.00

Excellent (8 reviews)

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from $231.00 / night

(2)

1 / 17

Ashover Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly

$115.00

Very Good (2 reviews)

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from $115.00 / night

1 / 11

Barlow House

  • 2
  • 5
  • 3 nights min
  • Child friendly

$129.00

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from $129.00 / night

(2)

1 / 19

Clay Cross House

  • 2
  • 3
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$126.00

Excellent (2 reviews)

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from $126.00 / night

1 / 35

Old Tupton Cottage

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Private garden

$220.00

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from $220.00 / night

1 / 18

Ashover Cottage

  • 1
  • 2
  • 3 nights min
  • Pet friendly
  • Private garden

$116.00

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from $116.00 / night

1 / 22

Clowne Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly

$106.00

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from $106.00 / night

Your search has been expanded 19.9 miles to include more rentals

(1)

1 / 12

Chelmorton House - 16.7 miles away

  • 2
  • 4
  • 1 night min
  • Pet friendly
  • Private garden

$62.00

Excellent (1 reviews)

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from $62.00 / night

(5)

1 / 13

Castleton House - 15.8 miles away

  • 3
  • 5
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$172.00

Excellent (5 reviews)

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from $172.00 / night

(1)

1 / 16

Monyash House - 14.7 miles away

  • 1
  • 2
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$147.00

Excellent (1 reviews)

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from $147.00 / night

1 / 13

Birchover House - 10.6 miles away

  • 2
  • 4
  • 3 nights min
  • Private garden

$122.00

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from $122.00 / night

1 / 9

Bakewell House - 11.3 miles away

  • 1
  • 2
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$112.00

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from $112.00 / night

1 / 43

Matlock Cottage - 8.6 miles away

  • 4
  • 8
  • 3 nights min
  • Child friendly
  • Private garden

$247.00

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from $247.00 / night

1 / 16

Crowdecote Apartment - 18.8 miles away

  • 1
  • 2
  • 3 nights min
  • Child friendly
  • Private garden

$118.00

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from $118.00 / night

(4)

1 / 22

Bakewell House - 10.4 miles away

  • 1
  • 2
  • 3 nights min
  • Child friendly
  • Pet friendly

$116.00

Excellent (4 reviews)

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from $116.00 / night

1 / 14

Whatstandwell Cottage - 11.3 miles away

  • 2
  • 4
  • 3 nights min
  • Pet friendly

$106.00

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from $106.00 / night

(2)

1 / 24

Hulland Ward House - 16.6 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Private garden

$161.00

Excellent (2 reviews)

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from $161.00 / night

1 / 32

Brough Cottage - 14.2 miles away

  • 3
  • 5
  • 3 nights min
  • Child friendly

$139.00

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from $139.00 / night

(1)

1 / 26

Birchover Cottage - 10.6 miles away

  • 3
  • 6
  • 3 nights min
  • Pet friendly

$172.00

Excellent (1 reviews)

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from $172.00 / night

1 / 25

Matlock Apartment - 8.5 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$122.00

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from $122.00 / night

1 / 39

Bakewell Cottage - 10.5 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$168.00

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from $168.00 / night

1 / 40

Ashbourne House - 19.9 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Private garden

$227.00

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from $227.00 / night

1 / 37

Newhaven House - 15.7 miles away

  • 2
  • 3
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$93.00

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from $93.00 / night

1 / 25

Duffield Cottage - 17.9 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$182.00

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from $182.00 / night

(5)

1 / 9

South Wingfield House - 9.9 miles away

  • 2
  • 3
  • 3 nights min
  • Child friendly

$112.00

Excellent (5 reviews)

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from $112.00 / night

(1)

1 / 22

Brough Cottage - 13.9 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Private garden

$136.00

Excellent (1 reviews)

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from $136.00 / night

1 / 13

Alstonefield House - 18.5 miles away

  • 2
  • 3
  • 3 nights min
  • Child friendly
  • Private garden

$112.00

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from $112.00 / night

1 / 16

Mappleton Cottage - 19.9 miles away

  • 3
  • 5
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$174.00

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from $174.00 / night

1 / 21

Tideswell Cottage - 14.3 miles away

  • 2
  • 4
  • 3 nights min
  • Pet friendly
  • Private garden

$132.00

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from $132.00 / night

1 / 20

Brassington Cottage - 14.4 miles away

  • 4
  • 8
  • 3 nights min
  • Child friendly
  • Private garden

$235.00

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from $235.00 / night

(6)

1 / 20

Hulme End House - 18.9 miles away

  • 3
  • 7
  • 3 nights min
  • Child friendly

$161.00

Very Good (6 reviews)

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from $161.00 / night

(3)

1 / 15

Hulme End House - 19 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$132.00

Very Good (3 reviews)

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from $132.00 / night