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Chesterfield Vacation Rentals & Homes - 440 Rentals Available

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440 Vacation rentals

(4)

1 / 8

Holymoorside House

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

$109.00

Excellent (4 reviews)

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from $109.00 / night

(1)

1 / 6

Clay Cross House

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

$104.00

Excellent (1 reviews)

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from $104.00 / night

(1)

1 / 35

New Tupton House

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

$418.00

Excellent (1 reviews)

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from $418.00 / night

1 / 25

Holestone Moor House

  • 2
  • 3
  • 3 nights min

$119.00

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from $119.00 / night

(36)

1 / 11

Ashover House

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

$126.00

Excellent (36 reviews)

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from $126.00 / night

1 / 18

Barlow House

  • 2
  • 4
  • 3 nights min
  • Pet friendly

$132.00

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from $132.00 / night

(4)

1 / 7

Clay Cross House

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

$117.00

Excellent (4 reviews)

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from $117.00 / night

(8)

1 / 26

Ashover House

  • 4
  • 8
  • 3 nights min
  • Private garden

$253.00

Excellent (8 reviews)

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from $253.00 / night

(3)

1 / 17

Ashover Cottage

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

$124.00

Very Good (3 reviews)

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from $124.00 / night

(2)

1 / 19

Clay Cross House

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

$135.00

Excellent (2 reviews)

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from $135.00 / night

1 / 11

Barlow House

  • 2
  • 5
  • 3 nights min
  • Child friendly

$139.00

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from $139.00 / night

1 / 35

Old Tupton Cottage

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

$233.00

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from $233.00 / night

(1)

1 / 22

Clowne Cottage

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

$113.00

Excellent (1 reviews)

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from $113.00 / night

Your search has been expanded 19.8 miles to include more rentals

1 / 50

Carsington Cottage - 14 miles away

  • 6
  • 16
  • 3 nights min
  • Private garden

$730.00

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from $730.00 / night

1 / 14

Whatstandwell Cottage - 11.3 miles away

  • 2
  • 4
  • 3 nights min
  • Pet friendly

$128.00

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from $128.00 / night

1 / 14

Matlock Bath Apartment - 9.9 miles away

  • 1
  • 2
  • 3 nights min

$120.00

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from $120.00 / night

1 / 34

Bakewell Cottage - 10.5 miles away

  • 4
  • 7
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$232.00

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from $232.00 / night

1 / 21

Rowsley House - 8.2 miles away

  • 2
  • 5
  • 3 nights min
  • Child friendly
  • Private garden

$193.00

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from $193.00 / night

1 / 21

Crowdecote Cottage - 18.5 miles away

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

$146.00

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from $146.00 / night

1 / 13

Ashbourne House - 19.8 miles away

  • 1
  • 2
  • 3 nights min
  • Private garden

$130.00

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from $130.00 / night

(6)

1 / 24

Hazlebadge House - 14.3 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$105.00

Excellent (6 reviews)

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from $105.00 / night

(5)

1 / 8

Edale House - 17.8 miles away

  • 1
  • 2
  • 3 nights min
  • Private garden

$155.00

Excellent (5 reviews)

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from $155.00 / night

(17)

1 / 18

Winster House - 11.9 miles away

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

$142.00

Excellent (17 reviews)

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from $142.00 / night

(14)

1 / 14

Bakewell House - 14.9 miles away

  • 4
  • 9
  • 3 nights min
  • Child friendly
  • Pet friendly

$306.00

Very Good (14 reviews)

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from $306.00 / night

(9)

1 / 10

Edale House - 17.8 miles away

  • 1
  • 2
  • 3 nights min

$153.00

Very Good (9 reviews)

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from $153.00 / night

(8)

1 / 9

Winster House - 13 miles away

  • 3
  • 7
  • 3 nights min
  • Child friendly
  • Private garden

$154.00

Excellent (8 reviews)

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from $154.00 / night

(9)

1 / 16

Swanwick House - 11.9 miles away

  • 3
  • 5
  • 3 nights min
  • Child friendly

$109.00

Very Good (9 reviews)

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from $109.00 / night

(15)

1 / 8

Bakewell House - 10.4 miles away

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

$142.00

Average (15 reviews)

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from $142.00 / night

(19)

1 / 9

Edale House - 17.8 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$181.00

Excellent (19 reviews)

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from $181.00 / night

(15)

1 / 21

Hazlebadge House - 14.1 miles away

  • 1
  • 2
  • 3 nights min

$147.00

Excellent (15 reviews)

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from $147.00 / night

(16)

1 / 26

Parwich House - 16.1 miles away

  • 4
  • 9
  • 3 nights min
  • Child friendly
  • Pet friendly

$234.00

Very Good (16 reviews)

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from $234.00 / night

(19)

1 / 10

Brassington House - 14.3 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$132.00

Very Good (19 reviews)

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from $132.00 / night

(16)

1 / 10

Edale House - 17.8 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$147.00

Excellent (16 reviews)

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from $147.00 / night

(13)

1 / 10

Winster House - 11.9 miles away

  • 1
  • 2
  • 3 nights min
  • Child friendly

$106.00

Very Good (13 reviews)

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from $106.00 / night

(16)

1 / 10

Youlgreave House - 11.7 miles away

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

$115.00

Very Good (16 reviews)

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from $115.00 / night

(9)

1 / 10

Fenny Bentley House - 18.6 miles away

  • 1
  • 2
  • 3 nights min

$127.00

Excellent (9 reviews)

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from $127.00 / night

(18)

1 / 16

Baslow House - 7.8 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$151.00

Very Good (18 reviews)

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from $151.00 / night

(5)

1 / 7

Turnditch House - 16.8 miles away

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

$121.00

Excellent (5 reviews)

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from $121.00 / night

(7)

1 / 19

Brassington House - 14.3 miles away

  • 1
  • 2
  • 3 nights min
  • Private garden

$102.00

Excellent (7 reviews)

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from $102.00 / night

(4)

1 / 12

Chelmorton House - 16.7 miles away

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

$126.00

Very Good (4 reviews)

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from $126.00 / night