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Chesterfield Vacation Rentals & Homes - 395 Rentals Available

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395 Vacation rentals

(2)

1 / 8

Holymoorside House

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

$102.00

Very Good (2 reviews)

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from $102.00 / night

(3)

1 / 11

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)

1 / 6

Clay Cross House

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

$96.00

Excellent (1 reviews)

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from $96.00 / 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 / 25

Holestone Moor House

  • 2
  • 3
  • 3 nights min
  • Child friendly

$111.00

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from $111.00 / night

(35)

1 / 11

Ashover House

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

$118.00

Excellent (35 reviews)

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from $118.00 / night

1 / 18

Barlow House

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

$123.00

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from $123.00 / night

(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 / 11

Barlow House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$123.00

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from $123.00 / night

(8)

1 / 17

Ashover House

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

$231.00

Excellent (8 reviews)

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from $231.00 / night

1 / 11

Barlow House

  • 2
  • 5
  • 3 nights min
  • Child friendly

$129.00

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from $129.00 / night

1 / 17

Ashover Cottage

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

$115.00

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from $115.00 / night

(2)

1 / 19

Clay Cross House

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

$125.00

Excellent (2 reviews)

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from $125.00 / night

1 / 22

Clowne Cottage

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

$106.00

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from $106.00 / night

1 / 10

Ashover Cottage

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

$119.00

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from $119.00 / night

Your search has been expanded 19 miles to include more rentals

(4)

1 / 11

Millthorpe House - 5.7 miles away

  • 3
  • 7
  • 3 nights min
  • Child friendly
  • Pet friendly

$210.00

Excellent (4 reviews)

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from $210.00 / night

(1)

1 / 12

Chelmorton House - 16.7 miles away

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

$60.00

Excellent (1 reviews)

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from $60.00 / night

(7)

1 / 14

Blackwell in the Peak House - 15 miles away

  • 1
  • 2
  • 3 nights min
  • Child friendly

$111.00

Excellent (7 reviews)

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from $111.00 / night

(1)

1 / 20

Calver House - 8.8 miles away

  • 1
  • 2
  • 3 nights min
  • Child friendly

$118.00

Excellent (1 reviews)

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from $118.00 / night

(3)

1 / 13

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

(8)

1 / 37

Midhopestones House - 18.7 miles away

  • 7
  • 15
  • 3 nights min
  • Child friendly
  • Pet friendly

$687.00

Excellent (8 reviews)

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from $687.00 / night

(6)

1 / 18

Hulme End House - 18.9 miles away

  • 3
  • 7
  • 3 nights min
  • Child friendly

$157.00

Very Good (6 reviews)

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from $157.00 / night

1 / 31

Tideswell House - 14.4 miles away

  • 3
  • 5
  • 3 nights min
  • Child friendly

$135.00

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from $135.00 / night

(4)

1 / 11

Hazlebadge House - 13.9 miles away

  • 1
  • 2
  • 3 nights min
  • Child friendly

$93.00

Excellent (4 reviews)

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from $93.00 / night

1 / 18

Whitwell House - 10 miles away

  • 2
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly

$136.00

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from $136.00 / night

1 / 19

Tideswell Cottage - 14.3 miles away

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

$111.00

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from $111.00 / night

(11)

1 / 16

Litton Mill House - 13.7 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$128.00

Excellent (11 reviews)

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from $128.00 / night

(7)

1 / 16

Castleton House - 15.8 miles away

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

$118.00

Excellent (7 reviews)

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from $118.00 / night

(1)

1 / 9

Biggin-by-Hartington House - 16.1 miles away

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

$137.00

Excellent (1 reviews)

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from $137.00 / night

1 / 12

Belper House - 13.6 miles away

  • 1
  • 2
  • 3 nights min
  • Child friendly

$114.00

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from $114.00 / night

(10)

1 / 9

Alstonefield House - 18.5 miles away

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

$93.00

Very Good (10 reviews)

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from $93.00 / night

(3)

1 / 12

Belper House - 16 miles away

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

$91.00

Excellent (3 reviews)

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from $91.00 / night

(2)

1 / 16

Buxton House - 18.5 miles away

  • 6
  • 12
  • 3 nights min
  • Child friendly

$326.00

Excellent (2 reviews)

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from $326.00 / night

(3)

1 / 8

Alsop en le Dale House - 17.6 miles away

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

$153.00

Excellent (3 reviews)

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from $153.00 / night

(11)

1 / 10

Matlock House - 8.5 miles away

  • 2
  • 7
  • 3 nights min
  • Child friendly

$131.00

Excellent (11 reviews)

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from $131.00 / night

(7)

1 / 8

Winster House - 11.1 miles away

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

$125.00

Very Good (7 reviews)

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from $125.00 / night

(2)

1 / 7

Hazlebadge House - 14.2 miles away

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

$100.00

Excellent (2 reviews)

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from $100.00 / night

1 / 26

Matlock House - 8.8 miles away

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

$185.00

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from $185.00 / night

(8)

1 / 17

Winster House - 11.1 miles away

  • 7
  • 16
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$726.00

Excellent (8 reviews)

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from $726.00 / night

1 / 23

Brough House - 14.2 miles away

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

$125.00

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from $125.00 / night