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Helmsley Vacation Rentals & Homes - 285 Rentals Available

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285 Vacation rentals

1 / 11

Hawnby House

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

$64.00

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from $64.00 / night

(3)

1 / 11

Nawton House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$51.00

Very Good (3 reviews)

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from $51.00 / night

(4)

1 / 9

Helmsley House

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

$50.00

Excellent (4 reviews)

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from $50.00 / night

(26)

1 / 22

Helmsley House

  • 4
  • 10
  • 3 nights min
  • Child friendly
  • Pet friendly

$108.00

Excellent (26 reviews)

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from $108.00 / night

1 / 16

Hawnby House

  • 2
  • 4
  • 3 nights min
  • Pet friendly

$60.00

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from $60.00 / night

1 / 11

Helmsley House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$81.00

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from $81.00 / night

(4)

1 / 12

Helmsley House

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

$47.00

Very Good (4 reviews)

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from $47.00 / night

(4)

1 / 11

Helmsley House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$54.00

Excellent (4 reviews)

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from $54.00 / night

(5)

1 / 8

Nawton House

  • 1
  • 2
  • 3 nights min

$43.00

Very Good (5 reviews)

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from $43.00 / night

1 / 11

Hawnby Cottage

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$41.00

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from $41.00 / night

1 / 13

Helmsley House

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

$92.00

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from $92.00 / night

(1)

1 / 11

Helmsley House

  • 2
  • 3
  • 3 nights min
  • Child friendly

$51.00

Excellent (1 reviews)

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from $51.00 / night

1 / 14

Helmsley Cottage

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

$60.00

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from $60.00 / night

(1)

1 / 6

Hawnby House

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

$50.00

Excellent (1 reviews)

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from $50.00 / night

1 / 17

Helmsley House

  • 4
  • 8
  • 3 nights min
  • Child friendly

$92.00

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from $92.00 / night

(1)

1 / 20

Helmsley House

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

$85.00

Very Good (1 reviews)

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from $85.00 / night

1 / 14

Helmsley House

  • 3
  • 5
  • 3 nights min
  • Child friendly

$66.00

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from $66.00 / night

(4)

1 / 13

Nawton House

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

$57.00

Excellent (4 reviews)

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from $57.00 / night

Your search has been expanded 17.5 miles to include more rentals

(13)

1 / 15

Lastingham House - 8.3 miles away

  • 1
  • 2
  • 3 nights min

$52.00

Very Good (13 reviews)

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from $52.00 / night

(10)

1 / 16

Kirkbymoorside House - 5.4 miles away

  • 2
  • 2
  • 3 nights min

$92.00

Excellent (10 reviews)

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from $92.00 / night

(7)

1 / 16

Thirsk House - 10.8 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$68.00

Excellent (7 reviews)

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from $68.00 / night

1 / 16

Gillamoor Cottage - 5.8 miles away

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

$62.00

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from $62.00 / night

1 / 10

Huntington House - 17.1 miles away

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$66.00

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from $66.00 / night

1 / 39

Hutton Rudby Cottage - 16.5 miles away

  • 13
  • 34
  • 3 nights min
  • Child friendly
  • Pet friendly

$595.00

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from $595.00 / night

(12)

1 / 12

Church Houses House - 9.7 miles away

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

$60.00

Excellent (12 reviews)

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from $60.00 / night

(10)

1 / 19

Glaisdale House - 16.7 miles away

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

$68.00

Excellent (10 reviews)

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from $68.00 / night

1 / 14

Osmotherley Cottage - 12.9 miles away

  • 2
  • 4
  • 3 nights min

$51.00

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from $51.00 / night

1 / 9

Stockton on the Forest House - 17.5 miles away

  • 2
  • 5
  • 3 nights min
  • Child friendly

$52.00

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from $52.00 / night

(2)

1 / 9

Rosedale Abbey House - 10 miles away

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

$59.00

Excellent (2 reviews)

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from $59.00 / night

(7)

1 / 16

Whitby House - 16.2 miles away

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

$64.00

Very Good (7 reviews)

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from $64.00 / night

(5)

1 / 18

Pickering House - 13 miles away

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

$75.00

Very Good (5 reviews)

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from $75.00 / night

(5)

1 / 13

Pickering House - 13 miles away

  • 3
  • 5
  • 3 nights min
  • Child friendly

$55.00

Very Good (5 reviews)

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from $55.00 / night

1 / 9

Pickering Cottage - 11 miles away

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

$53.00

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from $53.00 / night

1 / 28

Kirkbymoorside Cottage - 5.9 miles away

  • 3
  • 6
  • 3 nights min
  • Pet friendly

$52.00

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from $52.00 / night

1 / 18

Malton Cottage - 10 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$80.00

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from $80.00 / night

1 / 14

Rosedale Abbey Cottage - 10.2 miles away

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

$61.00

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from $61.00 / night

1 / 5

Hutton le Hole House - 6.9 miles away

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

$50.00

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from $50.00 / night

1 / 18

Kirkbymoorside Cottage - 5.9 miles away

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$42.00

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from $42.00 / night

1 / 23

Kirkbymoorside Cottage - 5.9 miles away

  • 2
  • 4
  • 3 nights min
  • Pet friendly

$47.00

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from $47.00 / night

1 / 18

Castleton Cottage - 15.7 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$67.00

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from $67.00 / night