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Helmsley Vacation Rentals & Homes - 317 Rentals Available

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317 Vacation rentals

(26)

1 / 22

Helmsley House

  • 4
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$219.00

Excellent (26 reviews)

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from $219.00 / night

1 / 14

Hawnby House

  • 2
  • 4
  • 3 nights min
  • Pet friendly

$136.00

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from $136.00 / night

(1)

1 / 15

Helmsley House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$197.00

Excellent (1 reviews)

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from $197.00 / night

(7)

1 / 9

Nawton House

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

$125.00

Very Good (7 reviews)

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from $125.00 / night

(5)

1 / 22

Nawton House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$135.00

Excellent (5 reviews)

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from $135.00 / night

(4)

1 / 12

Helmsley House

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

$95.00

Very Good (4 reviews)

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from $95.00 / night

(4)

1 / 11

Helmsley House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$114.00

Excellent (4 reviews)

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from $114.00 / night

1 / 13

Helmsley House

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

$195.00

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from $195.00 / night

(5)

1 / 8

Nawton House

  • 1
  • 2
  • 3 nights min

$87.00

Very Good (5 reviews)

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from $87.00 / night

1 / 12

Helmsley House

  • 3
  • 5
  • 3 nights min
  • Child friendly

$135.00

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from $135.00 / night

(4)

1 / 19

Nawton House

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

$153.00

Excellent (4 reviews)

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from $153.00 / night

1 / 28

Scawton Cottage

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$111.00

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from $111.00 / night

1 / 29

Scawton Cottage

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$111.00

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from $111.00 / night

(2)

1 / 20

Nawton Yurt

  • 1
  • 2
  • 3 nights min
  • Child friendly

$103.00

Excellent (2 reviews)

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from $103.00 / night

Your search has been expanded 19.2 miles to include more rentals

1 / 20

Strensall House - 14.3 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$204.00

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from $204.00 / night

1 / 19

Danby Cottage - 16.5 miles away

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

$175.00

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from $175.00 / night

(3)

1 / 55

Burythorpe House - 14.7 miles away

  • 6
  • 16
  • 3 nights min
  • Pet friendly

$703.00

Excellent (3 reviews)

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from $703.00 / night

1 / 15

Lockton Cottage - 18.6 miles away

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

$183.00

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from $183.00 / night

1 / 22

Pickering Cottage - 11.5 miles away

  • 3
  • 5
  • 3 nights min
  • Private garden

$160.00

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from $160.00 / night

1 / 33

Great Ayton Cottage - 18.9 miles away

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

$259.00

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from $259.00 / night

1 / 11

Thirsk Log cabin - 9.7 miles away

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

$126.00

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from $126.00 / night

1 / 17

Ainthorpe Cottage - 16.1 miles away

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

$131.00

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from $131.00 / night

1 / 13

Kirkbymoorside Cottage - 5.3 miles away

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

$108.00

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from $108.00 / night

1 / 20

Thornton-Le-Dale Cottage - 14 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$134.00

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from $134.00 / night

1 / 33

Thimbleby Cottage - 12.5 miles away

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

$165.00

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from $165.00 / night

1 / 15

Pickering Cottage - 10.9 miles away

  • 2
  • 3
  • 3 nights min
  • Private garden

$138.00

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from $138.00 / night

1 / 9

Grosmont Cottage - 18.9 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$193.00

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from $193.00 / night

1 / 9

Egton Cottage - 19 miles away

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

$239.00

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from $239.00 / night

1 / 21

Malton Cottage - 13.1 miles away

  • 2
  • 4
  • 3 nights min

$142.00

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from $142.00 / night

1 / 10

Grosmont Cottage - 18.9 miles away

  • 3
  • 5
  • 3 nights min
  • Child friendly

$200.00

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from $200.00 / night

1 / 16

Grosmont Cottage - 18.9 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$193.00

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from $193.00 / night

1 / 16

Pickering Cottage - 11.6 miles away

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

$112.00

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from $112.00 / night

1 / 14

Egton Cottage - 19 miles away

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

$265.00

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from $265.00 / night

1 / 21

Sutton on the Forest Log cabin - 12 miles away

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

$205.00

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from $205.00 / night

1 / 19

Kildale Cottage - 16.2 miles away

  • 3
  • 6
  • 3 nights min
  • Pet friendly

$158.00

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from $158.00 / night

1 / 11

Egton Cottage - 19 miles away

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

$254.00

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from $254.00 / night

1 / 18

Egton Cottage - 19 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$306.00

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from $306.00 / night

1 / 9

Grosmont Cottage - 18.9 miles away

  • 3
  • 5
  • 3 nights min
  • Child friendly

$193.00

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from $193.00 / night

1 / 16

Glaisdale Cottage - 17 miles away

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

$145.00

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from $145.00 / night

(10)

1 / 8

Guisborough House - 19.2 miles away

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

$133.00

Excellent (10 reviews)

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from $133.00 / night