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Helmsley Vacation Rentals & Homes - 314 Rentals Available

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314 Vacation rentals

(6)

1 / 9

Nawton House

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

$125.00

Excellent (6 reviews)

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from $125.00 / night

(26)

1 / 22

Helmsley House

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

$219.00

Excellent (26 reviews)

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from $219.00 / night

(4)

1 / 11

Nawton House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$136.00

Excellent (4 reviews)

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from $136.00 / night

1 / 14

Hawnby House

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

$137.00

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from $137.00 / night

1 / 11

Helmsley House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$203.00

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from $203.00 / 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

1 / 11

Hawnby Cottage

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$90.00

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from $90.00 / night

(5)

1 / 8

Nawton House

  • 1
  • 2
  • 3 nights min
  • Child friendly

$87.00

Very Good (5 reviews)

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from $87.00 / night

(1)

1 / 11

Helmsley House

  • 2
  • 3
  • 3 nights min
  • Child friendly

$121.00

Excellent (1 reviews)

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from $121.00 / night

(4)

1 / 11

Helmsley House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$115.00

Excellent (4 reviews)

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from $115.00 / night

1 / 13

Helmsley House

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

$195.00

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from $195.00 / night

1 / 17

Helmsley House

  • 4
  • 8
  • 3 nights min
  • Child friendly

$202.00

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from $202.00 / night

(1)

1 / 20

Helmsley House

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

$179.00

Very Good (1 reviews)

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from $179.00 / night

1 / 14

Helmsley House

  • 3
  • 5
  • 3 nights min
  • Child friendly

$135.00

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from $135.00 / night

(4)

1 / 13

Nawton House

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

$140.00

Excellent (4 reviews)

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from $140.00 / night

(1)

1 / 18

Nawton Yurt

  • 1
  • 2
  • 3 nights min
  • Child friendly

$102.00

Excellent (1 reviews)

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from $102.00 / night

1 / 29

Scawton Cottage

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$112.00

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from $112.00 / night

1 / 28

Scawton Cottage

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$112.00

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from $112.00 / night

Your search has been expanded 19.9 miles to include more rentals

1 / 23

Kirkbymoorside Log cabin - 5.8 miles away

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

$145.00

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from $145.00 / night

1 / 17

Pickering House - 10.1 miles away

  • 1
  • 2
  • 3 nights min
  • Child friendly

$158.00

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from $158.00 / night

1 / 10

Grosmont Cottage - 18.9 miles away

  • 3
  • 5
  • 3 nights min
  • Child friendly

$198.00

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from $198.00 / night

1 / 15

Grimstone Cottage - 6 miles away

  • 1
  • 2
  • 3 nights min
  • Child friendly

$129.00

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from $129.00 / night

1 / 9

Egton Cottage - 18.5 miles away

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

$290.00

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from $290.00 / night

(1)

1 / 11

Pickering House - 11.4 miles away

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

$128.00

Excellent (1 reviews)

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from $128.00 / night

1 / 29

Hutton Rudby House - 16.6 miles away

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

$149.00

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from $149.00 / night

(3)

1 / 8

Swainby House - 14.1 miles away

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

$108.00

Very Good (3 reviews)

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from $108.00 / night

(2)

1 / 23

Kirkbymoorside Cottage - 5.9 miles away

  • 2
  • 4
  • 3 nights min
  • Pet friendly

$113.00

Excellent (2 reviews)

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from $113.00 / night

1 / 21

Nun Monkton Cottage - 18 miles away

  • 2
  • 4
  • 3 nights min

$148.00

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from $148.00 / night

(2)

1 / 14

Guisborough House - 19.9 miles away

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

$108.00

Average (2 reviews)

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from $108.00 / night

1 / 10

Great Ouseburn House - 16.6 miles away

  • 1
  • 2
  • 3 nights min

$92.00

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from $92.00 / night

1 / 22

Ainderby Quernhow Cottage - 15.5 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$150.00

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from $150.00 / night

1 / 18

Ebberston House - 17.6 miles away

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

$141.00

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from $141.00 / night

1 / 17

Ebberston Cottage - 19 miles away

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

$148.00

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from $148.00 / night

1 / 15

Great Habton Log cabin - 10.1 miles away

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

$163.00

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from $163.00 / night

1 / 11

Crayke House - 8.9 miles away

  • 1
  • 4
  • 3 nights min
  • Child friendly

$254.00

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from $254.00 / night

1 / 13

Grosmont Cottage - 18.9 miles away

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

$107.00

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from $107.00 / night

(6)

1 / 12

Egton Bridge House - 17.9 miles away

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

$142.00

Excellent (6 reviews)

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from $142.00 / night

1 / 17

Lealholm Cottage - 16.8 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$159.00

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from $159.00 / night

(13)

1 / 12

Church Houses House - 9.7 miles away

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

$110.00

Excellent (13 reviews)

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from $110.00 / night

(10)

1 / 8

Pickering House - 9.7 miles away

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

$95.00

Very Good (10 reviews)

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from $95.00 / night