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Helmsley Vacation Rentals & Homes - 321 Rentals Available

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321 Vacation rentals

(26)

1 / 22

Helmsley House

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

$210.00

Excellent (26 reviews)

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from $210.00 / night

1 / 14

Hawnby House

  • 2
  • 4
  • 3 nights min
  • Pet friendly

$131.00

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from $131.00 / night

1 / 15

Helmsley House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$189.00

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from $189.00 / night

(7)

1 / 9

Nawton House

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

$119.00

Very Good (7 reviews)

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from $119.00 / night

(4)

1 / 22

Nawton House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$129.00

Excellent (4 reviews)

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from $129.00 / night

(4)

1 / 12

Helmsley House

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

$91.00

Very Good (4 reviews)

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from $91.00 / night

1 / 11

Hawnby Cottage

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$85.00

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from $85.00 / night

(4)

1 / 11

Helmsley House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$109.00

Excellent (4 reviews)

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from $109.00 / night

(1)

1 / 11

Helmsley House

  • 2
  • 3
  • 3 nights min
  • Child friendly

$117.00

Excellent (1 reviews)

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from $117.00 / night

1 / 13

Helmsley House

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

$186.00

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from $186.00 / night

(5)

1 / 8

Nawton House

  • 1
  • 2
  • 3 nights min

$83.00

Very Good (5 reviews)

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from $83.00 / night

1 / 17

Helmsley House

  • 4
  • 8
  • 3 nights min
  • Child friendly

$194.00

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from $194.00 / night

1 / 14

Helmsley House

  • 3
  • 5
  • 3 nights min
  • Child friendly

$129.00

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from $129.00 / night

(4)

1 / 19

Nawton House

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

$147.00

Excellent (4 reviews)

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from $147.00 / night

1 / 28

Scawton Cottage

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$106.00

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from $106.00 / night

1 / 29

Scawton Cottage

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$106.00

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from $106.00 / night

(1)

1 / 20

Nawton Yurt

  • 1
  • 2
  • 3 nights min
  • Child friendly

$98.00

Excellent (1 reviews)

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from $98.00 / night

Your search has been expanded 19.6 miles to include more rentals

(5)

1 / 8

Castleton House - 16 miles away

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

$119.00

Excellent (5 reviews)

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from $119.00 / night

1 / 29

Hutton Rudby House - 16.6 miles away

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

$140.00

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from $140.00 / night

1 / 11

Great Ayton House - 15.7 miles away

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

$142.00

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from $142.00 / night

1 / 9

Pickering House - 11.3 miles away

  • 1
  • 2
  • 3 nights min

$92.00

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from $92.00 / night

1 / 12

Appleton le Moors House - 8 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$117.00

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from $117.00 / night

1 / 18

Malton Cottage - 10 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$177.00

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from $177.00 / night

(2)

1 / 11

Grosmont House - 18.2 miles away

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

$138.00

Average (2 reviews)

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from $138.00 / night

(9)

1 / 8

Guisborough House - 19.2 miles away

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

$127.00

Excellent (9 reviews)

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from $127.00 / night

(3)

1 / 12

Malton House - 13 miles away

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

$166.00

Very Good (3 reviews)

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from $166.00 / night

(6)

1 / 13

Stillington House - 10.1 miles away

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

$121.00

Excellent (6 reviews)

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from $121.00 / night

1 / 20

Chop Gate Cottage - 10.8 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$143.00

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from $143.00 / night

(3)

1 / 15

Glaisdale Cottage - 16.8 miles away

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

$133.00

Excellent (3 reviews)

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from $133.00 / night

(1)

1 / 24

Goathland Cottage - 17.5 miles away

  • 6
  • 12
  • 3 nights min
  • Pet friendly
  • Private garden

$745.00

Excellent (1 reviews)

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from $745.00 / night

1 / 15

Easingwold House - 10.3 miles away

  • 4
  • 5
  • 3 nights min
  • Pet friendly

$138.00

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from $138.00 / night

(1)

1 / 19

Burythorpe Cottage - 15.9 miles away

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

$103.00

Excellent (1 reviews)

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from $103.00 / night

(4)

1 / 17

Skirpenbeck House - 18.7 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$174.00

Excellent (4 reviews)

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from $174.00 / night

(12)

1 / 15

Lealholm House - 16.8 miles away

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$117.00

Very Good (12 reviews)

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from $117.00 / night

1 / 25

Sutton-under-Whitestonecliffe Cottage - 7.3 miles away

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

$142.00

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from $142.00 / night

1 / 15

Lockton Cottage - 18.6 miles away

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

$175.00

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from $175.00 / night

1 / 12

Chop Gate House - 7.9 miles away

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

$130.00

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from $130.00 / night

(4)

1 / 19

York House - 19.6 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$125.00

Excellent (4 reviews)

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from $125.00 / night

1 / 9

Great Habton House - 10.1 miles away

  • 2
  • 5
  • 3 nights min
  • Child friendly
  • Pet friendly

$114.00

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from $114.00 / night

(7)

1 / 7

Malton House - 13.2 miles away

  • 1
  • 2
  • 3 nights min
  • Private garden

$99.00

Excellent (7 reviews)

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from $99.00 / night