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Helmsley Vacation Rentals & Homes - 324 Rentals Available

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324 Vacation rentals

(26)

1 / 22

Helmsley House

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

$387.00

Excellent (26 reviews)

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from $387.00 / night

1 / 14

Hawnby House

  • 2
  • 4
  • 3 nights min
  • Pet friendly

$238.00

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from $238.00 / night

(1)

1 / 15

Helmsley House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$275.00

Excellent (1 reviews)

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from $275.00 / night

(7)

1 / 9

Nawton House

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

$160.00

Very Good (7 reviews)

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from $160.00 / night

(4)

1 / 12

Helmsley House

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

$153.00

Very Good (4 reviews)

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from $153.00 / night

(4)

1 / 11

Helmsley House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$172.00

Excellent (4 reviews)

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from $172.00 / night

1 / 13

Helmsley House

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

$295.00

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from $295.00 / night

1 / 12

Helmsley House

  • 3
  • 5
  • 3 nights min
  • Child friendly

$191.00

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from $191.00 / night

1 / 28

Scawton Cottage

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$147.00

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from $147.00 / night

1 / 29

Scawton Cottage

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$147.00

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from $147.00 / night

(3)

1 / 20

Nawton Yurt

  • 1
  • 2
  • 3 nights min
  • Child friendly

$128.00

Excellent (3 reviews)

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from $128.00 / night

1 / 13

Helmsley Cottage

  • 2
  • 4
  • 3 nights min
  • Private garden

$209.00

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from $209.00 / night

1 / 21

Helmsley Cottage

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

$161.00

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from $161.00 / night

Your search has been expanded 19.9 miles to include more rentals

1 / 15

Thornton-Le-Dale House - 14.7 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$156.00

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from $156.00 / night

1 / 18

Thornton-Le-Dale House - 14.7 miles away

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

$192.00

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from $192.00 / night

1 / 15

Great Habton Log cabin - 10.1 miles away

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

$164.00

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from $164.00 / night

1 / 20

Strensall House - 14.3 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$209.00

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from $209.00 / night

(1)

1 / 26

Coxwold House - 7.9 miles away

  • 4
  • 8
  • 3 nights min

$219.00

Excellent (1 reviews)

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from $219.00 / night

(22)

1 / 17

Grosmont House - 18.9 miles away

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

$141.00

Very Good (22 reviews)

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from $141.00 / night

(2)

1 / 18

Guisborough House - 19.9 miles away

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

$154.00

Excellent (2 reviews)

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from $154.00 / night

1 / 30

Hutton Rudby House - 16.6 miles away

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

$160.00

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from $160.00 / night

(2)

1 / 23

Kirkbymoorside Cottage - 5.9 miles away

  • 2
  • 4
  • 3 nights min
  • Pet friendly

$156.00

Excellent (2 reviews)

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from $156.00 / night

(1)

1 / 9

Kirkbymoorside Cottage - 5.4 miles away

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

$174.00

Excellent (1 reviews)

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from $174.00 / night

1 / 25

Sawdon Cottage - 19.2 miles away

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

$232.00

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from $232.00 / night

1 / 16

Gillamoor Cottage - 5.8 miles away

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

$226.00

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from $226.00 / night

(1)

1 / 15

Lockton Cottage - 15.1 miles away

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$142.00

Excellent (1 reviews)

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from $142.00 / night

1 / 28

Loftus Log cabin - 19.6 miles away

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

$228.00

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from $228.00 / night

(1)

1 / 17

Burythorpe Cottage - 15.9 miles away

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

$142.00

Excellent (1 reviews)

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from $142.00 / night

(1)

1 / 28

Kirkbymoorside Cottage - 5.9 miles away

  • 3
  • 6
  • 3 nights min
  • Pet friendly

$182.00

Excellent (1 reviews)

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from $182.00 / night

1 / 22

Ainderby Quernhow Cottage - 15.5 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$200.00

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from $200.00 / night

1 / 26

Stittenham Cottage - 10.8 miles away

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

$260.00

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from $260.00 / night

1 / 20

Stonegrave Cottage - 5 miles away

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

$215.00

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from $215.00 / night

1 / 24

Kirkbymoorside Cottage - 5.3 miles away

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

$142.00

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from $142.00 / night

(2)

1 / 24

Goathland Cottage - 17.5 miles away

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

$932.00

Excellent (2 reviews)

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from $932.00 / night

1 / 28

Great Broughton House - 14.2 miles away

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

$455.00

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from $455.00 / night

1 / 17

Castleton Cottage - 15.7 miles away

  • 2
  • 5
  • 3 nights min
  • Child friendly

$153.00

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from $153.00 / night

(2)

1 / 24

Pickering Cottage - 11.4 miles away

  • 3
  • 6
  • 3 nights min
  • Pet friendly

$164.00

Very Good (2 reviews)

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from $164.00 / night

1 / 19

Kirkbymoorside Apartment - 5.5 miles away

  • 3
  • 4
  • 3 nights min

$193.00

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from $193.00 / night

1 / 15

Lockton Cottage - 18.6 miles away

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

$245.00

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from $245.00 / night

1 / 9

Pickering Cottage - 11 miles away

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

$188.00

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from $188.00 / night