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Helmsley 2-bedroom Vacation Rentals, Homes & More - 213 Rentals Available.

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213 Vacation rentals

Filters applied: 2+ Bedrooms

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

1 / 11

Helmsley House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$82.00

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from $82.00 / night

(26)

1 / 22

Helmsley House

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

$109.00

Excellent (26 reviews)

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from $109.00 / night

1 / 16

Hawnby House

  • 2
  • 4
  • 3 nights min
  • Pet friendly

$60.00

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from $60.00 / night

(4)

1 / 12

Helmsley House

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

$48.00

Very Good (4 reviews)

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from $48.00 / 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

(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 / 13

Helmsley House

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

$92.00

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from $92.00 / 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 / 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

$86.00

Very Good (1 reviews)

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from $86.00 / night

1 / 14

Helmsley House

  • 3
  • 5
  • 3 nights min
  • Child friendly

$67.00

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from $67.00 / night

(4)

1 / 13

Nawton House

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

$58.00

Excellent (4 reviews)

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from $58.00 / night

Your search has been expanded 19.9 miles to include more rentals

1 / 16

Gillamoor Cottage - 5.8 miles away

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

$63.00

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from $63.00 / night

(7)

1 / 24

Beck Hole House - 17.6 miles away

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

$62.00

Excellent (7 reviews)

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from $62.00 / night

(2)

1 / 14

Guisborough House - 19.9 miles away

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

$46.00

Average (2 reviews)

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from $46.00 / night

1 / 9

Kirkbymoorside House - 5.5 miles away

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

$48.00

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from $48.00 / night

1 / 14

Great Habton House - 10.1 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$59.00

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from $59.00 / night

1 / 25

Sawdon Cottage - 19.2 miles away

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

$57.00

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from $57.00 / night

1 / 39

Hutton Rudby Cottage - 16.5 miles away

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

$603.00

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from $603.00 / night

1 / 19

Thirsk House - 8.8 miles away

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

$54.00

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from $54.00 / night

1 / 24

Little Habton Cottage - 9.4 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$63.00

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from $63.00 / night

1 / 16

Malton Cottage - 10.1 miles away

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

$71.00

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from $71.00 / night

1 / 15

Goathland Cottage - 17.6 miles away

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

$60.00

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from $60.00 / night

1 / 9

Stockton on the Forest House - 17.5 miles away

  • 2
  • 5
  • 3 nights min
  • Child friendly

$53.00

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from $53.00 / night

(1)

1 / 14

Northallerton House - 15.7 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$60.00

Excellent (1 reviews)

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from $60.00 / night

(1)

1 / 8

Pickering House - 11.4 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$53.00

Excellent (1 reviews)

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from $53.00 / night

1 / 22

Ainderby Quernhow Cottage - 15.5 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$60.00

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from $60.00 / night

(1)

1 / 18

Harome House - 2.5 miles away

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

$49.00

Excellent (1 reviews)

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from $49.00 / night

1 / 18

Malton Cottage - 10 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$81.00

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from $81.00 / night

1 / 14

Rosedale Abbey Cottage - 10.2 miles away

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

$62.00

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from $62.00 / night

(4)

1 / 19

Pickering House - 11 miles away

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

$72.00

Excellent (4 reviews)

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from $72.00 / night

1 / 31

Goathland House - 16.9 miles away

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

$118.00

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from $118.00 / night

1 / 16

Rosedale Abbey Cottage - 10.2 miles away

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

$59.00

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from $59.00 / night

(4)

1 / 16

Rosedale Abbey Cottage - 10.2 miles away

  • 3
  • 6
  • 3 nights min

$73.00

Excellent (4 reviews)

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from $73.00 / night

1 / 7

Kirkbymoorside House - 5.3 miles away

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

$50.00

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from $50.00 / night

1 / 17

Carlton-in-Cleveland House - 14.2 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$65.00

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from $65.00 / night

1 / 17

Castleton Cottage - 15.7 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$58.00

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from $58.00 / night

1 / 18

Castleton Cottage - 15.7 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$68.00

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from $68.00 / night