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Helmsley 2-bedroom Vacation Rentals, Homes & More - 254 Rentals Available.

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254 Vacation rentals

Filters applied: 2+ Bedrooms

(26)

1 / 22

Helmsley House

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

$284.00

Excellent (26 reviews)

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from $284.00 / night

1 / 14

Hawnby House

  • 2
  • 4
  • 3 nights min
  • Pet friendly

$195.00

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from $195.00 / night

(1)

1 / 15

Helmsley House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$216.00

Excellent (1 reviews)

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from $216.00 / night

(4)

1 / 12

Helmsley House

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

$105.00

Very Good (4 reviews)

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from $105.00 / night

(4)

1 / 11

Helmsley House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$127.00

Excellent (4 reviews)

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from $127.00 / night

1 / 13

Helmsley House

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

$259.00

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from $259.00 / night

1 / 12

Helmsley House

  • 3
  • 5
  • 3 nights min
  • Child friendly

$149.00

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from $149.00 / night

1 / 13

Helmsley Cottage

  • 2
  • 4
  • 3 nights min
  • Private garden

$192.00

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from $192.00 / night

1 / 23

Nawton House

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

$118.00

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from $118.00 / night

1 / 15

Nawton Log cabin

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

$156.00

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from $156.00 / night

1 / 21

Helmsley Cottage

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

$130.00

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from $130.00 / night

Your search has been expanded 19 miles to include more rentals

(6)

1 / 8

East Heslerton House - 18 miles away

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

$179.00

Excellent (6 reviews)

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from $179.00 / night

(5)

1 / 8

East Heslerton House - 18 miles away

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

$169.00

Very Good (5 reviews)

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from $169.00 / night

(8)

1 / 18

West Heslerton House - 18 miles away

  • 3
  • 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$316.00

Excellent (8 reviews)

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from $316.00 / night

(1)

1 / 10

Kirkbymoorside House - 4.4 miles away

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

$157.00

Excellent (1 reviews)

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from $157.00 / night

(1)

1 / 11

Malton House - 11 miles away

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

$160.00

Excellent (1 reviews)

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from $160.00 / night

1 / 12

Chop Gate House - 7.9 miles away

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

$192.00

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from $192.00 / night

(2)

1 / 11

Grosmont House - 18.2 miles away

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

$157.00

Average (2 reviews)

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from $157.00 / night

1 / 14

Great Habton House - 10.1 miles away

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

$173.00

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from $173.00 / night

(8)

1 / 10

Pickering House - 11.6 miles away

  • 3
  • 5
  • 3 nights min
  • Pet friendly

$153.00

Excellent (8 reviews)

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from $153.00 / night

(3)

1 / 8

Swainby House - 14.1 miles away

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

$119.00

Very Good (3 reviews)

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from $119.00 / night

(2)

1 / 12

Ebberston House - 16.5 miles away

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

$167.00

Very Good (2 reviews)

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from $167.00 / night

1 / 17

Castleton Cottage - 15.7 miles away

  • 2
  • 5
  • 3 nights min
  • Child friendly

$137.00

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from $137.00 / night

(2)

1 / 18

Strensall Cottage - 13.7 miles away

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

$165.00

Average (2 reviews)

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from $165.00 / night

1 / 13

Kirkbymoorside Cottage - 5.3 miles away

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

$119.00

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from $119.00 / night

1 / 15

Levisham Cottage - 14.2 miles away

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

$177.00

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from $177.00 / night

1 / 19

Thornton-Le-Dale Cottage - 13.5 miles away

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

$131.00

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from $131.00 / night

1 / 24

Kirkbymoorside Cottage - 5.8 miles away

  • 3
  • 5
  • 3 nights min
  • Pet friendly

$172.00

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from $172.00 / night

(1)

1 / 21

Nun Monkton Cottage - 18 miles away

  • 2
  • 4
  • 3 nights min

$194.00

Excellent (1 reviews)

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from $194.00 / night

1 / 16

Grosmont Cottage - 18.9 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$214.00

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from $214.00 / night

1 / 9

Grosmont Cottage - 18.9 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$214.00

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from $214.00 / night

1 / 18

Egton Cottage - 19 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$340.00

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from $340.00 / night

1 / 9

Egton Cottage - 18.5 miles away

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

$326.00

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from $326.00 / night

(1)

1 / 10

Grosmont Cottage - 18.9 miles away

  • 3
  • 5
  • 3 nights min
  • Child friendly

$221.00

Average (1 reviews)

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from $221.00 / night

1 / 26

Stittenham Cottage - 10.8 miles away

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

$251.00

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from $251.00 / night

1 / 12

Swainby Cottage - 14.1 miles away

  • 2
  • 3
  • 3 nights min
  • Pet friendly

$124.00

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from $124.00 / night

1 / 32

Old Malton Log cabin - 12.3 miles away

  • 2
  • 4
  • 3 nights min
  • Pet friendly

$168.00

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from $168.00 / night

1 / 16

Pickering Cottage - 11.5 miles away

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

$177.00

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from $177.00 / night

(1)

1 / 20

Harome House - 2.3 miles away

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

$177.00

Excellent (1 reviews)

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from $177.00 / night

1 / 24

Husthwaite Cottage - 8.1 miles away

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

$128.00

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from $128.00 / night