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Helmsley 2-bedroom Vacation Rentals, Homes & More - 244 Rentals Available.

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244 Vacation rentals

Filters applied: 2+ Bedrooms

(26)

1 / 22

Helmsley House

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

$221.00

Excellent (26 reviews)

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from $221.00 / night

(4)

1 / 11

Nawton House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$127.00

Excellent (4 reviews)

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from $127.00 / night

1 / 14

Hawnby House

  • 2
  • 4
  • 3 nights min
  • Pet friendly

$138.00

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from $138.00 / night

1 / 15

Helmsley House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$199.00

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from $199.00 / night

(4)

1 / 12

Helmsley House

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

$96.00

Very Good (4 reviews)

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from $96.00 / night

(1)

1 / 11

Helmsley House

  • 2
  • 3
  • 3 nights min
  • Child friendly

$123.00

Excellent (1 reviews)

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from $123.00 / 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

$196.00

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from $196.00 / night

1 / 17

Helmsley House

  • 4
  • 8
  • 3 nights min
  • Child friendly

$204.00

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from $204.00 / night

(1)

1 / 20

Helmsley House

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

$181.00

Very Good (1 reviews)

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from $181.00 / night

1 / 14

Helmsley House

  • 3
  • 5
  • 3 nights min
  • Child friendly

$136.00

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from $136.00 / night

(4)

1 / 13

Nawton House

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

$143.00

Excellent (4 reviews)

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from $143.00 / night

Your search has been expanded 19.6 miles to include more rentals

(2)

1 / 16

Malton Cottage - 10.1 miles away

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

$193.00

Excellent (2 reviews)

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from $193.00 / night

(1)

1 / 12

Kirkbymoorside House - 4.4 miles away

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

$130.00

Excellent (1 reviews)

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from $130.00 / night

1 / 14

Rosedale Abbey Cottage - 10.2 miles away

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

$140.00

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from $140.00 / night

1 / 15

Pickering Cottage - 10.9 miles away

  • 2
  • 3
  • 3 nights min
  • Private garden

$108.00

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from $108.00 / night

(1)

1 / 11

Pickering House - 11.4 miles away

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

$142.00

Excellent (1 reviews)

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from $142.00 / night

1 / 17

Great Ayton Cottage - 15.7 miles away

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

$127.00

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from $127.00 / night

(5)

1 / 23

Stamford Bridge House - 18.7 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$187.00

Excellent (5 reviews)

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from $187.00 / night

(1)

1 / 13

Lastingham House - 8.3 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$117.00

Very Good (1 reviews)

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from $117.00 / night

(8)

1 / 9

Stillington House - 10 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$115.00

Excellent (8 reviews)

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from $115.00 / night

(11)

1 / 9

Glaisdale House - 16.8 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$122.00

Excellent (11 reviews)

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from $122.00 / night

1 / 8

Lockton House - 14.7 miles away

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

$101.00

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from $101.00 / night

(5)

1 / 9

Scarborough House - 19.6 miles away

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

$114.00

Excellent (5 reviews)

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from $114.00 / night

1 / 24

Kirkbymoorside Cottage - 5.9 miles away

  • 2
  • 4
  • 3 nights min
  • Pet friendly

$125.00

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from $125.00 / night

(2)

1 / 23

Kirkbymoorside Cottage - 5.9 miles away

  • 2
  • 4
  • 3 nights min
  • Pet friendly

$114.00

Excellent (2 reviews)

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from $114.00 / night

1 / 19

Rosedale Abbey Cottage - 10.2 miles away

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

$148.00

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from $148.00 / night

1 / 16

Gillamoor Cottage - 5.8 miles away

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

$157.00

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from $157.00 / night

1 / 19

Thornton-Le-Dale Cottage - 13.5 miles away

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

$109.00

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from $109.00 / night

1 / 31

Osmotherley House - 13.2 miles away

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

$375.00

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from $375.00 / night

1 / 17

Kirkbymoorside Apartment - 5.5 miles away

  • 3
  • 4
  • 3 nights min

$136.00

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from $136.00 / night

1 / 25

Sinnington Cottage - 7.5 miles away

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

$126.00

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from $126.00 / night

1 / 18

Loftus Log cabin - 19.6 miles away

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

$173.00

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from $173.00 / night

1 / 9

Egton Cottage - 19 miles away

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

$241.00

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from $241.00 / night

1 / 23

Thirsk Cottage - 7.8 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$143.00

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from $143.00 / night

1 / 10

Grosmont Cottage - 18.9 miles away

  • 3
  • 5
  • 3 nights min
  • Child friendly

$202.00

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from $202.00 / night

1 / 9

Egton Bridge Cottage - 17.8 miles away

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

$202.00

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from $202.00 / night

1 / 19

Sheriff Hutton Log cabin - 11.4 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$178.00

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from $178.00 / night

1 / 9

Pickering Cottage - 11 miles away

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

$138.00

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from $138.00 / night

1 / 22

Kirkbymoorside Cottage - 5.8 miles away

  • 3
  • 5
  • 3 nights min
  • Pet friendly

$144.00

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from $144.00 / night