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Helmsley 2-bedroom Vacation Rentals, Homes & More - 243 Rentals Available.

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243 Vacation rentals

Filters applied: 2+ Bedrooms

(26)

1 / 22

Helmsley House

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

$221.00

Excellent (26 reviews)

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from $221.00 / night

1 / 14

Hawnby House

  • 2
  • 4
  • 3 nights min
  • Pet friendly

$137.00

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from $137.00 / night

1 / 15

Helmsley House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$226.00

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from $226.00 / night

(4)

1 / 22

Nawton House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$136.00

Excellent (4 reviews)

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from $136.00 / 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

(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 / 12

Helmsley House

  • 3
  • 5
  • 3 nights min
  • Child friendly

$136.00

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from $136.00 / night

(4)

1 / 19

Nawton House

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

$154.00

Excellent (4 reviews)

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from $154.00 / night

Your search has been expanded 19.2 miles to include more rentals

(18)

1 / 15

Crayke House - 7.8 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$254.00

Excellent (18 reviews)

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from $254.00 / 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

(8)

1 / 15

Great Habton House - 10.6 miles away

  • 6
  • 15
  • 3 nights min
  • Child friendly
  • Pet friendly

$626.00

Very Good (8 reviews)

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from $626.00 / 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

(4)

1 / 17

Skirpenbeck House - 18.7 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$183.00

Excellent (4 reviews)

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from $183.00 / night

(4)

1 / 29

Skirpenbeck House - 18.7 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$278.00

Excellent (4 reviews)

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from $278.00 / night

1 / 20

Chop Gate Cottage - 10.8 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$150.00

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from $150.00 / night

1 / 15

Great Habton Log cabin - 10.1 miles away

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

$162.00

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from $162.00 / night

1 / 23

Lealholm Cottage - 18.6 miles away

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

$203.00

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from $203.00 / night

1 / 16

Pickering Cottage - 11.5 miles away

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

$166.00

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from $166.00 / night

1 / 32

Hutton Rudby House - 16.6 miles away

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

$148.00

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from $148.00 / night

1 / 28

Carlton-in-Cleveland House - 14.5 miles away

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

$394.00

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from $394.00 / night

1 / 23

Castleton Cottage - 15.8 miles away

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

$133.00

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from $133.00 / night

1 / 13

Kirkbymoorside Cottage - 5.3 miles away

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

$109.00

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from $109.00 / night

1 / 18

Boroughbridge Apartment - 17.9 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$131.00

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from $131.00 / night

1 / 18

Pickering House - 11 miles away

  • 2
  • 3
  • 3 nights min
  • Private garden

$120.00

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from $120.00 / night

1 / 19

Kirkbymoorside Apartment - 5.5 miles away

  • 3
  • 4
  • 3 nights min

$136.00

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from $136.00 / night

1 / 18

Great Habton Log cabin - 10.1 miles away

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

$166.00

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from $166.00 / night

1 / 20

Glaisdale Cottage - 17 miles away

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

$150.00

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from $150.00 / night

(8)

1 / 12

Rosedale Abbey House - 10.1 miles away

  • 4
  • 8
  • 3 nights min
  • Child friendly

$171.00

Very Good (8 reviews)

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from $171.00 / night

(9)

1 / 13

Ebberston House - 19.2 miles away

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

$124.00

Excellent (9 reviews)

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from $124.00 / night

(5)

1 / 14

Potto House - 15.3 miles away

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

$124.00

Excellent (5 reviews)

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from $124.00 / night

1 / 17

Lealholm Cottage - 16.8 miles away

  • 2
  • 4
  • 3 nights min

$161.00

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from $161.00 / night

1 / 15

Levisham Cottage - 14.2 miles away

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

$161.00

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from $161.00 / night

(5)

1 / 19

Felixkirk House - 7.8 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$147.00

Excellent (5 reviews)

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from $147.00 / night

(10)

1 / 13

Pickering House - 11.4 miles away

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

$111.00

Very Good (10 reviews)

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from $111.00 / night

1 / 20

Pickering Cottage - 11.5 miles away

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

$239.00

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from $239.00 / night

(8)

1 / 16

Thirsk House - 10.8 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$152.00

Excellent (8 reviews)

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from $152.00 / night

(10)

1 / 8

Pickering House - 9.7 miles away

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

$96.00

Very Good (10 reviews)

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from $96.00 / night

(3)

1 / 11

Hutton le Hole House - 6.9 miles away

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

$115.00

Very Good (3 reviews)

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from $115.00 / night

1 / 21

Sutton on the Forest Log cabin - 12 miles away

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

$206.00

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from $206.00 / night