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Helmsley Vacation Rentals & Homes - 35 Rentals Available

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35 Vacation rentals near Helmsley

Your search has been expanded 48.6 miles to include more rentals

1 / 10

Harome House - 3.9 miles away

  • 1
  • 2
  • Min stay varies
  • Suitable for children age 5+

from $271 / night

1 / 19

Ampleforth House - 5.9 miles away

  • 4
  • 7
  • Min stay varies
  • Child friendly

from $454 / night

1 / 12

Fadmoor House - 6.2 miles away

  • 3
  • 5
  • Min stay varies
  • Child friendly

from $249 / night

1 / 12

Kirkbymoorside House - 8.7 miles away

  • 2
  • 4
  • Min stay varies
  • Child friendly

from $331 / night

1 / 11

Gillamoor House - 9.2 miles away

  • 2
  • 4
  • Min stay varies
  • Child friendly

from $354 / night

1 / 13

Hovingham House - 9.6 miles away

  • 3
  • 6
  • Min stay varies
  • Child friendly

from $278 / night

1 / 15

Hovingham House - 9.7 miles away

  • 3
  • 6
  • Min stay varies
  • Child friendly

from $454 / night

1 / 11

Thirsk House - 16.8 miles away

  • 2
  • 3
  • Min stay varies
  • Child friendly

from $228 / night

1 / 16

Dishforth House - 27.6 miles away

  • 3
  • 6
  • Min stay varies
  • Child friendly

from $495 / night

(1)

1 / 37

Bedale Cottage - 31.5 miles away

  • 4
  • 10
  • Min stay varies
  • Child friendly
  • Pet friendly

$157

Excellent (1 reviews)

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from $157 / night

(1)

1 / 22

Bedale Cottage - 31.5 miles away

  • 3
  • 6
  • Min stay varies
  • Child friendly
  • Pet friendly

$81

Excellent (1 reviews)

Inquire

from $81 / night

1 / 17

Bedale Cottage - 31.5 miles away

  • 1
  • 2
  • Min stay varies
  • Child friendly
  • Pet friendly

from $52 / night

1 / 34

Bedale Cottage - 31.5 miles away

  • 2
  • 5
  • Min stay varies
  • Child friendly
  • Pet friendly

from $71 / night

1 / 24

York Apartment - 31.9 miles away

  • 2
  • 4
  • Min stay varies
  • Child friendly

from $139 / night

1 / 15

Whitby House - 34.2 miles away

  • 5
  • 10
  • Min stay varies
  • Child friendly

from $525 / night

1 / 21

Ravenscar Cottage - 37.2 miles away

  • 2
  • 4
  • Min stay varies
  • Child friendly
  • Pet friendly

from $167 / night

1 / 25

Ravenscar Cottage - 37.2 miles away

  • 2
  • 4
  • Min stay varies
  • Child friendly
  • Pet friendly

from $167 / night

1 / 20

Ravenscar Cottage - 37.2 miles away

  • 3
  • 6
  • Min stay varies
  • Child friendly
  • Pet friendly

from $205 / night

1 / 20

Whitby Cottage - 37.7 miles away

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

from $256 / night

1 / 34

Whitby House - 37.7 miles away

  • 6
  • 12
  • 3 nights min
  • Child friendly
  • Pet friendly

from $768 / night

1 / 14

Whitby Cottage - 37.7 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

from $224 / night

1 / 12

Whitby Cottage - 37.7 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

from $224 / night

1 / 16

Whitby Cottage - 37.8 miles away

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

from $192 / night

1 / 15

Whitby Cottage - 37.8 miles away

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

from $192 / night

1 / 14

Whitby House - 37.8 miles away

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

from $256 / night

1 / 16

Cloughton Cottage - 38 miles away

  • 1
  • 2
  • Min stay varies
  • Child friendly
  • Pet friendly

from $61 / night

1 / 54

Low Row Cottage - 38.2 miles away

  • 17
  • 29
  • 3 nights min
  • Ask about children
  • Pet friendly

from $128 / night

1 / 24

Whitby House - 39.3 miles away

  • 3
  • 6
  • Min stay varies
  • Child friendly

from $139 / night

1 / 16

Whitby Apartment - 39.3 miles away

  • 1
  • 4
  • 3 nights min
  • Child friendly

from $114 / night

1 / 16

Whitby Apartment - 39.3 miles away

  • 1
  • 4
  • 3 nights min
  • Child friendly

from $114 / night

1 / 12

Whitby Apartment - 39.3 miles away

  • 1
  • 4
  • 3 nights min
  • Child friendly

from $114 / night

1 / 14

Hawsker House - 41 miles away

  • 3
  • 5
  • Min stay varies
  • Child friendly

from $454 / night

(1)

1 / 16

Hawsker House - 41 miles away

  • 3
  • 5
  • Min stay varies
  • Child friendly

$454

Excellent (1 reviews)

Inquire

from $454 / night

1 / 17

Bedale House - 41.6 miles away

  • 4
  • 8
  • Min stay varies
  • Child friendly

from $432 / night

(7)

1 / 22

Middleham Cottage - 48.6 miles away

  • 2
  • 4
  • Min stay varies
  • Child friendly
  • Pet friendly

$102

Very Good (7 reviews)

Inquire

from $102 / night