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Holiday Lettings
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> United Kingdom
> England
> Yorkshire
> North Yorkshire
> Cottages and houses in Helmsley

Cottages in Helmsley and Houses - Holiday Lettings - Holiday Rentals Helmsley

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
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  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • Cottage (15)
  • House (4)
  • Lodge (1)
  • Barn (1)

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21 Holiday homes

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Garden
Walking holidays

Great rentals within 20 miles that match your search

Kirkbymoorside holiday cottage rental

Kirkbymoorside cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4
21 reviews

from £172 / night

£745 / week

1 / 27

Great rentals within 20 miles that match your search

Sinnington holiday home rental

Sinnington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
12 reviews

from £82 / night

£303 - £816 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday barn in York

York barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
29 reviews

from £86 / night

£401 - £756 / week

1 / 12

Great rentals within 20 miles that match your search

Home rental in Malton

Malton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
3 reviews

from £175 / night

£525 - £1,406 / week

1 / 53

Great rentals within 20 miles that match your search

Home rental in Grimstone

Grimstone house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
1 review

from £107 / night

£369 - £1,024 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Hutton le Hole

Hutton le Hole house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5
4 reviews

from £136 / night

£409 - £1,245 / week

1 / 14

Great rentals within 20 miles that match your search

Sinnington holiday home rental

Sinnington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
10 reviews

from £84 / night

£285 - £819 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Lealholm

Lealholm house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
13 reviews

from £133 / night

£398 - £923 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday home in Helmsley

Helmsley house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
26 reviews

from £224 / night

£775 - £3,278 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home in Cropton

Cropton house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
8 reviews

from £102 / night

£351 - £1,032 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home in Kirkbymoorside

Kirkbymoorside house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4
11 reviews

from £203 / night

£608 - £1,421 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home in Sutton-under-Whitestonecliffe

Sutton-under-Whitestonecliffe house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
6 reviews

from £93 / night

£287 - £746 / week

1 / 15

Great rentals within 20 miles that match your search

Hutton le Hole holiday home rental

Hutton le Hole house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £145 / night

£434 - £1,331 / week

1 / 9

Great rentals within 20 miles that match your search

Home rental in Sutton-under-Whitestonecliffe

Sutton-under-Whitestonecliffe house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
2 reviews

from £112 / night

£345 - £990 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home in Grimstone

Grimstone house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £133 / night

£460 - £1,368 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Ampleforth

Ampleforth cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3
14 reviews

from £103 / night

£458 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Rosedale East

Rosedale East house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
5 reviews

from £94 / night

£354 - £1,033 / week

1 / 16

Great rentals within 20 miles that match your search

Cottage accommodation in Gillamoor

Gillamoor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
32 reviews

from £264 / night

£1,406 / week

1 / 28

Great rentals within 20 miles that match your search

Appleton le Moors holiday home rental

Appleton le Moors house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
2 reviews

from £114 / night

£404 - £1,339 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday lodge in Castleton

Castleton lodge

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6
16 reviews

from £102 / night

£504 - £628 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday barn in Knayton

Knayton barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
12 reviews

from £92 / night

£642 / week

1 / 12

Great rentals within 20 miles that match your search

Cottage rental in Sowerby

Sowerby cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £115 / night

£802 / week

1 / 10

Great rentals within 20 miles that match your search

Great Ayton holiday cottage let

Great Ayton cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
25 reviews

from £126 / night

£662 - £1,023 / week

1 / 12

Great rentals within 20 miles that match your search

Central York holiday cottage rental

Central York cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
10 reviews

from £115 / night

£802 / week

1 / 16

Great rentals within 20 miles that match your search

Cottage rental in Pickering

Pickering cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
4 reviews

from £212 / night

£977 - £2,042 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday cottage rental

Glaisdale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 10
10 reviews

from £287 / night

£1,603 - £3,206 / week

1 / 15

Great rentals within 20 miles that match your search

Home rental in Coneysthorpe

Coneysthorpe house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
1 review

from £228 / night

£981 - £2,908 / week

1 / 21

Great rentals within 20 miles that match your search

Cottage rental in Claxton

Claxton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5
6 reviews

from £207 / night

£1,443 / week

1 / 26

Great rentals within 20 miles that match your search

Cottage rental in Hutton le Hole

Hutton le Hole cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
30 reviews

from £189 / night

£1,203 / week

1 / 28

Great rentals within 20 miles that match your search

Home letting in Coneysthorpe

Coneysthorpe house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
2 reviews

from £185 / night

£792 - £2,335 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday cottage in York

York cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
37 reviews

from £81 / night

£481 - £1,111 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Gillamoor

Gillamoor house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
1 review

from £187 / night

£914 - £1,341 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday cottage rental

Danby cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
29 reviews

from £275 / night

£1,924 - £2,508 / week

1 / 18

Great rentals within 20 miles that match your search

Malton holiday cottage rental

Malton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
8 reviews

from £144 / night

£905 - £1,626 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday cottage in Pickering

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5
3 reviews

from £142 / night

£655 - £1,316 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday cottage in Danby

Danby cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
42 reviews

from £275 / night

£1,924 - £2,508 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home rental

Appleton le Moors house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14
85 reviews

from £485 / night

£5,330 / week

1 / 24

Great rentals within 20 miles that match your search

Cottage rental in Kirby Misperton

Kirby Misperton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5
34 reviews

from £166 / night

£653 - £1,014 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday cottage in Westow

Westow cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
139 reviews

from £369 / night

£1,230 - £2,419 / week

1 / 33

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday cottage letting

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Garden

2 reviews

from £121 / night

£555 - £1,066 / week

1 / 27

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