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Holiday Lettings
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> North Yorkshire
> Cottages and houses in Helmsley

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

Price per night

£1 £750 -

Bedrooms

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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
  • Apartment (1)
  • Cottage (2)

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3 Holiday homes

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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

Holiday apartment in Easingwold

Easingwold apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £126 / night

£882 / week

1 / 18

Great rentals within 20 miles that match your search

Cottage rental in Thirsk

Thirsk cottage

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5
8 reviews

from £107 / night

£745 / week

1 / 5

Great rentals within 20 miles that match your search

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Amotherby holiday home rental

Amotherby house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 15

1 filter does not match: Pets allowed

8 reviews

from £547 / night

£1,771 - £6,714 / week

1 / 42

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

1 filter does not match: Pets allowed

4 reviews

from £136 / night

£409 - £1,245 / week

1 / 14

Great rentals within 20 miles that match your search

Home rental in Malton

Malton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

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 filter does not match: Pets allowed

1 review

from £107 / night

£369 - £1,024 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday barn in York

York barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Pets allowed

29 reviews

from £86 / night

£401 - £756 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home in Osmotherley

Osmotherley house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £141 / night

£527 - £1,896 / week

1 / 41

Great rentals within 20 miles that match your search

Stillington holiday home rental

Stillington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Pets allowed

from £124 / night

£429 - £1,520 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday cottage letting

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

2 reviews

from £121 / night

£555 - £1,066 / week

1 / 27

Great rentals within 20 miles that match your search

Sinnington holiday home rental

Sinnington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

10 reviews

from £84 / night

£285 - £819 / week

1 / 8

Great rentals within 20 miles that match your search

Sinnington holiday home rental

Sinnington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Pets allowed

12 reviews

from £82 / night

£303 - £816 / week

1 / 10

Great rentals within 20 miles that match your search

Home rental in Church Houses with golf nearby

Church Houses house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

10 reviews

from £164 / night

£576 - £2,330 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home in Scawton

Scawton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

6 reviews

from £85 / night

£344 - £1,031 / week

1 / 15

Great rentals within 20 miles that match your search

Home rental in Lastingham

Lastingham house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Pets allowed

14 reviews

from £111 / night

£351 - £879 / week

1 / 15

Great rentals within 20 miles that match your search

Glaisdale holiday home rental

Glaisdale house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Pets allowed

11 reviews

from £108 / night

£361 - £981 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home in Sowerby

Sowerby house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Pets allowed

9 reviews

from £135 / night

£441 - £1,754 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home rental

Stillington house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Pets allowed

8 reviews

from £99 / night

£375 - £1,105 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday home in Cropton

Cropton house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Pets allowed

8 reviews

from £102 / night

£351 - £1,032 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home in Cropton

Cropton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

3 reviews

from £116 / night

£427 - £1,277 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday home in Topcliffe

Topcliffe house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Pets allowed

2 reviews

from £90 / night

£310 - £764 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday home in Kirkbymoorside

Kirkbymoorside house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Pets allowed

11 reviews

from £203 / night

£608 - £1,421 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home rental

Lastingham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

2 reviews

from £101 / night

£301 - £924 / 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

1 filter does not match: Pets allowed

6 reviews

from £93 / night

£287 - £746 / week

1 / 15

Great rentals within 20 miles that match your search

Home rental in Sutton-under-Whitestonecliffe

Sutton-under-Whitestonecliffe house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

5 reviews

from £139 / night

£485 - £1,600 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in Helmsley

Helmsley house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

4 reviews

from £230 / night

£976 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday home in Raskelf

Raskelf house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Pets allowed

1 review

from £118 / night

£352 - £942 / week

1 / 33

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

1 filter does not match: Pets allowed

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

1 filter does not match: Pets allowed

2 reviews

from £112 / night

£345 - £990 / week

1 / 12

Great rentals within 20 miles that match your search

Great Ouseburn holiday home rental

Great Ouseburn house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Pets allowed

4 reviews

from £135 / night

£405 - £1,215 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Gillamoor

Gillamoor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Pets allowed

6 reviews

from £99 / night

£338 - £855 / week

1 / 18

Great rentals within 20 miles that match your search

York holiday home rental

York house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Pets allowed

4 reviews

from £287 / night

£1,718 / week

1 / 22

Great rentals within 20 miles that match your search

Cottage accommodation in Gillamoor

Gillamoor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

32 reviews

from £264 / night

£1,406 / week

1 / 28

Great rentals within 20 miles that match your search

Kirkbymoorside holiday cottage rental

Kirkbymoorside cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Pets allowed

21 reviews

from £172 / night

£745 / week

1 / 27

Great rentals within 20 miles that match your search

Cottage rental in Kirby Misperton

Kirby Misperton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Pets allowed

34 reviews

from £166 / night

£653 - £1,014 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in York

York house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

4 reviews

from £252 / night

£1,260 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment in Hutton le Hole

Hutton le Hole apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

30 reviews

from £98 / night

£510 - £739 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment in Hutton le Hole

Hutton le Hole apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

39 reviews

from £98 / night

£510 - £739 / week

1 / 12

Great rentals within 20 miles that match your search

Apartment rental in Hutton le Hole

Hutton le Hole apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Pets allowed

31 reviews

from £86 / night

£373 - £487 / week

1 / 10

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