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Holiday Lettings
> Europe
> 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)
  • 5
  • 4 and above
  • 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 (11)
  • Apartment (1)
  • House (5)
  • Lodge (1)
  • Barn (2)

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11 Holiday homes

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Cottage
Cot available

Great rentals within 20 miles that match your search

Pickering holiday cottage rental

Pickering cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6
8 reviews

from £99 / night

£689 / week

1 / 16

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

Holiday cottage in Pickering

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
3 reviews

from £90 / night

£629 / week

1 / 12

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

Cottage accommodation in Pickering

Pickering cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7
8 reviews

from £187 / night

£905 - £1,608 / week

1 / 24

Great rentals within 20 miles that match your search

Cottage rental in Flaxton

Flaxton cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £126 / night

£676 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday cottage in Castleton

Castleton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
8 reviews

from £74 / night

£513 / week

1 / 18

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

Pickering holiday cottage rental

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
5 reviews

from £95 / night

£660 / week

1 / 10

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 Westow

Westow cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
139 reviews

from £369 / night

£1,230 - £2,423 / 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: Cot available

2 reviews

from £121 / night

£555 - £1,066 / week

1 / 27

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: Cot available

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: Cot available

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: Cot available

34 reviews

from £166 / night

£653 - £1,014 / week

1 / 17

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: Property type

30 reviews

from £98 / night

£510 - £739 / week

1 / 13

Great rentals within 20 miles that match your search

Cottage rental in Pickering

Pickering cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

4 reviews

from £212 / night

£977 - £2,042 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday cottage rental

Danby cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

29 reviews

from £275 / night

£1,924 - £2,508 / week

1 / 18

Great rentals within 20 miles that match your search

Cottage rental in Thirsk

Thirsk cottage

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 filter does not match: Cot available

8 reviews

from £107 / night

£745 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday cottage in Thirsk

Thirsk cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

2 reviews

from £138 / night

£573 / week

1 / 6

Great rentals within 20 miles that match your search

Great Ayton holiday cottage let

Great Ayton cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

25 reviews

from £126 / night

£662 - £1,023 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Ampleforth

Ampleforth cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Cot available

14 reviews

from £103 / night

£458 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday cottage in Chop Gate

Chop Gate cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Cot available

8 reviews

from £89 / night

£619 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday cottage in Danby

Danby cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Cot available

42 reviews

from £275 / night

£1,924 - £2,508 / week

1 / 28

Great rentals within 20 miles that match your search

Glaisdale holiday cottage rental

Glaisdale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

5 reviews

from £224 / night

£1,563 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday cottage in Glaisdale

Glaisdale cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

7 reviews

from £229 / night

£1,546 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday cottage in Glaisdale

Glaisdale cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

5 reviews

from £229 / night

£1,546 / week

1 / 23

Great rentals within 20 miles that match your search

Cottage rental in Castleton

Castleton cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

121 reviews

from £103 / night

£516 - £630 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday lodge in Castleton

Castleton lodge

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

16 reviews

from £102 / night

£504 - £628 / week

1 / 9

Great rentals within 20 miles that match your search

Central York holiday cottage rental

Central York cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

10 reviews

from £115 / night

£802 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday cottage in Chop Gate

Chop Gate cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

10 reviews

from £72 / night

£503 / week

1 / 23

Great rentals within 20 miles that match your search

Cottage rental in Thirsk

Thirsk cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £189 / night

£974 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday cottage letting

Thirsk cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

1 review

from £189 / night

£974 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday cottage in Kirkbymoorside

Kirkbymoorside cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

1 review

from £130 / night

£390 - £1,133 / week

1 / 9

Great rentals within 20 miles that match your search

Cottage rental in Kirkbymoorside

Kirkbymoorside cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

1 review

from £103 / night

£309 - £870 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday cottage in Kirkbymoorside

Kirkbymoorside cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

from £103 / night

£309 - £874 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Little Habton

Little Habton cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

1 review

from £171 / night

£511 - £1,470 / week

1 / 23

Great rentals within 20 miles that match your search

York holiday cottage rental

York cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

2 reviews

from £138 / night

£1,088 / week

1 / 13

Great rentals within 20 miles that match your search

Pickering holiday cottage rental

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Cot available

from £142 / night

£655 - £1,316 / week

1 / 13

Great rentals within 20 miles that match your search

Pickering holiday cottage rental

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

from £121 / night

£555 - £1,066 / week

1 / 17

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