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Holiday Lettings
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> 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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  • 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
  • Apartment (1)
  • Cottage (4)
  • House (2)
  • Lodge (1)
  • Barn (2)
  • B&B (1)

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11 Holiday homes

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Great rentals within 20 miles that match your search

Barn rental in Knayton

Knayton barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
53 reviews

from £118 / night

£753 - £1,118 / week

1 / 19

Great rentals within 20 miles that match your search

Barn letting in Knayton

Knayton barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
32 reviews

from £83 / night

£522 - £711 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday b&b in Ampleforth

Ampleforth b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
10 reviews

from £86 / night

£481 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday home in Pickering

Pickering house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £132 / night

£796 / week

1 / 15

Great rentals within 20 miles that match your search

Pickering holiday cottage rental

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
4 reviews

from £121 / night

£555 - £1,066 / week

1 / 16

Great rentals within 20 miles that match your search

Thirsk holiday apartment rental

Thirsk apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £138 / night

£962 / week

1 / 11

Great rentals within 20 miles that match your search

Pickering holiday cottage rental

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £142 / night

£655 - £1,316 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in York

York house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £172 / night

£1,203 / week

1 / 45

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

York holiday cottage rental

York cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
2 reviews

from £138 / night

£1,088 / week

1 / 13

Great rentals within 20 miles that match your search

Lodge letting in Malton

Malton lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
3 reviews

from £149 / night

£1,042 / week

1 / 16

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday home in Whitby

Whitby house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Housekeeping Included

from £98 / night

£682 / week

1 / 10

Great rentals within 20 miles that match your search

Home rental in Potto with golf nearby

Potto house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Housekeeping Included

from £100 / night

£348 - £1,048 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday cottage rental

Glaisdale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 10

1 filter does not match: Housekeeping Included

10 reviews

from £287 / night

£1,603 - £3,206 / week

1 / 15

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: Housekeeping Included

8 reviews

from £107 / night

£745 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday home rental

Appleton le Moors house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 filter does not match: Housekeeping Included

85 reviews

from £485 / night

£5,330 / week

1 / 24

Great rentals within 20 miles that match your search

Tollerton holiday barn rental

Tollerton barn

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Housekeeping Included

15 reviews

from £516 / night

£3,321 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday barn in Thirsk

Thirsk barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Housekeeping Included

77 reviews

from £118 / night

£753 - £1,118 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday caravan/mobile home in Slingsby

Slingsby caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Housekeeping Included

63 reviews

from £75 / night

£521 - £871 / week

1 / 18

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: Housekeeping Included

8 reviews

from £89 / night

£619 / week

1 / 25

Great rentals within 20 miles that match your search

Cottage rental in Sowerby

Sowerby cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Housekeeping Included

from £115 / night

£802 / week

1 / 10

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: Housekeeping Included

42 reviews

from £275 / night

£1,924 - £2,508 / week

1 / 28

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: Housekeeping Included

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: Housekeeping Included

5 reviews

from £229 / night

£1,546 / week

1 / 23

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: Housekeeping Included

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: Housekeeping Included

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: Housekeeping Included

10 reviews

from £72 / night

£503 / week

1 / 23

Great rentals within 20 miles that match your search

Pickering holiday cottage rental

Pickering cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Housekeeping Included

8 reviews

from £99 / night

£689 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday cottage in Pickering

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Housekeeping Included

3 reviews

from £90 / night

£629 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday cottage in Pickering

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Housekeeping Included

3 reviews

from £142 / night

£655 - £1,316 / week

1 / 39

Great rentals within 20 miles that match your search

Pickering holiday cottage rental

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Housekeeping Included

5 reviews

from £95 / night

£660 / week

1 / 10

Great rentals within 20 miles that match your search

Thirsk holiday apartment rental

Thirsk apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Housekeeping Included

1 review

from £189 / night

£974 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday cottage in Thirsk

Thirsk cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Housekeeping Included

from £189 / night

£1,025 / week

1 / 8

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: Housekeeping Included

from £189 / night

£974 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday cottage in Thirsk

Thirsk cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Housekeeping Included

from £189 / night

£974 / week

1 / 7

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: Housekeeping Included

1 review

from £189 / night

£974 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday cottage in York

York cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Housekeeping Included

37 reviews

from £81 / night

£481 - £1,111 / week

1 / 17

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: Housekeeping Included

4 reviews

from £230 / night

£976 / week

1 / 11

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: Housekeeping Included

4 reviews

from £135 / night

£405 - £1,215 / 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: Housekeeping Included

4 reviews

from £287 / night

£1,718 / week

1 / 22

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