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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

Property rating (out of 5)
  • 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
  • Apartment (1)
  • Cottage (8)
  • House (4)
  • Lodge (1)
  • Barn (1)

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15 Holiday homes

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Great rentals within 20 miles that match your search

Thirsk holiday home rental

Thirsk house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
39 reviews

from £83 / night

£522 - £711 / 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 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

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 apartment in Hutton le Hole

Hutton le Hole apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
30 reviews

from £98 / night

£510 - £739 / week

1 / 13

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

Home rental in Ampleforth

Ampleforth house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £406 / night

£1,922 - £3,186 / week

1 / 20

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

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

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

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
140 reviews

from £369 / night

£1,230 - £2,413 / week

1 / 33

Great rentals within 20 miles that match your search

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Home rental in Carlton-in-Cleveland with golf nearby

Carlton-in-Cleveland house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Cot available

from £332 / night

£1,149 - £2,469 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday home in Rosedale Abbey

Rosedale Abbey house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Cot available

from £391 / night

£2,734 / week

1 / 19

Great rentals within 20 miles that match your search

Farlington holiday home rental

Farlington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £85 / night

£534 - £1,710 / week

1 / 21

Great rentals within 20 miles that match your search

Cottage rental in Thirsk with golf nearby

Thirsk cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Cot available

from £122 / night

£421 - £1,379 / week

1 / 20

Great rentals within 20 miles that match your search

Home rental in Glaisdale

Glaisdale house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £241 / night

£1,088 / week

1 / 17

Great rentals within 20 miles that match your search

Lodge letting in Malton

Malton lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

3 reviews

from £149 / night

£1,042 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday lodge in Malton

Malton lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

from £218 / night

£1,523 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday bungalow in Osmotherley

Osmotherley bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £115 / night

£802 / week

1 / 21

Great rentals within 20 miles that match your search

Thirsk holiday apartment rental

Thirsk apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £138 / night

£962 / week

1 / 11

Great rentals within 20 miles that match your search

Home rental in South Kilvington with golf nearby

South Kilvington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £184 / night

£859 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home in Easingwold

Easingwold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

3 reviews

from £298 / night

£2,084 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday home in Thornton-le-Clay

Thornton-le-Clay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Washing machine

from £184 / night

£1,203 - £1,317 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday cottage in Kirkbymoorside

Kirkbymoorside cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Cot available

from £109 / night

£423 - £1,341 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Sowerby

Sowerby cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £105 / night

£342 - £975 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday cottage in Stonegrave

Stonegrave cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

from £115 / night

£343 - £943 / week

1 / 22

Great rentals within 20 miles that match your search

Helmsley holiday home let

Helmsley house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £409 / night

£2,862 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Rosedale Abbey

Rosedale Abbey house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £271 / night

£1,892 / week

1 / 21

Great rentals within 20 miles that match your search

Home rental in Castleton

Castleton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

from £216 / night

£1,507 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Glaisdale

Glaisdale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

from £113 / night

£389 - £923 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Glaisdale

Glaisdale cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £126 / night

£436 - £1,069 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Glaisdale

Glaisdale cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £146 / night

£436 - £1,069 / week

1 / 21

Great rentals within 20 miles that match your search

Home accommodation in Sinnington

Sinnington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £131 / night

£914 / week

1 / 14

Great rentals within 20 miles that match your search

Ainthorpe holiday home rental

Ainthorpe house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Cot available

from £475 / night

£1,615 - £6,096 / week

1 / 32

Great rentals within 20 miles that match your search

Helperby holiday home accommodation

Helperby house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Cot available

from £225 / night

£764 - £2,245 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday log cabin with golf nearby in Sinnington

Sinnington log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

from £172 / night

£562 - £1,477 / week

1 / 22

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