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Holiday Lettings
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> Cottages and houses in Helmsley

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

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  • Apartment (4)
  • Cottage (3)
  • House (6)
  • Caravan/Mobile Home (1)
  • Log cabin (1)

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15 Holiday homes

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Pets allowed

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
31 reviews

from £86 / night

£373 - £487 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home in Raskelf

Raskelf house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £149 / night

£1,042 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday caravan/mobile home in Sutton on the Forest

Sutton on the Forest caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £401 / night

£2,806 / week

1 / 5

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

Holiday log cabin in Carlton-in-Cleveland

Carlton-in-Cleveland log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £116 / night

£901 - £2,443 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday cottage in Pickering

Pickering cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
8 reviews

from £138 / night

£962 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment in York

York apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4
148 reviews

from £144 / night

£1,093 / week

1 / 11

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
39 reviews

from £98 / night

£510 - £739 / week

1 / 12

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

from £184 / night

£859 / week

1 / 28

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 Whitby

Whitby cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from £138 / night

£687 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday home in Hutton le Hole

Hutton le Hole house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
1 review

from £144 / night

£851 - £3,549 / week

1 / 21

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

Holiday home in Thornton-le-Clay

Thornton-le-Clay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £184 / night

£1,203 - £1,317 / week

1 / 14

Great rentals within 20 miles that match your search

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Danby holiday apartment rental

Danby apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from £115 / night

£802 / week

1 / 17

Great rentals within 20 miles that match your search

Home rental in Rosedale Abbey

Rosedale Abbey house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Satellite TV

11 reviews

from £79 / night

£470 - £1,342 / week

1 / 36

Great rentals within 20 miles that match your search

Coneysthorpe holiday home rental

Coneysthorpe house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Satellite TV

from £207 / night

£820 - £1,870 / week

1 / 32

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: Satellite TV

11 reviews

from £203 / night

£608 - £1,421 / week

1 / 21

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: Satellite TV

21 reviews

from £172 / night

£745 / week

1 / 27

Great rentals within 20 miles that match your search

Lealholm holiday barn rental

Lealholm barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Satellite TV

from £134 / night

£516 / week

1 / 10

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: Satellite TV

121 reviews

from £103 / night

£516 - £630 / week

1 / 41

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: Satellite TV

from £103 / night

£309 - £874 / week

1 / 18

Great rentals within 20 miles that match your search

Swinton holiday home rental

Swinton house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Satellite TV

1 review

from £129 / night

£385 - £994 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday cottage in Kirkbymoorside

Kirkbymoorside cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Satellite TV

1 review

from £131 / night

£392 - £1,188 / week

1 / 24

Great rentals within 20 miles that match your search

Kirkbymoorside holiday cottage rental

Kirkbymoorside cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Satellite TV

1 review

from £133 / night

£399 - £1,335 / week

1 / 28

Great rentals within 20 miles that match your search

Thirsk holiday home rental

Thirsk house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Satellite TV

39 reviews

from £83 / night

£522 - £711 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Stonegrave

Stonegrave cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Satellite TV

2 reviews

from £158 / night

£472 - £1,452 / week

1 / 20

Great rentals within 20 miles that match your search

Ainthorpe holiday cottage rental

Ainthorpe cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

1 filter does not match: Satellite TV

from £142 / night

£426 - £1,166 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday cottage in Castleton

Castleton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Satellite TV

8 reviews

from £74 / night

£513 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Stonegrave

Stonegrave house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Satellite TV

1 review

from £98 / night

£292 - £765 / week

1 / 17

Great rentals within 20 miles that match your search

Kirkbymoorside holiday cottage rental

Kirkbymoorside cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Satellite TV

2 reviews

from £115 / night

£343 - £1,032 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Lealholm

Lealholm house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Satellite TV

13 reviews

from £133 / night

£398 - £923 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Castleton

Castleton cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Satellite TV

from £123 / night

£425 - £1,279 / week

1 / 31

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: Satellite TV

from £116 / night

£381 - £1,211 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday cottage rental

Scawton cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Satellite TV

1 review

from £96 / night

£323 - £953 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday cottage in Scawton

Scawton cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Satellite TV

from £96 / night

£323 - £909 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Kirkbymoorside

Kirkbymoorside cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Satellite TV

from £136 / night

£465 - £1,653 / week

1 / 24

Great rentals within 20 miles that match your search

Kirkbymoorside holiday cottage rental

Kirkbymoorside cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Satellite TV

from £128 / night

£383 - £974 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Lastingham

Lastingham cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Satellite TV

from £97 / night

£333 - £932 / week

1 / 15

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