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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
  • 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
  • Manor House (1)
  • Yurt (1)
  • Caravan/Mobile Home (2)
  • Log cabin (1)
  • Shepherds Hut (1)

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6 Holiday homes

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Great rentals within 20 miles that match your search

Holiday manor house with shared pool in Wyke

Wyke manor house

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 16

from £3,695 / night

£25,866 / week

1 / 15

Great rentals within 20 miles that match your search

Alkborough holiday yurt rental

Alkborough yurt

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £207 / night

£1,443 / week

1 / 11

Great rentals within 20 miles that match your search

Osgodby holiday log cabin rental

Osgodby log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £201 / night

£669 - £1,699 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday shepherds hut with shared pool in Alkborough

Alkborough shepherds hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
2 reviews

from £207 / night

£1,443 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday caravan/mobile home with shared pool in Gristhorpe Bay

Gristhorpe Bay caravan/mobile home

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
16 reviews

from £78 / night

£569 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday caravan/mobile home with shared pool, golf nearby in Filey

Filey caravan/mobile home

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
9 reviews

from £162 / night

£1,131 / week

1 / 12

Great rentals within 20 miles that match your search

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Holiday home in Bridlington

Bridlington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared outdoor pool (unheated)

26 reviews

from £46 / night

£510 - £687 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday chalet in Bridlington

Bridlington chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Shared outdoor pool (unheated)

24 reviews

from £137 / night

£954 / week

1 / 29

Great rentals within 20 miles that match your search

South Cliff holiday home rental

South Cliff house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Shared outdoor pool (unheated)

29 reviews

from £272 / night

£1,374 - £2,514 / week

1 / 32

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: Shared outdoor pool (unheated)

15 reviews

from £516 / night

£3,321 / week

1 / 28

Great rentals within 20 miles that match your search

Bridlington holiday apartment rental

Bridlington apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Shared outdoor pool (unheated)

35 reviews

from £98 / night

£687 - £1,289 / week

1 / 20

Great rentals within 20 miles that match your search

Beverley holiday home rental

Beverley house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Shared outdoor pool (unheated)

50 reviews

from £229 / night

£1,260 / week

1 / 49

Great rentals within 20 miles that match your search

Thirsk holiday cottage accommodation

Thirsk cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Under 5s

from £184 / night

£1,283 / week

1 / 13

Great rentals within 20 miles that match your search

Home accommodation in Reighton with shared pool, golf nearby

Reighton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared outdoor pool (unheated)

12 reviews

from £111 / night

£373 - £1,158 / week

1 / 17

Great rentals within 20 miles that match your search

Hutton le Hole holiday home rental

Hutton le Hole house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Shared outdoor pool (unheated)

2 reviews

from £130 / night

£388 - £1,169 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment in York

York apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared outdoor pool (unheated)

21 reviews

from £328 / night

£2,290 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday lodge with golf nearby in Filey

Filey lodge

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Shared outdoor pool (unheated)

19 reviews

from £115 / night

£859 - £974 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home rental

Scarborough house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Shared outdoor pool (unheated)

19 reviews

from £201 / night

£1,374 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home in Redcar

Redcar house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Shared outdoor pool (unheated)

from £161 / night

£481 - £1,296 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday caravan/mobile home with shared pool in Skipsea

Skipsea caravan/mobile home

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared outdoor pool (unheated)

7 reviews

from £98 / night

£682 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday barn in Whitby

Whitby barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared outdoor pool (unheated)

19 reviews

from £138 / night

£716 - £945 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday barn in Whitby

Whitby barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared outdoor pool (unheated)

13 reviews

from £138 / night

£716 - £945 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday cottage in Yarm

Yarm cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Shared outdoor pool (unheated)

4 reviews

from £75 / night

£521 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Filey

Filey apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared outdoor pool (unheated)

50 reviews

from £126 / night

£882 / week

1 / 14

Great rentals within 20 miles that match your search

Whitby holiday home rental

Whitby house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: Shared outdoor pool (unheated)

35 reviews

from £436 / night

£1,741 - £4,122 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday home in Sedgefield

Sedgefield house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 26

1 filter does not match: Shared outdoor pool (unheated)

51 reviews

from £802 / night

£4,008 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday apartment in York

York apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared outdoor pool (unheated)

from £172 / night

£1,203 / week

1 / 19

Great rentals within 20 miles that match your search

Caravan/mobile home rental in Skipsea with shared pool

Skipsea caravan/mobile home

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

1 filter does not match: Shared outdoor pool (unheated)

12 reviews

from £75 / night

£521 / week

1 / 11

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: Shared outdoor pool (unheated)

3 reviews

from £180 / night

£539 - £1,406 / week

1 / 53

Great rentals within 20 miles that match your search

Holiday studio in London

London studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared outdoor pool (unheated)

from £138 / night

£916 / week

1 / 8

Great rentals within 20 miles that match your search

York holiday home rental

York house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared outdoor pool (unheated)

7 reviews

from £92 / night

£642 / week

1 / 8

Great rentals within 20 miles that match your search

Apartment rental in Ripon

Ripon apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Shared outdoor pool (unheated)

9 reviews

from £115 / night

£756 - £916 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday cottage in Pateley Bridge

Pateley Bridge cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Shared outdoor pool (unheated)

19 reviews

from £138 / night

£756 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home in Whitby

Whitby house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Shared outdoor pool (unheated)

5 reviews

from £144 / night

£1,002 / week

1 / 21

Great rentals within 20 miles that match your search

Whitby holiday home rental

Whitby house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared outdoor pool (unheated)

5 reviews

from £107 / night

£338 - £840 / week

1 / 22

Great rentals within 20 miles that match your search

Bungalow rental in Chester-le-Street with golf nearby

Chester-le-Street bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Shared outdoor pool (unheated)

36 reviews

from £90 / night

£434 - £520 / week

1 / 19

Great rentals within 20 miles that match your search

Home rental in Sunderland

Sunderland house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared outdoor pool (unheated)

from £86 / night

£590 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday cottage in Scarborough

Scarborough cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared outdoor pool (unheated)

1 review

from £201 / night

£1,374 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home in Pickering

Pickering house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Shared outdoor pool (unheated)

from £142 / night

£472 - £1,363 / week

1 / 20

Great rentals within 20 miles that match your search

Langley Moor holiday apartment rental

Langley Moor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared outdoor pool (unheated)

from £102 / night

£714 / week

1 / 14

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