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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
Tripadvisor rating Vrbo rating
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
  • Farmhouse (3)
  • Apartment (488)
  • Cottage (419)
  • House (911)
  • Penthouse (1)
  • Lodge (15)
  • Bungalow (12)
  • Barn (13)
  • Townhouse (6)
  • Camper van (2)
  • Studio (17)
  • Yurt (4)
  • Tower (1)
  • Private room (5)
  • Tipi/Teepee (4)
  • Shepherds Hut (3)
  • Caravan/Mobile Home (8)
  • Tented camp (2)
  • B&B (1)
  • Guest house (1)
  • Log cabin (37)

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3 Holiday homes

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Farmhouse
Under 5s

Great rentals within 20 miles that match your search

Pickering holiday farmhouse rental

Pickering farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7
8 reviews

from £320 / night

£962 - £1,726 / week

1 / 22

Great rentals within 20 miles that match your search

York holiday farmhouse rental

York farmhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12
1 review

from £500 / night

£2,800 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday farmhouse in Goathland

Goathland farmhouse

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14
41 reviews

from £630 / night

£2,857 - £3,430 / week

1 / 60

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 Grosmont

Grosmont house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £119 / night

£402 - £1,283 / week

1 / 22

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: Property type

from £172 / night

£1,203 / week

1 / 19

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: Property type

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: Property type

9 reviews

from £115 / night

£756 - £916 / week

1 / 11

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: Property type

5 reviews

from £144 / night

£1,002 / week

1 / 21

Great rentals within 20 miles that match your search

Guisborough holiday home rental

Guisborough house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

7 reviews

from £109 / night

£377 - £1,054 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Thornaby on Tees

Thornaby on Tees house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 2

1 filter does not match: Property type

from £115 / night

£687 / week

1 / 11

Great rentals within 20 miles that match your search

Home letting in Hinderwell with golf nearby

Hinderwell house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

8 reviews

from £109 / night

£362 - £1,169 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home in Whitby

Whitby house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £98 / night

£682 / week

1 / 10

Great rentals within 20 miles that match your search

Home accommodation in Staithes

Staithes house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

12 reviews

from £252 / night

£1,764 / week

1 / 42

Great rentals within 20 miles that match your search

Apartment rental in York

York apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

24 reviews

from £111 / night

£676 / week

1 / 13

Great rentals within 20 miles that match your search

Home rental in Saltburn-by-the-Sea

Saltburn-by-the-Sea house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

25 reviews

from £76 / night

£441 / week

1 / 21

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: Property type

from £100 / night

£348 - £1,048 / week

1 / 10

Great rentals within 20 miles that match your search

Home rental in Egton Bridge

Egton Bridge house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Property type

45 reviews

from £218 / night

£1,684 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday home in Kexby

Kexby house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £128 / night

£426 - £1,289 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday apartment in Central York

Central York apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

16 reviews

from £298 / night

£2,004 / week

1 / 30

Great rentals within 20 miles that match your search

Home rental in Staithes

Staithes house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

30 reviews

from £229 / night

£1,603 / week

1 / 27

Great rentals within 20 miles that match your search

Sandsend holiday apartment rental

Sandsend apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

6 reviews

from £218 / night

£974 - £1,374 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday camper van in Darlington

Darlington camper van

  • 2 bedrooms
  • sleeps 5

1 filter does not match: Property type

28 reviews

from £103 / night

£802 / week

1 / 22

Great rentals within 20 miles that match your search

Whitby holiday home rental

Whitby house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

4 reviews

from £117 / night

£409 - £1,042 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday cottage in Staithes

Staithes cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

8 reviews

from £144 / night

£1,002 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Saltburn-by-the-Sea

Saltburn-by-the-Sea house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

16 reviews

from £123 / night

£859 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday apartment in York

York apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

62 reviews

from £126 / night

£836 - £894 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Easington

Easington house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Property type

6 reviews

from £379 / night

£1,651 / week

1 / 25

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: Property type

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: Property type

8 reviews

from £107 / night

£745 / week

1 / 5

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: Property type

25 reviews

from £126 / night

£662 - £1,023 / week

1 / 12

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: Property type

85 reviews

from £485 / night

£5,330 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Malton

Malton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

29 reviews

from £126 / night

£745 - £773 / week

1 / 34

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: Property type

4 reviews

from £121 / night

£555 - £1,066 / week

1 / 16

Great rentals within 20 miles that match your search

Apartment rental in Whitby with golf nearby

Whitby apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

79 reviews

from £141 / night

£717 - £1,258 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home in York

York house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

24 reviews

from £315 / night

£1,432 - £2,079 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment in Whitby

Whitby apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

7 reviews

from £109 / night

£458 - £802 / week

1 / 10

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: Property type

15 reviews

from £516 / night

£3,321 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home letting

Ugthorpe house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

11 reviews

from £140 / night

£450 - £1,238 / week

1 / 19

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: Property type

77 reviews

from £118 / night

£753 - £1,118 / week

1 / 21

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: Property type

21 reviews

from £328 / night

£2,290 / week

1 / 19

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