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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)
  • 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
  • Apartment (1)
  • Cottage (4)
  • Barn (1)

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6 Holiday homes

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Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Ampleforth

Ampleforth cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3
14 reviews

from £103 / night

£458 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Easingwold

Easingwold apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £126 / night

£882 / week

1 / 18

Great rentals within 20 miles that match your search

Lealholm holiday barn rental

Lealholm barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £134 / night

£516 / week

1 / 10

Great rentals within 20 miles that match your search

Cottage accommodation in Gillamoor

Gillamoor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
32 reviews

from £264 / night

£1,406 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday cottage rental

Danby cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
29 reviews

from £275 / night

£1,924 - £2,508 / week

1 / 18

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

These homes match some but not all of your filters.

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Pickering holiday cottage rental

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Balcony or terrace

4 reviews

from £121 / night

£555 - £1,066 / week

1 / 16

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: Balcony or terrace

15 reviews

from £516 / night

£3,321 / week

1 / 28

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: Balcony or terrace

3 reviews

from £142 / night

£655 - £1,316 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday cottage letting

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Balcony or terrace

2 reviews

from £121 / night

£555 - £1,066 / week

1 / 27

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: Balcony or terrace

4 reviews

from £287 / night

£1,718 / week

1 / 22

Great rentals within 20 miles that match your search

Cottage rental in Pickering

Pickering cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Balcony or terrace

4 reviews

from £212 / night

£977 - £2,042 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday cottage in Whitby

Whitby cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Balcony or terrace

from £138 / night

£687 / week

1 / 8

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: Tennis in town

10 reviews

from £287 / night

£1,603 - £3,206 / week

1 / 15

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: Balcony or terrace

25 reviews

from £126 / night

£662 - £1,023 / week

1 / 12

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: Tennis in town

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: Balcony or terrace

from £115 / night

£802 / week

1 / 10

Great rentals within 20 miles that match your search

Glaisdale holiday cottage rental

Glaisdale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Balcony or terrace

5 reviews

from £224 / night

£1,563 / week

1 / 20

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: Balcony or terrace

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: Balcony or terrace

5 reviews

from £229 / night

£1,546 / week

1 / 23

Great rentals within 20 miles that match your search

Cottage accommodation in Pickering

Pickering cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Balcony or terrace

8 reviews

from £187 / night

£905 - £1,608 / week

1 / 24

Great rentals within 20 miles that match your search

Cottage rental in Hutton le Hole

Hutton le Hole cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Balcony or terrace

30 reviews

from £189 / night

£1,203 / week

1 / 28

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: Tennis in town

10 reviews

from £72 / night

£503 / week

1 / 23

Great rentals within 20 miles that match your search

York holiday cottage rental

York cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Balcony or terrace

2 reviews

from £138 / night

£1,088 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday barn in Knayton

Knayton barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Balcony or terrace

12 reviews

from £92 / night

£642 / week

1 / 12

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: Tennis in town

18 reviews

from £224 / night

£1,563 / week

1 / 30

Great rentals within 20 miles that match your search

Pickering holiday cottage rental

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Balcony or terrace

from £142 / night

£655 - £1,316 / week

1 / 13

Great rentals within 20 miles that match your search

Malton holiday cottage rental

Malton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Balcony or terrace

8 reviews

from £144 / night

£905 - £1,626 / week

1 / 23

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: Tennis in town

39 reviews

from £83 / night

£522 - £711 / week

1 / 19

Great rentals within 20 miles that match your search

Pickering holiday home rental

Pickering house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Tennis in town

2 reviews

from £303 / night

£2,116 / week

1 / 16

Great rentals within 20 miles that match your search

Northallerton holiday home rental

Northallerton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Tennis in town

from £526 / night

£3,679 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday cottage in Lastingham

Lastingham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Balcony or terrace

3 reviews

from £132 / night

£796 / week

1 / 22

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: Balcony or terrace

from £225 / night

£764 - £2,245 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Pickering

Pickering house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Tennis in town

from £132 / night

£796 / week

1 / 15

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: Tennis in town

from £218 / night

£1,523 / week

1 / 17

Great rentals within 20 miles that match your search

Home rental in Carlton-in-Cleveland with golf nearby

Carlton-in-Cleveland house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Balcony or terrace

from £332 / night

£1,149 - £2,469 / week

1 / 52

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: Balcony or terrace

from £105 / night

£342 - £975 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday cottage accommodation

Swainby cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Balcony or terrace

from £116 / night

£387 - £1,044 / week

1 / 26

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: Balcony or terrace

from £123 / night

£425 - £1,279 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday log cabin with golf nearby in Terrington

Terrington log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Balcony or terrace

from £154 / night

£524 - £1,423 / week

1 / 18

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