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Holiday Lettings
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> 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)
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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 (24)
  • House (4)
  • Lodge (1)
  • Barn (1)

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31 Holiday homes

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Fishing
Walking holidays

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 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

Holiday barn in Knayton

Knayton barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
12 reviews

from £92 / night

£642 / week

1 / 12

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

Great Ayton holiday cottage let

Great Ayton cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
25 reviews

from £126 / night

£662 - £1,023 / week

1 / 12

Great rentals within 20 miles that match your search

Cottage rental in Castleton

Castleton cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
121 reviews

from £103 / night

£516 - £630 / week

1 / 41

Great rentals within 20 miles that match your search

Cottage rental in Pickering

Pickering cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
4 reviews

from £212 / night

£977 - £2,042 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday cottage in Glaisdale

Glaisdale cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
7 reviews

from £229 / night

£1,546 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday cottage rental

Glaisdale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 10
10 reviews

from £287 / night

£1,603 - £3,206 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday cottage in Glaisdale

Glaisdale cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
5 reviews

from £229 / night

£1,546 / week

1 / 23

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

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

Home rental in Hovingham

Hovingham house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6
1 review

from £345 / night

£1,327 - £2,028 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday cottage in Ampleforth

Ampleforth cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
2 reviews

from £207 / night

£947 - £1,239 / week

1 / 11

Great rentals within 20 miles that match your search

Pickering holiday cottage rental

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £142 / night

£655 - £1,316 / week

1 / 13

Great rentals within 20 miles that match your search

Home rental in Coneysthorpe

Coneysthorpe house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
1 review

from £228 / night

£981 - £2,908 / week

1 / 21

Great rentals within 20 miles that match your search

Cottage rental in Claxton

Claxton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5
6 reviews

from £207 / night

£1,443 / week

1 / 26

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
30 reviews

from £189 / night

£1,203 / week

1 / 28

Great rentals within 20 miles that match your search

Glaisdale holiday cottage rental

Glaisdale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
5 reviews

from £224 / night

£1,563 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday cottage in Lastingham

Lastingham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
3 reviews

from £132 / night

£796 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday cottage letting

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
2 reviews

from £121 / night

£555 - £1,066 / week

1 / 27

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

Holiday cottage in Chop Gate

Chop Gate cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5
8 reviews

from £89 / night

£619 / week

1 / 25

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

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 Pickering

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5
3 reviews

from £142 / night

£655 - £1,316 / week

1 / 39

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

Cottage rental in Kirby Misperton

Kirby Misperton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5
34 reviews

from £166 / night

£653 - £1,014 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday cottage in Westow

Westow cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
139 reviews

from £351 / night

£1,169 - £2,673 / week

1 / 33

Great rentals within 20 miles that match your search

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Holiday cottage in Whitby

Whitby cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fishing

from £138 / night

£687 / week

1 / 8

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: Fishing

from £134 / night

£516 / week

1 / 10

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: Fishing

85 reviews

from £485 / night

£5,330 / week

1 / 24

Great rentals within 20 miles that match your search

Kirby Misperton holiday home rental

Kirby Misperton house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Walking holidays

1 review

from £143 / night

£479 - £1,861 / week

1 / 33

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: Walking holidays

4 reviews

from £121 / night

£555 - £1,066 / week

1 / 16

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: Walking holidays

77 reviews

from £118 / night

£753 - £1,118 / week

1 / 21

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

1 filter does not match: Fishing

39 reviews

from £98 / night

£510 - £739 / week

1 / 12

Great rentals within 20 miles that match your search

Cottage rental in Flaxton

Flaxton cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Fishing

from £126 / night

£676 / week

1 / 5

Great rentals within 20 miles that match your search

Cottage rental in Easingwold

Easingwold cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Fishing

15 reviews

from £115 / night

£624 - £739 / week

1 / 18

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