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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)
  • 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
  • Cottage (11)
  • Barn (2)

All filters (2)

Filters (2)

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13 Holiday homes

Why am I receiving these results?
Applied filters (2)
Fireplace
Tennis in town

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 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

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

Pickering holiday cottage rental

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
4 reviews

from £121 / night

£555 - £1,066 / week

1 / 16

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

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

York holiday cottage rental

York cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
2 reviews

from £138 / night

£1,088 / week

1 / 13

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 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

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

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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Tollerton holiday barn rental

Tollerton barn

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Fireplace

15 reviews

from £516 / night

£3,321 / week

1 / 28

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: Tennis in town

8 reviews

from £107 / night

£745 / week

1 / 5

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: Tennis in town

85 reviews

from £485 / night

£5,330 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday cottage in York

York cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Tennis in town

37 reviews

from £81 / night

£481 - £1,111 / week

1 / 17

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: Fireplace

4 reviews

from £287 / night

£1,718 / week

1 / 22

Great rentals within 20 miles that match your search

Cottage rental in Kirby Misperton

Kirby Misperton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Tennis in town

34 reviews

from £166 / night

£653 - £1,014 / week

1 / 17

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: Fireplace

4 reviews

from £212 / night

£977 - £2,042 / week

1 / 33

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

Glaisdale holiday cottage rental

Glaisdale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Fireplace

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: Fireplace

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: Fireplace

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: Fireplace

8 reviews

from £187 / night

£905 - £1,608 / week

1 / 24

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: Tennis in town

121 reviews

from £103 / night

£516 - £630 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday lodge in Castleton

Castleton lodge

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Tennis in town

16 reviews

from £102 / night

£504 - £628 / week

1 / 9

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

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

Barn letting in Knayton

Knayton barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Tennis in town

32 reviews

from £83 / night

£522 - £711 / week

1 / 15

Great rentals within 20 miles that match your search

Barn rental in Knayton

Knayton barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Tennis in town

53 reviews

from £118 / night

£753 - £1,118 / week

1 / 19

Great rentals within 20 miles that match your search

Home accommodation in Helmsley with golf nearby

Helmsley house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

1 review

from £194 / night

£581 - £1,847 / week

1 / 27

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: Fireplace

3 reviews

from £132 / night

£796 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday caravan/mobile home with golf nearby in Kirby Misperton

Kirby Misperton caravan/mobile home

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Tennis in town

from £155 / night

£802 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday home letting

Nunnington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Tennis in town

from £123 / night

£858 / week

1 / 31

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: Tennis in town

8 reviews

from £74 / night

£513 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Crayke

Crayke house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Tennis in town

from £141 / night

£986 / week

1 / 43

Great rentals within 20 miles that match your search

Glaisdale holiday home rental

Glaisdale house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Tennis in town

from £274 / night

£1,916 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home in Glaisdale

Glaisdale house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Tennis in town

from £329 / night

£2,301 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Great Ayton

Great Ayton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Tennis in town

from £210 / night

£1,467 / week

1 / 14

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