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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
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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 (7)
  • Cottage (9)
  • House (7)
  • Lodge (1)
  • Caravan/Mobile Home (1)

All filters (2)

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25 Holiday homes

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Applied filters (2)
Satellite TV
Under 5s

Great rentals within 20 miles that match your search

Apartment rental in Hutton le Hole

Hutton le Hole apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
31 reviews

from £86 / night

£373 - £487 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home in Raskelf

Raskelf house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £149 / night

£1,042 / week

1 / 24

Great rentals within 20 miles that match your search

Danby holiday apartment rental

Danby apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £115 / night

£802 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday caravan/mobile home in Sutton on the Forest

Sutton on the Forest caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £401 / night

£2,806 / week

1 / 5

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
30 reviews

from £98 / night

£510 - £739 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday cottage in Pickering

Pickering cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
8 reviews

from £138 / night

£962 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment in York

York apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4
147 reviews

from £144 / night

£1,093 / week

1 / 11

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
39 reviews

from £98 / night

£510 - £739 / week

1 / 12

Great rentals within 20 miles that match your search

Home rental in South Kilvington with golf nearby

South Kilvington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £184 / night

£859 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Thirsk

Thirsk apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £189 / night

£974 / week

1 / 29

Great rentals within 20 miles that match your search

Thirsk holiday apartment rental

Thirsk apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £138 / night

£962 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday cottage in Ampleforth

Ampleforth cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £109 / night

£755 - £1,081 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday cottage in Thirsk

Thirsk cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £189 / night

£974 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday home in York

York house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £172 / night

£1,203 / week

1 / 45

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 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 home in Hutton le Hole

Hutton le Hole house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
1 review

from £144 / night

£851 - £3,549 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday lodge in Malton

Malton lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
18 reviews

from £224 / night

£1,563 / week

1 / 30

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 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

Holiday home rental

Appleton le Moors house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14
85 reviews

from £485 / night

£5,330 / week

1 / 24

Great rentals within 20 miles that match your search

York holiday home rental

York house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 9
4 reviews

from £287 / night

£1,718 / week

1 / 22

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

Holiday home in Thornton-le-Clay

Thornton-le-Clay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £184 / night

£1,203 - £1,317 / week

1 / 14

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Home rental in Malton

Malton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Satellite TV

3 reviews

from £175 / night

£525 - £1,406 / week

1 / 53

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: Satellite TV

from £98 / night

£682 / week

1 / 10

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: Under 5s

from £138 / night

£687 / week

1 / 8

Great rentals within 20 miles that match your search

Home rental in Dalton

Dalton house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Satellite TV

4 reviews

from £154 / night

£825 - £1,956 / week

1 / 14

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: Satellite TV

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: Satellite TV

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: Satellite TV

25 reviews

from £126 / night

£662 - £1,023 / week

1 / 12

Great rentals within 20 miles that match your search

Home rental in Gillamoor with golf nearby

Gillamoor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Satellite TV

2 reviews

from £99 / night

£338 - £855 / 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: Satellite TV

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: Satellite TV

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: Satellite TV

15 reviews

from £516 / night

£3,321 / week

1 / 28

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: Satellite TV

77 reviews

from £118 / night

£753 - £1,118 / week

1 / 21

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: Satellite TV

2 reviews

from £130 / night

£388 - £1,169 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Hutton le Hole

Hutton le Hole house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Satellite TV

4 reviews

from £136 / night

£409 - £1,245 / week

1 / 14

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: Satellite TV

2 reviews

from £121 / night

£555 - £1,066 / week

1 / 27

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