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Holiday Lettings
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> North Yorkshire
> Cottages and houses in Helmsley

Cottages in Helmsley and Houses - Holiday Lettings - Holiday Rentals Helmsley

Price per night

£1 £750 -

Bedrooms

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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.
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2 Holiday homes

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Ceiling Fans
Pets allowed

Great rentals within 20 miles that match your search

Holiday home in Whitby

Whitby house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from £344 / night

£1,546 / week

1 / 32

Great rentals within 20 miles that match your search

Harrogate holiday home rental

Harrogate house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 13
1 review

from £687 / night

£3,206 / week

1 / 29

Great rentals within 20 miles that match your search

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Whitby holiday home rental

Whitby house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: Ceiling Fans

35 reviews

from £401 / night

£1,443 - £4,122 / week

1 / 40

Great rentals within 20 miles that match your search

Home rental in Malton

Malton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Ceiling Fans

3 reviews

from £175 / night

£525 - £1,406 / week

1 / 53

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: Ceiling Fans

12 reviews

from £252 / night

£1,764 / week

1 / 42

Great rentals within 20 miles that match your search

Central York holiday townhouse rental

Central York townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Ceiling Fans

8 reviews

from £384 / night

£2,685 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home rental

Levisham house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Ceiling Fans

from £108 / night

£323 - £867 / week

1 / 10

Great rentals within 20 miles that match your search

Home rental in Church Houses with golf nearby

Church Houses house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Ceiling Fans

10 reviews

from £164 / night

£576 - £2,330 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home in Scawton

Scawton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Ceiling Fans

6 reviews

from £85 / night

£344 - £1,031 / week

1 / 15

Great rentals within 20 miles that match your search

Home rental in Levisham with golf nearby

Levisham house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Ceiling Fans

from £101 / night

£302 - £811 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday home in Loftus

Loftus house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Ceiling Fans

from £110 / night

£365 - £1,145 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday home in Ruswarp

Ruswarp house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Ceiling Fans

17 reviews

from £122 / night

£466 - £1,447 / week

1 / 16

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: Ceiling Fans

from £156 / night

£466 - £1,495 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday home in Kirkbymoorside

Kirkbymoorside house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Ceiling Fans

11 reviews

from £203 / night

£608 - £1,421 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home rental

Fangfoss house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Ceiling Fans

from £95 / night

£283 - £820 / week

1 / 8

Great rentals within 20 miles that match your search

Fangfoss holiday home let

Fangfoss house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Ceiling Fans

3 reviews

from £217 / night

£650 - £2,352 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home in Guisborough

Guisborough house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Ceiling Fans

10 reviews

from £113 / night

£339 - £1,018 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday home with shared pool in East Heslerton

East Heslerton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Ceiling Fans

6 reviews

from £250 / night

£1,070 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday home rental

East Heslerton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Ceiling Fans

5 reviews

from £229 / night

£982 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Kiplin

Kiplin house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Ceiling Fans

from £160 / night

£551 - £1,129 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Kiplin

Kiplin house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Ceiling Fans

from £160 / night

£551 - £1,133 / week

1 / 30

Great rentals within 20 miles that match your search

Hutton le Hole holiday home rental

Hutton le Hole house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Ceiling Fans

from £145 / night

£434 - £1,331 / week

1 / 9

Great rentals within 20 miles that match your search

Whitby holiday home rental

Whitby house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

1 filter does not match: Ceiling Fans

6 reviews

from £110 / night

£381 - £1,238 / week

1 / 25

Great rentals within 20 miles that match your search

Great Ouseburn holiday home rental

Great Ouseburn house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Ceiling Fans

4 reviews

from £135 / night

£405 - £1,215 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Easington

Easington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Ceiling Fans

from £194 / night

£864 / week

1 / 13

Great rentals within 20 miles that match your search

Bedale holiday cottage rental

Bedale cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Ceiling Fans

120 reviews

from £98 / night

£682 - £762 / week

1 / 28

Great rentals within 20 miles that match your search

Kiplin holiday home rental

Kiplin house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Ceiling Fans

3 reviews

from £160 / night

£551 - £1,132 / week

1 / 34

Great rentals within 20 miles that match your search

Kirkbymoorside holiday cottage rental

Kirkbymoorside cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Ceiling Fans

21 reviews

from £172 / night

£745 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in York

York house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

4 reviews

from £252 / night

£1,260 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment in Whitby

Whitby apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Ceiling Fans

42 reviews

from £92 / night

£642 / week

1 / 8

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: Ceiling Fans

30 reviews

from £98 / night

£510 - £739 / week

1 / 13

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: Ceiling Fans

39 reviews

from £98 / night

£510 - £739 / week

1 / 12

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

1 filter does not match: Ceiling Fans

31 reviews

from £86 / night

£373 - £487 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home in Castleton

Castleton house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Ceiling Fans

5 reviews

from £107 / night

£319 - £897 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in Whitby

Whitby house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Ceiling Fans

5 reviews

from £197 / night

£680 - £2,203 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home rental

West Heslerton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Ceiling Fans

9 reviews

from £437 / night

£1,887 / week

1 / 18

Great rentals within 20 miles that match your search

Whitby holiday home rental

Whitby house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

1 filter does not match: Ceiling Fans

5 reviews

from £236 / night

£848 - £3,276 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday apartment rental

Central York apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Ceiling Fans

54 reviews

from £98 / night

£573 / week

1 / 17

Great rentals within 20 miles that match your search

Home rental in Glaisdale with golf nearby

Glaisdale house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Ceiling Fans

2 reviews

from £123 / night

£387 - £1,265 / week

1 / 34

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: Ceiling Fans

from £134 / night

£516 / week

1 / 10

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