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

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816 Holiday homes

Helmsley holiday home rental

Helmsley house

2 bedrooms • 1 bathroom • sleeps 4

from £92 / night

£642 - £2,253 / week

1 / 21

Holiday home in Helmsley

Helmsley house

2 bedrooms • 1 bathroom • sleeps 4

from £144 / night

£1,002 / week

1 / 23

Holiday yurt in Nawton

Nawton yurt

2 bedrooms • 2 bathrooms • sleeps 4

from £138 / night

£642 / week

1 / 15

Caravan/mobile home rental in Helmsley

Helmsley caravan/mobile home

3 bedrooms • 1 bathroom • sleeps 6

from £73 / night

£458 - £715 / week

1 / 13

Nawton holiday home rental

Nawton house

2 bedrooms • 2 bathrooms • sleeps 4

from £86 / night

£296 - £1,055 / week

1 / 23

Holiday cottage rental

Scawton cottage

2 bedrooms • 2 bathrooms • sleeps 4

from £121 / night

£847 - £1,655 / week

1 / 16

Holiday home in Helmsley

Helmsley house

2 bedrooms • 1 bathroom • sleeps 4

from £75 / night

£280 - £1,009 / week

1 / 12

Holiday cottage rental

Scawton cottage

1 bedroom • 1 bathroom • sleeps 2

from £87 / night

£278 - £946 / week

1 / 28

Holiday home in Helmsley

Helmsley house

4 bedrooms • 3 bathrooms • sleeps 8

from £170 / night

£564 - £2,160 / week

1 / 13

Holiday home in Helmsley

Helmsley house

3 bedrooms • 2 bathrooms • sleeps 6

from £190 / night

£1,331 / week

1 / 20

Holiday log cabin with golf nearby in Nawton

Nawton log cabin

2 bedrooms • 1 bathroom • sleeps 4

from £113 / night

£338 - £1,108 / week

1 / 15

Holiday home accommodation

Helmsley house

4 bedrooms • 3 bathrooms • sleeps 8

from £276 / night

£1,932 / week

1 / 32

Hawnby holiday home rental

Hawnby house

2 bedrooms • 1 bathroom • sleeps 4

from £140 / night

£460 - £1,456 / week

1 / 14

Holiday home in Helmsley

Helmsley house

3 bedrooms • 4 bathrooms • sleeps 6

from £426 / night

£2,982 / week

1 / 22

Holiday cottage in Scawton

Scawton cottage

1 bedroom • 1 bathroom • sleeps 2

from £87 / night

£278 - £857 / week

1 / 29

Holiday home rental

Nawton house

1 bedroom • 1 bathroom • sleeps 2

from £98 / night

£292 - £894 / week

1 / 9

Helmsley holiday home rental

Helmsley house

3 bedrooms • 1 bathroom • sleeps 5

from £107 / night

£385 - £1,236 / week

1 / 12

Holiday home in Helmsley

Helmsley house

2 bedrooms • 1 bathroom • sleeps 4

from £90 / night

£315 - £1,102 / week

1 / 11

Helmsley holiday cottage rental

Helmsley cottage

2 bedrooms • 1 bathroom • sleeps 4

from £93 / night

£298 - £1,098 / week

1 / 21

Holiday cottage with golf nearby in Helmsley

Helmsley cottage

2 bedrooms • 2 bathrooms • sleeps 4

from £141 / night

£488 - £1,357 / week

1 / 13

Holiday home in Helmsley

Helmsley house

4 bedrooms • 3 bathrooms • sleeps 6

“A very spacious, comfortable family home” We visited castle view with family and our two young children. It was perfect for our needs, the childrens room was fantastic for them. The rest of the house felt very homely and was very well equipt. The location was perfect, Helmsley has all you need and there are so many fantastic attractions within that area. Will definately return

from £202 / night

£657 - £3,045 / week

1 / 22

Nawton holiday yurt rental

Nawton yurt

1 bedroom • 1 bathroom • sleeps 2

from £80 / night

£271 - £813 / week

1 / 20

Home accommodation in Helmsley

Helmsley house

2 bedrooms • 1 bathroom • sleeps 4

from £154 / night

£521 - £1,768 / week

1 / 15

Holiday cottage in Helmsley

Helmsley cottage

3 bedrooms • 2 bathrooms • sleeps 5

from £58 / night

£287 - £914 / week

1 / 14

Great rentals within 20 miles that match your search

York holiday apartment rental

York apartment

2 bedrooms • 1 bathroom • sleeps 5

from £189 / night

£1,140 / week

1 / 20

Snainton holiday caravan/mobile home rental

Snainton caravan/mobile home

2 bedrooms • 2 bathrooms • sleeps 6

Pricing unknown

1 / 24

Holiday cottage in Chop Gate

Chop Gate cottage

3 bedrooms • 1 bathroom • sleeps 5

from £89 / night

£619 / week

1 / 25

Cottage rental in Sowerby

Sowerby cottage

3 bedrooms • 1 bathroom • sleeps 6

Pricing unknown

1 / 10

Holiday cottage in Chop Gate

Chop Gate cottage

1 bedroom • 1 bathroom • sleeps 3

from £72 / night

£503 / week

1 / 23

Stokesley holiday log cabin rental

Stokesley log cabin

2 bedrooms • 2 bathrooms • sleeps 5

from £218 / night

£1,008 / week

1 / 16

Holiday home with shared pool in East Heslerton

East Heslerton house

2 bedrooms • 1 bathroom • sleeps 4

from £128 / night

£397 - £1,074 / week

1 / 8

Holiday home rental

East Heslerton house

2 bedrooms • 1 bathroom • sleeps 4

from £112 / night

£369 - £1,037 / week

1 / 8

Holiday home in York

York house

4 bedrooms • 2 bathrooms • sleeps 8

from £252 / night

£1,260 / week

1 / 19

Holiday home rental

West Heslerton house

3 bedrooms • 4 bathrooms • sleeps 8

from £210 / night

£693 - £2,061 / week

1 / 18

Central York holiday home accommodation

Central York house

2 bedrooms • 1 bathroom • sleeps 6

from £212 / night

£1,483 / week

1 / 14

Holiday b&b in York

York b&b

1 bedroom • 1 bathroom • sleeps 2

from £98 / night

£682 / week

1 / 6

Holiday home in Whitby

Whitby house

1 bedroom • 1 bathroom • sleeps 2

from £98 / night

£682 / week

1 / 10

Holiday apartment in Sutton on the Forest

Sutton on the Forest apartment

1 bedroom • 1 bathroom • sleeps 3

from £121 / night

£842 / week

1 / 27

Claxton holiday home rental

Claxton house

4 bedrooms • 3 bathrooms • sleeps 9

from £458 / night

£3,206 / week

1 / 22

Holiday apartment in Alne

Alne apartment

1 bedroom • 1 bathroom • sleeps 4

from £92 / night

£687 / week

1 / 13

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Top Destination reviews

CASTLE VIEW, pet friendly, character holiday cottage, with a garden in
Beautiful holiday home

A perfect holiday home, clean, spacious and in a quiet part of the lovely village of Helmsley, yet only a 2 minute walk to the main part of the village with all the amenities to hand, shops pubs cafes etc. a really beautiful area and with in easy reach of other attractions. … see more
High Farm, Beadlam Rigg
Fun on farm

Great place, location and reception/contact from Ailsa our host. Definitely visit again especially with kids … see more
Self Catering 3 Bedroom
Everything you could want in a cottage holiday

Two wonderful weeks in this lovely cottage - cosy, comfortable and everything you need for a great stay. Tonnes of things to do in the area including just taking in the beautiful scenery. Highly recommend. … see more

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