Updating

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

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

All filters

Filters

21 Holiday homes

Helmsley holiday home rental

Helmsley house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £129 / night

£441 - £1,380 / week

1 / 26

Holiday home in Helmsley

Helmsley house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £230 / night

£976 / week

1 / 11

Holiday home in Helmsley

Helmsley house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“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 £224 / night

£775 - £3,278 / week

1 / 29

Holiday cottage in Scawton

Scawton cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £96 / night

£331 - £909 / week

1 / 29

Holiday home in Scawton

Scawton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £83 / night

£335 - £1,031 / week

1 / 15

Holiday home rental

Nawton house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £142 / night

£994 / week

1 / 18

Holiday home in Nawton

Nawton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £204 / night

£632 - £2,401 / week

1 / 13

Holiday log cabin with golf nearby in Nawton

Nawton log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £117 / night

£350 - £1,147 / week

1 / 15

Helmsley holiday cottage rental

Helmsley cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £162 / night

£553 - £1,790 / week

1 / 53

Holiday home accommodation

Helmsley house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £251 / night

£1,756 / week

1 / 32

Holiday cottage rental

Nawton cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £116 / night

£401 - £1,110 / week

1 / 38

Holiday apartment with golf nearby in Helmsley

Helmsley apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £118 / night

£417 - £1,352 / week

1 / 35

Holiday home in Helmsley

Helmsley house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £172 / night

£1,203 / week

1 / 20

Holiday home in Helmsley

Helmsley house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £406 / night

£2,838 / week

1 / 22

Helmsley holiday home let

Helmsley house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £409 / night

£2,862 / week

1 / 20

Holiday home rental

Nawton house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £107 / night

£320 - £976 / week

1 / 9

Holiday cottage rental

Scawton cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £96 / night

£323 - £953 / week

1 / 28

Home accommodation in Helmsley with golf nearby

Helmsley house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £194 / night

£581 - £1,847 / week

1 / 27

Nawton holiday yurt rental

Nawton yurt

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £88 / night

£293 - £835 / week

1 / 20

Helmsley holiday cottage rental

Helmsley cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £151 / night

£502 - £1,316 / week

1 / 38

Helmsley holiday home rental

Helmsley house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £103 / night

£650 - £3,000 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home in Beck Hole

Beck Hole house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £130 / night

£423 - £1,300 / week

1 / 23

Northallerton holiday home rental

Northallerton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £184 / night

£551 - £1,474 / week

1 / 39

Ingleby Arncliffe holiday home rental

Ingleby Arncliffe house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £94 / night

£315 - £868 / week

1 / 24

Malton holiday cottage rental

Malton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £144 / night

£905 - £1,626 / week

1 / 23

Home rental in Sawdon

Sawdon house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £98 / night

£363 - £1,124 / week

1 / 9

York holiday home rental

York house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £92 / night

£642 / week

1 / 8

Holiday barn in York

York barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £86 / night

£401 - £756 / week

1 / 12

Home rental in Pickering with golf nearby

Pickering house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £156 / night

£554 - £1,888 / week

1 / 20

Holiday home in Osmotherley

Osmotherley house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £145 / night

£527 - £1,896 / week

1 / 41

Appleton le Moors holiday home rental

Appleton le Moors house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £111 / night

£404 - £1,339 / week

1 / 19

Holiday home in Whitby

Whitby house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £98 / night

£682 / week

1 / 10

Central York holiday townhouse rental

Central York townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £384 / night

£2,685 / week

1 / 23

Holiday home rental

York house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £384 / night

£2,685 / week

1 / 43

Holiday cottage letting

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £121 / night

£555 - £1,066 / week

1 / 27

Holiday home in Newton-on-Rawcliffe

Newton-on-Rawcliffe house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £135 / night

£459 - £1,421 / week

1 / 14

Home rental in Church Houses with golf nearby

Church Houses house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £164 / night

£568 - £2,330 / week

1 / 40

Church Houses holiday home rental

Church Houses house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £142 / night

£439 - £1,660 / week

1 / 39

Home rental in Lastingham

Lastingham house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £111 / night

£346 - £879 / week

1 / 15

Holiday home in Old Malton

Old Malton house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £141 / night

£469 - £1,364 / week

1 / 7

×

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

Also consider