Updating

Dates
...

Viewing 40 of 190 rentals in Helmsley

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

Updating

Holiday Lettings
> Europe
> 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
Tripadvisor rating Vrbo rating
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
  • Barn (4)
  • Apartment (4)
  • Cottage (81)
  • House (78)
  • Lodge (2)
  • Bungalow (1)
  • Yurt (3)
  • Log cabin (12)
  • Caravan/Mobile Home (2)

All filters (1)

Filters (2)

Clear filters

4 Holiday homes

Why am I receiving these results?
Applied filters (2)
Barn
Garden

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 in Malton

Malton house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
7 reviews

from £91 / night

£301 - £907 / week

1 / 7

Great rentals within 20 miles that match your search

Hutton Rudby holiday log cabin rental

Hutton Rudby log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £138 / night

£853 - £2,209 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday log cabin in Hutton Rudby

Hutton Rudby log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £138 / night

£853 - £2,209 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Felixkirk

Felixkirk house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £217 / night

£703 - £2,233 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Dalton

Dalton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £118 / night

£378 - £926 / week

1 / 14

Great rentals within 20 miles that match your search

Home rental in Malton

Malton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
3 reviews

from £180 / night

£539 - £1,406 / week

1 / 53

Great rentals within 20 miles that match your search

Home rental in Grimstone

Grimstone house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
1 review

from £107 / night

£369 - £1,024 / week

1 / 21

Great rentals within 20 miles that match your search

Appleton le Moors holiday home rental

Appleton le Moors house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
2 reviews

from £114 / night

£404 - £1,339 / week

1 / 19

Great rentals within 20 miles that match your search

Stillington holiday home rental

Stillington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £126 / night

£429 - £1,520 / week

1 / 31

Great rentals within 20 miles that match your search

Log cabin rental in Hutton Rudby with golf nearby

Hutton Rudby log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £114 / night

£672 - £1,691 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday cottage rental

Glaisdale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 10
10 reviews

from £287 / night

£1,603 - £3,206 / week

1 / 15

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

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

Holiday home with golf nearby in Hutton le Hole

Hutton le Hole house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5
4 reviews

from £136 / night

£409 - £1,245 / week

1 / 14

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 caravan/mobile home in Slingsby

Slingsby caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6
63 reviews

from £75 / night

£521 - £871 / week

1 / 18

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

Holiday yurt in Hutton Rudby

Hutton Rudby yurt

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £99 / night

£615 - £1,533 / week

1 / 17

Great rentals within 20 miles that match your search

Hutton Rudby holiday log cabin let

Hutton Rudby log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £114 / night

£672 - £1,691 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in Stokesley

Stokesley house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £287 / night

£1,703 - £4,959 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday log cabin in Hutton Rudby

Hutton Rudby log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £99 / night

£638 - £1,533 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Grimstone

Grimstone cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £176 / night

£624 - £1,729 / week

1 / 24

Great rentals within 20 miles that match your search

Lodge rental in Amotherby

Amotherby lodge

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £197 / night

£1,376 - £2,148 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Glaisdale

Glaisdale house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £223 / night

£773 - £2,246 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday bungalow in Osmotherley

Osmotherley bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £115 / night

£802 / week

1 / 21

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

Holiday home in Yarm

Yarm house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £115 / night

£682 - £1,765 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Great Ayton

Great Ayton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £126 / night

£749 - £2,017 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday barn in Thirsk

Thirsk barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
77 reviews

from £118 / night

£753 - £1,118 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home in Kirkbymoorside

Kirkbymoorside house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £103 / night

£613 - £1,560 / week

1 / 17

Great rentals within 20 miles that match your search

Home rental in Tollerton

Tollerton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £109 / night

£647 - £1,437 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Northallerton

Northallerton cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £147 / night

£586 - £1,343 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Stokesley

Stokesley cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £130 / night

£410 - £1,151 / week

1 / 24

Great rentals within 20 miles that match your search

Hutton Rudby holiday caravan/mobile home rental

Hutton Rudby caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £133 / night

£846 - £2,119 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday log cabin in Hutton Rudby

Hutton Rudby log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £114 / night

£672 - £1,691 / week

1 / 19

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

Holiday barn in York

York barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
29 reviews

from £86 / night

£401 - £756 / week

1 / 12

Great rentals within 20 miles that match your search

Tollerton holiday barn rental

Tollerton barn

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 20
15 reviews

from £516 / night

£3,321 / week

1 / 28

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Lealholm holiday barn rental

Lealholm barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Garden

from £134 / night

£516 / week

1 / 10

×

Also consider