Updating

Dates
...

Viewing 40 of 359 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
  • Apartment (1)
  • Cottage (10)
  • House (3)
  • Lodge (1)
  • Barn (2)

All filters (2)

Filters (2)

Clear filters

17 Holiday homes

Why am I receiving these results?
Applied filters (2)
Cot available
Parking

Great rentals within 20 miles that match your search

Thirsk holiday home rental

Thirsk house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
39 reviews

from £83 / night

£522 - £711 / week

1 / 19

Great rentals within 20 miles that match your search

Barn letting in Knayton

Knayton barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
32 reviews

from £83 / night

£522 - £711 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday lodge in Castleton

Castleton lodge

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6
16 reviews

from £102 / night

£504 - £628 / week

1 / 9

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

Pickering holiday cottage rental

Pickering cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6
8 reviews

from £99 / night

£689 / week

1 / 16

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 cottage in Pickering

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
3 reviews

from £90 / night

£629 / week

1 / 12

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 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

Cottage accommodation in Pickering

Pickering cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7
8 reviews

from £187 / night

£905 - £1,608 / week

1 / 24

Great rentals within 20 miles that match your search

Cottage rental in Flaxton

Flaxton cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £126 / night

£676 / week

1 / 5

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

Holiday cottage in York

York cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
37 reviews

from £81 / night

£481 - £1,111 / week

1 / 17

Great rentals within 20 miles that match your search

Pickering holiday cottage rental

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
5 reviews

from £95 / night

£660 / week

1 / 10

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 Westow

Westow cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
140 reviews

from £369 / night

£1,230 - £2,408 / 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.

Clear all filters

Tollerton holiday barn rental

Tollerton barn

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Cot available

15 reviews

from £516 / night

£3,321 / week

1 / 28

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: Cot available

2 reviews

from £130 / night

£388 - £1,169 / week

1 / 27

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: Cot available

3 reviews

from £180 / night

£539 - £1,406 / week

1 / 53

Great rentals within 20 miles that match your search

Holiday barn in York

York barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

29 reviews

from £86 / night

£401 - £756 / week

1 / 12

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: Cot available

from £98 / night

£682 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday cottage rental

Danby cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

29 reviews

from £275 / night

£1,924 - £2,508 / week

1 / 18

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: Cot available

from £138 / night

£687 / week

1 / 8

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: Cot available

from £134 / night

£516 / week

1 / 10

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: Cot available

8 reviews

from £107 / night

£745 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday cottage in Thirsk

Thirsk cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

2 reviews

from £138 / night

£573 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday home rental

Appleton le Moors house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 filter does not match: Cot available

85 reviews

from £485 / night

£5,330 / week

1 / 24

Great rentals within 20 miles that match your search

Home rental in Husthwaite

Husthwaite house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

from £162 / night

£516 - £1,442 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment in York

York apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

148 reviews

from £144 / night

£1,093 / week

1 / 11

Great rentals within 20 miles that match your search

Sinnington holiday home rental

Sinnington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

12 reviews

from £82 / night

£303 - £816 / week

1 / 10

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: Cot available

6 reviews

from £85 / night

£344 - £1,031 / week

1 / 15

Great rentals within 20 miles that match your search

Glaisdale holiday home rental

Glaisdale house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

11 reviews

from £108 / night

£361 - £981 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home in Sowerby

Sowerby house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Cot available

9 reviews

from £135 / night

£441 - £1,754 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home in Cropton

Cropton house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

8 reviews

from £102 / night

£351 - £1,032 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home in Topcliffe

Topcliffe house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

2 reviews

from £90 / night

£310 - £764 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday home rental

Lastingham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

2 reviews

from £101 / night

£301 - £924 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home in Stonegrave

Stonegrave house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Cot available

1 review

from £98 / night

£292 - £765 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Raskelf

Raskelf house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

1 review

from £118 / night

£352 - £942 / week

1 / 33

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: Cot available

from £145 / night

£434 - £1,331 / week

1 / 9

×

Also consider