Updating

Dates
...

Viewing 40 of 4,031 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 (3)
  • House (8)
  • Lodge (2)
  • Caravan/Mobile Home (4)
  • Beach hut (1)

All filters (2)

Filters (2)

Clear filters

19 Holiday homes

Why am I receiving these results?
Applied filters (2)
Children's pool
Under 5s

Great rentals within 20 miles that match your search

Cottage accommodation in Hunmanby with shared pool, golf nearby

Hunmanby cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5
67 reviews

from £102 / night

£630 - £945 / week

1 / 34

Great rentals within 20 miles that match your search

Apartment rental in Hunmanby Gap with shared pool, golf nearby

Hunmanby Gap apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
69 reviews

from £144 / night

£602 - £911 / week

1 / 16

Great rentals within 20 miles that match your search

Hunmanby holiday beach hut rental

Hunmanby beach hut

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
22 reviews

from £126 / night

£802 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home with shared pool in Hunmanby

Hunmanby house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
30 reviews

from £161 / night

£1,123 / week

1 / 25

Great rentals within 20 miles that match your search

Filey holiday home rental

Filey house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
46 reviews

from £95 / night

£666 / week

1 / 28

Great rentals within 20 miles that match your search

Caravan/mobile home rental in Skipsea with shared pool

Skipsea caravan/mobile home

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8
12 reviews

from £75 / night

£521 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday cottage with shared pool in Hunmanby Gap

Hunmanby Gap cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9
55 reviews

from £344 / night

£1,890 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home with shared pool in Filey

Filey house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5
70 reviews

from £115 / night

£888 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday caravan/mobile home with shared pool, golf nearby in Filey

Filey caravan/mobile home

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
9 reviews

from £162 / night

£1,131 / week

1 / 12

Great rentals within 20 miles that match your search

Cayton holiday caravan/mobile home accommodation

Cayton caravan/mobile home

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8
9 reviews

from £92 / night

£642 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday caravan/mobile home in Gristhorpe Bay

Gristhorpe Bay caravan/mobile home

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £85 / night

£595 / week

1 / 21

Great rentals within 20 miles that match your search

Filey holiday cottage rental

Filey cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
37 reviews

from £201 / night

£1,403 / week

1 / 30

Great rentals within 20 miles that match your search

Filey holiday home rental

Filey house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from £344 / night

£2,405 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home with shared pool in Filey

Filey house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4
37 reviews

from £458 / night

£2,290 / week

1 / 42

Great rentals within 20 miles that match your search

Lodge rental in Hunmanby with shared pool

Hunmanby lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
9 reviews

from £287 / night

£2,004 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home with shared pool in Filey

Filey house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
35 reviews

from £172 / night

£1,203 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home in Hunmanby

Hunmanby house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
40 reviews

from £149 / night

£1,042 / week

1 / 18

Great rentals within 20 miles that match your search

Home rental in Hunmanby with shared pool

Hunmanby house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
23 reviews

from £109 / night

£762 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday lodge with shared pool in Filey

Filey lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
16 reviews

from £252 / night

£1,764 / week

1 / 20

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Holiday apartment in Harrogate

Harrogate apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Children's pool

1 review

from £149 / night

£716 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday apartment in Whitby

Whitby apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Children's pool

from £212 / night

£1,483 / week

1 / 15

Great rentals within 20 miles that match your search

Beamish holiday cottage rental

Beamish cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Children's pool

from £174 / night

£520 - £1,487 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday manor house with shared pool in Wyke

Wyke manor house

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 16

1 filter does not match: Children's pool

from £3,695 / night

£25,866 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment in Marske-by-the-Sea

Marske-by-the-Sea apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Children's pool

from £280 / night

£1,956 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment in Marske-by-the-Sea

Marske-by-the-Sea apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Children's pool

from £280 / night

£1,956 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment in Marske-by-the-Sea

Marske-by-the-Sea apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Children's pool

from £289 / night

£2,020 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Marske-by-the-Sea

Marske-by-the-Sea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Children's pool

from £289 / night

£2,020 / week

1 / 27

Great rentals within 20 miles that match your search

West Heslerton holiday cottage rental

West Heslerton cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Children's pool

from £198 / night

£847 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Robin Hoods Bay

Robin Hoods Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Children's pool

from £318 / night

£2,221 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Richmond

Richmond house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Children's pool

from £882 / night

£6,172 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday home in Skelton-in-Cleveland

Skelton-in-Cleveland house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Children's pool

from £402 / night

£2,814 / week

1 / 18

Great rentals within 20 miles that match your search

Whitby holiday home rental

Whitby house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Children's pool

1 review

from £418 / night

£2,926 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Eggleston

Eggleston cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Children's pool

3 reviews

from £127 / night

£379 - £1,228 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday home in Robin Hoods Bay

Robin Hoods Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Children's pool

from £453 / night

£3,166 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in Robin Hoods Bay

Robin Hoods Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Children's pool

from £997 / night

£6,973 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday cottage in Castleton

Castleton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Children's pool

8 reviews

from £74 / night

£513 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday cottage rental

Hinderwell cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Children's pool

from £140 / night

£420 - £1,457 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home in Leeds

Leeds house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Children's pool

from £81 / night

£561 / week

1 / 27

Great rentals within 20 miles that match your search

Leeds holiday home rental

Leeds house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

1 filter does not match: Children's pool

from £81 / night

£561 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday apartment in Leeds

Leeds apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Children's pool

from £69 / night

£481 / week

1 / 13

×

Also consider