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Skiing Holidays in Long Island - Holiday Lettings

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570 properties near ski and snowboard resorts

Long Island ski studio to rent.

Montauk studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £207 / night

£1,445 / week

1 / 10

Ski cottage to rent in East Hampton

East Hampton cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £643 / night

£4,496 / week

1 / 30

Ski home to rent in Long Island

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £680 / night

£4,754 / week

1 / 29

Ski home to rent in Long Island

Westhampton Beach house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 7

from £643 / night

£4,496 / week

1 / 28

Ski home to rent in East Hampton

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from £837 / night

£5,856 / week

1 / 28

Montauk ski home to rent.

Montauk house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £803 / night

£5,620 / week

1 / 22

Ski cottage to rent in Greenport

Greenport cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £189 / night

£1,321 / week

1 / 30

Montauk ski home to rent.

Montauk house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £522 / night

£3,653 / week

1 / 30

Long Island ski home to rent.

Sound Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

from £496 / night

£3,468 / week

1 / 30

Ski home to rent in Long Island

Montauk house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 15

from £1,204 / night

£8,424 / week

1 / 30

East Hampton ski home to rent.

East Hampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

from £1,084 / night

£7,587 / week

1 / 30

Ski cottage to rent in Long Island

Center Moriches cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £456 / night

£3,192 / week

1 / 30

Ski home to rent in Remsenburg

Remsenburg house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

from £2,385 / night

£16,696 / week

1 / 30

Ski home to rent in Long Island

Sag Harbor house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

from £818 / night

£5,721 / week

1 / 23

Ski home to rent in Long Island

Mastic Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from £290 / night

£2,029 / week

1 / 30

Ski cottage to rent in Peconic

Peconic cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £221 / night

£1,546 / week

1 / 24

Ski home to rent in Laurel

Laurel house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £928 / night

£6,496 / week

1 / 30

Ski cottage to rent in Long Island

Westhampton Beach cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £763 / night

£5,339 / week

1 / 27

Westhampton ski home to rent.

Westhampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £944 / night

£6,603 / week

1 / 30

Ski home to rent in Long Island

Westhampton Beach house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,346 / night

£9,419 / week

1 / 30

Shelter Island Heights ski cottage to rent.

Shelter Island Heights cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £255 / night

£1,782 / week

1 / 18

Sag Harbor ski home to rent.

Sag Harbor house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,434 / night

£10,037 / week

1 / 25

Ski home to rent in Long Island

Hampton Bays house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

from £1,205 / night

£8,430 / week

1 / 28

Southold ski home to rent.

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £276 / night

£1,928 / week

1 / 16

Ski home to rent in Long Island

East Quogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £1,205 / night

£8,430 / week

1 / 30

Ski home to rent in Long Island

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £741 / night

£5,187 / week

1 / 28

Ski home to rent in Southold

Southold house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £723 / night

£5,058 / week

1 / 30

Southold ski home to rent.

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from £402 / night

£2,810 / week

1 / 29

Ski home to rent in Patchogue

Patchogue house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from £1,205 / night

£8,430 / week

1 / 30

Montauk ski home to rent.

Montauk house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £428 / night

£2,996 / week

1 / 29

Remsenburg ski home to rent.

Remsenburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £500 / night

£3,496 / week

1 / 30

Ski home to rent in Long Island

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,009 / night

£7,064 / week

1 / 28

Long Island ski home to rent.

Long Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £194 / night

£1,355 / week

1 / 23

Ski home to rent in Long Island

East Hampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £442 / night

£3,091 / week

1 / 24

Montauk ski home to rent.

Montauk house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £442 / night

£3,091 / week

1 / 25

Long Island ski home to rent.

Hampton Bays house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £429 / night

£3,001 / week

1 / 21

Long Island ski home to rent.

Hampton Bays house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

from £1,803 / night

£12,616 / week

1 / 22

Ski home to rent in Long Island

East Quogue house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £257 / night

£1,799 / week

1 / 30

Greenport ski apartment to rent.

Greenport apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £322 / night

£2,248 / week

1 / 24

Mattituck ski cottage to rent.

Mattituck cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £293 / night

£2,051 / week

1 / 24

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