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Skiing Holidays in Shelter Island - Holiday Lettings

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24 properties near ski and snowboard resorts

Shelter Island Heights ski cottage to rent.

Shelter Island Heights cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £245 / night

£1,714 / week

1 / 18

Ski home to rent in Shelter Island Heights

Shelter Island Heights house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £579 / night

£4,051 / week

1 / 30

Shelter Island Heights ski home to rent.

Shelter Island Heights house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £827 / night

£5,787 / week

1 / 28

Shelter Island Heights ski home to rent.

Shelter Island Heights house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,072 / night

£7,501 / week

1 / 30

Shelter Island Heights ski home to rent.

Shelter Island Heights house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £437 / night

£3,059 / week

1 / 30

Ski home to rent in Shelter Island Heights

Shelter Island Heights house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 14

from £1,811 / night

£12,676 / week

1 / 30

Shelter Island Heights ski home to rent.

Shelter Island Heights house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £670 / night

£4,685 / week

1 / 13

Ski home to rent in Shelter Island Heights

Shelter Island Heights house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £525 / night

£3,671 / week

1 / 30

Ski home to rent in Shelter Island Heights

Shelter Island Heights house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from £709 / night

£4,960 / week

1 / 22

Shelter Island Heights ski home to rent.

Shelter Island Heights house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £1,631 / night

£11,414 / week

1 / 30

Ski home to rent in Shelter Island Heights

Shelter Island Heights house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £540 / night

£3,781 / week

1 / 23

Ski cottage to rent in Shelter Island Heights

Shelter Island Heights cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £512 / night

£3,583 / week

1 / 29

Ski home to rent in Shelter Island Heights

Shelter Island Heights house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £2,205 / night

£15,432 / week

1 / 30

Ski home to rent in Shelter Island Heights

Shelter Island Heights house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £579 / night

£4,051 / week

1 / 30

Ski home to rent in Shelter Island Heights

Shelter Island Heights house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £473 / night

£3,307 / week

1 / 13

Ski home to rent in Shelter Island Heights

Shelter Island Heights house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £692 / night

£4,845 / week

1 / 26

Ski home to rent in Shelter Island Heights

Shelter Island Heights house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £606 / night

£4,239 / week

1 / 24

Shelter Island Heights ski home to rent.

Shelter Island Heights house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £735 / night

£5,142 / week

1 / 22

Shelter Island Heights ski home to rent.

Shelter Island Heights house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £985 / night

£6,889 / week

1 / 23

Ski home to rent in Shelter Island Heights

Shelter Island Heights house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 12

from £2,509 / night

£17,559 / week

1 / 30

Ski home to rent in Shelter Island Heights

Shelter Island Heights house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,047 / night

£7,325 / week

1 / 30

Ski home to rent in Shelter Island Heights

Shelter Island Heights house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £619 / night

£4,332 / week

1 / 21

Shelter Island Heights ski home to rent.

Shelter Island Heights house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £512 / night

£3,583 / week

1 / 30

Shelter Island Heights ski home to rent.

Shelter Island Heights house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £744 / night

£5,208 / week

1 / 18

Great rentals within 20 miles that match your search

Ski home to rent in Westbrook

Westbrook house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £394 / night

£2,756 / week

1 / 30

East Hampton ski home to rent.

East Hampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £461 / night

£3,224 / week

1 / 30

Ski home to rent in Southampton

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £788 / night

£5,512 / week

1 / 29

Ski home to rent in East Hampton

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from £1,267 / night

£8,868 / week

1 / 28

Ski home to rent in Amagansett

Amagansett house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

from £2,034 / night

£14,236 / week

1 / 30

Ski cottage to rent in Greenport

Greenport cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £355 / night

£2,486 / week

1 / 30

Old Lyme ski cottage to rent.

Old Lyme cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £220 / night

£1,538 / week

1 / 30

East Hampton ski home to rent.

East Hampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

from £1,114 / night

£7,793 / week

1 / 30

East Hampton ski cottage to rent.

East Hampton cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £1,811 / night

£12,676 / week

1 / 30

Ski home to rent in Sag Harbor

Sag Harbor house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

from £816 / night

£5,710 / week

1 / 23

Southampton ski home to rent.

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £1,457 / night

£10,196 / week

1 / 30

Bridgehampton ski home to rent.

Bridgehampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,237 / night

£8,658 / week

1 / 30

Waterford ski home to rent.

Waterford house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from £394 / night

£2,756 / week

1 / 30

Ski home to rent in Mattituck

Mattituck house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £591 / night

£4,134 / week

1 / 30

Ski home to rent in Laurel

Laurel house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £1,161 / night

£8,124 / week

1 / 30

Ski home to rent in East Lyme

East Lyme house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £197 / night

£1,378 / week

1 / 18

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