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Best Shelter Island Apartments on Holiday Lettings - Vacation rentals
104 Vacation rentals
Vacation home in Shelter Island Heights
Shelter Island Heights house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
from $325 / night
$2,275 / week
from $315 / night
$2,205 / week
from $330 / night
$2,310 / week
Vacation home in Shelter Island Heights
Shelter Island Heights house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
from $450 / night
$3,150 / week
Ski home to rent in Shelter Island Heights
Shelter Island Heights house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
from $609 / night
$4,263 / week
Shelter Island Heights ski home to rent.
Shelter Island Heights house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
from $506 / night
$3,542 / week
Vacation home in Shelter Island Heights
Shelter Island Heights house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
from $733 / night
$5,131 / week
Vacation home in Shelter Island Heights
Shelter Island Heights house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
from $618 / night
$4,326 / week
Shelter Island Heights Vacation home rental
Shelter Island Heights house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
from $403 / night
$2,821 / week
Shelter Island Heights Vacation home rental
Shelter Island Heights house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
from $752 / night
$5,264 / week
Shelter Island Heights ski home to rent.
Shelter Island Heights house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
from $991 / night
$6,937 / week
Vacation home in Shelter Island Heights
Shelter Island Heights house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
from $593 / night
$4,151 / week
from $573 / night
$4,011 / week
Vacation home in Shelter Island Heights
Shelter Island Heights house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
from $651 / night
$4,557 / week
Shelter Island Heights Vacation home rental
Shelter Island Heights house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
from $648 / night
$4,536 / week
Vacation home in Shelter Island Heights
Shelter Island Heights house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
from $682 / night
$4,774 / week
from $304 / night
$2,128 / week
Shelter Island Heights ski home to rent.
Shelter Island Heights house
- 4 bedrooms
- 4 bathrooms
- sleeps 5
from $614 / night
$4,298 / week
Vacation apartment in Shelter Island Heights
Shelter Island Heights apartment
- 1 bedroom
- 1 bathroom
- sleeps 2
from $333 / night
$2,331 / week
Shelter Island Heights Vacation home rental
Shelter Island Heights house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
from $1,022 / night
$7,154 / week
Shelter Island Heights Vacation home rental
Shelter Island Heights house
- 3 bedrooms
- 2 bathrooms
- sleeps 5
from $769 / night
$5,383 / week
from $624 / night
$4,368 / week
Shelter Island Heights Vacation home rental
Shelter Island Heights house
- 5 bedrooms
- 2 bathrooms
- sleeps 8
from $400 / night
$2,800 / week
Shelter Island Heights Vacation home rental
Shelter Island Heights house
- 3 bedrooms
- 5 bathrooms
- sleeps 8
from $628 / night
$4,396 / week
Shelter Island Heights ski home to rent.
Shelter Island Heights house
- 3 bedrooms
- 2 bathrooms
- sleeps 7
from $579 / night
$4,053 / week
Vacation home in Shelter Island Heights
Shelter Island Heights house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
from $891 / night
$6,237 / week
Ski home to rent in Shelter Island Heights
Shelter Island Heights house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
from $639 / night
$4,473 / week
Shelter Island Heights Vacation home rental
Shelter Island Heights house
- 5 bedrooms
- 4 bathrooms
- sleeps 10
from $786 / night
$5,502 / week
from $614 / night
$4,298 / week
Shelter Island Heights Vacation home rental
Shelter Island Heights house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
from $464 / night
$3,248 / week
Vacation home in Shelter Island Heights
Shelter Island Heights house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
from $685 / night
$4,795 / week
Shelter Island Heights Vacation home rental
Shelter Island Heights house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
from $757 / night
$5,299 / week
Shelter Island Heights Vacation home rental
Shelter Island Heights house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
from $620 / night
$4,340 / week
from $387 / night
$2,709 / week
Shelter Island Heights Vacation home rental
Shelter Island Heights house
- 2 bedrooms
- 1 bathroom
- sleeps 4
from $486 / night
$3,402 / week
from $858 / night
$6,006 / week
Ski home to rent in Shelter Island Heights
Shelter Island Heights house
- 6 bedrooms
- 3 bathrooms
- sleeps 12
from $730 / night
$5,110 / week
Vacation home in Shelter Island Heights
Shelter Island Heights house
- 4 bedrooms
- 3 bathrooms
- sleeps 6
from $998 / night
$6,986 / week
Vacation cottage in Shelter Island Heights
Shelter Island Heights cottage
- 3 bedrooms
- 2 bathrooms
- sleeps 6
from $717 / night
$5,019 / week
Vacation home in Shelter Island Heights
Shelter Island Heights house
- 4 bedrooms
- 3 bathrooms
- sleeps 6
from $907 / night
$6,349 / week