Vacation rentals in Shelter Island Heights
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Top-rated vacation rentals in Shelter Island Heights
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Shelter Island Heights vacation rentals
Other great vacation rentals in Shelter Island Heights
Guest favourite
Guest suite in Greenport
5.0 out of 5 average rating, 46 reviewsPrivate Suite in Greenport Historical District
Jun. 20 – 27
$450 CAD per night
Guest favourite
Guest suite in Shelter Island
4.89 out of 5 average rating, 28 reviewsPrivate two-bedroom stay on Shelter Island
May 19 – 26
$624 CAD per night
Guest favourite
Apartment in Greenport
4.96 out of 5 average rating, 24 reviewsVintage 1880 Victorian gem.
Oct. 9 – 16
$383 CAD per night
Guest favourite
Home in Greenport
4.98 out of 5 average rating, 85 reviewsDesigner's Dream - Charming Boathouse
Feb. 23 – Mar. 2
$617 CAD per night
Guest favourite
Cottage in Shelter Island
4.96 out of 5 average rating, 90 reviews3 Bedroom Cottage Gem
Jul. 6 – 13
$1,033 CAD per night
Guest favourite
Home in Greenport
5.0 out of 5 average rating, 30 reviewsHistoric Stunner in Heart of Village
Dec. 26 – Jan. 2
$793 CAD per night
Guest favourite
Home in Shelter Island
5.0 out of 5 average rating, 10 reviewsSpacious house with pool.
Oct. 26 – Nov. 2
$1,149 CAD per night
Guest favourite
Home in Greenport
5.0 out of 5 average rating, 10 reviewsThe Sandy Shack - Coastal Escape
Sep. 4 – 11
$962 CAD per night
Quick stats about vacation rentals in Shelter Island Heights
Total rentals
290 properties
Rentals with a pool
100 properties have a pool
Pet-friendly rentals
110 properties allow pets
Family-friendly rentals
220 properties are a good fit for families
Total number of reviews
8.3K reviews
Nightly prices starting at
$137 CAD before taxes and fees
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- Rentals with a patio Shelter Island Heights
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