Waterfront vacation rentals in Shelter Island
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Shelter Island
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Shelter Island waterfront rentals
Waterfront apartment rentals
Rental unit in Montauk
5 out of 5 average rating, 6 reviewsUpdated 4 Bed, 1 Bedroom Waterfront Condo
Rental unit in Branford
4.94 out of 5 average rating, 17 reviewsStony Crk Studio ideal for trvl nurses…
Rental unit in Montauk
4.94 out of 5 average rating, 87 reviewsPeaceful Montauk.
Rental unit in North Fork
4.79 out of 5 average rating, 14 reviewsDeluxe One King | Yoga. Free Breakfast
Rental unit in Southampton
5 out of 5 average rating, 6 reviewsSugarloaf Annex
Rental unit in Amagansett
4.67 out of 5 average rating, 3 reviewsFresh&Crisp 1BR w/Loft, Corner Unit + Amazing View
Rental unit in Center Moriches
4.83 out of 5 average rating, 36 reviewsPrivate waterside retreat- Vineyards/Outlets
Rental unit in North Fork
4.78 out of 5 average rating, 316 reviewsAmazing Greenport Village Apartment in CENTER!
Waterfront house rentals
Home in Mastic Beach
5 out of 5 average rating, 32 reviewsMastic Beach Surf House
Home in Shirley
4.98 out of 5 average rating, 197 reviewsLuxurious Waterfront All Season Home Private Beach
Home in North Fork
5 out of 5 average rating, 16 reviewsWaterfront with private dock & bocce court
Home in Clinton
5 out of 5 average rating, 22 reviewsSoundscape Beachfront House!
Home in East Hampton
4.95 out of 5 average rating, 224 reviewsPrivate beach Historical House with large property
Home in Shirley
4.96 out of 5 average rating, 26 reviewsSunset Cottage - Waterfront Getaway
Home in Mastic Beach
4.93 out of 5 average rating, 118 reviewsGorgeous Waterfront and Indoor Pool Family Oasis!
Home in Madison
5 out of 5 average rating, 24 reviewsWaterfront Beach House with pool
Waterfront condo rentals
Condo in Montauk
5 out of 5 average rating, 4 reviewsMontauk Sunset at your fingertip!
Condo in North Fork
4.82 out of 5 average rating, 97 reviewsBeautiful condo on Long Islands Northfolk
Condo in Montauk
5 out of 5 average rating, 20 reviewsSun N Sound Resort, Montauk, NY
Condo in Montauk
5 out of 5 average rating, 209 reviewsMontauk Waterfront Condo w/ Sunset Views
Condo in Montauk
4.89 out of 5 average rating, 9 reviewsEndless Summer Studio Condo w Balcony Bayview
Condo in North Fork
4.88 out of 5 average rating, 147 reviewsBeautiful Waterview Condo on the North Fork of LI
Condo in Montauk
4.79 out of 5 average rating, 29 reviewsCondo on the ocean in Montauk
Condo in Montauk
5 out of 5 average rating, 6 reviewsCondo on the Sound - Navy Beach
Quick stats about waterfront rentals in Shelter Island
Total rentals
10 properties
Nightly prices starting at
$400 before taxes and fees
Total number of reviews
110 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Monthly Rentals Shelter Island
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