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, 18 reviewsStony Crk Studio ideal for trvl nurses…
Rental unit in Montauk
4.94 out of 5 average rating, 87 reviewsPeaceful Montauk.
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 North Fork
4.78 out of 5 average rating, 316 reviewsAmazing Greenport Village Apartment in CENTER!
Rental unit in Montauk
5 out of 5 average rating, 8 reviewsOceanfront Corner Studio Bungalow on the beach
Rental unit in New Haven
5 out of 5 average rating, 3 reviews1870 Sea Side Comfort
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, 225 reviewsPrivate beach Historical House with large property
Home in North Fork
4.6 out of 5 average rating, 10 reviewsQueen Vic Beach House: 5 min to Vineyards & Farmst
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!
Waterfront condo rentals
Condo in Montauk
5 out of 5 average rating, 4 reviewsMontauk Sunset at your fingertip!
Condo in North Fork
4.83 out of 5 average rating, 98 reviewsBeautiful condo on Long Islands Northfolk
Condo in Montauk
5 out of 5 average rating, 210 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
5 out of 5 average rating, 6 reviewsCondo on the Sound - Navy Beach
Condo in Montauk
5 out of 5 average rating, 8 reviewsBeautiful Waterfront Condo in Montauk!
Condo in North Fork
4.92 out of 5 average rating, 137 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
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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