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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
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Rental unit in Montauk
4.89 out of 5 average rating, 333 reviewsStarboard Fort Pond Montauk
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Rental unit in North Fork
4.8 out of 5 average rating, 5 reviewsJunior Suite One King + Sofa Bed
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Rental unit in Branford
4.89 out of 5 average rating, 9 reviewsStony Crk Studio ideal for trvl nurses…
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Rental unit in Montauk
4.93 out of 5 average rating, 75 reviewsPeaceful Montauk.
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Rental unit in East Haven
4.96 out of 5 average rating, 72 reviewsCoastal Relaxation Getaway
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Rental unit in Branford
4.94 out of 5 average rating, 17 reviewsOcean front 1 bedroom apartment
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Rental unit in North Fork
4.79 out of 5 average rating, 287 reviewsAmazing Greenport Village Apartment in CENTER!
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Rental unit in Montauk
4.87 out of 5 average rating, 15 reviewsAt Mine | Waterfront Suite in Montauk
Waterfront house rentals
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Home in Southampton
4.95 out of 5 average rating, 133 reviewsWaterview, Pool, DogsStayFree! Kayaks, PingPong
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Home in New Haven
4.97 out of 5 average rating, 131 reviewsWaterviewsTakeWedding pics,CollegeTours Yale&Beach
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Home in Mastic Beach
4.93 out of 5 average rating, 107 reviewsGorgeous Waterfront and Indoor Pool Family Oasis!
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Home in Shirley
4.98 out of 5 average rating, 182 reviewsLuxurious Waterfront Beachouse On The Bay ~
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Home in North Fork
4.94 out of 5 average rating, 17 reviewsWaterfront Beach Cottage
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Home in North Fork
5 out of 5 average rating, 7 reviewsWaterfront Greenport Boathouse
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Home in Southampton
5 out of 5 average rating, 25 reviewsTranquility at the Water’s Edge
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Home in North Fork
4.9 out of 5 average rating, 31 reviewsBright Oasis in Beautiful North Fork Wine Country
Waterfront condo rentals
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Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
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Condo in North Fork
4.83 out of 5 average rating, 102 reviewsSeaside Escape w Pool, Private Beach + Patio
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Condo in North Fork
5 out of 5 average rating, 93 reviews"Breathtaking Waterfront Water's Edge view"
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Condo in Montauk
5 out of 5 average rating, 8 reviewsSun N Sound Resort, Montauk, NY
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Condo in Montauk
4.82 out of 5 average rating, 88 reviewsBeautiful Condo on the Ocean Bluffs
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Condo in Old Lyme
New place to stayForecastle at Soundview · Beach+OceanView+Sunrise
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Condo in Shelter Island Heights
5 out of 5 average rating, 5 reviewsPeaceful and Relaxing Waterfront.
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Condo in North Fork
4.87 out of 5 average rating, 90 reviewsWaterfront Condo C-204 at The Cliffside Resort
Quick stats about waterfront rentals in Shelter Island
Total rentals
10 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
100 reviews
Nightly prices starting at
$460 before taxes and fees
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