Waterfront holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for waterfront rentals in Shelter Island
Waterfront apartment rentals
Flat in New Haven
4.89 out of 5 average rating, 469 reviewsFair Haven Heights Entire 1 Bedroom Apartment
Flat in Montauk
4.89 out of 5 average rating, 331 reviewsStarboard Fort Pond Montauk
Flat in Branford
4.89 out of 5 average rating, 9 reviewsStony Crk Studio ideal for trvl nurses…
Flat in Greenport
4.75 out of 5 average rating, 4 reviewsJunior Suite One King + Sofa Bed
Flat in East Haven
4.97 out of 5 average rating, 67 reviewsCoastal Relaxation Getaway
Flat in Branford
4.93 out of 5 average rating, 15 reviewsOcean front 1 bedroom apartment
Flat in Greenport
4.79 out of 5 average rating, 282 reviewsAmazing Greenport Village Apartment in CENTER!
Flat in Greenport
5.0 out of 5 average rating, 3 reviewsHarborview King with Balcony at Greenport
Waterfront house rentals
Home in Shirley
4.98 out of 5 average rating, 180 reviewsLuxurious Waterfront Beachouse On The Bay ~
Home in Groton
4.94 out of 5 average rating, 163 reviewsTrue Ocean Front Vacationing - Groton/Mystic
Home in Mastic Beach
4.93 out of 5 average rating, 107 reviewsGorgeous Waterfront and Indoor Pool Family Oasis!
Home in East Marion
4.92 out of 5 average rating, 24 reviewsWaterfront Bungalow w/Private Beach on Peconic Bay
Home in New Suffolk
5.0 out of 5 average rating, 14 reviewsWaterfront Beach Cottage
Home in Mattituck
4.93 out of 5 average rating, 94 reviewsModern Farmhouse Steps to Beach & Love Lane
Home in East Hampton
5.0 out of 5 average rating, 15 reviewsHistoric East Hampton Home - Private Beach Access
Home in Greenport
5.0 out of 5 average rating, 10 reviewsThe Sandy Shack - Coastal Escape
Waterfront apartment rentals
Apartment in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Apartment in Greenport
4.87 out of 5 average rating, 82 reviewsSeaside Escape w Pool, Private Beach & Patio
Apartment in Greenport
5.0 out of 5 average rating, 91 reviews"Breathtaking Waterfront Water's Edge view"
Apartment in Montauk
5.0 out of 5 average rating, 3 reviewsSun N Sound Resort, Montauk, NY
Apartment in Montauk
4.82 out of 5 average rating, 87 reviewsBeautiful Condo on the Ocean Bluffs
Apartment in Shelter Island Heights
5.0 out of 5 average rating, 5 reviewsPeaceful and Relaxing Waterfront.
Apartment in Greenport
4.87 out of 5 average rating, 90 reviewsWaterfront Condo C-204 at The Cliffside Resort
Apartment in New Haven
4.89 out of 5 average rating, 19 reviewsLuxurious 1B, high-ceiling loft in New Haven.
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
€ 424 before taxes and fees
Destinations to explore
- New City Holiday rentals
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- Pet-friendly rentals Shelter Island
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