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, 468 reviewsFair Haven Heights Entire 1 Bedroom Apartment
Flat in Montauk
4.77 out of 5 average rating, 182 reviewsFo’c’sle 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 Montauk
4.93 out of 5 average rating, 71 reviewsPeaceful Montauk.
Flat in Montauk
4.58 out of 5 average rating, 12 reviewsOceanside Studio on Old Montauk Highway - Incredib
Waterfront house rentals
Home in New Haven
4.99 out of 5 average rating, 193 reviewsQ River House - 2 bdrm, minutes from Yale/Downtown
Home in Groton
4.94 out of 5 average rating, 162 reviewsTrue Ocean Front Vacationing - Groton/Mystic
Home in Southampton
4.95 out of 5 average rating, 132 reviewsWaterview, Pool, DogsStayFree! Kayaks, PingPong
Home in East Lyme
4.94 out of 5 average rating, 103 reviewsPRIVATE BEACH: BEACHFRONTS & BALCONIES @ NIANTIC
Home in Mastic Beach
4.93 out of 5 average rating, 107 reviewsGorgeous Waterfront and Indoor Pool Family Oasis!
Home in New Haven
4.97 out of 5 average rating, 127 reviewsWaterviewsTakeWedding pics,CollegeTours Yale&Beach
Home in Shirley
4.98 out of 5 average rating, 180 reviewsLuxurious Waterfront Beachouse On The Bay ~
Home in Southold
4.96 out of 5 average rating, 28 reviewsBright Oasis in Beautiful North Fork Wine Country
Waterfront apartment rentals
Apartment in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Apartment in Greenport
4.83 out of 5 average rating, 100 reviewsSeaside Escape w Pool, Private Beach + Patio
Apartment in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
Apartment in Montauk
4.82 out of 5 average rating, 87 reviewsBeautiful Condo on the Ocean Bluffs
Apartment in Montauk
Sun N Sound Resort, Montauk, NY
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
£362 before taxes and fees
Destinations to explore
- New City Holiday rentals
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- Family-friendly rentals Shelter Island
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