Waterfront holiday rentals in Shelter Island
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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 Montauk
4.89 out of 5 average rating, 333 reviewsStarboard Fort Pond Montauk
Flat in Greenport
4.75 out of 5 average rating, 4 reviewsJunior Suite One King + Sofa Bed
Flat in Branford
4.89 out of 5 average rating, 9 reviewsStony Crk Studio ideal for trvl nurses…
Flat in Montauk
4.93 out of 5 average rating, 75 reviewsPeaceful Montauk.
Flat in Branford
4.94 out of 5 average rating, 17 reviewsOcean front 1 bedroom apartment
Flat in Greenport
4.79 out of 5 average rating, 286 reviewsAmazing Greenport Village Apartment in CENTER!
Flat in Montauk
5.0 out of 5 average rating, 10 reviewsAt Mine | Waterfront Suite in Montauk
Flat in Greenport
5.0 out of 5 average rating, 4 reviewsHarborview King with Balcony at Greenport
Waterfront house rentals
Home in Greenport
5.0 out of 5 average rating, 7 reviewsWaterfront Greenport Boathouse
Home in East Marion
4.88 out of 5 average rating, 16 reviewsWaterfront NoFo Cottage w/ public beach access
Home in Greenport
5.0 out of 5 average rating, 10 reviewsCharming Home W/ Beach & Dock Access
Home in Greenport
5.0 out of 5 average rating, 11 reviewsThe Sandy Shack - Coastal Escape
Home in Southold
4.93 out of 5 average rating, 15 reviewsBeach/Lake house Fireplace & Hot Tub, By Wineries
Home in Greenport
4.96 out of 5 average rating, 26 reviewsWater front 3 bedrooms 2 bathrooms beach house
Home in Sag Harbor
4.91 out of 5 average rating, 67 reviewsSag Harbor, Designer w large Pool (3 bed/2.5 bath)
Home in Southold
4.9 out of 5 average rating, 30 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
5.0 out of 5 average rating, 92 reviews"Breathtaking Waterfront Water's Edge view"
Apartment in Greenport
4.87 out of 5 average rating, 83 reviewsSeaside Escape w Pool, Private Beach & Patio
Apartment in Montauk
5.0 out of 5 average rating, 6 reviewsSun N Sound Resort, Montauk, NY
Apartment in Montauk
4.82 out of 5 average rating, 88 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 Montauk
4.85 out of 5 average rating, 20 reviewsCondo on the ocean in Montauk
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
€ 425 before taxes and fees
Destinations to explore
- New City Holiday rentals
- Long Island Holiday rentals
- Newark Holiday rentals
- Martha's Vineyard Holiday rentals
- Montauk Holiday rentals
- Hoboken Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
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- The Hamptons Holiday rentals
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- Waterfront rentals New York
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- Waterfront rentals New York
- Family-friendly rentals Shelter Island
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- Rentals with pools Shelter Island
- Rentals with beach access Shelter Island
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- Monthly Rentals Shelter Island
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- House rentals Shelter Island
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- Rentals with a fireplace Shelter Island
- Rentals with a washing machine and dryer Shelter Island
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