Shelter Island vacation rentals
We found 3,072 vacation rentals — enter your dates for availability
Discover a selection of vacation rentals near Shelter Island that are perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation homes have the amenities you need and want for your stay, which might include a fireplace and a washer and dryer. No matter what you're looking for, you'll be sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.
Find the best place to stay - Shelter Island
Dramatic views, located directly on the ocean
Sleeps 4 · 2 bedrooms · 1 bathroom
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Top rated rentals - Shelter Island
Photo gallery for Ocean or Bay steps away- Beach House with charm and comfort
Amazing house and location
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value