Discover a selection of 2,500 vacation rentals in Shelter Island, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $174 per night, and houses and condos are popular options for a stay in Shelter Island. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Shelter Island
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How many vacation rentals are available around Shelter Island, US?

Our 2021 property listings offer a large selection of 2,535 vacation rentals around Shelter Island. From 1,390 house rentals to 1,105 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.