0 Bedrooms for 1 Guest
Price $10 - $1000+

1,112 Shelter Island Holiday Rentals, Houses & Apartments

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews. Compare Shelter Island holiday rentals from 9 rental sites including HomeAway, TripAdvisor, Booking.com, and more, ranging from $25 to $7193 a night. 
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    Information about Shelter Island

    Vacation Rentals in Shelter Island

    Looking for the perfect vacation rental for your Shelter Island getaway? Tripping.com’s got your trip covered. Whether you’re seeking a villa, cabin or cottage, Shelter Island offers 1,111 affordable homes to choose from, offering far more amenities, space and convenience than the average hotel room. Select from 888 properties with high-speed internet, 531 full with jacuzzi and pool, and NaN homes complete with outdoor patio well-suited for a barbecue with loved ones. Whatever your needs, find the perfect rental that best matches your accommodation style and budget.

    For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $24770 a month. Save hundreds with Tripping.com and even book instantly with properties marked “Instabook.” Shelter Island has 1,111 gorgeous homes with 427 pet-friendly rentals to choose from, perfect for your furry friends. Check out our listings now to get the latest deals, and book the right vacation rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com.

    Search properties from 9 rental sites in Shelter Island where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 875 HomeAway rentals, 119 TripAdvisor short term rentals and 85 Booking.com vacation rentals.