Looking for the perfect vacation rental for your Shelter Island getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Shelter Island offers 143 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 122 properties with high-speed WiFi Internet, 69 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home 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 $25 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Shelter Island has 143 gorgeous homes with 48 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com.Search properties from 4 vacation rental sites in Shelter Island where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 123 HomeAway rentals, 12 TripAdvisor short term rentals and 7 Booking.com vacation rentals.