Shelter Island is a charming town just a stone's throw away from the bright lights of New York City. While the area is very quiet, there are still activities to enjoy if you are willing to scratch beneath the surface.
One of the best things to do in Shelter Island is to enjoy the beaches scattered throughout the region. Many of these are quiet and secluded, often feeling as though you have landed on a private beach. A local favorite is Crescent Beach.
For hiking trails, head over to the 2,000 acre Mashamock Preserve.
The best time to visit Shelter Island is during the summer, at which time the temperatures are highest and perfect for beach activities.
Browse accommodations from all the best providers including Airbnb, VRBO, Homeaway and more at AllTheRooms.com. We have 192 vacation rentals, hotels and other accommodation types in Shelter Island ranging from budget options to luxury places to stay. For those traveling on a budget, the cheapest place to stay in Shelter Island is available at $25 per night. On average, a place to stay in Shelter Island will cost you $994 per night.
If you need an internet connection during your stay in Shelter Island, then you can choose from over 163 places to stay that provide WiFi internet. We have 20 accommodations that come with a breakfast included. Fitness addicts can get a workout in during their stay by choosing from 9 accommodations that have gym facilities. If you're planning on arriving in Shelter Island by car, be sure to choose from 156 accommodations that provide parking. 35 accommodations come with a pool or jacuzzi
If you're traveling with a furry friend, then be sure to choose one of the 48 pet-friendly accommodations available.
In Shelter Island AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 4 providers, including 114 places to stay from Airbnb, 18 accommodations from VRBO and 18 places to stay from Homeaway.
147 of our places to stay in Shelter Island have been rated by previous guests. They rated 71% as excellent or good. You can instantly book any of 40 places to stay right now.