Find and Compare Chalets in Shelter Island, NY

April 2025

SundayMondayTuesdayWednesdayThursdayFridaySaturday

May 2025

SundayMondayTuesdayWednesdayThursdayFridaySaturday

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Chalets in Shelter Island

Don't see what you're looking for?
See all available properties in Shelter Island
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top hotels in Shelter Island

Shelter Island Chalet Rentals

Shelter Island Chalets essential information

Accommodation
1 Chalets
Lowest Price
$85
Highest Price
$580
Popular accommodation
Spectacular 5 acre secluded private gem