Shelter Island Summer Rentals, Cottages & Cabins

Book a Place to Stay in Shelter Island for Your Summer Getaway

About Shelter Island Summer Rental on Treehouse Rentals

TreeHouseRentals™'s summer rentals in Shelter Island are perfect for your next summer getaway. We offer a wide range of properties to choose from, including homes with top-notch treehouse rentals or nearby facilities, private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, and more. Whether you're traveling with family, friends, or a group, we have a rental that will suit your needs.

Enjoy the perfect summer vacation in Shelter Island with TreeHouseRentals™. Our summer rental homes are designed to provide you with maximum comfort and relaxation. Choose from a variety of properties, including condos, resorts, villas, bungalows, cozy cabins, RVs, and cottages. Stay in your treehouse when you travel with TreeHouseRentals™.

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Frequently Asked Questions About Shelter Island Luxury Rentals

There are a lot of options in Shelter Island. If you plan on staying in the Shelter Island area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Shelter Island:

In 2025, Treehouse.com offers 1242 summer rentals in or around Shelter Island. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
The average price per night for a summer rental in Shelter Island is $459. Check the full list of summer accommodations in Shelter Island.
There are 1242 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Treehouse Rentals.

Yes, here are some popular summer holiday rentals in Shelter Island that have a private or indoor pool:

Check all holiday rentals with a pool in Shelter Island on Treehouse Rentals.

Yes, We have 1242 summer rental homes in Shelter Island and types of place to stay in Shelter Island include:

  • Vacation Homes: 1242 available for rent
  • Villas: 1242 Rentals available for rent
  • Holiday Apartments: 1242 Rentals available for rent
  • Hotels with Suites: 1242 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Shelter Island. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Shelter Island.