Discover a selection of 2,000 holiday home rentals in Shelter Island, NY, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at AU$ 602 per night, and holiday houses and cottages are popular options for a stay in Shelter Island. Either way, you'll find holiday accommodation for everyone's needs.
Top rated rentals — Shelter Island

How many holiday accommodation are available around Shelter Island?

Our 2021 accommodation listings offer a large selection of 2,075 holiday rentals around Shelter Island. From 1,977 holiday houses to 116 cottages, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Shelter Island is on Stayz.

What is the best area to stay when travelling to Shelter Island?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday rentals for a long holiday or just a weekend break in Shelter Island:

  • Silver Beach: 38 holiday homes
  • The Heights: 29 holiday homes
  • Coecles Harbor: 18 holiday homes
  • Menantic Creek: 30 holiday homes
  • Montclair Colony: 15 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday homes available.

What are the most popular points of interest and landmarks to stay near when travelling to Shelter Island?

Stayz offers a large selection of holiday homes near great places in Shelter Island. From Stayz travellers, the most popular points of interest to stay near are:

  • Havens House: 2,929 holiday rentals
  • Mashomack Preserve: 3,008 holiday rentals
  • Shelter Island Historical Society: 2,930 holiday rentals
  • Sylvester Manor: 2,904 holiday rentals
  • Shelter Island Kayak: 2,909 holiday rentals

But there are many other points of interest around Shelter Island listed on Stayz where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Shelter Island?

Yes, of course. Stayz offers 1,977 Houses in Shelter Island. Our other popular types of Shelter Island holiday rentals include:

  • Cottages: 116 holiday houses
  • Cabins: 117 holiday houses
  • Condos/Apartments: 32 holiday houses

But you can also enjoy a great stay in one of our other holiday rentals including Bungalows and more.

Can I find a holiday accommodation with pool in Shelter Island?

Yes, you can select your preferred holiday accommodation with pool among our 1,337 holiday homes with pool available in Shelter Island. Please use our search bar to access the selection of holiday rentals available.