146+ Hotel & Resort Deals in Shelter Island |
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  2. New York
  3. Shelter Island

Shelter Island Hotels, Resorts, and Rentals

About Shelter Island Vacation Rentals

There are more than 146 places to stay in Shelter Island that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Shelter Island.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Shelter Island, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Shelter Island. Places to stay near Shelter Island are 909.39 ft² on average, with prices averaging US $1,043 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Shelter Island with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

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Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Shelter Island

Type Count
Vacation Homes 117
Holiday Apartments 4
Others 4
Cottages 3
B&B 2

Use these Quick Filters to Find a Vacation Rental in Shelter Island

★ Pro Tip: Hotala has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Shelter Island.

Weather in Shelter Island, NY

View the weather forecast for Shelter Island before booking your Shelter Island Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Shelter Island's Top Attractions

Hotala can help you find hotels, resorts, and rentals near many of Shelter Island's top attractions, neighborhoods, and points of interest.


Mashomack Preserve
Shelter Island Kayak
Wades Beach
Sylvester Manor
Havens House
Shelter Island Historical Society
Cooper's Beach
East Hampton Main Beach
Wolffer Estates Vineyard
Hammonasset Beach State Park
Meschutt Beach
Guild Hall
Ditch Plains Beach
Hither Hills State Park
Clinton Crossing Premium Outlets
The Hamptons Beaches
Orient Beach State Park
Bay Street Theatre
Indian Wells Beach
Ponquogue Beach

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Sylvester Manor 363 Properties
Shelter Island Kayak 305 Properties
Shelter Island Historical Society 222 Properties
Havens House 219 Properties
Menantic Creek 213 Properties
Shorewood 182 Properties
Wades Beach 178 Properties
Mashomack Preserve 174 Properties
Shelter Island Heights 99 Properties

Frequently Asked Questions About Shelter Island?

What are the top hotels or resorts in Shelter Island?

You have a lot of choices in or near Shelter Island. If you need a hotel in the Shelter Island area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Shelter Island:

How many vacation rentals have private pools in Shelter Island?

There are 31 accommodation options with private pools in or near Shelter Island. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:

How many hotels, resorts, or rentals are available in Shelter Island?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 146 in the Shelter Island area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Shelter Island.

Nearby Neighborhood (5) 
Neighborhood Property Count
The Heights Hotel & Resort Deals in Shelter Island, New York 419
Menantic Creek Hotel & Resort Deals in Shelter Island, New York 213
Coecles Harbor Hotel & Resort Deals in Shelter Island, New York 293
Shorewood Hotel & Resort Deals in Shelter Island, New York 182
Montclair Colony Hotel & Resort Deals in Shelter Island, New York 197

People Also Ask

There are 15 hotels in Shelter Island and 121 rentals

Recently Booked Hotels, Resorts, or Rentals in Shelter Island