Shelter Island is merely 90 miles west of Manhattan, but offers a tranquil escape from the humdrum of city life. Reach the 8,000-acre island sandwiched between North and South Forks of Long Island by ferry, to explore the 17 miles of unspoiled coastline.

Choose the perfect vacation rental
Best Vacation Home Deals on Shelter Island
Discover a rental matching your expectations among the 60 welcoming rentals from numerous vacation rental websites in Shelter Island. HomeToGo directly shows the best offers by comparing all of the listed properties in Shelter Island from its various partners.
Top-Rated Rentals and Accommodations on Shelter Island
Recommended Vacation Rentals on Shelter Island
Find your perfect vacation rental on Shelter Island: from $150 per night
Budget-friendly Vacation Rentals on Shelter Island
Vacation Houses With Pools
Make a splash on your next vacation! Over 51% of on Shelter Island vacation rentals have a swimming pool.
Best vacation rentals with a balcony
Looking for a home with a balcony? Check out these vacation homes on Shelter Island with their own private patios and balconies.
Apartments With Balconies or Patios
Looking for a home with a balcony? Check out these vacation homes on Shelter Island with their own private patios and balconies.
Popular Rental Amenities on Shelter Island
Our search page's filters will help you find the perfect rental in Shelter Island. You can easily search and find a rental matching your expectations in Shelter Island if you can't imagine a vacation without internet or you want to tune out with some TV time, as most accommodations provide "Internet" or "Air conditioning." You can also search for a property on Shelter Island if you want a rental with a sauna as 16 of the listed rentals there provide "Sauna."
The Weather on Shelter Island
Find the Shelter Island climate diagram. The highest average temperatures are in the month of July. No heat wave is expected in January, where minimum average temperatures usally hit a 30° low. The rainiest month is January while the driest month is August.
7-Day Weather Forecast on Shelter Island
Accommodations for your vacation on Shelter Island
Information about vacation rentals on Shelter Island
🏡 Vacation rentals | 60 properties |
---|---|
💳 Possible discounts | up to 47% |
🌙 Nightly prices starting at | $149 |
⭐ Popular amenities | Internet, Air conditioning and TV |
🐾 Pet friendly accommodations | 197 properties |
🏊 Vacation rentals with pools | 435 properties |
Frequently Asked Questions
What is the average price per night for a vacation home on Shelter Island?
The nightly price of accommodations on Shelter Island starts at $149. If you’re interested in a house rental, the average price is $1,329 per night. A cabin Shelter Island will cost $759 per night on average.
How many vacation rentals are available to book on Shelter Island?
There are 60 rentals on Shelter Island to browse and rent for your upcoming trip.
What are the most popular amenities for vacation homes on Shelter Island?
Three most popular amenities for vacation home rentals on Shelter Island include accommodations that have: Air conditioning, Internet, and TV.
How many vacation homes with a pool are on Shelter Island?
There are 435 vacation rentals from 5 providers on Shelter Island.
Are dogs allowed in vacation rentals on Shelter Island?
Sure, there are 197 vacation rentals on Shelter Island that allow dogs and the average price is $1,281 per night.
What's the best month to travel to Shelter Island?
If you are booking a vacation rental on Shelter Island, keep in mind that rainy season is usually in January or February, with August often being the driest.
We list offers from thousands of providers, including:











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