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.
Top 15 Recommended vacation rentals on Shelter Island
Find your perfect vacation rental on Shelter Island from just $207 per night!
Vacation Houses With Pools
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Vacation rentals with a balcony
Budget-friendly Vacation Rentals on Shelter Island
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Popular Rental Amenities on Shelter Island
More than half of the accommodations include a pool, which makes Shelter Island a perfect place for vacationers looking to make a splash. In addition, more House rental have pools than any other type of accommodation. They are a great choice if you go in a group of 5, as that is the number of people they can welcome on average. Among these offers, 61 of them are situated within 2 miles of water.
What are the best activities for families on Shelter Island?
Spend time outdoors with kids
With 12 miles of coastline and 2,000 acres of woodlands, marshes, and creeks, Mashomack Preserve covers the entire south-eastern part of Shelter Island.
A nearby vacation cabin ensures quick access to the Field House to explore the interactive exhibit about the Preserve’s ecosystem. Choose from five hiking trails of varying lengths and spot ospreys, piping plovers, and least terns.
Where are the unique attractions on Shelter Island?
Relax and unwind by the sea
Rent a beach house on the secluded and tranquil Shell Beach. This narrow beach extends into the Shelter Island Sound. Bask in the sun, watch plovers hop close to the waters edge, and be mesmerized by the colorful wildflowers in the vicinity, and the panoramic views of the South Fork and West Neck Harbor.
Information about vacation rentals on Shelter Island
| 🏡 Vacation rentals available | 756 rentals |
|---|---|
| 🌙 Nightly prices starting at | $207 |
| ⭐ Popular amenities | Pool, Pets allowed and Internet |
| 🐾 Pet friendly homes | 206 homes |
| 🏊 Vacation rentals with pools | 408 homes |
Frequently Asked Questions
What is the typical price per night for a vacation home on Shelter Island?
The price of a night's stay on Shelter Island starts at $207. Average prices for house rentals are $1,214 per night. Cottages on Shelter Island cost on average $817 per night.
How many vacation rentals are available for booking on Shelter Island?
There are currently 756 rentals on Shelter Island to browse and rent for your trip.
What amenities are most popular for vacation rentals on Shelter Island?
Travelers look for Pets allowed, Pool, and Internet when booking a vacation rental on Shelter Island.
How many vacation homes with pools are there on Shelter Island?
There are 408 vacation rentals across 1 providers on Shelter Island.
Are pets allowed in vacation homes on Shelter Island?
Absolutely, there are 206 vacation homes on Shelter Island that allow pets and the average nightly rate is $972.
What's the best month to travel to Shelter Island?
Shelter Island has its warmest time of year around July and August, with average nightly prices around $207.
Top cities to visit
- New York
- Carmel
- Newport
- Montauk
- Springfield
- Narragansett
- Fire Island
- Providence
- Sag Harbor
- New Haven
- Norwalk
- Hoboken
- Westerly
- White Plains
- Englewood
- Stamford
- Times Square
- Fall River
- Mount Vernon
- Danbury
- East Hampton
- Old Saybrook
- Greenwich
- Bridgeport
- Yonkers
- Waterbury
- Amherst
- Portsmouth
- Beacon
- Hartford, CT
- Milford
- New London
- Stonington
- Southampton
- Northampton
- Port Jefferson
- Jamestown
- Little Compton
- Misquamicut
- Fairhaven
- Westhampton
- Old Lyme
- Middletown
- Westbrook
- Charlestown
- Lakeville
- Quogue
- Chilmark
- Weehawken
- Tiverton
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