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 most Recommended Vacation Rentals on Shelter Island
Discover your ideal Shelter Island vacation rental with real-time comparisons of 761 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.
Vacation homes and rentals with a yard
Vacation rentals with a balcony
Vacation rentals and apartments with air conditioning
Budget-friendly rental options
Enjoy affordable vacation rentals on Shelter Island offering exceptional value for money
Top-Rated Vacation rentals on Shelter Island
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Popular Features & 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 7, as that is the number of people they can welcome on average. Among these offers, 57 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 | 761 rentals |
|---|---|
| 🌙 Nightly prices starting at | $161 |
| ⭐ Popular amenities | Pool, Pets allowed and Internet |
| 🐾 Pet friendly homes | 252 homes |
| 🏊 Vacation rentals with pools | 410 homes |
Frequently Asked Questions
What is the average nightly price for a vacation home on Shelter Island?
The price of a night's stay on Shelter Island starts at $161. $1,614 is the average nightly price for house rentals on Shelter Island. Cottages on Shelter Island cost $766 per night on average.
How many vacation homes are available for booking on Shelter Island?
There are currently 761 vacation homes on Shelter Island to choose from and book for your upcoming trip.
What amenities are most popular for vacation homes on Shelter Island?
Three most popular amenities for vacation home rentals on Shelter Island include accommodations with: Pets allowed, Pool, and Internet.
How many vacation rentals with pools are there on Shelter Island?
There are 410 vacation homes across 2 providers on Shelter Island.
Are dogs allowed in vacation homes on Shelter Island?
Absolutely, there are 252 vacation rentals on Shelter Island that allow dogs , with an average nightly price of $1,146.
Top cities to visit
- New York
- Carmel
- Montauk
- Newport
- Fire Island
- Springfield
- Englewood
- Narragansett
- Providence
- Portsmouth
- East Hampton
- Norwalk
- Hoboken
- White Plains
- Fall River
- Sag Harbor
- Westerly
- New Haven
- Mount Vernon
- Danbury
- Old Saybrook
- Bridgeport
- Jamestown
- Times Square
- Milford
- Waterbury
- Southampton
- Stamford
- Stonington
- Greenwich
- Amagansett
- Amherst
- New London
- Hartford, CT
- Yonkers
- Little Compton
- Charlestown
- Beacon
- Misquamicut
- Chilmark
- Northampton
- Fairhaven
- Port Jefferson
- Old Lyme
- Westhampton
- Southold
- Middletown
- Branford
- South Kingstown
- Westbrook
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