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
Save up to 68%
Discover a rental matching your expectations among the 753 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
Book Vacation Rental Offers with the Highest User Rating
Recommended Vacation Rentals on Shelter Island
Find your perfect vacation rental on Shelter Island: from $145 per night
Budget-friendly Vacation Rentals on Shelter Island
Find Fantastic yet Inexpensive Offers
Vacation Rentals With Fireplaces
Get warm and cozy on cold winter nights on Shelter Island by booking a vacation home with a fireplace.
Vacation rentals and apartments with air conditioning
Keep cool during your trip to Shelter Island and book a vacation rental with air conditioning.
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.
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 want a rental with a pool or you are looking for a pet-friendly rental, as most accommodations provide "Pool" or "Pets allowed." You can also search for a property on Shelter Island if you need a crib for your baby as 50 of the listed rentals there provide "Crib."
Price and Availability Index in Shelter Island
Click on any bar to see price and availability information
Vacation Rental Price Information on Shelter Island
The price graph will give you the nightly price average for the upcoming months of the year. Prices reach a peak a week in September. The price per night in a vacation rental on Shelter Island this week (9/14 - 9/21) costs on average $979. Prices drop in November to an average of $619 per night (11/11 - 11/18).
Rental availability information on Shelter Island
Check how busy Shelter Island is with our availability graph. So far, the week with the least available rentals on Shelter Island is in September (9/7 - 9/14). On the contrary, only 27% of the rentals are booked during a week in November (11/25 - 12/2).
The Weather on Shelter Island
- Rainy days
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
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Accommodations for your vacation on Shelter Island
In Shelter Island, many of the 753 accommodation types are house rental, which represent 66.22% of its available accommodations. Interestingly, the average rental fee for this type of accommodation in particular is $1,040 a night, with an average size of 225 m². Furthermore, these accommodations are perfect for large groups, as most can accommodate 8 people. If you would prefer to book another accommodation type, you may want to check cabin, which are the second most typical type of accommodation in Shelter Island. Our data reveals that the average price of cabin is $711 per night for an area of 148 m².
Information about vacation rentals on Shelter Island
| 🏡 Vacation rentals available | 753 homes |
|---|---|
| 💳 Possible discounts | up to 73% |
| 🌙 Nightly prices starting at | $145 |
| ⭐ Popular amenities | Pool, Pets allowed and Internet |
| 🐾 Pet friendly homes | 140 homes |
| 🏊 Vacation rentals with pools | 399 homes |
Frequently Asked Questions
What is the average nightly price for a vacation rental on Shelter Island?
The nightly price of accommodations on Shelter Island starts at $145. If you’re interested in a house rental, the average price is $1,040 per night. A cabin Shelter Island will cost on average $711 per night.
How many vacation rentals are available for booking on Shelter Island?
Currently there are 753 vacation rentals on Shelter Island to choose from and rent for your upcoming trip.
What amenities are most popular for vacation homes on Shelter Island?
The most popular amenities for vacation home rentals on Shelter Island include accommodations that have: Pool, Pets allowed, and Internet.
How many vacation homes with a pool are on Shelter Island?
Choose from 399 vacation rentals available to book on Shelter Island.
Are pets allowed in vacation homes on Shelter Island?
Sure, currently there are 140 rentals on Shelter Island that allow dogs , with an average rate of $936 per night.
What's the best time of year to travel to Shelter Island?
If choosing a vacation home on Shelter Island, consider that rainy season is typically in January or February, with August often being the driest.
We list offers from thousands of providers, including
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