Find Vacation Rentals in Shelter Island

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Shelter Island
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Shelter Island
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Popular Shelter Island Vacation Rentals

Find the perfect Shelter Island vacation rental

House Shelter Island
from $441 per night
House ∙ 30 guests ∙ 3 bedrooms
Shelter Island, Suffolk County, New York, United States
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House Shelter Island
from $486 per night
House ∙ 10 guests ∙ 3 bedrooms
Shelter Island, Suffolk County, New York, United States
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House Shelter Island
from $445 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (50 ratings)
Shelter Island, Suffolk County, New York, United States
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House Shelter Island
from $172 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (41 ratings)
Shelter Island, Suffolk County, New York, United States
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Cottage Shelter Island
from $143 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (78 ratings)
Shelter Island, Suffolk County, New York, United States
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House Shelter Island
from $749 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (35 ratings)
Shelter Island, Suffolk County, New York, United States
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Cottage Shelter Island
from $392 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (104 ratings)
Shelter Island, Suffolk County, New York, United States
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House Shelter Island
from $758 per night
House ∙ 12 guests ∙ 5 bedrooms
4.7
Excellent (20 ratings)
Shelter Island, Suffolk County, New York, United States
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House Shelter Island
from $620 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (34 ratings)
Shelter Island, Suffolk County, New York, United States
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Vacation rentals with Wi-Fi

House  Shelter Island
from $1,089 per night
House ∙ 12 guests ∙ 6 bedrooms
5.0
Outstanding (14 ratings)
Shelter Island, Suffolk County, New York, United States
Internet
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House  Shelter Island
from $560 per night
House ∙ 6 guests ∙ 3 bedrooms
Shelter Island, Suffolk County, New York, United States
Internet
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House  Shelter Island
from $832 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (34 ratings)
Shelter Island, Suffolk County, New York, United States
Internet
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Vacation rentals and apartments with air conditioning

House  Shelter Island
from $674 per night
House ∙ 10 guests ∙ 4 bedrooms
4.9
Outstanding (8 ratings)
Shelter Island, Suffolk County, New York, United States
Air conditioning
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House  Shelter Island
from $142 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (9 ratings)
Shelter Island, Suffolk County, New York, United States
Air conditioning
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House  Shelter Island
from $939 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (29 ratings)
Shelter Island, Suffolk County, New York, United States
Air conditioning
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Apartments and vacation rentals with a kitchen

House  Shelter Island
from $473 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
Outstanding (21 ratings)
Shelter Island, Suffolk County, New York, United States
Kitchen
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House  Shelter Island
from $369 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (39 ratings)
Shelter Island, Suffolk County, New York, United States
Kitchen
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House  Shelter Island
from $452 per night
House ∙ 7 guests ∙ 3 bedrooms
4.8
Outstanding (20 ratings)
Shelter Island, Suffolk County, New York, United States
Kitchen
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Frequently Asked Questions

How much does it cost to stay in Shelter Island?

You can book a vacation rental in Shelter Island for as little as $141 per night.

How many vacation rentals are available in Shelter Island?

Our large collection of vacation homes makes it easy to filter and compare 767 offers in Shelter Island.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Shelter Island

Find the best Shelter Island vacation rentals on Tripping.com. With over 257 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Shelter Island range from $140 a night. Many rentals can also be booked directly online. Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 232 homes in Shelter Island offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 124 rentals with pool or jacuzzi, or relax with the family in one of the 225 homes with cable TV. For all those pet owners with dogs or cats, Shelter Island offers 82 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com. Search properties from 7 vacation rental sites in Shelter Island where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 202 HomeAway rentals, 16 Booking.com short term rentals and 16 TripAdvisor vacation rentals.

Popular Day Trips Near Shelter Island

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