Find Vacation Rentals in 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
$158 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (30 ratings)
Shelter Island, Suffolk County, New York, United States
Details
Vrbo
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House Shelter Island
$168 per night
House ∙ 4 guests ∙ 2 bedrooms
4.9
"Excellent" (52 ratings)
Shelter Island, Suffolk County, New York, United States
Details
Vrbo
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House Shelter Island
$276 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (22 ratings)
Shelter Island, Suffolk County, New York, United States
Details
Vrbo
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Details
House Shelter Island
$298 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (45 ratings)
Shelter Island, Suffolk County, New York, United States
Details
Vrbo
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House Shelter Island
$818 per night
House ∙ 4 guests ∙ 5 bedrooms
5.0
"Excellent" (41 ratings)
Shelter Island, Suffolk County, New York, United States
Details
Vrbo
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Cottage Shelter Island
$117 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (62 ratings)
Shelter Island, Suffolk County, New York, United States
Details
Vrbo
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Cottage Shelter Island
$440 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (25 ratings)
Shelter Island, Suffolk County, New York, United States
Details
Vrbo
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Apartment Shelter Island
$260 per night
Apartment ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (52 ratings)
Shelter Island, Suffolk County, New York, United States
Details
Vrbo
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Details
House Shelter Island
$310 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
"Excellent" (30 ratings)
Shelter Island, Suffolk County, New York, United States
Details
Vrbo
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Cabins and Homes With Fireplaces

House Fireplace Shelter Island
$365 per night
House ∙ 7 guests ∙ 4 bedrooms
Shelter Island, Suffolk County, New York, United States
Fireplace
Details
Vrbo
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House Fireplace Shelter Island
$357 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
"Excellent" (36 ratings)
Shelter Island, Suffolk County, New York, United States
Fireplace
Details
Vrbo
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Details
House Fireplace Shelter Island
$437 per night
House ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (26 ratings)
Shelter Island, Suffolk County, New York, United States
Fireplace
Details
Vrbo
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Vacation rentals with Wi-Fi

House Internet Shelter Island
$314 per night
House ∙ 4 guests ∙ 3 bedrooms
5.0
"Excellent" (50 ratings)
Shelter Island, Suffolk County, New York, United States
Internet
Details
Vrbo
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Apartment Internet Shelter Island
$412 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (84 ratings)
Shelter Island, Suffolk County, New York, United States
Internet
Details
Vrbo
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Cottage Internet Shelter Island
$221 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (55 ratings)
Shelter Island, Suffolk County, New York, United States
Internet
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Vrbo
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Vacation rentals and apartments with air conditioning

Apartment Aircondition Shelter Island
$381 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (121 ratings)
Shelter Island, Suffolk County, New York, United States
Aircondition
Details
Vrbo
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House Aircondition Shelter Island
$563 per night
House ∙ 8 guests ∙ 3 bedrooms
Shelter Island, Suffolk County, New York, United States
Aircondition
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Vrbo
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Cottage Aircondition Shelter Island
$303 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
4.9
"Excellent" (26 ratings)
Shelter Island, Suffolk County, New York, United States
Aircondition
Details
Vrbo
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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 $117 per night.

How many vacation rentals are available in Shelter Island?

Our large collection of vacation homes makes it easy to filter and compare 63 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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