Vacation Rentals Guide

Vacation Rentals in Shelter Island

The Official Guide to Vacation Rentals in Shelter Island – Your Trusted Source for the Best Stays!

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Best Shelter Island Vacation Rentals

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10
Excellent
1 Reviews

Shelter Island Retreat W/ Outdoor Pool!

78 S Ram Island Dr
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10
Excellent
1 Reviews

Sandpoint By Rove Travel - 6Br Family Home With Pool

Brander Parkway 13
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9.6
Excellent
115 Reviews

From

140$/night

King-Bed Room With Private Bath -Free Wifi-- New London-Mystic

239 Williams Street
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Cheap Shelter Island Vacation Rentals

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9.3
Excellent
72 Reviews

From

105$/night

Fancy Studio Private Entrance

28 Ormond Avenue
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9.5
Excellent
82 Reviews

From

286$/night

Riverside Retreat-Waterfront Walkout Apartment

622 Military Highway
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8.8
Excellent
192 Reviews

From

117$/night

Downtown New Haven, Spacious Stay By Yale - Ao Destinations

32 Elm Street
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Pet Friendly Vacation Rentals Shelter Island New York State

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9.8
Excellent
82 Reviews

From

300$/night

The Pines Men-Only Stay

488 Tarpon Walk
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9.1
Excellent
103 Reviews

From

236$/night

Villa Signor

311 Old Pond Lane
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9.2
Excellent
221 Reviews

From

513$/night

The Cliffside Resort Condominiums

61475 Route 48
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Shelter Island Vacation Rentals Oceanfront

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9.3
Excellent
52 Reviews

From

123$/night

Private Apt King Suite, L.I, Ny-Hamptons To Nyc

1 Martin Street
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8.7
Excellent
65 Reviews

From

123$/night

Historic Peaceful Apartment

105 Newhall Street 1
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10
Excellent
17 Reviews

From

310$/night

New! Updated Mystic Home W/ Sauna, Hot Tub & Deck

156 Dartmouth Dr.
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Shelter Island Vacation Rentals with Private Pool

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9.2
Excellent
45 Reviews

From

202$/night

Cozy Garden Apartment Along The Shoreline

14 Charles St
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9
Excellent
88 Reviews

From

289$/night

Hyatus Luxury Residences City Crossing

9 Tower Lane
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8.5
Very good
74 Reviews

From

175$/night

Beautiful Studio Apartment In Historic House

105 Newhall Street
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Location

Shelter Island, New York State, United States, 11964

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