Shelter Island, NY Vacation Rentals - Long Island, NY

Shelter Island, NY vacation rentals, browse Shelter Island, New York vacation home rentals and plan your next Long Island vacation on Shelter Island Long Island. Imagine relaxing on Shelter Island, NY vacationing by yourself, vacationing with your family or vacationing with friends, whatever your plans may be, make your next vacation a Shelter Island, Long Island vacation.

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Shelter Island, NY

Shelter Island, Long Island Vacation Rentals

Plum Guide – Sunrise Dew, Grill, Wades Beach – 11 Min Walk, Free WiFi, 3BR/2BA, Sleeps 6.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

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Shelter Island, NY

Shelter Island, Long Island Vacation Rentals

Plum Guide – Villa Menantic, Pet Friendly, Free WiFi, Wades Beach – 37 Min Walk.

Sleeps: 8
Bedrooms: 4
Bathrooms: 3
Pets Considered

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Shelter Island, NY

Shelter Island, Long Island Vacation Rentals

Luxurious ‘Shelter Island Hideaway’ w/Pool, Furnished Balcony/Patio, Bicycle On Site.

Sleeps: 10
Bedrooms: 4
Bathrooms: 4
No Pets

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Shelter Island Heights, NY

Shelter Island, Long Island Vacation Rentals

New Listing: Large Gourmet Kitchen w/Stainless Appliances, Enclosed Porch, Pet Friendly.

Sleeps: 6
Bedrooms: 3
Bathrooms: 4
Pets Considered

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Shelter Island Heights, NY

Shelter Island, Long Island Vacation Rentals

NEW Listing: Luxurious 2-Home Estate Completely Secluded On 8 Acres, Terrace, WiFi.

Sleeps: 10
Bedrooms: 5
Bathrooms: 7
No Pets

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Shelter Island Heights, NY

Shelter Island, Long Island Vacation Rentals

New Listing: Rustic & Chic Home On Dering Harbor, Private Dock & Deck, Pet Friendly.

Sleeps: 8
Bedrooms: 3
Bathrooms: 3
Pets Considered

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Shelter Island Heights, NY

Shelter Island, Long Island Vacation Rentals

Shelter Island Escape Awaits, Patio, Internet, Pet Friendly, 4BR/3BA, Sleeps 8.

Sleeps: 8
Bedrooms: 4
Bathrooms: 3
Pets Considered

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Shelter Island Heights, NY

Shelter Island, Long Island Vacation Rentals

Renovated Beach House w/Pool, Waterviews, Central Air & Private Beach, Adults Only.

Sleeps: 8
Bedrooms: 4
Bathrooms: 3
No Pets

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

Shelter Island Heights, NY

Shelter Island, Long Island Vacation Rentals

Shelter Island Getaway, Gourmet Kitchen & Fireplace…A Winter Retreat, Adults Only.

Sleeps: 8
Bedrooms: 5
Bathrooms: 4
No Pets

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Shelter Island Heights, NY

Shelter Island, Long Island Vacation Rentals

The Pool Is Open For The Season, On The Beach, Free WiFi, Pet Friendly, Patio, Grill.

Sleeps: 10
Bedrooms: 5
Bathrooms: 4.5
Pets Considered

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Shelter Island Heights, NY

Shelter Island, Long Island Vacation Rentals

New Listing: Full Waterviews, Steps to the Beach, Kayaks Available, Crescent Beach – 2.9 Mles.

Sleeps: 6
Bedrooms: 4
Bathrooms: 2
Pets Considered

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Shelter Island Heights, NY

Shelter Island, Long Island Vacation Rentals

Spacious House Next To The Beach, Ferry & Eateries, Bay Nearby, Patio, Car Not Required.

Sleeps: 11
Bedrooms: 6
Bathrooms: 4.5
Pets Considered

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Shelter Island Heights, NY

Shelter Island, Long Island Vacation Rentals

New Listing: Beautiful Waterview 4-bedroom Home, Newly Renovated, On The Beach, In Village.

Sleeps: 8
Bedrooms: 4
Bathrooms: 3
No Pets

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Shelter Island, NY

Shelter Island, Long Island Vacation Rentals

New Listing: Garden Cottage, Wetlands, Landscaped Gardens, Solar Panels, Pet Friendly.

Sleeps: 8
Bedrooms: 4
Bathrooms: 3
Pets Considered

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Shelter Island Heights, NY

Shelter Island, Long Island Vacation Rentals

Tranquil Cottage, Near Crescent Beach, Bike, Cable/Satellite TV, Video Library, Beach Towels.

Sleeps: 4
Bedrooms: 2
Bathrooms: 1
No Pets

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

Shelter Island Heights, NY

Shelter Island, Long Island Vacation Rentals

Stylish Island Life w/Summer Lake, Beach, Heated Pool, Pet Friendly, Wades Beach 16 Min Walk.

Sleeps: 5
Bedrooms: 3
Bathrooms: 2
Pets Considered