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Shelter Island Homes for Rent

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    $90,000 per month

    • 6 Beds
    • 5 Baths
    • House for Rent

    15 Montclair Ave, Shelter Island, NY 11964

    Enjoy all The Hamptons have to offer in this newly recreated waterfront home in the heart of West Neck Harbor! Complete with a boat and complimentary captain at the end of your private dock. Every detail was masterfully thought through by a leading design team. The floor plan offers a first-floor primary suite, four additional private guest bedrooms with two gracious common living spaces, a

    15 Montclair Ave, Shelter Island, NY 11964
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    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • House for Rent

    3 Saint Johns St, Shelter Island Heights, NY 11965

    Set on a peaceful street in Shelter Island’s historic Heights neighborhood, this furnished mid-century modern home has everything you need for an enjoyable year round rental. There’s plenty of room to spread out, a spacious deck for lounging or dining outside, and a grill ready for cookouts. You’re just a few blocks from shops, restaurants, and all the local action. As a bonus, you’ll have access

    Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    3 Saint Johns St, Shelter Island Heights, NY 11965
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    $28,500 per month

    • 4 Beds
    • 2 Baths
    • House for Rent

    185 N Ram Island Dr, Shelter Island, NY 11964

    Set on 1.8 acres of bay front on Ram Island. House has 4 bedrooms, 2 bathrooms, sleek modern beach cottage decor, and has forever views onto Gardiner's Bay. The property is set up for gracious outdoor summer living, including a wall of sliding doors from living room, formal dining room and master suite overlooking the bluff, kitchen with granite countertops, vaulted ceiling, fireplace, infinity

    185 N Ram Island Dr, Shelter Island, NY 11964
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    $30,000 per month

    • 4 Beds
    • 4 Baths
    • 3,100 Sq Ft
    • House for Rent

    15 S Cartwright Rd, Shelter Island, NY 11964

    Located on the southern side of Shelter Island within close proximity to beaches and boating, this house has been completely renovated with all modern amenities in place. The entry porch leads you into the great room, which includes the kitchen, dining, living and lounge area. The kitchen and dining area are open plan and lead out to the pool, garden and expansive fenced garden. The bedrooms are

    Michael Brennan Douglas Elliman Real Estate

    15 S Cartwright Rd, Shelter Island, NY 11964
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    $50,000 per month

    • 3 Beds
    • 3 Baths
    • 3,000 Sq Ft
    • House for Rent

    28 Gardiners Bay Dr, Shelter Island Heights, NY 11965

    Experience the ultimate in tranquility and luxury at this secluded oasis, where every moment is a picturesque escape. Discover breathtaking panoramic water views and soak in the mesmerizing sunrise & sunsets over Gardiner's Bay from just about every room in the house. Boasting an impressive layout featuring an open plan den/media room, dining room, and chef's kitchen-all thoughtfully designed to

    Michael Brennan Douglas Elliman Real Estate

    28 Gardiners Bay Dr, Shelter Island Heights, NY 11965
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    $25,000 per month

    • 3 Beds
    • 3 Baths
    • 1,675 Sq Ft
    • House for Rent

    5 Bay Ave, Shelter Island, NY 11964

    Open plan beach house with superb water views located in the highly sought after Montclair Colony. Centrally located near markets and many conveniences, there is much to adore in this home. Open plan living room with sunroom, dining and eat in kitchen. This home offers two bedrooms with two full baths and another bedroom with a full bath over the two car garage. In addition the master bedroom has

    Michael Brennan Douglas Elliman Real Estate

    5 Bay Ave, Shelter Island, NY 11964
  • /35

    $75,000 per month

    • 6 Beds
    • 4.5 Baths
    • 4,600 Sq Ft
    • House for Rent

    15 Montclair Ave, Shelter Island, NY 11964

    Enjoy all The Hamptons have to offer in this newly recreated waterfront home in the heart of West Neck Harbor! Complete with a boat and complimentary captain at the end of your private dock. Every detail was masterfully thought through by a leading design team. The floor plan offers a first-floor primary suite, four additional private guest bedrooms with two gracious common living spaces, a

    Margot Reutter Corcoran

    15 Montclair Ave, Shelter Island, NY 11964

Why Live in Shelter Island

Shelter Island in Long Island is a 20-square-mile community accessible only by ferry, fostering a close-knit atmosphere where everyone knows each other. The island is surrounded by water, featuring beaches like Sunset Beach, which are popular for swimming, kayaking, and boating without the worry of big waves. One-third of the island is preserved by the Nature Conservancy, with Mashomack Preserve offering 2,000 acres of woods, marshes, bays, and hiking trails. Wildlife, including deer and over 200 species of birds, can be found here. Golfers frequent the Shelter Island Country Club and Gardiner’s Bay Country Club, while boaters often join the Shelter Island Yacht Club. Homes typically have spacious yards and range from Colonials with wood shingles to modern-style houses. The crime rate is lower than the national average, contributing to a peaceful environment. Shelter Island School, serving kindergarten through 12th grade, has a high rating and a low student-teacher ratio. The dining scene is vibrant, especially in summer, with popular spots like Stars Café, Vine Street Café, and SALT Waterfront Bar & Grill. Essential services include a grocery store, fish markets, and a seasonal farmers market, though there is no hospital on the island. Accessibility can be challenging due to reliance on ferries and the lack of mail delivery and garbage pickup. The South Ferry connects residents to the North and South Fork of Long Island, with further travel options to New York City.

Frequently Asked Questions

What are the most popular neighborhoods for renters near Shelter Island?
The most popular neighborhoods for renters near Shelter Island are North Fork, Northwest Harbor, Nassau Point, East Hampton North and Springs.
What are the most popular zip codes for renters near Shelter Island?
The most popular zip codes for renters near Shelter Island are 11964, 11965, 11963, 11944 and 11971.
How to Rent a Home