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Shelter Island, NY 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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    $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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    $35,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    99 S Midway Rd, Shelter Island, NY 11964

    Completely rebuilt 4 bedroom, 3 bath home just a stone's throw from Wade's Beach. Featuring an open plan which includes a living room with fireplace and beamed ceiling, dining area, kitchen with all new appliances and a wonderful glassed porch with a water view plus guest suite and two bedrooms on the main floor.. The second floor has a spacious master suite with private bath, office, and water

    99 S Midway Rd, Shelter Island, NY 11964
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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
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    $54,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    4 Peppermill Ln, Shelter Island, NY 11964

    This Victorian style home features a spacious living room, powder room, kitchen, breakfast and dining rooms on the main level and a great master bedroom suite including a bath with Jacuzzi plus 3 guest bedrooms and bath on the second floor. Covered porches overlook a serene and lovely pond. Bike to beach and shops. [[Rental Registration # 2024-L-0024]]

    4 Peppermill Ln, Shelter Island, NY 11964
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    $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, NY, is a secluded 20-square-mile island community accessible only by ferry, located two hours from Manhattan. Known for its rocky peninsulas and serene environment, the island offers a peaceful lifestyle with a low crime rate compared to the national average. The island's single grocery store fosters a close-knit community where residents quickly get to know each other. Seasonal changes impact the island's pace, with many residents leaving after summer but increasingly staying longer due to remote work. Attractions include Sunset Beach for swimming and water sports, and the Mashomack Preserve, a 2,000-acre nature reserve with hiking trails and diverse wildlife. Golfers can enjoy the Shelter Island Country Club and Gardiner’s Bay Country Club, while boaters often join the Shelter Island Yacht Club. The island hosts an annual Arts & Crafts Fair and a 10K race, along with school plays at the highly rated Shelter Island School, which serves around 175 students with a low student-teacher ratio. Dining options are vibrant, especially in summer, with popular spots like Stars Café, Vine Street Café, and SALT Waterfront Bar & Grill. Shopping includes essentials like the IGA Supermarket and seasonal farmers markets. However, the island lacks a hospital, mail delivery, and garbage pickup, requiring residents to use post offices and manage their waste. The South Ferry connects Shelter Island to Long Island, facilitating access to New York City via a two-hour drive or the Long Island Rail Road. Homes on the island range from Colonials to modern styles, often with spacious yards, and start at around $1.3 million.

Frequently Asked Questions

What are the most popular neighborhoods in Shelter Island, NY for renters?
The most popular neighborhoods in Shelter Island, NY for renters are North Fork, Northwest Harbor, East Hampton North, Nassau Point and Springs.
What are the most popular zip codes in Shelter Island, NY for renters?
The most popular zip codes in Shelter Island, NY for renters include 11964, 11963, 11944, 11971 and 11939.
How to Rent a Home