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5-Bedroom Homes for Rent in Cutchogue, NY

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  • /27

    $25,000 per month

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

    370 Fishermans Beach Rd, Cutchogue, NY 11935

    Available in 2025: August-LD for 2-3 weeks (dates are flexible) 25K (for 2 weeks). Spend your summer in this stunning five-bedroom retreat on Nassau Point. With 150 feet of waterfront access and just a quick 3-minute stroll to the pristine sands of Fisherman’s Beach, this property is ideal for both boating enthusiasts and beach lovers. The house features elegant furnishings, modern fixtures, and

    Natalie Hough Daniel Gale Sothebys Intl Rlty

    370 Fishermans Beach Rd, Cutchogue, NY 11935
  • /25

    $9,800 per month

    • 5 Beds
    • 5 Baths
    • 3,500 Sq Ft
    • House for Rent

    5270 Nassau Point Rd, Cutchogue, NY 11935

    Have the best getaway ever in this newly renovated home in prestigious Nassau Point! At its heart is a sunny great room with a soaring cathedral ceiling. The chef’s kitchen includes premium appliances, a large island, and flows into the living room with backyard views. The formal dining room, with bay views, is perfect for more formal gatherings.The main floor features a queen bedroom, a study

    Diane Arpaia Signature Premier Properties

    5270 Nassau Point Rd, Cutchogue, NY 11935
  • /36

    $40,000 per month

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

    4782 Alvah's Ln, Cutchogue, NY 11935

    Stunning vineyard views! Nestled in the heart of the North Fork's first vineyard is this sprawling, historic beauty. Steeped in history but with all the modern comforts and conveniences is the generous estate. Don't miss the one-of-a-kind North Fork sunrises from the primary suite or the picturesque sunsets from the gunite pool. Experience life on a working farm, while enjoying the seclusion and

    Joseph Divello Century 21 Albertson Realty

    4782 Alvah's Ln, Cutchogue, NY 11935
  • /25

    $35,000 per month

    • 6 Beds
    • 7.5 Baths
    • 7,000 Sq Ft
    • House for Rent

    15105 Oregon Rd, Cutchogue, NY 11935

    Don't miss your chance to rent this unparalleled estate, nestled on 5 picturesque acres among the region's most prestigious vineyards.This magnificent home is a perfect blend of elegance and tranquility, ideal for those seeking a refined living experience.Spanning an impressive 7,000 sf, the residence is designed with sharp attention to detail. Floor-to-ceiling windows flood the space with

    Lisa Gillooly Compass Greater NY LLC

    15105 Oregon Rd, Cutchogue, NY 11935
  • /34

    $15,000 per month

    • 5 Beds
    • 3 Baths
    • House for Rent

    930 W Cove Rd, Cutchogue, NY 11935

    2025 Rates: Sept $17K, October $15K. This property is a stunning waterfront home located on West Cove in the exclusive Nassau Point area. Offering breathtaking views of the Great Peconic Bay, Robins Island, and New Suffolk, this home exudes charm and sophistication. The main level boasts two spacious great rooms, an enclosed three-season room, an eat-in kitchen, a dining room, and a primary

    William Walters Daniel Gale Sothebys Intl Rlty

    930 W Cove Rd, Cutchogue, NY 11935
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