20

5-Bedroom Homes for Rent in North Fork

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  • /25

    $40,000 per month

    • 5 Beds
    • 3 Baths
    • 2,000 Sq Ft
    • House for Rent

    1160 Goose Creek Ln, Southold, NY 11971

    Step back in time-without sacrificing comfort-in this beautifully preserved 5-bedroom, 3-bath home brimming with charm and nestled along the tranquil banks of Goose Creek. Surrounded by water on two sides and set on a private road, this unique property offers a rare blend of historic character and modern amenities. From the moment you arrive, you'll be captivated by the timeless architecture,

    Sheri Winter Parker Corcoran

    1160 Goose Creek Ln, Southold, NY 11971
  • /28

    $7,375 per month

    • 5 Beds
    • 3 Baths
    • 3,700 Sq Ft
    • House for Rent

    2700 Sound Dr, Greenport, NY 11944

    2025 Rates: September 1-30 $29,500; October $25,000: Escape to this exceptional seasonal rental, perfectly situated on the shores of the Long Island Sound. This beautifully appointed waterfront home offers the ultimate coastal living experience, featuring private stairs leading directly to the beach, an in-ground heated gunite pool, and panoramic water views from nearly every room. With 4

    William Walters Daniel Gale Sothebys Intl Rlty

    2700 Sound Dr, Greenport, NY 11944
  • /39

    $42,000 per month

    • 6 Beds
    • 5.5 Baths
    • 6,600 Sq Ft
    • House for Rent

    57305 Route 48, Greenport, NY 11944

    Spectacular, contemporary seasonal rental home with pool and Jacuzzi on the Long Island Sound front. 150 feet of direct waterfront and beach, with incredible view. Meticulously renovated and professionally designed. 6 bedrooms, 5.5 bathrooms. Hamptons luxury in North Fork. Home situated on 1 acre, 6,600 square feet. One master bedroom has jacuzzi and steam room and two extra bedrooms with full

    Zepur Diktas Compass Greater NY LLC

    57305 Route 48, Greenport, NY 11944
  • /14

    $5,000 per month

    • 5 Beds
    • 4 Baths
    • 4,723 Sq Ft
    • House for Rent

    30675 Main Rd, Orient, NY 11957

    Spacious and grand, historic Terry Mulford House C. 1716, set on 5.8 private acres, fully renovated, with 5 bedrooms and 4 new full baths. New eat-in kitchen, living room with piano and flat screen TV. Relax on the wrap-around porch or rear courtyard. A short trip to Orient and Greenport Village, Orient State Park, marinas, sound, and bay beaches. Price includes utilities. Mid-term & departure

    Janet Markarian Daniel Gale Sothebys Intl Rlty

    30675 Main Rd, Orient, NY 11957
  • /26

    $22,000 per month

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

    45 Budds Pond Rd, Southold, NY 11971

    Available for two week rentals! Escape to your dream Southold summer in this spacious 5-bedroom, 2-bathroom home boasting an in-ground heated pool and convenient dock space. Bathed in natural light and surrounded by lush gardens, this home offers ample space for entertaining and ensuring guests feel right at home. Spend sunny afternoons basking by the pool under the awning or take a leisurely

    Mackenzie Needham Daniel Gale Sothebys Intl Rlty

    45 Budds Pond Rd, Southold, NY 11971
  • /23

    $25,000 per month

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

    495 N Parish Dr, Southold, NY 11971

    Southold, North Fork.Experience the beauty of seasonal living on Southold Bay. This newly renovated contemporary bayfront estate home invites you to bask in its light and bright ambiance, perfect for relaxation and rejuvenation. With its Zen-inspired organic design, you’ll find comfort and privacy combined with the conveniences of modern life.Nestled near the Southold Yacht Club, just moments

    Nicholas Planamento William Raveis New York LLC

    495 N Parish Dr, Southold, NY 11971
  • /42

    $65,000 per month

    • 5 Beds
    • 3.5 Baths
    • 2,763 Sq Ft
    • House for Rent

    1920 The Strand, East Marion, NY 11939

    Serene, private, and tranquil oasis perfect for those looking to relax, unwind and unplug. A beautifully landscaped property overlooking the Long Island Sound with private beach access and breathtaking views from all levels of the home. Ground Level has 4 B/R's, 2 Baths, Laundry Room and Family Room which opens to Deck, Pool, and Bluff. Enjoy majestic sunsets from an additional deck perched at

    Elena Ermogenous Century 21 Unique Realty

    1920 The Strand, East Marion, NY 11939
  • /30

    $20,000 per month

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

    185 Wiggins Ln, Greenport, NY 11944

    An outdoor oasis is one element of this extraordinary property. This one of a kind 5 bedroom, 3.5 bath residence is the perfect home to make special memories this season. The perfect rental with one of the most extraordinary pool and garden areas on the North Fork. Features a 20' x 50' heated Gunite pool with waterfall, extensive hand cut stone patios, stone walls and numerous outdoor sitting

    Nancy Cervelli Daniel Gale Sothebys Intl Rlty

    185 Wiggins Ln, Greenport, NY 11944
  • /30

    $25,000 per month

    • 5 Beds
    • 4.5 Baths
    • 3,700 Sq Ft
    • House for Rent

    1000 Sound Dr, Greenport, NY 11944

    Immaculate shingle-style home perched above the Long Island Sound. Enjoy endless water views and breathtaking sunsets from the heated pool and private beach. Open floor plan with EIK and fireplace, bedrooms across three floors, including first and second-floor primary suites with private waterside balconies. The large finished basement features a media/game room. The private office is ideal for

    Eric Elkin Compass Greater NY LLC

    1000 Sound Dr, Greenport, NY 11944
  • /22

    $35,000 per month

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

    2100 Youngs Rd, Orient, NY 11957

    Stunning waterfront shingle style home overlooking Long Island Sound with private beach access. Waterview, heated pool. Wrap-around porch. Original beach stone fireplace, vintage beadboard walls, large, updated gourmet kitchen, open common area, 5 bedrooms, 3 bathrooms, large master ensuite with private screen water view balcony. Beautiful interior furnishings, with teak rocking chairs, chaise

    Janet Markarian Daniel Gale Sothebys Intl Rlty

    2100 Youngs Rd, Orient, NY 11957
  • /18

    $40,000 per month

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

    2840 Stars Rd, East Marion, NY 11939

    PRIVACY AND LUXURY COLLIDE! Down a private driveway with breathtaking views of the sea, privacy and luxury collide! This impressive beach estate rests on 12.3 acres and 460' of waterfront beach tucked away in a protected cove on the Long Island Sound. 6 bedrooms include their own ensuite bathroom, plus two half baths, a gourmet eat-in kitchen that is truly a chef's domain with multiple seating

    Sheri Winter Parker Corcoran

    2840 Stars Rd, East Marion, NY 11939
  • /17

    $25,000 per month

    • 6 Beds
    • 3.5 Baths
    • 3,765 Sq Ft
    • House for Rent

    840 Southern Blvd, East Marion, NY 11939

    Bright and spacious Contemporary summer rental on the North Fork. Featuring floor to ceiling windows, great room, 6 bedrooms, 3.5 bathrooms, eat-in kitchen, recreation room. Private back yard with 40x20 salt water heated pool. Offered June 1 - 28 $25,000; June 29 - July 18 $33,000; July (2 weeks) $24,000; Sept 4 - Oct 2 $30,000. Permit #1230.

    Janet Markarian Daniel Gale Sothebys Intl Rlty

    840 Southern Blvd, East Marion, NY 11939
  • /35

    $22,500 per month

    • 6 Beds
    • 4.5 Baths
    • House for Rent

    75 Gillette Dr, East Marion, NY 11939

    2025 Rates: Memorial Day-Labor Day $87,500, June $22,500, July $32,500, July-August $67,000 and August-Labor Day $35,000. Looking for a resort like retreat just outside of bustling Greenport Village? Look no further! This 6 bedroom, 4.5 bathroom stunner offers everything you could ask for and more. From 3 en-suite bedrooms to an open floor-plan with high-end appliances and a killer in-ground

    William Walters Daniel Gale Sothebys Intl Rlty

    75 Gillette Dr, East Marion, NY 11939
  • /36

    $15,000 per month

    • 5 Beds
    • 3.5 Baths
    • 3,700 Sq Ft
    • House for Rent

    425 Cedar Point Dr E, Southold, NY 11971

    Now Available for Off Season Rental Until March 31, 2025 and Post Labor Day 2025. Rented June 1 - September 30th. Set Creekfront with Private Dock and Associated Bay Beach Access in Community. The Extensive Rear Patio Area is Impressive with an Inground Pool and Jacuzzi. All Creekfront with a Beautiful View. The Home is Grand and Designed to Entertain. Boasting 5 Bedrooms and 4 Baths. 2 Large

    Rene Giacobbe Douglas Elliman Real Estate

    425 Cedar Point Dr E, Southold, NY 11971
  • /29

    $10,000 per month

    • 5 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • House for Rent

    5650 N Bayview Rd, Southold, NY 11971

    Historic Main Bayview schoolhouse converted to country residence located at 5650 N Bayview Road, Southold. Country residence features 5 bedrooms in historic Main Bayview Schoolhouse converted to residence - sleeps max 10 people. Pet friendly. Equidistant to Cedar Beach and Goose Creek Beach. Moments to village of Southold, North Fork wine trail, area shops and top tier restaurants. An ideal

    Nicholas Planamento William Raveis New York LLC

    5650 N Bayview Rd, Southold, NY 11971
  • /30

    $20,000 per month

    • 5 Beds
    • 2 Baths
    • 2,600 Sq Ft
    • House for Rent

    130 6th St, Greenport, NY 11944

    Greenport village 5 bedrooms, 2 baths with sweeping Water Views, adjacent to 6th St bay beach & park. Architect-designed & decorated interiors, chef's kitchen, 2nd floor sundeck and large yard with garden & outdoor dining area. Huge water-facing sun porch with wall of windows looking out on the bay. Short distance to farmers markets, wineries, shopping, LIRR & Jitney. June $14,000; July $20,000,

    Lori Feilen William Raveis New York LLC

    130 6th St, Greenport, NY 11944
  • /30

    $13,500 per month

    • 5 Beds
    • 3.5 Baths
    • 2,400 Sq Ft
    • House for Rent

    155 Bridge St, Greenport, NY 11944

    2025 Rates are as follows: May 1 - 22: $10,000 or $3,500 per week; May 23 - June 27: $20,000 or $5,000 per week; July 13-31 $20K; Sept 4 - 30: $20,000 or $5,000 per week: Rare new construction on a quiet side street in Greenport Village, this modern luxury home is the perfect base to explore the beaches, wineries, and farm-to-table dining of the North Fork. Walking distance to downtown Greenport

    William Walters Daniel Gale Sothebys Intl Rlty

    155 Bridge St, Greenport, NY 11944
  • /34

    $30,000 per month

    • 8 Beds
    • 7 Baths
    • 5,400 Sq Ft
    • House for Rent

    650 Pine Ave, Southold, NY 11971

    Permit 816. Beautiful New Construction In Private Beach Community. Creekfront Beach Access Along With 20x40 Heated Saltwater Pool. Ideal For Large Groups & Perfect For Entertaining, This Property Has It All. 8 Bedrooms And 7 Bathrooms Set On Lush Manicured Grounds, Provides Spacious Accommodations For Up To 16 Guests. Spend Afternoons Lounging By The Pool & Evenings Gathering With Family And

    Colin McCarthy Thomas J McCarthy Real Estate

    650 Pine Ave, Southold, NY 11971
  • /32

    $30,000 per month

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

    1695 Old Woods Path, Southold, NY 11971

    Southold, North Fork: This beautiful estate, bayfront home offers complete privacy in a peaceful woodland setting with a historic provenance and featuring a sugar sand beach. Despite its private location, it is conveniently close to the village and North Fork amenities. Croteaux is just up the lane, and NoFo table is a short bike ride away. The estate house has a broad porch, a living room with

    Nicholas Planamento William Raveis New York LLC

    1695 Old Woods Path, Southold, NY 11971
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