409

5-Bedroom Homes for Rent in Suffolk County, NY

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  • /20

    $100,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    1050 Head of Pond Rd, Water Mill, NY 11976

    Step into a piece of history with this one-of-a-kind 1920s farmhouse estate in the heart of the Hamptons. This remarkable property combines classic charm with modern sophistication, offering a spacious main residence and a meticulously restored barn surrounded by authentic farm fields. The main house has been professionally designed and renovated to offer five luxurious bedrooms, including an

    1050 Head of Pond Rd, Water Mill, NY 11976
  • /44

    $30,000 per month

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

    9 Long Hill Rd, East Hampton, NY 11937

    Spacious and Luxurious 5 Bedroom Hamptons Home .. Available June and July!Nestled in the coveted Northwest Woods, renowned for its gated compounds, celebrity sightings, and prestigious art galleries, this exquisite Hamptons home offers the perfect blend of elegance and comfort. Situated on a serene cul-de-sac, this 5-bedroom, 4.5-bathroom estate is designed for luxurious living, with

    Lori Palumbo Coldwell Banker Reliable R E

    9 Long Hill Rd, East Hampton, NY 11937
  • /20

    $175,000 per month

    • 5 Beds
    • 5 Baths
    • House for Rent

    21 Shrubland Rd, Southampton, NY 11968

    This Southampton waterfront property is navigable to great Peconic Bay. This 4,200 square foot Post Modern is set on 2.1 acres. Five bedrooms (3 are en suite), 4.5 baths, true gourmet cook's kitchen, with a great room opening onto mahogany deck for summer dining and entertaining. Outside this Hamptons home you will find a heated gunite pool, path to Cold Spring Pond for easy fishing, swimming,

    21 Shrubland Rd, Southampton, NY 11968
  • /28

    $16,000 per month

    • 5 Beds
    • 3 Baths
    • 2,500 Sq Ft
    • House for Rent

    215 Kouros Rd, New Suffolk, NY 11956

    Escape to the serene charm of New Suffolk this summer with this beautiful rental property! Offering ample space for all, this delightful home boasts 5 bedrooms and 3 bathrooms, ensuring everyone's comfort.Step outside onto the expansive wrap-around patio, perfect for summer evenings and al fresco dining. An outdoor shower provides a refreshing touch after a day at the beach, and the large, lush

    Mackenzie Needham Daniel Gale Sothebys Intl Rlty

    215 Kouros Rd, New Suffolk, NY 11956
  • /20

    $195,000 per month

    • 7 Beds
    • 8 Baths
    • House for Rent

    223 Parsonage Pond Ln, Sagaponack, NY 11962

    Welcome to this beautiful pristine 7-bedroom estate, ideally situated on 1.60 acres with breathtaking pond views, expansive grounds, and direct waterfront access. Enjoy the tranquility of a private 1-mile Association trail surrounding the pond, all while being less than 2 miles from the beach. Spanning over 7,000 sq. ft., this sophisticated home boasts luxurious common areas and a high-end

    223 Parsonage Pond Ln, Sagaponack, NY 11962
  • /21

    $4,500 per month

    • 5 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • House for Rent

    303 Old Town Rd, East Setauket, NY 11733

    Large furnished 5-bedroom home with 2 full bathrooms, full kitchen, study area, 2 refrigerators, air conditioning, washer/dryer, living room, with nicely landscaped yard and large patio. Located two miles from Stony Brook University and Hospital. Near Port Jeff Village, LIRR, Smith Haven Mall, and other major shopping areas/restaurants. Off-street parking. Part of the Prestigious Three Village

    WIlliam Colwell Michael J Watts & Assoc Inc

    303 Old Town Rd, East Setauket, NY 11733
  • /20

    $35,000 per month

    • 5 Beds
    • 5 Baths
    • House for Rent

    12 S Elroy Dr, Montauk, NY 11954

    Experience the ultimate summer retreat in this stunning five-bedroom, four-bathroom home, ideally located just minutes from downtown Montauk and the pristine ocean beaches. Designed as an upside-down home to maximize breathtaking views of the ocean as well as Fort Pond, this residence offers all the amenities needed for a relaxing vacation. Upon entering, you are greeted by a spacious foyer

    12 S Elroy Dr, Montauk, NY 11954
  • /22

    $4,500 per month

    • 5 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    10 Woodchuck Ln, East Setauket, NY 11733

    This beautiful, spacious 5-bedroom home features two full bathrooms, a fully equipped kitchen with Calcutta marble countertops, a dishwasher, and plenty of storage. It also includes a washer/dryer for added convenience. The large, comfortable living room and separate den provide ample space for both relaxation and spacious living. Outside, you’ll enjoy a nicely landscaped, fully fenced-in

    James Watts Michael J Watts & Assoc Inc

    10 Woodchuck Ln, East Setauket, NY 11733
  • /20

    $200,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    54 Bridgefield Rd, Bridgehampton, NY 11932

    Escape to this immaculate traditional sanctuary nestled amidst a 10-acre private vineyard in the tranquil southern enclave. Secluded at the end of a private road, enjoy unparalleled peace and privacy. Elegant decor meets beachside comfort, with an open double-height great room boasting a fireplace, creating a warm and inviting atmosphere. Prepare culinary delights in the gourmet chef's kitchen,

    54 Bridgefield Rd, Bridgehampton, NY 11932
  • /44

    $155,000 per month

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

    9 Long Hill Rd, East Hampton, NY 11937

    Spacious and Luxurious 5 Bedroom Hamptons Home .. Available June and July!Nestled in the coveted Northwest Woods, renowned for its gated compounds, celebrity sightings, and prestigious art galleries, this exquisite Hamptons home offers the perfect blend of elegance and comfort. Situated on a serene cul-de-sac, this 5-bedroom, 4.5-bathroom estate is designed for luxurious living, with

    Lori Palumbo Coldwell Banker Reliable R E

    9 Long Hill Rd, East Hampton, NY 11937
  • /20

    $125,000 per month

    • 6 Beds
    • 8 Baths
    • House for Rent

    206 Mecox Rd, Water Mill, NY 11976

    Centrally located in the heart of Water Mill, this architecturally distinct home is just a bike ride away from the surf and sun of the country's most prestigious ocean beaches and a short drive to the world-class shopping and dining of Bridgehampton and Water Mill. Newly constructed and designed, this striking cedar-shingled 8,100 square-foot home drew inspiration from the East End's potato

    206 Mecox Rd, Water Mill, NY 11976
  • /27

    $35,000 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) 35K (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
  • /20

    $165,000 per month

    • 5 Beds
    • 4 Baths
    • House for Rent

    23 Howard St, Sag Harbor, NY 11963

    Although retaining its original charm, this home has been beautifully renovated with all modern amenities. It is located in the heart of the village, a short distance to fabulous restaurants, live theater, movie house and great shopping! On the first floor, there is a great chef's kitchen, formal dining room, spacious living room, office/4th bedroom and bathroom. The master suite with gas

    23 Howard St, Sag Harbor, NY 11963
  • /34

    $35,000 per month

    • 6 Beds
    • 3.5 Baths
    • 3,515 Sq Ft
    • House for Rent

    140 Newtown Rd, Hampton Bays, NY 11946

    Escape to SouthBar, a breathtaking Victorian estate set atop the bluffs of Peconic Bay in the heart of The Hamptons. Nestled on 1.1 private acres, this exquisite home offers panoramic views of the North Fork and exclusive stairway access to your own secluded beach.This spacious and elegantly appointed residence features six beautifully designed bedrooms, most with sweeping water views.

    Elizabeth Capozzoli Douglas Elliman Real Estate

    140 Newtown Rd, Hampton Bays, NY 11946
  • /20

    $150,000 per month

    • 6 Beds
    • 6 Baths
    • House for Rent

    591 Parsonage Ln, Sagaponack, NY 11962

    Set upon prestigious Parsonage Lane, a Michael Davis built, 6 bedroom, 6 bath, professionally decorated home offers a wonderful opportunity to spend July in the Hamptons. An open floor plan includes formal living and dining rooms and gourmet kitchen with opens to the covered patio with built-in BBQ and a 45' heated gunite pool. The first floor master opens to the outside as well. A tunnel

    591 Parsonage Ln, Sagaponack, NY 11962
  • /34

    $30,000 per month

    • 6 Beds
    • 3.5 Baths
    • 3,515 Sq Ft
    • House for Rent

    140 Newtown Rd, Hampton Bays, NY 11946

    Escape to SouthBar, a breathtaking Victorian estate set atop the bluffs of Peconic Bay in the heart of The Hamptons. Nestled on 1.1 private acres, this exquisite home offers panoramic views of the North Fork and exclusive stairway access to your own secluded beach.This spacious and elegantly appointed residence features six beautifully designed bedrooms, most with sweeping water views.

    Elizabeth Capozzoli Douglas Elliman Real Estate

    140 Newtown Rd, Hampton Bays, NY 11946
  • /20

    $65,000 per month

    • 5 Beds
    • 4 Baths
    • House for Rent

    27 Montauk Hwy, East Hampton, NY 11937

    Newly renovated East Hampton village beach house with indoor/outdoor living. Sitting on an acre of land south of the highway, this house is the ideal vacation spot with a large pool, jungle gym, playroom, and plenty of space for all to play and relax. With approximately 3000 square feet of living area finished to the highest standard, this home has a spacious open floor plan with a chef's

    27 Montauk Hwy, East Hampton, NY 11937
  • /29

    $20,000 per month

    • 5 Beds
    • 5.5 Baths
    • 2,456 Sq Ft
    • House for Rent

    2 Sun Ct, Hampton Bays, NY 11946

    Nowhere will you find this combination of privacy and incredible views of Shinnecock Bay. Completely renovated, very private bayfront home. Three levels with third floor primary suite with private balcony overlooking the bay. Open Kitchen/dining/living area with gas fireplace and breathtaking views of the open bay. Private Bay beach is perfect for swimming or launching your personal watercraft.

    Todd Jacobs Exit Realty Everyday

    2 Sun Ct, Hampton Bays, NY 11946
  • /20

    $50,000 per month

    • 5 Beds
    • 5 Baths
    • House for Rent

    370 Brick Kiln Rd, Bridgehampton, NY 11932

    Discover a rare retreat on a sprawling 5-acre property, enveloped by over 100 acres of protected woodlands. This private, spacious residence captures the essence of Hamptons living, offering both elegance and natural tranquility. Inside, a large open living room with a fireplace invites gatherings and relaxation, while a cozy den/library with its own fireplace creates the perfect space for

    370 Brick Kiln Rd, Bridgehampton, NY 11932
  • /34

    $85,000 per month

    • 6 Beds
    • 3.5 Baths
    • 3,515 Sq Ft
    • House for Rent

    140 Newtown Rd, Hampton Bays, NY 11946

    Escape to SouthBar, a breathtaking Victorian estate set atop the bluffs of Peconic Bay in the heart of The Hamptons. Nestled on 1.1 private acres, this exquisite home offers panoramic views of the North Fork and exclusive stairway access to your own secluded beach.This spacious and elegantly appointed residence features six beautifully designed bedrooms, most with sweeping water views.

    Elizabeth Capozzoli Douglas Elliman Real Estate

    140 Newtown Rd, Hampton Bays, NY 11946
  • /20

    $55,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    6 Monument Ln, East Hampton, NY 11937

    This mid-century modern home is a wonderful getaway location East Hampton. Clad in rift cut clear cedar, the authentically modern facade gives way to a grand entrance connecting the bluestone porch to the great room with its vaulted ceilings and double sided fireplace covered in clear cedar. The white oak floors are white washed to give the ultimate beachy feel to this spacious modern manse. The

    6 Monument Ln, East Hampton, NY 11937
  • /29

    $190,000 per month

    • 7 Beds
    • 10 Baths
    • 9,909 Sq Ft
    • House for Rent

    150 Water Mill Towd Rd, Water Mill, NY 11976

    Escape to Hampton's horse country for August 18th through September 17th in this remarkable Water Mill Estate, offering an unparalleled lifestyle with a pool, pool house and tennis court, overlooking open land, polo fields and stables. The custom-built home features an impressive entryway, a great room and living room with fireplaces, formal dining, a screened-in porch, 2-car garage, and an

    Enzo Morabito Douglas Elliman Real Estate

    150 Water Mill Towd Rd, Water Mill, NY 11976
  • /34

    $195,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    497 Parsonage Ln, Sagaponack, NY 11962

    Immaculate and recently renovated Geometric Modern, on a quiet 1.5 acre private flag lot, located in the heart of Sagaponack South. A floating staircase connects three floors of modern luxury. This open and bright 5 bedroom, 6 bath home features a first floor master suite and a second floor master suite with private sun deck overlooking the reserve, open loft living room, open chefs Kitchen,

    497 Parsonage Ln, Sagaponack, NY 11962
  • /12

    $4,900 per month

    • 6 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    Unlisted Address

    Spacious 6 bedroom Colonial with 2 full baths, Washer & dryer included, Wide driveway for ample parking, fenced in back yard, Tenant to pay all utilities and maintain grounds, Pet friendly with restriction, Middle Country School District.

    Gina Amen American Real Estate Assoc Inc

    Unlisted Address
  • /20

    $55,000 per month

    • 5 Beds
    • 4 Baths
    • House for Rent

    12 Cove Way, Shelter Island, NY 11964

    This house is the summer retreat you have been looking for. Centrally located down a private lane you will enjoy extraordinary views of the creek from the poolside patio. Private dock on this waterfront property for all the summer activities, just feet from the back door. This home offers a large chefs kitchen open to the living, dining and reading nook. Windows galore inviting the natural light.

    12 Cove Way, Shelter Island, NY 11964
  • /16

    $15,000 per month

    • 5 Beds
    • 2.5 Baths
    • 2,900 Sq Ft
    • House for Rent

    11 Colonial Ln, Bellport, NY 11713

    Welcome to 11 Colonial Lane, nestled in the charming heart of Bellport Village! This delightful, fully furnished home is the perfect summer retreat, boasting 5 generously-sized bedrooms and 2.5 bathrooms across over 2,900 sq ft of exquisite living space. As you enter, you'll be captivated by the beautifully updated kitchen, featuring a large island that serves as the heart of the home. The

    Samantha Bisagni Compass Greater NY LLC

    11 Colonial Ln, Bellport, NY 11713
  • /20

    $40,000 per month

    • 5 Beds
    • 9 Baths
    • House for Rent

    6 Cobbetts Ln, Shelter Island, NY 11964

    An incredible property with everything you need for a fantastic summer vacation. This 5-6 bedroom, 5 bath home features a spacious, open living room with fireplace, dining area, charming eat-in country kitchen, media room, waterview deck, wrap brick patio, heated pool, tennis court and small strip of beach! All on 3 acres with stunning waterviews. Available for winter rental. [[Rental

    6 Cobbetts Ln, Shelter Island, NY 11964
  • /5

    $185,000 per month

    • 5 Beds
    • 5 Baths
    • 3,472 Sq Ft
    • House for Rent

    68 Sandy Hollow Rd, Southampton, NY 11968

    This stunning six-bedroom, five-bathroom home in Southampton is now available for summer rental, offering the perfect getaway for families and friends. With ample space, everyone will feel like a guest of honor at 68 Sandy Hollow. Enjoy the summer in the Hamptons with a beautiful heated gunite pool and hot tub. The bonus space above the garage provides a private oasis for work or relaxation,

    Clare Ambrose Au Dela Real Estate LLC

    68 Sandy Hollow Rd, Southampton, NY 11968
  • /20

    $35,000 per month

    • 5 Beds
    • 3 Baths
    • House for Rent

    27 S Fulton Dr, Montauk, NY 11954

    5 Bedroom/ 3 bath stunning home located only 1 mile to Ditch Plains beach and only two blocks to Montauk Downs State Park with Golf, Tennis and Olympic size pool. Recently, renovated and beautifully decorated. Jump in the brand new 36 x 16ft heated pool in the privacy of the tranquil rear yard. Front and rear decking for your relaxing and outdoor dining pleasure. Beach chairs, Bikes, and Paddle

    27 S Fulton Dr, Montauk, NY 11954
  • /5

    $195,000 per month

    • 5 Beds
    • 4.5 Baths
    • 5,055 Sq Ft
    • House for Rent

    52 Sandy Hollow Rd, Southampton, NY 11968

    Welcome to your dream rental in the heart of Southampton! This stunning 5-bedroom, 4.5-bathroom home spans an impressive 5,000 square feet, providing ample space for relaxation and entertainment. With a beautifully heated gunite pool in the backyard, you can enjoy refreshing swims and sun-soaked afternoons right at home. In addition to the spacious living areas, the property features a versatile

    Clare Ambrose Au Dela Real Estate LLC

    52 Sandy Hollow Rd, Southampton, NY 11968
  • /20

    $90,000 per month

    • 6 Beds
    • 7 Baths
    • House for Rent

    126 Somerset Ave, Southampton, NY 11968

    Welcome to an extraordinary living experience in this newly constructed masterpiece, available for rent this summer or year-round! This exceptional home features a total of 6 ensuite bedrooms and 6.5 bathrooms, ensuring ample space and privacy for all residents. Indulge in the luxurious comforts of two large living rooms, each adorned with a fireplace for cozy gatherings. The beautiful gourmet

    126 Somerset Ave, Southampton, NY 11968
  • /10

    $180,000 per month

    • 7 Beds
    • 5.5 Baths
    • 3,238 Sq Ft
    • House for Rent

    750 Dune Rd, Westhampton Beach, NY 11978

    Nestled along the famed Dune Road, this quintessential Hamptons beach house towers above the dunes, showcasing sweeping, awe-inspiring views of the bay and beyond. A perfect summer retreat, this three-story coastal treasure presents a rare find for boaters, beach aficionados, and those seeking an extraordinary escape. The property features a pristine, ultra-private white sandy bayfront beach,

    Lisa Semeraro Kerrigan Country Realty

    750 Dune Rd, Westhampton Beach, NY 11978
  • /20

    $145,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    173 Bay St, Sag Harbor, NY 11963

    5,500+- sf New 5 bedroom, 5 1/2 bath A modern perspective on a classic Sag Harbor home home is set on shy 1/2 acre in the heart of Sag Harbor Village. Manicured lawn and hedges provide a serene lifestyle with covered porches, patios, outdoor living and dining with fireplace inside and out, gunite heated pool and designer finishes throughout. Conveniently located adjacent to village reserve

    173 Bay St, Sag Harbor, NY 11963
  • /5

    $195,000 per month

    • 5 Beds
    • 3.5 Baths
    • 2,296 Sq Ft
    • House for Rent

    552 Dune Rd, Westhampton Beach, NY 11978

    Perched along Dune Road, this delightful two-story home captures stunning sunrises and sunsets with sweeping bay views visible from nearly every room. The residence offers five bedrooms and three and a half bathrooms, blending comfort with coastal allure. On the main level, an airy living space features a warm fireplace, accompanied by a primary bedroom with its own en-suite bathroom, a fully

    Lisa Semeraro Kerrigan Country Realty

    552 Dune Rd, Westhampton Beach, NY 11978
  • /20

    $100,000 per month

    • 9 Beds
    • 9 Baths
    • House for Rent

    791 Daniel's Ln, Sagaponack, NY 11962

    Sagaponack perfection just moments from the Atlantic Ocean. Perfectly sited on 1.5 acres with beautifully manicured lawns and mature plantings that offer complete privacy. The stunning yard features a blue stone patio for al fresco dining and an outdoor living room for intimate gatherings around the fire pit. Relax in the heated gunite pool and spa, or enjoy the custom pool house overlooking

    791 Daniel's Ln, Sagaponack, NY 11962
  • /16

    $50,000 per month

    • 5 Beds
    • 3 Baths
    • 2,540 Sq Ft
    • House for Rent

    5 Lakewood Ln, Quogue, NY 11959

    SUNNY QUOGUE VILLAGE RENTAL. This fresh contemporary home on secluded Lakewood Lane has everything you need for summer fun in Quogue. The bright and airy open floor plan includes a state of the art kitchen, a spacious living room with fireplace, five bedrooms and three baths, and a new gym, all positioned with easy access to outdoor entertainment. With the large heated pool and pool deck, the

    Amanda Murray Corcoran

    5 Lakewood Ln, Quogue, NY 11959
  • /20

    $175,000 per month

    • 6 Beds
    • 6 Baths
    • House for Rent

    3831 Noyack Rd, Sag Harbor, NY 11963

    Newly renovated and furnished 6 bedroom, 5.5 bath home boasts panoramic open water views from almost every room, including the kitchen, open dining area, living room with fireplace, private den, and luxurious master suite with its own sitting room. The outdoor porch and patio were designed to entertain, with a built-in stainless steel grill, oversized all season hot tub and heated gunite pool

    3831 Noyack Rd, Sag Harbor, NY 11963
  • /7

    $220,000 per month

    • 5 Beds
    • 6 Baths
    • 5,800 Sq Ft
    • House for Rent

    93 Hog Creek Ln, East Hampton, NY 11937

    Clearwater Modern FarmhouseThis newly constructed sprawling farmhouse style home was built in 2023 on a double lot in Clearwater Beach. With almost 6,000 sqft of finished space throughout the home, it has five bedrooms, four full baths and two half baths. The first floor consists of a large chef's kitchen with two stoves, two dishwashers, ice maker & beverage fridge and a fully stocked pantry

    Jessica Fingleton Au Dela Real Estate LLC

    93 Hog Creek Ln, East Hampton, NY 11937
  • /19

    $130,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    8 Bittersweet Ln, Sag Harbor, NY 11963

    This meticulously renovated 5BR (den could be the en-suite sixth) 6 BTH Hamptons resort home is sited less than a three-minute walk to Peconic Bay beach and scintillating sunsets. Chicly decorated with a nautical flair, the house contains generously sized light-filled entertaining living and dining areas overlooking the spacious grounds and pool. An ultra-high-end chef's kitchen contains an 8

    8 Bittersweet Ln, Sag Harbor, NY 11963
  • /31

    $285,000 per month

    • 6 Beds
    • 6.5 Baths
    • 8,627 Sq Ft
    • House for Rent

    233 N Magee St, Southampton, NY 11968

    Step into a home where artistry meets architecture, where light dances across carefully curated designer finishes, and where every space is crafted for inspired living. The Interiors designed by a notable creative mind, this 8,627 square-foot contemporary sanctuary is a rare opportunity to experience luxury as an art form. This six-bedroom, six-and-a-half-bath home is more than just a place

    Priscilla Holloway Douglas Elliman Real Estate

    233 N Magee St, Southampton, NY 11968

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