109

Watermill, NY Homes for Rent

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  • /16

    $75,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    263 Middle Line Hwy, Sag Harbor, NY 11963

    This private architectural marvel on nearly 3 acres, and adjacent to a preserve, will surprise and delight you with its charm and unique setting. Entering the first floor of this 3 story home you will find a spacious living room with 2 bedrooms and bath -- up to the 2nd floor where you'll love the open living/dining and kitchen area with fireplace as well as a convenient deck looking out to the

    263 Middle Line Hwy, Sag Harbor, NY 11963
  • /22

    $40,000 per month

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • House for Rent

    108 Merchants Path, Sagaponack, NY 11962

    Stylish Sagaponack Summer RentalCrisp and clean as a freshly starched and ironed white shirt! Sitting on over one very private acre in the highly desirable neighborhood of Sagaponack, less than 10 minutes to the ocean (and only 2 minutes to Wolffer's!) is this renowned Interior Designer's own immaculate recently renovated (looks like new construction) contemporary home with cathedral ceilings,

    Will Metzger Douglas Elliman Real Estate

    108 Merchants Path, Sagaponack, NY 11962
  • /20

    $65,000 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
  • /20

    $25,000 per month

    • 4 Beds
    • 3 Baths
    • 2,739 Sq Ft
    • House for Rent

    72 Bishops Ln, Southampton, NY 11968

    Chic Southampton Village Retreat with Pool Spend your summer in style at this beautifully appointed 4-bedroom, 3-bath home located in the heart of Southampton Village. Just minutes from world-class beaches, dining, and shopping, this home offers the perfect blend of charm, comfort, and convenience. Enter inside to an airy, sunlit interior featuring spacious living areas and a fully equipped

    Angelina Orlando Corcoran

    72 Bishops Ln, Southampton, NY 11968
  • /20

    $25,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    11 Sawasett Ave, Bridgehampton, NY 11932

    Available for rent this summer, this practically new home offers an unmatched lifestyle just moments from beautiful ocean beaches, and the vibrant heart of Bridgehampton Village, where you'll find local boutiques, exceptional dining, and gourmet shopping. Every detail has been thoughtfully designed across three spacious levels on nearly an acre of sun-filled grounds. Inside, you'll find a

    11 Sawasett Ave, Bridgehampton, NY 11932
  • /20

    $350,000 per month

    • 6 Beds
    • 8.5 Baths
    • 10,000 Sq Ft
    • House for Rent

    Unlisted Address

    Southampton oceanfront ESTATE with all the amenities the Hamptons can OfferBeach, pool, basketball, tennis, bocce courtRooftop Terrace, Cabana, Outdoor barbecue, Steam room, Gym, Koi pond, saltwater pool with waterfalls, Beautiful entertainment amenities. Sun, surf, wind, tranquil, exquisite.

    Ron Moschetta RE/MAX Beach West

    Unlisted Address
  • /20

    $25,000 per month

    • 4 Beds
    • 6 Baths
    • House for Rent

    224 Hill St, Southampton, NY 11968

    This exquisite 1820's traditional home which has been brilliantly envisioned and completely restored to combine the needs of today's lifestyle while maintaining the bygone days of a historic Southampton Village Home. Infused with charm, features include light-filled open living areas and finishes including wide plank wood flooring and finely crafted woodwork, which are complemented with three

    224 Hill St, Southampton, NY 11968
  • /30

    $6,500 per month

    • 3 Beds
    • 2 Baths
    • 3,448 Sq Ft
    • House for Rent

    59 Wiltshire St, Southampton, NY 11968

    Experience the magic Southampton Village has to offer in this charming Hamptons Designer Retreat. Just minutes from world-class dining, shopping, and some of the most beautiful beaches in the world, Enjoy your vacation in this light-filled three-bedroom, two-bath home, located less than a mile from Southampton Village shops. Nestled in the charming enclave of Southampton Village,

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    59 Wiltshire St, Southampton, NY 11968
  • /10

    $6,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    13 Waters Edge Rd, Southampton, NY 11968

    Lovely home on the water in Fish Cove. Beautifully done kitchen with custom cabinets, large island for entertaining, and new appliances. A light filled first floor with large windows and doors includes a great room for dining, watching TV, sitting by the fireplace, or enjoying the view overlooking the water. Additionally enjoy the convenience of a bedroom, full bath, and laundry. Upstairs is an

    13 Waters Edge Rd, Southampton, NY 11968
  • /20

    $25,000 per month

    • 3 Beds
    • 2 Baths
    • 1,550 Sq Ft
    • House for Rent

    37 Noyac Harbor Rd, Sag Harbor, NY 11963

    Sag Harbor Summer RentalSummer Wonderland in the Hamptons, Waterfront Home with dock. Bring your own small boat, jet ski, kayak. Canal to a private beach on Clam Island, adjacent Elizabeth Morton Park and Jessup's Neck. Access to Noyac Bay, Peconic Bay, Shelter Island, Sag Harbor and more. No need to have a watercraft to enjoy this lovely home 3-bedroom, 2 full baths with large eat-in kitchen,

    Lynn Romer Deeg Brown Harris Stevens Hamptons

    37 Noyac Harbor Rd, Sag Harbor, NY 11963
  • /17

    $25,000 per month

    • 3 Beds
    • 1 Bath
    • House for Rent

    168 Hillcrest Ave, Southampton, NY 11968

    Welcome to your perfect summer retreat in the heart of Southampton Village! This bright and airy 3-bedroom home offers everything you need for a relaxing and comfortable stay. Inside, you'll find three bedrooms, a cozy living room with a large flatscreen TV and fireplace, a well-equipped kitchen, a dining area, and a full bathroom. Outside, enjoy the back deck featuring a BBQ grill,

    168 Hillcrest Ave, Southampton, NY 11968
  • /15

    $30,000 per month

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

    101 Noyac Path, Water Mill, NY 11976

    Beautifully renovated 5-bedroom, 3-bath home just 1.5 miles from Water Mill Village, close to beaches, restaurants, and shops. Bright open-concept living area with high ceilings, a gas fireplace, and glass sliders leading to a landscaped backyard with a heated kidney-shaped pool and expansive deck. The modern kitchen features top-of-the-line appliances, and the first-floor primary en-suite

    Lorraine Lorenc Signature Premier Properties

    101 Noyac Path, Water Mill, NY 11976
  • /20

    $60,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    28 Eastview Ct, Sag Harbor, NY 11963

    Meticulous very private 3 bedroom, 2 bath home with heated pool, outdoor shower and new landscaping. One floor living situated on a 1 plus acre lot at the end of a cul-de-sac. Recently renovated new kitchen and baths, nicely furnished, open floor plan, minutes to Long Beach, Sag Harbor Village stores and restaurants. The perfect summer home. Owner/agent [[Rental Registration # RP250366]]

    28 Eastview Ct, Sag Harbor, NY 11963
  • /14

    $45,000 per month

    • 4 Beds
    • 6 Baths
    • 2,850 Sq Ft
    • House for Rent

    110 Montauk Hwy, Water Mill, NY 11976

    House is available for monthly and yearly rentals. August 2025 is already rented. Short term rentals (2 weeks) are sometimes accommodated.

    Garett Goldberg Elegran LLC

    110 Montauk Hwy, Water Mill, NY 11976
  • /19

    $90,000 per month

    • 3 Beds
    • 4 Baths
    • House for Rent

    86 Hildreth St, Southampton, NY 11968

    Experience the best of Hamptons living in this newly renovated 3-bedroom, 3.5-bathroom summer rental in Southampton Village. Originally built in 1930 and fully updated in 2024, this elegant home blends classic architecture with modern luxury-perfect for your next Southampton escape. Located just minutes from Coopers Beach-one of the most coveted ocean beaches in the Hamptons-and within close

    86 Hildreth St, Southampton, NY 11968
  • /16

    $25,000 per month

    • 3 Beds
    • 1 Bath
    • 945 Sq Ft
    • House for Rent

    21 Farmstead Ln, Water Mill, NY 11976

    This Water Mill cottage is now available for Summer 2025. In the heart of the Hamptons but surrounded by farm fields sits this adorable Hamptons cottage with a gorgeous in-ground pool. Do you want to be close to everything the Hamptons have to offer but still be in the country? This is the home for you this summer. This home is close to Sag Harbor, Bridgehampton, and Water Mill villages for

    Bridget Terry Compass Greater NY LLC

    21 Farmstead Ln, Water Mill, NY 11976
  • /20

    $50,000 per month

    • 6 Beds
    • 6 Baths
    • House for Rent

    261 Toppings Path, Sagaponack, NY 11962

    Just completed custom-designed by StudioLabs, enjoy this six bedroom home in the heart of Sagaponack, near the storied Wolffer Vineyard and the world-class beaches of Sagaponack. The ControlFour smart home and multi-zone music throughout make this spacious and luxurious open floor plan perfect for entertaining, opening out to a large backyard entertaining area and covered patio, all-new luxury

    261 Toppings Path, Sagaponack, NY 11962
  • /21

    $55,000 per month

    • 4 Beds
    • 3 Baths
    • 2,323 Sq Ft
    • House for Rent

    4056 Noyac Rd, Sag Harbor, NY 11963

    *** Available for 2 week time periods from July-October, as well!*** Be the first to experience a luxurious summer escape in Sag Harbor at this newly furnished, never-before-rented, coastal Cape. With four well-appointed bedrooms—three offering king-size beds and their own TVs, and a fourth featuring a twin trundle and crib—this home provides comfort and convenience for all.The primary en-suite

    Christa Kearns Corcoran

    4056 Noyac Rd, Sag Harbor, NY 11963
  • /20

    $140,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    28 Tansey Ln, Bridgehampton, NY 11932

    Discover the perfect Hamptons getaway at 28 Tansey Lane-an impeccably maintained summer rental nestled on a quiet cul-de-sac in Bridgehampton. This light-filled home offers four spacious bedrooms and beautifully renovated bathrooms, ideal for family living or entertaining guests. The open-concept floor plan features a sun-drenched living room, formal dining area, and a cozy den-providing plenty

    28 Tansey Ln, Bridgehampton, NY 11932
  • /37

    $150,000 per month

    • 3 Beds
    • 2.5 Baths
    • 3,400 Sq Ft
    • House for Rent

    203 Noyack Rd, Southampton, NY 11968

    Rare and absolutely private, this 2+ acre waterfront retreat boasts water access with dock, gunite pool and pickleball. Enjoy stunning sunsets at this waterside classic which offers an extra 400 sq. ft. of office space plus +/- 700 sq. ft. barn. This spectacular North Sea Harbor getaway invites indoor/outdoor living with an open floor plan, floor to ceiling glass doors which open to the

    Regina Cigna Douglas Elliman Real Estate

    203 Noyack Rd, Southampton, NY 11968
  • /19

    $120,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    79 Moses Ln, Southampton, NY 11968

    You won't want to leave this special property. The back yard features a 16x30 pool, 30x50 brick patio with pergola. Teak furniture and dining for 8 is your summer living room and dining area. Outdoor kitchen with built in grill plus 2 burner side stove, mini fridge, wet bar, ice maker and full bath completes your summer outdoor living experience. Blocks to Village and blocks to Coopers Beach.

    79 Moses Ln, Southampton, NY 11968
  • /29

    $50,000 per month

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

    150 Water Mill Towd Rd, Water Mill, NY 11976

    Asking $50,000 for Sept 4 to Sept 17, 2025. Escape to Hamptons horse country 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
  • /12

    $55,000 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    51 Stoney Hill Rd, Sag Harbor, NY 11963

    This charming two bedroom one bathroom home with private office is newly renovated and a short distance to Long Beach and the Village. Come and relax in this tranquil outdoor space among nature. The brand new kitchen and living area is the perfect place to relax and cook amazing meals throughout the summer. Don't miss this amazing retreat close to all.

    Clare Ambrose Au Dela Real Estate LLC

    51 Stoney Hill Rd, Sag Harbor, NY 11963
  • /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
  • /31

    $30,000 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
  • /25

    $40,000 per month

    • 6 Beds
    • 7.5 Baths
    • 4,900 Sq Ft
    • House for Rent

    146 Coopers Farm Rd, Southampton, NY 11968

    This stunning Southampton Village residence exudes timeless elegance and charm, starting with a striking double-height foyer that ushers you into a space of effortless sophistication. The open-concept layout features a gourmet kitchen with custom cabinetry and top-of-the-line appliances, a formal dining area, and a spacious living room centered around a cozy fireplace. A first-floor junior master

    Lynne Leahy Nest Seekers International LLC

    146 Coopers Farm Rd, Southampton, NY 11968
  • /17

    $15,000 per month

    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft
    • House for Rent

    112 Laurel Valley Dr, Sag Harbor, NY 11963

    Welcome to beautiful 112 Laurel Valley Drive, your destination to enjoy all that Sag Harbor has to offer. This is also a perfect launch pad to explore Southampton, Bridgehampton, some of the worlds best ocean and bay beaches, shops and the restaurants that The Hamptons are known for. Majestically set upon a hill, this home provides a private back yard with a heated in-ground pool that is a

    Robert Wilner Douglas Elliman Real Estate

    112 Laurel Valley Dr, Sag Harbor, NY 11963
  • /36

    $70,000 per month

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

    43 Greenleaf Ln, Sagaponack, NY 11962

    Sagaponack? 2 Cleared Acres? Tennis? So Close to the Beach?YES! It's all TRUE! Situated in Sagaponack on a quiet lane near Wolffer Estates, and around the corner from Poxabogue Golf Center (great 9 hole public course, driving range, private lessons), this four-bedroom English-country traditional estate boasts professional landscaping, jacuzzi, heated pool, sunken tennis court and meticulously

    Julie Pinkwater Douglas Elliman Real Estate

    43 Greenleaf Ln, Sagaponack, NY 11962
  • /27

    $40,000 per month

    • 5 Beds
    • 5.5 Baths
    • 4,000 Sq Ft
    • House for Rent

    61 Peconic Ave, Sag Harbor, NY 11963

    Envision your perfect summer unfolding in this exquisite and expansive residence nestled within Shelter Island’s prestigious Silver Beach area. Recently completely renovated from the ground up in 2024, this home boasts a captivating blend of elegance and modernity. Step inside to discover a meticulously designed floor plan featuring dual primary suites, one conveniently located on the ground

    Michael Brennan Douglas Elliman Real Estate

    61 Peconic Ave, Sag Harbor, NY 11963
  • /40

    $275,000 per month

    • 7 Beds
    • 6 Baths
    • 5,000 Sq Ft
    • House for Rent

    124 Willow St, Southampton, NY 11968

    Tucked away in a prime Hamptons location, this beautifully designed home seamlessly blends luxury, comfort, and convenience. Just minutes from the village, shops, and pristine beaches, it offers the perfect escape with every modern amenity.The main floor boasts an open-concept kitchen with an eat-in dining island, a Wolf range, and a wine fridge, flowing into a dining area with seating for ten.

    Joseph Van Asco Douglas Elliman Real Estate

    124 Willow St, Southampton, NY 11968
  • /30

    $40,000 per month

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

    17 Bay View Rd W, Southampton, NY 11968

    RP241487. Located in Bayview Oaks, a Southampton waterfront community with its own access to Peconic Bay. Bright and airy with an open floor plan, this custom built home with high-end designer furnishings offers 4 bedrooms, plus a large bunk room and 3.5 bathrooms. Living room with fireplace, dining room and gourmet eat-in kitchen have 13+ foot ceilings. With the master bedroom on one side, bunk

    John Vitello Brown Harris Stevens Hamptons

    17 Bay View Rd W, Southampton, NY 11968
  • /18

    $60,000 per month

    • 7 Beds
    • 8 Baths
    • 6,995 Sq Ft
    • House for Rent

    520 Water Mill Towd Rd, Southampton, NY 11968

    This beautiful home offers great style and large open space and all amenities. Open cathedral living room with fireplace, Huge kitchen with center island and stools for the 'in the kitchen parties", open dining room with fireplace, screened in porch for summer entertaining. The kitchen, dining room, living room and screened porch all connected. All very large public rooms plus a large first floor

    Trudy Pereira Brown Harris Stevens Hamptons

    520 Water Mill Towd Rd, Southampton, NY 11968
  • /18

    $110,000 per month

    • 5 Beds
    • 4 Baths
    • 2,230 Sq Ft
    • House for Rent

    57 Big Fresh Pond Rd, Southampton, NY 11968

    ON GOLDEN POND After departing from your dock and floating in your boat during sunset, the pinks, purples and golden hues bounce off the water from Big Fresh Pond. Upon returning, it is beautiful to dine, barbeque, and entertain on the deck with those awesome views. This renovated, multi-level house offers 5 bedrooms, 4 full bathrooms, with an open living plan with fireplace on the main floor and

    Andrea Ackerman Brown Harris Stevens Hamptons

    57 Big Fresh Pond Rd, Southampton, NY 11968
  • /20

    $7,500 per month

    • 4 Beds
    • 3 Baths
    • 1,900 Sq Ft
    • House for Rent

    Unlisted Address

    SOUTHAMPTON CONVENIENCEEscape to this stunning, stylish summer home in Southampton for the ultimate vacation experience. This private 3-bedroom oasis boasts a bright, open and single-story layout, making it the perfect choice for those seeking an easy and comfortable lifestyle. As you enter the semi-circular driveway, you'll be immediately drawn to the recently renovated home's elegant

    Angela Boyer Sothebys Int'l Realty Hamptons

    Unlisted Address
  • /25

    $40,000 per month

    • 3 Beds
    • 2 Baths
    • 1,876 Sq Ft
    • House for Rent

    8 Dovas Path, Southampton, NY 11968

    This enchanting three bedroom/two bathroom summer rental in Southampton offers a luxurious, private escape on 1.3 manicured acres and just minutes from the Village center. Nestled on a quiet cul-de-sac among other upscale homes, the property features stunning gardens and an elegant, open-concept living space. With a modern kitchen, quartz countertops, a dining area which seats ten and a second

    Nancy Pearson Sothebys Int'l Realty Hamptons

    8 Dovas Path, Southampton, NY 11968
  • /16

    $6,500 per month

    • 4 Beds
    • 2.5 Baths
    • 1,410 Sq Ft
    • House for Rent

    295 Tuckahoe Rd, Southampton, NY 11968

    Just down the street from Shinnecock Hills Golf Club and steps to Southampton Golf Club this location is the perfect Hamptons destination. Sited on .66 acres this expanded ranch offers first-floor living throughout with an open floor plan including a bright, accessible kitchen and dining counter, oversized living and dining areas, and four spacious bedrooms with two and one-half bathrooms. Full

    Kathleen Zappola Compass

    295 Tuckahoe Rd, Southampton, NY 11968
  • /19

    $40,000 per month

    • 3 Beds
    • 2 Baths
    • 1,345 Sq Ft
    • House for Rent

    393 Hill St, Southampton, NY 11968

    Charming Summer Retreat in Southampton VillageEscape to the Hamptons and experience the perfect blend of privacy, comfort, and convenience. This charming 3-bedroom home in the heart of Southampton Village offers everything you need for an unforgettable summer getaway. Nestled on a beautifully landscaped property, the home boasts a spacious private yard with a heated gunite pool. The floorplan

    Margot Reutter Corcoran

    393 Hill St, Southampton, NY 11968
  • /44

    $100,000 per month

    • 5 Beds
    • 5.5 Baths
    • 3,456 Sq Ft
    • House for Rent

    Unlisted Address

    Every detail of this stunning home has been thoughtfully designed to offer a luxurious and peaceful escape in the heart of the Hamptons. Located just minutes from the charming Sag Harbor Village and Bridgehampton, the property is perched on a rise, providing rare, lovely water vistas of Noyac Bay from its rooftop living platform. This five-bedroom, five-and-a-half-bathroom masterpiece is tailored

    Joseph Van Asco Douglas Elliman Real Estate

    Unlisted Address
  • /28

    $85,000 per month

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

    2 Hannahs Ct, Southampton, NY 11968

    This 6000 s/f above ground beautiful 2018 construction is located on one landscaped acre on a quiet cul-de-sac and conveniently located minutes from Southampton Village, Beaches, Southampton Recreation Center and the Peconic Bay. The first floor has a large eat-in kitchen with sub-zero/thermador appliances and a beautiful center island with French doors that lead to an outdoor partially covered

    Lillian Holtzclaw Brown Harris Stevens Hamptons

    2 Hannahs Ct, Southampton, NY 11968
  • /24

    $8,000 per month

    • 4 Beds
    • 2 Baths
    • 1,934 Sq Ft
    • House for Rent

    29 Missapoque Ave, Southampton, NY 11968

    Quintessential Southampton Lifestyle - Immerse yourself in the quintessential Southampton lifestyle with this impeccably maintained 4-bedroom, 2-bathroom home boasting exclusive access to Big Fresh Pond! Nestled on a serene cul-de-sac, this meticulously kept residence harmonizes modern luxury with serene surroundings, promising a lifestyle of unmatched convenience and comfort. Once inside you'll

    Robert Canberg Nest Seekers International LLC

    29 Missapoque Ave, Southampton, NY 11968

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