144

Watermill, NY Homes for Rent

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  • /18

    $150,000 per month

    • 3 Beds
    • 4 Baths
    • House for Rent

    55 Hildreth Ln, Bridgehampton, NY 11932

    Light, bright and breezy, this Bridgehampton vacation house offers three bedrooms, two brand new modern baths and gorgeous renovated kitchen. Featuring both privacy and convenience, the home contains a light and bright cathedral ceiling great room opening onto a south-facing deck overlooking a lushly landscaped yard with heated pool and bluestone surround. The principle bedroom also opens

    55 Hildreth Ln, Bridgehampton, NY 11932
  • /18

    $52,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    26 John St, Southampton, NY 11968

    26 John St, Southampton, NY 11968
  • /20

    $200,000 per month

    • 4 Beds
    • 5 Baths
    • House for Rent

    27 James St, Southampton, NY 11968

    One cannot find a better location than this lovely 4 bedroom, 4.5 bath home with a stunning pool set in a lush .64 acre property. Sited on a quiet street this lovely home offers convenience and privacy within easy reach to our sandy beaches and Southampton Village Main Street. Once one enters the living room with a fireplace to view the open floor plan that encompasses the dining area and the

    27 James St, Southampton, NY 11968
  • /20

    $75,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    21 Ochre Ln, Southampton, NY 11968

    Nestled within the serene and historic enclave of Southampton's Art Village, this exquisite vacation home offers an unparalleled escape from the ordinary. Originally known as "Grantchester," this distinguished residence was one of the first structures established for the renowned Art School led by the celebrated American painter, William Merritt Chase, from 1891 to 1902. Its

    21 Ochre Ln, Southampton, NY 11968
  • /17

    $75,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    102 Old Barn Ln, Sagaponack, NY 11962

    Newly renovated and updated with wonderful space and light, this 4-bedroom, 3-bath modernist home is located on one of Sagaponack's best streets and on perhaps the most magnificent property in the area. The 1.5 acres of manicured lawns, specimen plantings, lovely vistas and of course gunite pool, make this a rare and wonderful estate. The best deal in Sagaponack!!

    102 Old Barn Ln, Sagaponack, NY 11962
  • /35

    $160,000 per month

    • 6 Beds
    • 8 Baths
    • House for Rent

    50 Mecox Bay Ln, Water Mill, NY 11976

    18th century farmhouse embedded in a state-of-the-art family home on 1.4 mature acres. Authentic beamed ceilings, 4 fireplaces, 6 bedrooms, 7.5 bathrooms, formal dining room and den just underwent a meticulous renovation. Large eat-in chef's kitchen with stainless steel appliances. Outside Terraces provide dining area and lounge areas, swim in the oversized new gunite pool or relax in the hot

    50 Mecox Bay Ln, Water Mill, NY 11976
  • /30

    $50,000 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
  • /20

    $140,000 per month

    • 6 Beds
    • 6 Baths
    • House for Rent

    35 Toylsome Ln, Southampton, NY 11968

    Southampton Village Estate Section rental, steps to the Village and the Ocean, convenient location for all. This home has 6 bedrooms (3) are ensuites including bedroom over the garage with a private entrance. Four and a half bathrooms. Open kitchen plenty of entertaining spaces. Central air conditioning. Heated gunite pool surrounded by bluestone, mature plantings all around the manicured

    35 Toylsome Ln, 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
  • /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
  • /20

    $60,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    1404 High Pond Ln, Southampton, NY 11968

    Luxury Condo with designer furnishings in Bishops Pond. Features include gourmet kitchen with top-of-the-line appliances, living room with fireplace. Second floor with primary bedroom with large en-suite bath, two guest bedrooms and a spacious work-from-home space. Lower Level has just been completed with bedroom, full bath and some fun amenities such as media/game room, shuffle board table &

    1404 High Pond Ln, 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
  • /20

    $130,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    35 Harris Ln, Southampton, NY 11968

    Located in Historic Conscience Point surrounded by protected preserves, professionally decorated classic Hamptons shingled house, four bedrooms four bathrooms, two fireplaces, two living rooms, kitchen with separate butlers pantry, mature landscaping, heated pool, steps to marina and bay beach, located just 5 minutes to Southampton village, ocean beaches, and to three major golf clubs. Newly

    35 Harris Ln, Southampton, NY 11968
  • /19

    $45,000 per month

    • 4 Beds
    • 5 Baths
    • House for Rent

    73 Glenview Dr, Southampton, NY 11968

    Southampton summer rental, 4 bedrooms, 4 bathrooms, open kitchen, lots of living spaces, 2 car garage, outdoor shower, heated pool with a beautiful mahogany deck. This easy living home is awaiting your arrival for July-LD. [[Rental Registration # RP240695]]

    73 Glenview Dr, Southampton, NY 11968
  • /20

    $90,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    63 Lumber Ln, Bridgehampton, NY 11932

    [[Rental Registration # RP241089]]

    63 Lumber Ln, Bridgehampton, NY 11932
  • /20

    $125,000 per month

    • 6 Beds
    • 6 Baths
    • House for Rent

    15 Seasons Ln, Southampton, NY 11968

    Spacious and impressive, this 6-bedroom (3 en-suite), 5.5 bath residence on a quiet cul-de-sac features a double height living room with fireplace on a shy half-acre. It is filled with natural light from multiple levels of windows and glass sliders which welcome views of the background and endless blue Southampton skies. Well-planned across 6,200+/- sf (including the lower level), the formal

    15 Seasons Ln, Southampton, NY 11968
  • /15

    $42,000 per month

    • 2 Beds
    • 2 Baths
    • House for Rent

    122 St Andrew Cir, Southampton, NY 11968

    Beautiful Saint Andrews. One level condo with 2 bedrooms, 2 baths; fireplace, and private community pool and tennis. Close to Southampton Village and ocean beaches. [[Rental Registration # RP240309]]

    122 St Andrew Cir, Southampton, NY 11968
  • /20

    $75,000 per month

    • 4 Beds
    • 5 Baths
    • House for Rent

    151 Northside Dr, Sag Harbor, NY 11963

    Nestled on over 2 lush, private acres in the coveted Northside Hills community, this stunning post-modern residence offers the perfect Hamptons retreat. Beautifully renovated and designed across three levels, the home features an inviting, open floor plan with cathedral ceilings, abundant natural light and seamless indoor-outdoor flow. With 4 spacious bedrooms and 4.5 bathrooms, the layout

    151 Northside Dr, Sag Harbor, NY 11963
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    $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,

    Robert Canberg Nest Seekers International LLC

    29 Missapoque Ave, Southampton, NY 11968
  • /48

    $225,000 per month

    • 5 Beds
    • 6.5 Baths
    • 7,800 Sq Ft
    • House for Rent

    28 Kendalls Ln, Southampton, NY 11968

    In Southampton at the end of a private road sits KISMET, a modern waterfront oasis prominently situated on Wooley Pond with open access to Peconic Bay. Also offers your own boat dock for all your water recreation. Built by the expert team of Cavallo Building, renowned Hamptons architect Siyu Liu, and designed by award-winning Suzanne Kelley, this new construction boasts 7,800 square feet with

    Thomas Cavallo Douglas Elliman Real Estate

    28 Kendalls Ln, Southampton, NY 11968
  • /35

    $50,000 per month

    • 8 Beds
    • 11 Baths
    • House for Rent

    48 Harvest Ln, Southampton, NY 11968

    The beautiful traditional home in Southampton Village was custom built for the owners in 2021 by PCH Builders and is available for your next vacation. 7000 plus square feet on .62 acre with 8 bedrooms and 10 bathrooms, 4 fireplaces, gym, theater, 55 foot heated, saltwater gunite pool with 8 x 8 spa, outdoor kitchen and fireplace and furnished by Elsa Soyars Interiors. It has all the bells and

    48 Harvest Ln, Southampton, NY 11968
  • /17

    $120,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    9 Carriage Ln, Southampton, NY 11968

    Be one of the first to rent and live in this just finished, completely renovated beautiful high end home with pool. Well appointed by interior designer with designer furnishings and high end lighting fixtures and finishes. Lounge besides a stunning pool in the Village of Southampton! Walk to Ocean and Town. Play on 2 Tennis courts in the Dunes Community 3/4 Bedrooms, 3 Full Baths 2000 sqft

    9 Carriage Ln, Southampton, NY 11968
  • /32

    $130,000 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
  • /20

    $125,000 per month

    • 7 Beds
    • 7 Baths
    • House for Rent

    50 Narrow Ln, Southampton, NY 11968

    This beautifully renovated village home sits south of the highway on .50 acres and is the perfect summer rental. Enter this well-appointed home through the charming front porch complete with a pair of rocking chairs. A grand double height entry welcomes you to the first floor. Here you will find a junior primary en suite, a guest/office room, a powder room, a billiard room for the days you want

    50 Narrow Ln, Southampton, NY 11968
  • /20

    $50,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    7 Bridge Hill Ln, Bridgehampton, NY 11932

    A recently updated shingled traditional in a wonderful location conveniently located between the Villages of Sag Harbor and Bridgehampton with its restaurants, marinas and ocean and bay beaches. A fabulous, private setting with lush grounds bordering a reserve. The first floor features an open floor plan, just right for entertaining along with a chef's kitchen, spacious living and dining room, a

    7 Bridge Hill Ln, Bridgehampton, NY 11932
  • /20

    $200,000 per month

    • 6 Beds
    • 8 Baths
    • House for Rent

    118 Water Mill Towd Rd, Water Mill, NY 11976

    On a spacious 1.25+/- lush acre of gently cascading lawn, specimen trees and lush landscaping this cedar shingled traditional in a prime Water Mill location represents the epitome of luxurious living convenient to Southampton and Sag Harbor. With over 5,800 +/- sf above grade, this spacious home featuring 6 bedrooms and 7.5 bathrooms has plenty of room for gatherings plus room to find your own

    118 Water Mill Towd Rd, Water Mill, NY 11976
  • /12

    $70,000 per month

    • 6 Beds
    • 4 Baths
    • House for Rent

    560 Bridge Ln, Sagaponack, NY 11962

    Location, location, location! Welcome to 560 Bridge Lane, a stunning rental property located in prestigious deep south Sagaponack close to Sagg Main and Gibson beaches. This exceptional historically designated residence boasts 6 bedrooms, 4 bathrooms, and spans across 3,500 square feet on three levels. Upon entering, you'll be greeted by a classic floor plan with timeless charm. The spacious

    560 Bridge Ln, Sagaponack, NY 11962
  • /20

    $120,000 per month

    • 6 Beds
    • 4 Baths
    • House for Rent

    445 Hill St, Southampton, NY 11968

    Centrally located close to the heart of Southampton Village and a short distance to ocean beaches, this traditional shingled house with covered front porch sited on over an acre of beautiful landscaping offers both privacy and convenience. The house has 2 levels of comfortable living with privacy and charm. The first level that is comprised of a large living room overlooking the property, a cozy

    445 Hill St, Southampton, NY 11968
  • /20

    $95,000 per month

    • 6 Beds
    • 8 Baths
    • House for Rent

    5 Cameron Way, Southampton, NY 11968

    In 1640 Charles I was King of England, the first European coffee house opened in Venice, and Flemish painter Peter Paul Rubens met an untimely end. That same year a small group of Puritans landed at Conscience Point to form what is today the oldest English settlement in New York, eventually named after the Earl of Southampton. Three hundred and eighty-six years later, you can settle into far more

    5 Cameron Way, Southampton, NY 11968
  • /20

    $160,000 per month

    • 9 Beds
    • 11 Baths
    • House for Rent

    127 Greenleaf Ln, Sagaponack, NY 11962

    Introducing this Sagaponack compound, sitting on 5.4 private acres and is tucked at the end of a cul-de-sac for utmost privacy. This estate has it all, 10,000 +/- of luxury living, dramatic double height entry foyer, nine bedrooms, two spacious living rooms, billiards room with splash bar, and gym. The great room with glass doors flows seamlessly into your Arclinea chef's kitchen that has Wolf,

    127 Greenleaf Ln, Sagaponack, NY 11962
  • /20

    $80,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    34 Rolling Hill Ct W, Sag Harbor, NY 11963

    Beautifully appointed home in North Side Hills. 4 beds, 2.5 baths, gated pool, a yard with room to play outside and a deck for dining al fresco. The main floor includes a large living room with a 65" screen television, a den filled with books, games, lots of seating, large screen 65" TV and a treadmill, a king-sized bedroom, another with a high rise and a newly renovated bathroom with a

    34 Rolling Hill Ct W, Sag Harbor, NY 11963
  • /20

    $105,000 per month

    • 6 Beds
    • 6 Baths
    • House for Rent

    117 Fox Hollow Ln, Southampton, NY 11968

    Southampton Village. An exceptional six bedroom traditional home in a beautiful, quiet setting. A spacious living room, formal dining room and entertaining room with vaulted ceilings, island kitchen with breakfast area and sliding doors to custom screen porch. There is a guest quarter wing with separate staircase leading to two private guest bedrooms. A country club yard that is hedged for

    117 Fox Hollow Ln, Southampton, NY 11968
  • /21

    $65,000 per month

    • 3 Beds
    • 4 Baths
    • House for Rent

    7 Peconic Ave, Sag Harbor, NY 11963

    Beautiful, recently built 3 bedroom/4 bath Sag Harbor waterfront home with unobstructed, expansive 180-degree views, including spectacular sunsets and water views from most rooms. Stylishly furnished and impeccably maintained, the open floor plan is designed for today's living. A chef's kitchen with butler's pantry, both a living and family room and a waterfront screened-in porch are some of the

    7 Peconic Ave, Sag Harbor, NY 11963
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    $70,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft
    • House for Rent

    2803 Montauk Hwy, Bridgehampton, NY 11932

    Chic Bridgehampton Farm House With Poolside Guest Cottage In the heart of Bridgehampton, this fabulous architect-owned and renovated three bedroom, two and one half-bath home has been designed to make the most of its farm field views and bucolic property. Set way back off the main road, the impressive grounds hold expansive vistas, charming interiors, and lots of privacy. The light-filled home

    Palmer Gaget Douglas Elliman Real Estate

    2803 Montauk Hwy, Bridgehampton, NY 11932
  • /20

    $150,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    22 Sagg Pond Ct, Sagaponack, NY 11962

    A remarkable Sagaponack South residence situated just moments from the Atlantic Ocean and Sagg Pond. This classic five bedroom home is perfectly sited on a sprawling 1.3 acre lot with stunning specimen trees and mature landscaping ensuring utmost privacy. Step into the stunning yard, where a pergola-covered patio awaits, providing an idyllic outdoor living room and dining area for intimate

    22 Sagg Pond Ct, Sagaponack, NY 11962
  • /20

    $24,000 per month

    • 3 Beds
    • 1 Bath
    • House for Rent

    64 Towd Point Rd, Southampton, NY 11968

    Waterfront 1920's cottage! Launch your kayak or paddleboard from your own backyard slip facing Conscience Point Reserve while herons, swans, and other shorebirds glide by. Master bedroom with private deck overlooks this sparkling cove of Peconic Bay. Guest bedroom with queen bed and additional queen sleeper sofa. Eat-in country kitchen and TV room too! The boathouse is a bonus for waterside

    64 Towd Point Rd, Southampton, NY 11968
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    $78,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    34 Middle Line Hwy, Southampton, NY 11968

    Spend your summer entertaining or simply enjoying the tranquility of this nearly one acre, beautifully landscaped three bed, two bath home with private pool and outdoor shower and garage. The fenced in backyard offers a large patio with dining table for all of your summer al fresco needs. Additionally there is an outdoor living room space and grill and the pool is separately fenced in for extra

    34 Middle Line Hwy, Southampton, NY 11968
  • /22

    $40,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    14 Meadowgrass Ln, Southampton, NY 11968

    Located in Southampton Village, this is the perfect home for the summer months! Immaculately maintained and newly updated, the first floor offers a large open kitchen which has a slider to the private back yard with a fenced pool and hot tub, dining area, a comfy living room with flat screen TV, the primary en-suite bedroom, and an additional guest bedroom and full bath. The second floor has an

    14 Meadowgrass Ln, Southampton, NY 11968
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    $85,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    78 Moses Ln, Southampton, NY 11968

    This Wonderfully Appointed Traditional 3 Bedroom Southampton Village Home Offers Amazing Proximity both to the Village Shops & Ocean Beaches, while tucked away to allow a Summers enjoyment!! From its Crisp Kitchen to the Lounging Living Spaces throughout, your Desires come true. The Artists Studio & Patio Areas are just what is needed for Summer Bliss.

    78 Moses Ln, Southampton, NY 11968
  • /20

    $185,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    148 Meeting House Ln, Southampton, NY 11968

    Welcome to your quintessential Hamptons getaway - a beautifully updated home blending classic charm with modern luxury for the ultimate summer experience. PRIME LOCATION: Situated in the heart of Southampton Village, this stunningly renovated home places you at the center of it all. Just moments from the pristine beaches of Little Plains and Coopers on the coveted Meadow Lane, and a short

    148 Meeting House Ln, Southampton, NY 11968

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