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Newest Homes for Rent in Watermill, NY

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  • /23

    $155,000 per month

    • 5 Beds
    • 5 Baths
    • House for Rent

    1366 Scuttle Hole Rd, Water Mill, NY 11976

    This spectacular and multifaceted dream home in Water Mill is now available for rent for summer 2026. Located in the heart of Hampton's horse country, this property offers a host of entertaining activities for a summer full of memories. Highlights of the first floor include a large entry foyer, a double-height living room with two-sided fireplace, a spacious chef's kitchen with high-end

    1366 Scuttle Hole Rd, Water Mill, NY 11976
  • /35

    $40,000 per month

    • 5 Beds
    • 5 Baths
    • House for Rent

    84 Anns Ln, Southampton, NY 11968

    In the heart of Southampton Village, this five-bedroom home captures classic Hamptons style with sun-washed interiors, refined coastal décor, and an effortless indoor-outdoor flow. A beautifully renovated chef's kitchen anchors the main level, opening to multiple chic living spaces designed with relaxed sophistication and timeless village flair. Outside, the property transforms into a true

    84 Anns Ln, Southampton, NY 11968
  • /32

    $75,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    25 Meadowgrass Ln, Southampton, NY 11968

    Ideally located in Southampton Village, this classic traditional offers easy summer living just minutes from ocean beaches and the village center. Set on a beautifully landscaped property, the home features a heated gunite pool and a spacious deck designed for relaxed outdoor entertaining. The main level includes open living with a fireplace, kitchen and dining areas, and a flexible den or guest

    25 Meadowgrass Ln, Southampton, NY 11968
  • /20

    $20,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    39 St Andrews Rd, Southampton, NY 11968

    Just moments from the iconic Shinnecock Hills Golf Club, this inviting Southampton home offers the perfect Hamptons escape. Featuring 4 bedrooms and 3 baths across approximately 2,200 square feet, the residence is set on a beautifully landscaped property ideal for relaxed indoor-outdoor living. A wonderful opportunity to enjoy classic Southampton charm in a highly sought-after

    39 St Andrews Rd, Southampton, NY 11968
  • /26

    $125,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    97 Coopers Farm Rd, Southampton, NY 11968

    Coopers Hill offers you the perfect blend of convenience and style in a prime location. This elegant townhouse, with ample natural light from three sides, ensures your privacy. Upon entering, you'll notice the high ceilings of the main level and the beautiful tasteful furnishings. A formal entry leads to a spacious great room that includes a living area, dining space, fireplace, and access to a

    97 Coopers Farm Rd, Southampton, NY 11968
  • /22

    $38,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    237 Blank Ln, Water Mill, NY 11976

    Newly renovated in 2018, this bright and airy four-bedroom home is set on a full acre bordering a private preserve, offering rare tranquility and uninterrupted natural views in the heart of Water Mill. The home is filled with natural light throughout, featuring an open-concept kitchen and living space designed for easy summer living and seamless entertaining. The primary suite opens directly to

    237 Blank Ln, Water Mill, NY 11976
  • /29

    $135,000 per month

    • 6 Beds
    • 7 Baths
    • House for Rent

    1 Paumanok Rd, Water Mill, NY 11976

    The property is approximately 6,000 square feet with 6 bedrooms, 6 full bathrooms, and 1 half bath. Four bedrooms are located on the second level, including a primary suite with separate tub and walk-in steam shower with bench, a junior primary suite, and 2 additional bedrooms sharing a Jack-and-Jill bath. The main level includes a TV den with sliding doors that can convert to a 7th bedroom, a

    1 Paumanok Rd, Water Mill, NY 11976
  • /39

    $55,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,112 Sq Ft
    • House for Rent

    17 Bay View Rd N, Southampton, NY 11968

    This Southampton beach house blends playful coastal personality with relaxed Hamptons living. Located in Bay View Oaks, a waterfront community with private beach access, deeded rights to Peconic Bay, and a boat launch, the home sits in a quiet setting within Bay View Oaks, just 10 minutes from both Sag Harbor and Southampton Villages. Inside, the home features high ceilings, light-filled rooms,

    Rachel Rushforth-Worrell Sothebys Int'l Realty Hamptons

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

    $65,000 per month

    • 4 Beds
    • 5 Baths
    • 2,630 Sq Ft
    • House for Rent

    96 Miller Rd, Southampton, NY 11968

    Located in Southampton Village, you'll find this completely renovated home featuring 2630 square feet of living space. Upon entering you'll find the main living area offers an open floor plan with a dining area, living room, mud room, full bath, and a true gourmet custom kitchen with stainless steel appliances & plenty of room for entertaining. The second floor is complete with two guest bedrooms

    Tim Morabito Douglas Elliman Real Estate

    96 Miller Rd, Southampton, NY 11968
  • /30

    $18,150 per month

    • 4 Beds
    • 2 Baths
    • Condo for Rent

    14 Millstone Dr Unit SI ID1520127P, Southampton, NY 11968

    The advertised rate of $18,151/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 2, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    14 Millstone Dr Unit SI ID1520127P, Southampton, NY 11968
  • /21

    $40,000 per month

    • 4 Beds
    • 3 Baths
    • 2,040 Sq Ft
    • House for Rent

    14 Old Trail Rd, Water Mill, NY 11976

    Nestled in the heart of Water Mill, this beautifully newly renovated 4-bedroom, 3-bath home offers the perfect blend of modern comfort and Hamptons charm. Thoughtfully updated throughout, the residence features bright, open living spaces, a stylish kitchen with contemporary finishes, and seamless indoor-outdoor flow ideal for both relaxing and entertaining. The spacious bedrooms provide a

    Bridget Terry Compass Greater NY LLC

    14 Old Trail Rd, Water Mill, NY 11976
  • /19

    $31,000 per month

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

    870 Noyack Rd, Southampton, NY 11968

    Available for the US OPEN 2 week minimum to straddle the dates of the OPEN June 15 - 21. Located approximately 5.5 miles from th Open. This comfortable 3 plus bedroom 2 bath home on a manicured lot over 1/2 acre. Heated Salt Water Pool, Fire Pit, Outdoor Ping Pong, Great Deck and Patio.

    Cosmo Ficara Coldwell Banker Reliable R E

    870 Noyack Rd, Southampton, NY 11968
  • /28

    $70,000 per month

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

    60 Old Town Crossing, Southampton, NY 11968

    Experience refined Hamptons living in this exceptional Southampton Village retreat, perfectly positioned just minutes from vibrant village shops, world-class dining, beaches, and the renowned US Open. This thoughtfully designed residence offers the ultimate in luxury and comfort, featuring an airy and bright living and dining area, a full chef's kitchen, and a sophisticated wet bar room ideal for

    Amanda Saparito Corcoran

    60 Old Town Crossing, Southampton, NY 11968
  • /21

    $80,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,968 Sq Ft
    • House for Rent

    18 Mountain Laurel Ln, Southampton, NY 11968

    This two-story traditional home is in a quiet neighborhood and sits next to preserved land on three sides, offering a secluded retreat. It’s been updated and awaits your arrival! The house features 4 bedrooms, 2.5 baths, a large kitchen, dining room, living room, and a den. Outdoors, you'll find a 20 x 40 pool, outdoor shower, outdoor kitchen, covered awning patio, and large front porch! This

    Kathryn Tureski Hamptons Realty Associates LLC

    18 Mountain Laurel Ln, Southampton, NY 11968
  • /18

    $40,000 per month

    • 4 Beds
    • 3 Baths
    • 2,408 Sq Ft
    • House for Rent

    582 Hayground Rd, Water Mill, NY 11976

    Spectacular property with heated pool and beautiful ground with professional landscape and gardens, 4 bedrooms and 3 bath with open floors with a huge kitchen and living room area, fireplace, deck for bbq and pool games, grass fields for games and enjoying nature.

    Benardo Benitez Hogar Realty

    582 Hayground Rd, Water Mill, NY 11976
  • /13

    $60,000 per month

    • 4 Beds
    • 4 Baths
    • 2,828 Sq Ft
    • House for Rent

    12 Partridge Dr, Sag Harbor, NY 11963

    Located 2 miles out of the Sag Harbor Village this beautifully appointed home is on a very on a quiet cul-de-sac. Featuring 4 bedrooms, 4.5 baths, open layout ,Chef's kitchen, with Viking stove and subzero fridge, granite island and large dining room, cozy living room with fireplace. Upstairs is a complete private primary suite with bathroom, office and laundry room. The bedroom leads to a small

    Rima Mardoyan Smyth Douglas Elliman Real Estate

    12 Partridge Dr, Sag Harbor, NY 11963
  • /30

    $150,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,667 Sq Ft
    • House for Rent

    110 Greenleaf Ln, Sagaponack, NY 11962

    Sagaponack retreat set on 5 acres with a large pool. This traditional cedar-shake home offers four bedrooms and three and a half baths, located on a cul-de-sac in Sagaponack. The property features an open first-floor layout with spacious living areas and abundant natural light throughout.The main level includes an open kitchen equipped with 36" Viking professional appliances and ample counter

    Barbara Ferreira Souza Douglas Elliman Real Estate

    110 Greenleaf Ln, Sagaponack, NY 11962
  • /19

    $90,000 per month

    • 6 Beds
    • 6.5 Baths
    • 5,766 Sq Ft
    • House for Rent

    14 W Hills Ct, Southampton, NY 11968

    Southampton Estate for Effortless Summer LivingSet on 1.2 +/- acres on a quiet cul de sac in Southampton North, this stylish and expansive Farrell built estate spans approximately 6,500 +/- square feet and offers the ideal Hamptons summer retreat. A double height entry foyer sets the tone, leading into an open, easy flow with multiple living areas, including two generous living rooms, a

    Angela Boyer Sothebys Int'l Realty Hamptons

    14 W Hills Ct, Southampton, NY 11968
  • /7

    $3,700 total monthly price

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

    44 Fordham Rd Unit Upstairs, Southampton, NY 11968

    This upstairs apartment is located on a quiet one way street in Southampton Village, just 2 blocks from the Southampton Theatre. Bike to beach and walk to town. All utilities are separate and each unit has a large yard with ample parking for 2 plus cars. A private entrance and your own laundry. A/C is provided with mini-splits. Owner is looking for a long term, quiet and respectful

    44 Fordham Rd Unit Upstairs, Southampton, NY 11968
  • /13

    $35,000 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
  • /10

    $75,000 per month

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

    669 Hill St, Southampton, NY 11968

    Lovely decorated Village home. Heated gunite pool. Private pool area. Three bedrooms. Nearest beach: Coopers Beach.

    Marie McCullough Brown Harris Stevens Hamptons

    669 Hill St, Southampton, NY 11968
  • /45

    $185,000 per month

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

    571 Pauls Ln, Bridgehampton, NY 11932

    Bridgehampton South, Borders ReserveSpend yor 2 week vacation in an elegant, thoughtfully designed estate set on nearly two acres in coveted Bridgehampton South. Less than one mile to the Atlantic Ocean, the property borders over 40 acres of protected, south-facing reserve, offering open sunrise and sunset views and an exceptional sense of privacy. An expansive lawn and the reserve beyond

    Angela Boyer Sothebys Int'l Realty Hamptons

    571 Pauls Ln, Bridgehampton, NY 11932
  • /22

    $200,000 per month

    • 6 Beds
    • 9 Baths
    • 8,000 Sq Ft
    • House for Rent

    316 Deerfield Rd, Water Mill, NY 11976

    SUNSETS ACROSS THE PONDRP240310 - This custom-built estate offers striking panoramic water views across Mill Pond with 700 feet of waterfront on 2+ bucolic acres. The 8000+/- sq. ft. modern beauty consists of 6 bedrooms, 8 baths, custom crafted and light flooded with 30 ft. ceilings, and full access overlooking the pond, The indoor/outdoor pavilion completely opens with folding glass walls to

    Andrea Ackerman Brown Harris Stevens Hamptons

    316 Deerfield Rd, Water Mill, NY 11976
  • /23

    $40,000 per month

    • 3 Beds
    • 4 Baths
    • 1,596 Sq Ft
    • House for Rent

    9 Helens Ln, Southampton, NY 11968

    Just renovated! This stunning 3-bedroom, 2-bath home offers an open floor plan with brand-new floors and modern bathrooms. The spacious great room flows seamlessly to a large deck, perfect for entertaining or relaxing while enjoying serene water views. A bonus room on the first floor has a separate kitchenette and laundry. Located in the desirable Southampton Cove community, close to beaches and

    Nancy Pearson Sothebys Int'l Realty Hamptons

    9 Helens Ln, Southampton, NY 11968
  • /41

    $60,000 per month

    • 7 Beds
    • 5.5 Baths
    • 7,000 Sq Ft
    • House for Rent

    Unlisted Address

    Bridgehampton South-Tennis, Pool, Gym & Summer KitchenAvailable for a two-week rental, this newly decorated estate offers a luxurious escape in one of Bridgehampton's most coveted south-of-the-highway locations. Set on 2.15 beautifully landscaped acres, the property is just over half a mile to the ocean beach and close to village shops, restaurants, and farmstands. The main house features 7

    Angela Boyer Sothebys Int'l Realty Hamptons

    Unlisted Address
  • /25

    $35,000 per month

    • 4 Beds
    • 2.5 Baths
    • 2,424 Sq Ft
    • House for Rent

    28 Old Trail Rd, Water Mill, NY 11976

    Summer in the Hamptons Starts Here | August Rental - $40,000 Spend August in effortless Hamptons style at this beautifully appointed 4-bedroom, 2.5-bath retreat, ideally located on quiet Old Trail and just minutes from both Sag Harbor Village and Southampton Village. Designed for relaxed summer living, the home offers bright, open interiors with comfortable gathering spaces, a well-equipped

    Bridget Terry Compass Greater NY LLC

    28 Old Trail Rd, Water Mill, NY 11976
  • /24

    $40,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,871 Sq Ft
    • Condo for Rent

    34 Village Green Dr, Southampton, NY 11968

    Recently built, impeccably designed condominium in Southampton for Best in Class Modern appointed and Easy Luxury living. It is the perfect residence or your "Home Away from Home". You will enjoy the well detailed and appointed finishes, Sub-Zero, Wolfe, Bosche and LG appliances with luxurious woodworking details and moldings throughout. Open floor plan, covering 1,871 square feet of living

    Suzanne Sienkiewicz Nest Seekers International LLC

    34 Village Green Dr, Southampton, NY 11968
  • /13

    $90,000 per month

    • 3 Beds
    • 2 Baths
    • 1,933 Sq Ft
    • Condo for Rent

    1 Village Green Dr, Southampton, NY 11968

    Recently built, impeccably designed condominium in Southampton for Best in Class Modern appointed and Easy Luxury living. It is the perfect residence or your "Home Away from Home". You will enjoy the well detailed and appointed finishes, Sub-Zero, Wolfe, Bosche and LG appliances with luxurious woodworking details and moldings throughout. Open floor plan, covering 1,871 square feet of living

    Suzanne Sienkiewicz Nest Seekers International LLC

    1 Village Green Dr, Southampton, NY 11968
  • /2

    $6,500 per month

    • 3 Beds
    • 3 Baths
    • 1,912 Sq Ft
    • House for Rent

    40 Roman Rd, Southampton, NY 11968

    Beautifully kept 3 bedroom, 3 bath ranch. Cozy den leads to outdoor deck, overlooking in-ground pool. Home is conveniently located near Southampton Village shops and restaurants.

    Anajanet Rios Realty Connect USA L I Inc

    40 Roman Rd, Southampton, NY 11968
  • /36

    $50,000 per month

    • 2 Beds
    • 2 Baths
    • 2,197 Sq Ft
    • House for Rent

    1 Burkeshire Dr, Sag Harbor, NY 11963

    Soak up the perfect Hamptons summer in Sag Harbor w/ your very own private spa experience. The sunny pool house featuring a gunite pool, yoga deck and sauna will melt your cares away upon your arrival, after a day at the beach or after a day strolling through downtown Sag Harbor. The primary bedroom features vaulted ceilings, a skylight, a ceiling fan a king size bed and in wall speakers. The

    Zachariah Zaleski Douglas Elliman Real Estate

    1 Burkeshire Dr, Sag Harbor, NY 11963
  • /20

    $45,000 per month

    • 2 Beds
    • 2 Baths
    • 1,025 Sq Ft
    • House for Rent

    10 Henry St, Southampton, NY 11968

    Southampton Village Gem in mint condition with beautiful gardens, mature landscaping and Gunite pool. This home and property are turn key. It offers 1025 square feet of entertaining space between the main residence and the fabulous pool house. The home and property are wonderfully appointed and located on a quiet lane in Southampton Village just moments from the shops and ocean beaches.

    Beth Marano Corcoran

    10 Henry St, Southampton, NY 11968
  • /35

    $30,000 per month

    • 4 Beds
    • 3 Baths
    • 1,825 Sq Ft
    • House for Rent

    286 Towd Point Rd, Southampton, NY 11968

    Welcome to your tranquil summer haven. Where hiking, biking, kayaking, fishing and stunning water views await. Immerse yourself in the sound of nature. Just in time for summer. Completely remodeled new kitchen and bathrooms. This home boasts 4 beds and 3 full bathrooms, one being the primary suite. Ductless AC Units in all bedrooms and living space and water views from every room and a Gas

    Linda Jolly Douglas Elliman Real Estate

    286 Towd Point Rd, Southampton, NY 11968
  • /26

    $35,000 per month

    • 3 Beds
    • 4 Baths
    • 1,620 Sq Ft
    • House for Rent

    42 Towd Point Rd, Southampton, NY 11968

    Stunning Waterfront Retreat with Panoramic Views & Dock Access Wake up to breathtaking water views from every window in this beautifully appointed North Sea Harbor home. Soak in spectacular sunsets to the west from the expansive deck or set off on a paddleboard from the shared dock just steps from your door. This bright and airy home features 3 spacious bedrooms and 4 full baths, including a

    Agent Photo

    Dianne Tupper

    Douglas Elliman Real Estate

    (631) 769-2590

    42 Towd Point Rd, Southampton, NY 11968
  • /23

    $18,000 per month

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • House for Rent

    10 Cedar Ave, Southampton, NY 11968

    This beautiful mid-century modern high ranch is located near bay beaches, restaurants, golf courses, marinas, and farm stands in Southampton North. Available for the US OPEN. The top floor features a primary bedroom and bath, a living room, and a kitchen, all complemented by a wraparound terrace. The ground level includes two guest bedrooms and an additional full bath. The heated inground pool

    Robert Florio Daniel Gale Sothebys Intl Rlty

    10 Cedar Ave, Southampton, NY 11968
  • /27

    $45,000 per month

    • 3 Beds
    • 2 Baths
    • 1,596 Sq Ft
    • House for Rent

    9 Helens Ln, Southampton, NY 11968

    Southampton Cove Retreat – Renovated 3BR with Water Views & Deck Just renovated! This stunning 3-bedroom, 2-bath home offers an open floor plan with brand-new floors and modern bathrooms. The spacious great room flows seamlessly to a large deck, perfect for entertaining or relaxing while enjoying serene water views. A bonus room on the first floor has a separate kitchenette and laundry. Located

    Nancy Pearson Sothebys Int'l Realty Hamptons

    9 Helens Ln, Southampton, NY 11968
  • /24

    $15,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • House for Rent

    15 Lake View Ct, Southampton, NY 11968

    Welcome to 15 Lake View Court in Southampton, a fabulously reimagined pond front home. The vibe is lux organic, the palette soothing. With water-views from every room, it’s easy to embrace the Zen aesthetic. This east-west facing three bedroom, three bath has space to spread out, yet is ideal for gathering together. The upper level features a kitchen, dining, and main living areas, from which you

    Agent Photo

    Deborah Pirro

    Daniel Gale Sothebys Intl Rlty

    (631) 735-6976

    15 Lake View Ct, Southampton, NY 11968
  • /26

    $30,000 per month

    • 3 Beds
    • 3 Baths
    • 1,904 Sq Ft
    • House for Rent

    1008 Middle Line Hwy, Sag Harbor, NY 11963

    Welcome to the Sag Harbor escape everyone is searching for — and almost no one finds. Set behind gates on 3.6 acres of pristine, private grounds, this beautifully designed Hamptons retreat offers the rare combination of total privacy, resort-style outdoor living, and effortless access to everything Sag Harbor is loved for. It’s peaceful, spacious, and completely turnkey — the kind of place guests

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    1008 Middle Line Hwy, Sag Harbor, NY 11963
  • /41

    $50,000 per month

    • 6 Beds
    • 6 Baths
    • 3,520 Sq Ft
    • House for Rent

    78 Mecox Rd, Water Mill, NY 11976

    Great house for entertaining and close to all the Villages in a central location. South of the highway and close to the beach.

    Nancy Pearson Sothebys Int'l Realty Hamptons

    78 Mecox Rd, Water Mill, NY 11976
  • /20

    $30,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,612 Sq Ft
    • Condo for Rent

    50 Hubbard Ln Unit 117, Southampton, NY 11968

    Escape to your ultimate summer retreat at Southampton Commons, where resort-style living meets effortless elegance. This fully renovated corner condo offers an unbeatable location just a stone’s throw from the community's luxurious amenities—dive into one of two sparkling pools, soak in the hot tub, stay active at the gym, or challenge friends to a match on the tennis or pickleball courts.

    Sean Gray Compass Greater NY LLC

    50 Hubbard Ln Unit 117, Southampton, NY 11968
  • /20

    $7,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,000 Sq Ft
    • Property for Rent

    9 Pine Tree Rd, Southampton, NY 11968

    Available: Short-term and Fully Furnished Welcome to 9 Pine Tree Road—a newly reimagined Hamptons retreat set within one of Southampton North’s most coveted waterfront communities, just moments from a private, residents-only beach. This exceptional four-bedroom, two-and-a-half-bath home has been fully transformed through a brand-new designer renovation, offering a refined blend of modern style,

    Brody Lluis R New York

    9 Pine Tree Rd, Southampton, NY 11968

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