114

Watermill, NY Houses for Rent

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  • /26

    $35,000 per month

    • 4 Beds
    • 3.5 Baths
    • House for Rent

    4 Scrimshaw Dr, Southampton, NY 11968

    Welcome to 4 Scrimshaw Drive, located in the sought-after Whalebone Landing community, where summer feels calm, private, and effortlessly beautiful. Enjoy the private bay beach and tennis courts just moments away, and quick access to the boutiques, restaurants, and harbors of both Southampton and Sag Harbor. Designed for luxury summer living, this home features a heated gunite pool, sun-filled

    Agent Photo

    Deborah Pirro

    Daniel Gale Sothebys Intl Rlty

    (631) 612-6591

    4 Scrimshaw Dr, 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
  • /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
  • /32

    $15,000 per month

    • 2 Beds
    • 1 Bath
    • 1,327 Sq Ft
    • House for Rent

    107 Sebonac Rd, Southampton, NY 11968

    Located only 1.3 miles from the iconic Shinnecock Hills Golf Club, this adorable and stylish 2-bedroom, 1-bathroom home is the ideal rental for the 2026 Shinnecock Open—or simply a relaxing Southampton escape. The interior features a newly renovated kitchen with stainless steel appliances, a comfortable living room, and both a family and sitting room for added space and flexibility. Thoughtfully

    Agent Photo

    Dianne Tupper

    Douglas Elliman Real Estate

    (631) 305-2406

    107 Sebonac Rd, Southampton, NY 11968
  • /30

    $40,000 per month

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

    80 Towd Point Rd, Southampton, NY 11968

    Welcome to 80 Towd Point Rd., Southampton! Imagine yourself relaxing on the deck with family and friends, experiencing a serene east end sunset... every night. On picturesque North Sea Harbor with your own dock to fish, kayak, swim or boat. Beautiful 3 bedroom, 2 bath, Eat in Kitchen with stainless appliances, living room, dining room looking out to the harbor, cac, washer/dryer. Escape to

    Agent Photo

    Dianne Tupper

    Douglas Elliman Real Estate

    (631) 801-7588

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

    $40,000 per month

    • 4 Beds
    • 4.5 Baths
    • 3,190 Sq Ft
    • House for Rent

    1557 Millstone Rd, Sag Harbor, NY 11963

    This privately located home is waiting for you to come and enjoy! Just minutes away from the Village of Sag Harbor, restaurants and the bay beaches, this home features 4 bedrooms, 4.5 baths with an open concept. The main floor offers a primary bedroom with primary bath, a beautiful kitchen, dining and living room, as well as a family room with a fireplace and a powder room. The second floor

    Agent Photo

    Deborah Pirro

    Daniel Gale Sothebys Intl Rlty

    (631) 641-7868

    1557 Millstone Rd, Sag Harbor, NY 11963
  • /39

    $150,000 per month

    • 7 Beds
    • 10 Baths
    • House for Rent

    417 Edge of Woods Rd, Southampton, NY 11968

    This exceptional new 7000+/- sq.ft. home, sited on over 3 acres with pool and over-sized pool house/pavilion is now ready for its first tenants. Several distinct and superbly-designed living spaces are perfectly suited for gathering and entertaining family and friends. Constructed by a well-known local builder, this custom-designed home offers seven bedrooms, eight full, and two half-baths

    417 Edge of Woods Rd, Southampton, NY 11968
  • /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

    $7,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    42 Partridge Dr, Sag Harbor, NY 11963

    Tucked away on a serene cul-de-sac, this inviting 3-bedroom, 2-bathroom home offers the quintessential Hamptons summer experience. Just minutes from the charming village of Sag Harbor, enjoy easy access to bay beaches, delightful restaurants, boutique shopping, and cultural attractions. Step inside to find a bright and airy open-concept living space, seamlessly connecting the living room, dining

    42 Partridge Dr, Sag Harbor, NY 11963
  • /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
  • /21

    $25,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    26 Center St, Southampton, NY 11968

    This charming and updated cottage is located in the desirable North Sea Beach Colony, surrounded by the historic Conscience Point and the beautiful Peconic Bay. Enjoy spectacular sunsets and swimming just a block away at the private bay beach. The cottage features a cozy living room with a fireplace and cathedral ceiling, a dining area, a newly renovated kitchen, three bedrooms, and two full

    26 Center St, 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
  • /13

    $65,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,800 Sq Ft
    • House for Rent

    24 Forest Crossing, Sagaponack, NY 11962

    2026JUNE $38,000JULY $50,000AUGUST $62,500AUGUST-LD $70,000. AUG 1-SEPT 7th/8th? 2026 (LABOR DAY IS ON MONDAY SEP 7th) FULL SEASON JUNE-LABOR DAY $150,000SEPTEMBER $25,000WINTER: $3500 - WITH THE EXCEPTION OF FILM FESTIVAL - $2000 INCREASE =$5500 (Oct) Lease Terms: Available June 1st-26th, July 25th-August 31st. Other terms: $55 application fee per

    24 Forest Crossing, Sagaponack, NY 11962
  • /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
  • /41

    $150,000 per month

    • 5 Beds
    • 5 Baths
    • House for Rent

    29 Morris Cove Ln, Sag Harbor, NY 11963

    A stylish, gorgeous construction designed by award-winning architect James Merril. Set on an acre, this 5- 5-bedroom home has every desirable amenity. The primary bedroom has a terrace and a beautiful bathroom with a shower and a separate bathtub. The 4 guest rooms are all spacious and light-filled. Downstairs, there is an open living room and a den/ 5th bedroom with a full bath. An exquisite

    29 Morris Cove Ln, Sag Harbor, NY 11963
  • /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
  • /40

    $125,000 per month

    • 7 Beds
    • 9 Baths
    • House for Rent

    10 Spinnaker Way, Southampton, NY 11968

    This newer construction is a rare find. The inside features high-end, custom furnishings rarely available in a rental at this price. Gorgeous architecture, interior design and mature landscaping will impress. The 7 Bedroom home (all with ensuite baths) spans 5800 feet above ground, plus 2550 feet of finished lower level. The First floor features a dramatic 2-story foyer, 2 spacious living rooms,

    10 Spinnaker Way, 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
  • /32

    $110,000 per month

    • 6 Beds
    • 7 Baths
    • House for Rent

    221 Wickapogue Rd, Southampton, NY 11968

    This beautiful classic white shingled three-story house with six bedrooms,6 bathrooms, two half-baths, gorgeous backyard, heated pool and spa is the perfect summer rental in Southampton Village. Enter the large foyer and experience the spacious nature and high ceilings that exist throughout the house. The main floor offers an elegant and spacious living room that opens onto the patio and gardens,

    221 Wickapogue Rd, 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
  • /49

    $80,000 per month

    • 8 Beds
    • 10 Baths
    • House for Rent

    24 S Potato Barn Rd, Water Mill, NY 11976

    This bright sun filled Contemporary home has it all with lots of "smart" features, including Nest/Doorbird for the privacy gate and outdoor lighting. Tablets throughout the house connect to Pandora, Spotify and lots of other apps. Situated on a quiet cul-de-sac in Watermill with beautiful scenic views, it includes 8 bedrooms and 8.5 bathrooms. An open, spacious living room, eat-in gourmet

    24 S Potato Barn 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
  • /33

    $55,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    18 Spring Ln, Southampton, NY 11968

    An open living floor plan offers 2 living areas (one with wet bar), breakfast nook, eat-in kitchen with stainless appliances, dining area, finished bonus room, 4 bedrooms (including a spacious primary suite), 3.5 baths, 2 car garage, heated gunite pool, nice outdoor landscaping, community tennis,finished lower level, and a convenient location. Offered for July. [[Rental Registration # 240719]] EH

    18 Spring Ln, Southampton, NY 11968
  • /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
  • /49

    $150,000 per month

    • 7 Beds
    • 9 Baths
    • House for Rent

    3 Halsey Farm Dr, Southampton, NY 11968

    Also available: December $25KThis 2-acre Southampton Village Compound has it all. The 6-bedroom main home (each with dedicated bath) features a nicely designed home and magnificent property with 1) Guest House, 2) Gym House, 3) Pool House, 4) 60' Pool and 5) Basketball. It is an amazing offering, newly furnished, painted and designed. The location is incredibly convenient. Its on a quiet

    3 Halsey Farm Dr, Southampton, NY 11968
  • /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
  • /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
  • /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
  • /36

    $35,000 per month

    • 6 Beds
    • 7 Baths
    • House for Rent

    29 South St, Southampton, NY 11968

    Also available: June 1 - August 31 $225K, August 1-31 $85KClassic, relatively new construction. 6 Bedrooms (7 Beds), 6 1/2 bathrooms Southampton Village traditional. Beautifully built with fabulous living spaces including chef's kitchen, dining room, living room, master bedrooms on main floor and 4 full bedrooms on second floor, heated gunite pool, 2-car garage and 2-car garage/pool house.

    29 South 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
  • /29

    $35,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    5 Ranch Ct, Sagaponack, NY 11962

    Set on 1.11 acres of exquisitely landscaped grounds, this sophisticated post-modern retreat offers a seamless blend of contemporary design and Hamptons elegance. Built in 1995, the single-story residence spans approximately 2,800 square feet and is ideally positioned moments from Bridgehampton and just over a mile to pristine ocean beaches. The outdoor setting is a true sanctuary, featuring a

    5 Ranch Ct, Sagaponack, NY 11962
  • /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
  • /29

    $180,000 per month

    • 6 Beds
    • 6 Baths
    • House for Rent

    286 Downs Path, Southampton, NY 11968

    Spend 2 weeks or 1 month in this spacious 6 bedroom designer built house on 1.35 acres with large backyard, heated pool, spa and beautifully landscaped gardens. There are tall ceilings on both floors- flooding the house with light- and all first floor rooms have French doors opening out onto the back terrace for easy indoor/outdoor living. On the first floor is a large entry foyer, living room,

    286 Downs Path, Southampton, NY 11968
  • /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
  • /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
  • /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
  • /22

    $25,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    36 Mill Creek Close, Water Mill, NY 11976

    RENTED June 24th- July 31st!! Open, Bright Contemporary Beach House South of the Highway in Water Mill with 6 bedrooms, and 5.5 bathrooms overlooking a large 27+/- acre Ag. Reserve. All situated on a beautifully landscaped 1.3+/- acre parcel. Two master suites (one upstairs with balcony and one downstairs), a large guest suite/work studio separated from the rest of the home, and a downstairs

    36 Mill Creek Close, Water Mill, NY 11976
  • /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
  • /26

    $45,000 per month

    • 3 Beds
    • 4 Baths
    • House for Rent

    493 Sagaponack Rd, Sagaponack, NY 11962

    This unique property exudes beauty and tranquility in best South of the Highway location. Close to Sagaponack beaches this charming 3 bedroom house has never been offered for rent. Situated on 1.16 acres of beautifully landscaped vistas by renowned landscape designer, Edwina Von Gal, overlooking Sagg Pond.Rental Terms:Two Weeks: $45,000

    493 Sagaponack Rd, Sagaponack, NY 11962
  • /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

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