164

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

    Chic and Stunning and 2022 renovation complete! Spend your Summer in one of the Hamptons most popular rentasl. This stylish and light filled home includes 3 levels of finished space, with privacy and also room to gather as a group. Complete with heated gunite pool, an expansive and beautifully landscaped property, tennis and private beach. Centrally located between the Villages of Southampton

    Agent Photo

    Deborah Pirro

    Daniel Gale Sothebys Intl Rlty

    (631) 612-6591

    4 Scrimshaw Dr, Southampton, NY 11968
  • /23

    $25,000 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 AccessWake 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) 825-8052

    42 Towd Point Rd, Southampton, NY 11968
  • /30

    $30,000 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
  • /22

    $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
  • /21

    $30,000 per month

    • 3 Beds
    • 2 Baths
    • 2,568 Sq Ft
    • House for Rent

    31 Widener Ln, Southampton, NY 11968

    Introducing a beautifully updated 3 bed, 2 bath home, quietly nestled on .45 acres. This residence features a spacious living room perfect for relaxation, a modern, well-equipped kitchen, a cozy den/bonus room for added versatility, and brand new baths. The home also includes a beautiful sunroom that opens up to the backyard, where you'll find spacious patio areas, pool with a brand-new liner,

    Agent Photo

    Kelly DiJorio

    Daniel Gale Sothebys Intl Rlty

    (631) 814-2484

    31 Widener Ln, Southampton, NY 11968
  • /12

    $40,000 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
  • /24

    $5,700 per month

    • 3 Beds
    • 2 Baths
    • 1,124 Sq Ft
    • House for Rent

    274 Little Fresh Pond Rd, Southampton, NY 11968

    AVAILABLE YEAR ROUND $68,400! CLOSE TO VILLAGE & LITTLE FRESH POND! Completely updated with gourmet eat in kitchen. This 3 bedroom, 2 bath residence has the privacy you need but yet you are just minutes to ocean beaches, Village shopping and restaurants. Open living room with cathedral ceilings with glass sliders throughout the house filtering in streams of natural light. Oversized Secluded deck

    Andrea Imperiale Corcoran

    274 Little Fresh Pond Rd, Southampton, NY 11968
  • /19

    $40,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    8 Bittersweet Ln, Sag Harbor, NY 11963

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

    8 Bittersweet Ln, Sag Harbor, NY 11963
  • /37

    $25,000 per month

    • 4 Beds
    • 3 Baths
    • 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 sounds of nature. Just in time for summer. Available now till December 1st completely remodeled new kitchen and bathroom. This home boasts 4 beds and 3 full bathrooms one being a primary suite. Ductless AC Units in all bedrooms and living space and water views

    Linda Jolly Douglas Elliman Real Estate

    286 Towd Point Rd, Southampton, NY 11968
  • /29

    $55,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    79 Hildreth Ln, Bridgehampton, NY 11932

    Bridgehampton Classic set on a lush half-acre with beautiful southern exposure. Spacious open floor plan with living room and dining room ideal for entertaining. The den is an optional guest bedroom with soaring double-height ceilings, a private bath and french doors that open onto a custom cedar deck. Island kitchen with abundant sunlight, custom marble counters, and stainless steel

    79 Hildreth Ln, Bridgehampton, NY 11932
  • /22

    $4,500 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • House for Rent

    36 Main St Unit 2, Southampton, NY 11968

    Located in the heart of Sag Harbor Village, this inviting, fully furnished apartment offers a comfortable and easy Hamptons lifestyle. Enjoy the convenience of walking to Main Street's shops, restaurants, the marina, and nearby Havens Beach - all just outside your door. Inside, you'll find an open living space with stainless steel appliances, ample closet storage, and central air. A sun deck

    David Barkstedt SERHANT.

    36 Main St Unit 2, Southampton, NY 11968
  • /16

    $125,000 per month

    • 5 Beds
    • 5 Baths
    • House for Rent

    1532 Noyack Rd, Long Island, NY 11963

    Enjoy your summer in this well appointed five bed, two and a half bath home, ideally located within close proximity to the Villages of Sag Harbor and Southampton and just three blocks to beautiful Peconic Bay Beach for swimming. The home offers all the entertainment perks; heated saltwater pool, all weather tennis with US Open colors, gourmet kitchen, satellite TV, Internet connection, indoor

    1532 Noyack Rd, Long Island, NY 11963
  • /36

    $25,000 per month

    • 4 Beds
    • 2.5 Baths
    • 2,345 Sq Ft
    • House for Rent

    101 Sebonac Inlet Rd, Southampton, NY 11968

    This home is a unique and appealing property that will make your summer unforgettable! This charming home showcases four spacious bedrooms and three well-appointed bathrooms, designed with comfort and style in mind. Step inside and be greeted by the expansive living room, complete with a wood-burning stove that adds a cozy touch. The home features an additional sunroom, a perfect spot to unwind

    Viviana Smith Douglas Elliman Real Estate

    101 Sebonac Inlet Rd, Southampton, NY 11968
  • /11

    $47,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    29 Meadows E, Bridgehampton, NY 11932

    Bridgehampton Summer Beach rental with heated gunite pool, close to Channing Winery and conveniently located between Bridgehampton and Sag Harbor Villages in the heart of the horse country. The house is a convenient five-minute drive to either town and less than a ten-minute drive to the beach. The three bedroom two and a half bathroom home was completely renovated and newly furnished in 2014

    29 Meadows E, Bridgehampton, NY 11932
  • /39

    $300,000 per month

    • 8 Beds
    • 7.5 Baths
    • 8,000 Sq Ft
    • House for Rent

    780 Sagg Rd, Sagaponack, NY 11962

    Welcome to your luxurious retreat in Sagaponack, where tranquility meets sophistication. This newly built, eight-bedroom, seven-bath home is a testament to modern elegance, boasting high-end finishes and designer furnishings throughout. Situated on nearly 3 acres of lush vibrant landscaping, privacy abounds in this sanctuary, offering a serene escape from the hustle and bustle of everyday life.

    Maida Srdanovic Compass Greater NY LLC

    780 Sagg Rd, Sagaponack, NY 11962
  • /22

    $25,000 per month

    • 4 Beds
    • 5 Baths
    • House for Rent

    74 Post Ln, Southampton, NY 11968

    Beautiful custom home, on quiet street in Southampton Village. This 4 bedroom, 5 bath home is available for rent for the summer season. Located south of the highway, on a quiet side street between famous Little Plains Beach and Southamptons' historic Main street shopping and dining this home offers easy summer living, no cars required! Upon entering, the open floor plan provides the perfect

    74 Post Ln, Southampton, NY 11968
  • /31

    $100,000 per month

    • 5 Beds
    • 6.5 Baths
    • 4,500 Sq Ft
    • House for Rent

    2 Fall Ct, Southampton, NY 11968

    Sensational in SouthamptonEnjoy living in this stunning home with all the Hamptons Charm. The double-high living room creates a bright and welcoming atmosphere as soon as you enter the home. There is an oversized custom gourmet kitchen with a large Island, Wolf, Bosch and Sub-Zero appliances, and a breakfast area, an oversized great room with flat screen TV along with a formal dining room. The 5

    Toni Asch Douglas Elliman Real Estate

    2 Fall Ct, Southampton, NY 11968
  • /16

    $70,000 per month

    • 5 Beds
    • 5 Baths
    • House for Rent

    880 Lumber Ln, Bridgehampton, NY 11932

    Enjoy summer in the coveted Bridgehampton north seclusion at this beautiful 5 bedroom property nestled on 2 acres. Moments to town and just a little further to ocean beaches this property offers it all for perfect summer enjoyment. Looking to rent this summer? Look no further! [[Rental Registration # RP240797]]

    880 Lumber Ln, Bridgehampton, NY 11932
  • /37

    $90,000 per month

    • 5 Beds
    • 5.5 Baths
    • 3,667 Sq Ft
    • House for Rent

    182 Church Ln, East Hampton, NY 11937

    BRIDGEHAMPTON SOUTHEnter this magnificent mature 2.5 acre estate and marvel at the extraordinary park-like landscape. This elegant 5 bedroom, 5 1/2 bath restored barn offers all modern amenities, maintaining a European flare. The kitchen is fabulous, leading out to a beautiful Gunite pool and special matching pool house. There are few properties that compare to the splendor of this one.

    Elizabeth Phenis Brown Harris Stevens Hamptons

    182 Church Ln, East Hampton, NY 11937
  • /24

    $125,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    604 High Pond Ln, Southampton, NY 11968

    Beautiful Bishops Pond Development with its Pond, Community center with meeting rooms, gym, and large Pool. Rent this comfortably furnished home with private parking, 4 bedrooms, 3.5 baths, LARGE living dining area everything top shelf from appliances to furnishings. unique is the full-house water filter system by Aquasana.

    604 High Pond Ln, Southampton, NY 11968
  • /21

    $45,000 per month

    • 4 Beds
    • 4.5 Baths
    • 5,200 Sq Ft
    • House for Rent

    Unlisted Address

    This stunning, sun-filled Owner/Builder home features soaring ceilings ranging from 10 to 14 feet and backs onto 20 acres of reserve. Ideally located just one mile from Bridgehampton Village, three miles from Sag Harbor, and a short bike ride to Ocean beaches, it offers both convenience and serenity.Upon arrival, you'll park under the elegant Porte Cochere and enter the main level, where an

    Barry Paley Keller Williams Points North

    Unlisted Address
  • /28

    $35,000 per month

    • 5 Beds
    • 4 Baths
    • House for Rent

    1611 Deerfield Rd, Water Mill, NY 11976

    Welcome to this beautifully updated home on Deerfield Road, offering effortless elegance and exceptional privacy. This immaculate 5-bedroom, 4-bathroom residence spans 2.5 acres and has been freshly painted with refinished hardwood floors throughout. Featuring a newly renovated chef's kitchen with top-of-the-line stainless steel appliances, including Subzero, the home is designed for both style

    1611 Deerfield Rd, Water Mill, NY 11976
  • /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

    $68,400 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    274 Little Fresh Pond Rd, Southampton, NY 11968

    This completely updated 3 bedroom, 2 bath home with gourmet kitchen has the privacy you need yet you are just minutes to ocean beaches, Village shopping, restaurants and Little fresh pond are close by. Open living room with cathedral ceilings and glass sliders filtering in streams of natural light leading to a secluded deck where you can bath in the sun, do some grilling, or have that quiet glass

    274 Little Fresh Pond Rd, Southampton, NY 11968
  • /20

    $85,000 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

    $200,000 per month

    • 6 Beds
    • 7 Baths
    • House for Rent

    66 Birchwood Ln, Bridgehampton, NY 11932

    This beautiful Bridgehampton home offers over 6400 sq.ft. of architectural perfection. The sweeping roof lines, cedar shingle exterior, and custom front entry give this home unmatched curb appeal. Enter the home into double height ceilings. With 6 bedrooms and 6 and a half baths, there is plenty of room for friends and family. Ample room to entertain in your dining room with coffered ceiling or

    66 Birchwood Ln, 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

    $150,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    333 Newlight Ln, Bridgehampton, NY 11932

    A Designer Retreat Near Ocean Beaches in Sag Harbor Discover the ultimate Hamptons summer rental just 2.5 miles from Bridgehampton's world-renowned ocean beaches. This South of the Highway luxury vacation home offers a rare blend of historic charm and modern amenities, making it the perfect Bridgehampton rental for your next getaway.Step inside to soaring 28-foot ceilings and an open-concept

    333 Newlight Ln, Bridgehampton, NY 11932
  • /45

    $68,000 per month

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

    4 Carriage Ln, Southampton, NY 11968

    Southampton Village! Completely redesigned and newly rebuilt home sits on an expansive .3 acre with spectacular views. This summer retreat has everything you're looking for in Southampton Village. 1 Mile from Main Street, 2 miles to the beach, located in a private cut de sac in the Dunes of Southampton. This coastal chic home features almost 3000 square feet of interior living space plus an

    Patti Pascullo Douglas Elliman Real Estate

    4 Carriage Ln, Southampton, NY 11968
  • /20

    $38,000 per month

    • 2 Beds
    • 1 Bath
    • House for Rent

    26 Cooper St, Southampton, NY 11968

    In the heart of Southampton Village, an original 1930s cottage, a short distance to restaurants and shops, near ocean beaches - with a fabulous 45' pool. Mid-century interior renovations provide an open floor plan of the kitchen, dining room, and living room with French doors, 2 cozy bedrooms, and a bath with an updated walk-in shower. Bedrooms sleep 4 with an additional queen-size convertible

    26 Cooper St, Southampton, NY 11968
  • /30

    $65,000 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, experience

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    59 Wiltshire St, Southampton, NY 11968
  • /19

    $42,000 per month

    • 2 Beds
    • 2 Baths
    • 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. Please

    10 Henry St, 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
  • /20

    $30,000 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
  • /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 Russo Lorenc Good Ground Rlty & Prop Mgmt

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

    $175,000 per month

    • 5 Beds
    • 7 Baths
    • House for Rent

    21 Munchogue Dr, Sag Harbor, NY 11963

    An extraordinary 5 bedroom home with 6 full baths, a half bath, Western sunsets year round, the deep water dock with 30" of depth at low tide. A 50 ft saltwater lap pool on the waterside surrounded by generous patio and lawn is accessible from the 10ft walkout lower level that hosts a full spa including steam sauna, dry sauna, cold bath, and rain shower, The fully equipped gym that opens

    21 Munchogue Dr, 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
  • /18

    $30,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    251 7 Ponds Towd Rd, Water Mill, NY 11976

    There are plenty of options to rent this lovingly maintained home with 4 bedrooms, 3 baths (including a downstairs bedroom and bath) and a 20x40 heated gunite pool. High ceilings and an open floor plan make the new cook's kitchen, dining area and living room with wood burning fireplace a joy for casual living and entertaining. The main bedroom has a private balcony and fireplace. This estate

    251 7 Ponds Towd Rd, Water Mill, NY 11976
  • /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

    $60,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    12 Balcomie Ln, Southampton, NY 11968

    Welcome to 12 Balcomie Lane, Southampton, New York-a stunning rental property offering a harmonious blend of comfort and elegance. This spacious 3,362 square-foot home features five bedrooms and five bathrooms, ideal for accommodating family and guests. The double-height living room creates an airy ambiance, enhancing the open feel of the house layout. Located minutes from Southampton Village and

    12 Balcomie Ln, Southampton, NY 11968

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