136

Watermill, NY Houses for Rent

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  • /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
  • /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
  • /15

    $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

    $20,000 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

    $35,000 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

    Agent Photo

    Dianne Tupper

    Douglas Elliman Real Estate

    (631) 801-7588

    80 Towd Point Rd, 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
  • /25

    $40,000 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
  • /17

    $98,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    474 Water Mill Towd Rd, Southampton, NY 11968

    Spend your summer entertaining or enjoying the tranquility of this over one acre, nicely landscaped three bed, two bath home with pool and spacious pool house/artist studio. on sought-after Water Mill Towd Rd in Southampton. The beautifully landscaped fenced in backyard/pool area has a patio with dining table, plenty of outdoor lounging, grill, and a deck! Relax and entertain in the bright

    474 Water Mill Towd Rd, Southampton, NY 11968
  • /17

    $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
  • /24

    $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
  • /41

    $50,000 per month

    • 3 Beds
    • 3 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
  • /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
  • /45

    $72,000 per month

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

    4 Carriage Ln, Southampton, NY 11968

    FLEXIBLE WEEKS AVAILABLE! **Just 3 miles from Shinnecock Hills Golf Course. 1 Mile to Main Street. 2 Miles to Beach. Completely redesigned and newly rebuilt, this home sits on an expansive .3 acre with spectacular views 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 outdoor lounge and dining

    Patricia Pascullo Salegna Douglas Elliman Real Estate

    4 Carriage Ln, 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
  • /48

    $90,000 per month

    • 4 Beds
    • 3 Baths
    • 2,372 Sq Ft
    • House for Rent

    17 Underhill Dr, Southampton, NY 11968

    Welcome to your new stylish home at 17 Underhill Rd, Southampton, located in the heart of Suffolk County's sought-after Southampton community. This spacious residence offers 4 bedrooms and 3 bathrooms, along with 2 bonus rooms that can serve as a home office or gym, providing ample space for comfortable living and productivity. Experience the epitome of luxury living, just a stone's throw away

    Todd Jacobs Exit Realty Everyday

    17 Underhill Dr, Southampton, NY 11968
  • /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
  • /38

    $84,000 per month

    • 3 Beds
    • 2 Baths
    • 1,434 Sq Ft
    • House for Rent

    3 Meadowgrass Ln, Southampton, NY 11968

    The Ultimate Four-Season Retreat in Southampton Village: 3 Meadowgrass Ln Discover the rare opportunity to secure a home that excels across every season. Located moments from Southampton Village center and world-class Ocean Beaches, this charming cedar-shingled residence at 3 Meadowgrass Ln is available for Summer, Winter, and Year-Round terms. The property offers the quintessential Hamptons

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    3 Meadowgrass Ln, Southampton, NY 11968
  • /23

    $39,000 per month

    • 1 Bed
    • 1 Bath
    • House for Rent

    83 Laurel Ln, Sag Harbor, NY 11963

    Just outside Sag Harbor Village 83 Laural Lane is a lofty, open concept home overlooking Lily Pond. Features a wonderful deck, fire pit, sunset views in a quiet neighborhood only 5 minutes to the center of Sag Harbor's Main Street. There is also a detached art studio to enjoy yoga or simply retreat to another peaceful space. Only one mile from shopping and restaurants on Main Street. Estia's a

    83 Laurel Ln, Sag Harbor, NY 11963
  • /41

    $70,000 per month

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

    24 Jennings Ave, Southampton, NY 11968

    Location! Location! Just two short blocks from Southampton village's charming restaurants and shops and a short distance to the train and jitney stop, this pristinely kept traditional home offers a luxurious escape. Relax by the heated, gunite pool amidst manicured, flowering gardens or enjoy the spacious living areas inside, including a living room with two seating areas, a den with a fold-out

    Dawn Litel-Murphy Corcoran

    24 Jennings Ave, Southampton, NY 11968
  • /19

    $150,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    1705 Noyack Rd, Southampton, NY 11968

    Fantastic rental.Gut-renovated completely new Modern one level house on a private 500' deep flag lot with all the bells and whistles. Gorgeous four bedroom, 4 bath home with the most beautiful new furnishings! Fantastic open floor plan with a soaring height great room with wood burning fireplace. Brand new fully-stocked open air kitchen with the very best of appliances (Wolf stove, Subzero

    1705 Noyack Rd, Southampton, NY 11968
  • /34

    $55,000 per month

    • 4 Beds
    • 3 Baths
    • 2,452 Sq Ft
    • House for Rent

    167 Tuckahoe Ln, Southampton, NY 11968

    Southampton Retreat - Tucked away on 1.29 ultra-private acres in the heart of Southampton, this elegant 4-bedroom, 3-bath retreat is surrounded by world-class golf courses and pristine bay beaches. Designed for effortless entertaining, the home features sun-filled living spaces and a resort-style Gunite heated pool. Stylishly appointed throughout, it's the perfect Hamptons escape for Summer 2026

    Beth Marano Corcoran

    167 Tuckahoe Ln, Southampton, NY 11968
  • /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
  • /37

    $275,000 per month

    • 9 Beds
    • 12 Baths
    • 6,100 Sq Ft
    • House for Rent

    1552 Deerfield Rd, Water Mill, NY 11976

    Exquisitely designed and move-in ready, this spectacular new-construction modern estate is set on 2.7 gated acres surrounded by open fields in Water Mill. Spanning 9,400± square feet (6,300 above ground plus 3,100 finished lower level), the home blends contemporary architecture with resort-level amenities for the ultimate Hamptons vacation ifestyle. The residence features 9 en-suite bedrooms

    Vanessa Sanmartin William Raveis New York LLC

    1552 Deerfield Rd, Water Mill, NY 11976
  • /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
  • /15

    $300,000 per month

    • 6 Beds
    • 6.5 Baths
    • 6,000 Sq Ft
    • House for Rent

    94 Merchants Path, Sagaponack, NY 11962

    Brand new construction tucked behind Wolffer Estate in Sagaponack. No expense was spared in the design, construction, or furnishing of this massive 6 bedroom, 6.5 bath home brimming with five-star amenities.

    Matthew Melinger Brown Harris Stevens Hamptons

    94 Merchants Path, Sagaponack, NY 11962
  • /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
  • /41

    $395,000 per month

    • 5 Beds
    • 7.5 Baths
    • 6,400 Sq Ft
    • House for Rent

    231 Flying Point Rd, Southampton, NY 11968

    Southampton Village - Elegantly Renovated Carriage HouseLocated in the heart of Southampton Village, 231 Flying Point Road is set on 1.4 private and specimen tree lined gated acres. Thoughtful and sophisticated detail are displayed inside and out. Recently renovated and professionally decorated, it offers a livable interior design & atmosphere to provide the most comfortable lifestyle for the

    Andrea Ackerman Brown Harris Stevens Hamptons

    231 Flying Point Rd, 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
  • /31

    $55,000 per month

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

    2421 Noyac Rd, Sag Harbor, NY 11963

    Decorator’s Own! Welcome to this beautiful Expanded Ranch, where modern elegance meets classic Hamptons charm. Situated just outside the vibrant Sag Harbor Village, this residence offers a serene escape with a brand new heated gunite pool and access to a private beach association in the exclusive Sunset Shores community. This property features an inviting first-floor Primary suite complete with

    Donna Avedon BERKSHIRE HATHAWAY

    2421 Noyac Rd, Sag Harbor, NY 11963
  • /18

    $52,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    26 John St, Southampton, NY 11968

    26 John St, Southampton, NY 11968
  • /28

    $300,000 per month

    • 5 Beds
    • 7.5 Baths
    • 5,100 Sq Ft
    • House for Rent

    150 Harvest Ln, Southampton, NY 11968

    Southampton Village Summer Rental - Escape to the Hamptons this summer in this newly renovated, gated custom-built home located in the heart of private Southampton Village. Available July through Labor Day, this stunning residence offers the perfect blend of luxury, comfort, and privacy. Featuring 5 spacious bedrooms, 7 full bathrooms, and 1 half bath, the home showcases impeccable craftsmanship

    Elizabeth Phenis Brown Harris Stevens Hamptons

    150 Harvest Ln, Southampton, NY 11968
  • /20

    $135,000 per month

    • 4 Beds
    • 5 Baths
    • House for Rent

    115 Sea Farm Ln, Bridgehampton, NY 11932

    Moments from Main Street proper and the Ocean beaches that Bridgehampton offers, this Post Modern home located off the prestigious Lumber Lane corridor has had a complete renovation. Between the ocean, vineyards and farms, the location is perfect and moments to everything. Modern furnishings and unique art provide an inviting, stylish and comfortable stay. An open floor plan allows for carefree

    115 Sea Farm Ln, Bridgehampton, NY 11932
  • /25

    $25,000 per month

    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft
    • House for Rent

    62 Sea Farm Ln, Bridge Hampton, NY 11932

    Quiet, Luxury in the Heart of the Hamptons. Welcome to Sea Farm - a newly updated Hamptons retreat lovingly set with designer furniture, made for peaceful relaxation and serenity by the pool yet within 10 mins to all major destinations the Hamptons has to offer. Designed with quiet comfort and luxury in mind, with amble space to host family and friends. Bordering a delightful nursery with views

    Thomas Aabo Douglas Elliman Real Estate

    62 Sea Farm Ln, Bridge Hampton, NY 11932
  • /18

    $15,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    57 Woodruff Ln, Bridgehampton, NY 11932

    Nestled on a quiet cul-de-sac between Bridgehampton Main Street and Sag Harbor Main Street, this newly renovated 3-bedroom, 2-bathroom Bridgehampton cottage offers the perfect summer retreat. With a prime location backing to 200 acres of nature trails and the long pond greenbelt connecting Sag Harbor through Bridgehampton and Sagaponack to Sagg Main Beach, this property is a nature lover's

    57 Woodruff Ln, Bridgehampton, NY 11932
  • /36

    $190,000 per month

    • 4 Beds
    • 5.5 Baths
    • 3,600 Sq Ft
    • House for Rent

    25 Deerwood Path, Sag Harbor, NY 11963

    Your Dream Hamptons Escape Awaits!Step into a world of coastal elegance and effortless luxury in this spectacular Hamptons retreat—available for summer rental, month-to-month, or year-round living. Whether you're planning an extended getaway or seeking the ultimate work-from-vacation lifestyle, this home offers everything you need and more.Flooded with natural light, the expansive open

    Karen Richter Rett Branch Real Estate Group

    25 Deerwood Path, Sag Harbor, NY 11963
  • /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
  • /35

    $96,000 per month

    • 3 Beds
    • 3 Baths
    • 1,762 Sq Ft
    • House for Rent

    212 Lumber Ln, Bridgehampton, NY 11932

    Quintessential Bridgehampton Village Retreat with Heated PoolThe location of 212 Lumber Lane is unbeatable for those seeking convenience without sacrificing Hamptons tranquility: Walk to Village: Leave the car behind! You are steps from Bridgehampton's acclaimed shops, fine dining, and cultural attractions. This beautifully updated 3-bedroom, 3-bathroom classic Hamptons shingle home,

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    212 Lumber Ln, Bridgehampton, NY 11932
  • /17

    $145,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    205 B Windmill Ln, Southampton, NY 11968

    Escape to 205B Windmill Lane in SouthamptonVillage where summer living is easy. Think poolside afternoons, morning strolls to the village for coffee, dinners out or at the ocean, and beach days at Coopers just minutes away. With four bedrooms, three baths, a sun-filled pool, and unbeatable village convenience, this is the kind of Hamptons living that feels effortless. Arrive by train or bus and

    205 B Windmill Ln, Southampton, NY 11968
  • /21

    $25,000 per month

    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft
    • House for Rent

    77 Hillcrest Ave, Southampton, NY 11968

    Tucked behind lush hedges, this fully updated cottage offers an idyllic blend of charm and modern convenience, just moments from Southampton Village’s shops, restaurants, and world-class beaches. Designed for effortless living, the main floor features an open-concept kitchen, living, and dining area with stainless steel appliances, stone countertops, a gas stove, and exposed shelving.

    Mariana Nunes Compass Greater NY LLC

    77 Hillcrest Ave, 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

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