110

Watermill, NY Houses for Rent

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  • /17

    $35,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,696 Sq Ft
    • House for Rent

    1981 Montauk Hwy, Bridgehampton, NY 11932

    A beautifully positioned Bridgehampton property offering the perfect blend of convenience, privacy, and classic Hamptons charm. This stand out property boasts easy access to beaches, transportation, shopping, and dining — an exceptional opportunity in a highly sought-after location. A truly special home, must see! Seasonal Rental: June $25K; July $35K; August $35K; September $25K

    Agent Photo

    Sophia Walker

    Signature Premier Properties

    (631) 380-1956

    1981 Montauk Hwy, Bridgehampton, NY 11932
  • /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
  • /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

    $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
  • /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
  • /42

    $45,000 Per Month

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

    24 Jennings Ave, Southampton, NY 11968

    Location! Location! Available for US Open. 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,

    Dawn Litel-Murphy Corcoran

    24 Jennings Ave, Southampton, NY 11968
  • /39

    $100,000 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
  • /22

    $12,000 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
  • /33

    $6,000 Per Month

    • 3 Beds
    • 3 Baths
    • House for Rent

    65 Waters Edge Rd, Southampton, NY 11968

    Also available: Any two weeks in August $18k, Sept 6-30 $20kCharming & magical waterfront property with spectacular views in prime Hamptons location off North Sea Harbor. Minutes to Southampton Village and Sag Harbor. Less than a mile to Towd Point Beach. The property is 65+/- feet on the water and features a private dock with room for a 22 ft. boat as well as a jet ski floating dock, and is

    65 Waters Edge Rd, Southampton, NY 11968
  • /48

    $225,000 Per Month

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

    28 Kendalls Ln, Southampton, NY 11968

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

    Thomas Cavallo Douglas Elliman Real Estate

    28 Kendalls Ln, Southampton, NY 11968
  • /35

    $160,000 Per Month

    • 8 Beds
    • 8 Baths
    • House for Rent

    65 Herrick Rd, Southampton, NY 11968

    Ideally situated in the heart of Southampton Village this 8 bedroom, 7 1/2 bath home has been lovingly restored to its original excellence with modern amenities. The first floor offers an open and bright Living Room, a sunny family room, a guest bedroom with a bath, a very large and open kitchen with walls of windows and glass doors that lead to the large stone patio, a formal dining room, and a

    65 Herrick Rd, Southampton, NY 11968
  • /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
  • /47

    $145,000 Per Month

    • 7 Beds
    • 7 Baths
    • House for Rent

    21 Barn Ln, Bridgehampton, NY 11932

    Experience the ultimate Hamptons summer at this spectacular 7-bedroom luxury estate in the heart of Bridgehampton, surrounded by premier horse country, vineyards, farm stands, and just minutes to world-class beaches, village dining, and shopping. Recently constructed and impeccably furnished, the interiors were custom-designed by acclaimed designer Alicia Murphy, blending elevated coastal

    21 Barn Ln, Bridgehampton, NY 11932
  • /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
  • /22

    $30,000 Per Month

    • 3 Beds
    • 2 Baths
    • House for Rent

    391 N Main St, Southampton, NY 11968

    Completely renovated with custom stainless-steel kitchen appointed with quartz counter tops and natural ash wood cabinets, three bedrooms, and two full designer baths including a large cast iron soaking tub in the master bath. All new beautifully curated interior furnishings, linens and housewares, designer light fixtures, new central air and heating system. Property is also perfect for summer

    391 N Main St, 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
  • /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
  • /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
  • /40

    $30,000 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
  • /37

    $145,000 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
  • /29

    $60,000 Per Month

    • 5 Beds
    • 5 Baths
    • House for Rent

    21 Rawson Rd, Sag Harbor, NY 11963

    Set against the exquisite backdrop of Little Peconic Bay, this unique waterfront home offers a harmonious blend of modern sophistication and waterfront beauty. With 180-degree bay views and resort-style amenities, the property is a sanctuary of elevated living. The main residence is a striking five-bedroom, four-and-a-half-bath haven, thoughtfully designed for both intimate entertaining and quiet

    21 Rawson Rd, Sag Harbor, NY 11963
  • /15

    $6,000 Per Month

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

    624 Noyack Rd, Southampton, NY 11968

    Exclusive Southampton Escape: A Serene Winter Oasis An exclusive blend of design, tranquility, and location. This unique 4-bedroom, 3-bathroom home is your quintessential winter escape in Southampton. Step into a beautifully designed home where every detail contributes to a sense of calm and luxury. The spacious, open-concept layout is perfect for cozy nights, while the large windows let natural

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    624 Noyack Rd, Southampton, NY 11968
  • /18

    $200,000 Per Month

    • 5 Beds
    • 5 Baths
    • House for Rent

    535 Old Sag Harbor Rd, Sag Harbor, NY 11963

    Conveniently located between Bridgehampton and Sag Harbor Village(s), this five bedroom spacious beach house is designed for comfort, relaxation, and entertainment. Pristine and tasteful furnishings, fully equipped kitchen, top-tier amenities, and privacy. The ultimate retreat for a memorable summer in the Hamptons awaits. [[Rental Registration # 250576]] EH RR #: 250576Rental

    535 Old Sag Harbor Rd, Sag Harbor, NY 11963
  • /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
  • /13

    $30,000 Per Month

    • 5 Beds
    • 5 Baths
    • House for Rent

    341 Narrow Ln, Bridgehampton, NY 11932

    Gorgeous secluded house in one of the quietest areas of Bridgehampton in the heart of the Long Pond Greenbelt. Lovely property with pool and tennis - perfect for summer living with five bedrooms and five bathrooms. Close proximity to beaches, villages, transportation, shopping, restaurants and nature trails. Available July or August [[Rental Registration # RP241630]] EH RR #:

    341 Narrow Ln, Bridgehampton, NY 11932
  • /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
  • /49

    $150,000 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
  • /21

    $35,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,323 Sq Ft
    • House for Rent

    4056 Noyac Rd, Sag Harbor, NY 11963

    *** Available for 2 week time periods*** Be the first to experience a luxurious summer escape in Sag Harbor at this newly furnished, never-before-rented, coastal Cape. With four well-appointed bedrooms—three offering king-size beds and their own TVs, and a fourth featuring a twin trundle and crib—this home provides comfort and convenience for all. The primary en-suite features an oversized

    Christa Kearns Corcoran

    4056 Noyac Rd, Sag Harbor, NY 11963
  • /49

    $100,000 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
  • /34

    $175,000 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
  • /37

    $50,000 Per Month

    • 7 Beds
    • 8 Baths
    • House for Rent

    25 Rawson Rd, Sag Harbor, NY 11963

    Experience the ultimate Hamptons summer in this extraordinary modern waterfront estate, ideally located between Sag Harbor Village and Bridgehampton Village with direct private beach access to a secluded bay beach and breathtaking panoramic water views. Offering spectacular sunsets and resort-style living, this luxury Hamptons waterfront rental spans 8,000± sq. ft. with 7 bedrooms, 8 full and 1

    25 Rawson Rd, Sag Harbor, NY 11963
  • /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
  • /19

    $50,000 Per Month

    • 3 Beds
    • 2 Baths
    • House for Rent

    63 Norris Ln, Bridgehampton, NY 11937

    RP # 220439 exp. 6/2/24Charming one level home on beautifully landscaped acre with heated gunite pool. 3 bedrooms, 2 baths, central air conditioning. Close to village and to ocean beach.EH RR #: RP240927Rental Terms:June/July: $50,000July: $33,000

    63 Norris Ln, Bridgehampton, NY 11937
  • /44

    $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
  • /18

    Call for Price

    • 4 Beds
    • 4 Baths
    • House for Rent

    108 Heady Creek Ln, Southampton, NY 11968

    Pristine house on 1 private acre. Quiet street in desirable Southampton south estate section. Gallery entrance foyer, cathedral living room, eat in kitchen leads to screened porch, 3 bedrooms plus den, 3 and a half baths, heated swimming pool. 2.5 miles from ocean & village center. 2 miles from SHGC/US Open. Architectural style distinguishes this dramatic and sun drenched home. Must see for July

    108 Heady Creek Ln, Southampton, NY 11968
  • /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
  • /27

    $10,000 Per Month

    • 4 Beds
    • 4 Baths
    • House for Rent

    69 Whalebone Landing Rd, Southampton, NY 11968

    Fabulous, brand new minimal, modern home available for rent for the first time. Serene water views from living areas, deck and brand new in-ground, heated swimming pool. A short 300' to the sandy bay beach. The home was completely renovated in 2020. The home offers open concept living at its best with wall to ceiling glass doors letting the outdoors in and offering serene water views. The first

    69 Whalebone Landing Rd, Southampton, NY 11968
  • /43

    $300,000 Per Month

    • 7 Beds
    • 8.5 Baths
    • 5,682 Sq Ft
    • House for Rent

    Unlisted Address

    7 BDRM Water Mill Estate Rental for U.S. Open ChampionshipSet on nearly three private acres in Water Mill North, this newly renovated estate offers the ultimate Hamptons vacation package just moments from Southampton, Bridgehampton, Sag Harbor, and easy access to the U.S. Open Golf Championship. Designed for effortless summer living and entertaining, the residence spans approximately 8,000

    Angela Boyer Sothebys Int'l Realty Hamptons

    Unlisted Address
  • /14

    $35,000 Per Month

    • 4 Beds
    • 3 Baths
    • House for Rent

    123 Wilderness Trail, Water Mill, NY 11976

    Lovely, very private, shingle-sided, post-modern in beautiful Water Mill hilltop location. Open, light-filled, double-height living room, 4 bedrooms and 3 baths - all with top-of-the line fixtures. Magnificent chef's kitchen open to gracious family/dining room, with a wall of windows looking onto new outdoor decking and pool. Convenient to villages, ocean, and bay beaches.RP220519 Exp 5/11/2028

    123 Wilderness Trail, Water Mill, NY 11976
  • /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

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