116

Watermill, NY Homes for Rent

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  • /33

    $50,000 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
  • /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
  • /37

    $200,000 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
  • /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
  • /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
  • /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
  • /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
  • /21

    $35,000 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
  • /23

    $125,000 Per Month

    • 5 Beds
    • 5 Baths
    • House for Rent

    747 Flying Point Rd, Water Mill, NY 11976

    Water views stretch across Mecox Bay from this exceptional villa on Flying Point in Water Mill South. Privately set on 0.6 acres, this meticulous Hampton's residence offers approximately 5,000 square feet of living space with five bedrooms, including a gracious primary suite with en-suite bath, walk-in closet, den, and balcony overlooking the grounds. Four guest bedrooms enjoy sweeping bay views,

    747 Flying Point Rd, Water Mill, NY 11976
  • /18

    $110,000 Per Month

    • 5 Beds
    • 4 Baths
    • 2,230 Sq Ft
    • House for Rent

    57 Big Fresh Pond Rd, Southampton, NY 11968

    ON GOLDEN POND After departing from your dock and floating in your boat during sunset, the pinks, purples and golden hues bounce off the water from Big Fresh Pond. Upon returning, it is beautiful to dine, barbeque, and entertain on the deck with those awesome views. This renovated, multi-level house offers 5 bedrooms, 4 full bathrooms, with an open living plan with fireplace on the main floor and

    Andrea Ackerman Brown Harris Stevens Hamptons

    57 Big Fresh Pond Rd, Southampton, NY 11968
  • /48

    $65,000 Per Month

    • 4 Beds
    • 5 Baths
    • House for Rent

    291 Brick Kiln Rd, Bridgehampton, NY 11932

    Discover a newly completed 2025 modern residence, quietly set far back from the road for exceptional privacy. Thoughtfully designed, the home features three generously scaled primary suites and a striking great room with balcony, oriented toward serene views of the 100-foot pool, spa, and brick-lined terrace. A covered porch and outdoor dining area invite relaxed gatherings framed by the natural

    291 Brick Kiln Rd, Bridgehampton, NY 11932
  • /17

    $155,000 Per Month

    • 6 Beds
    • 9 Baths
    • 7,500 Sq Ft
    • House for Rent

    1477 Deerfield Rd, Water Mill, NY 11976

    Experience Luxury & PrivacyRental Reg #:PENDING. A gated entry and long private driveway lead to this private and secure estate tucked away on 4.65+/- manicured acres. 7,400+/- sq. ft. of thoughtfully designed living space on three floors offer ample space for gathering both indoors and out. A double height grand entrance opens to a spacious living room with fireplace and dining room. French

    Craig Beem Brown Harris Stevens Hamptons

    1477 Deerfield Rd, Water Mill, NY 11976
  • /26

    $35,000 Per Month

    • 3 Beds
    • 4 Baths
    • House for Rent

    308 Towd Point Rd, Southampton, NY 11968

    WATERFRONT COMPOUND WITH POOL! Swim, fish, or launch the kayak, paddle board or sunfish sailboat(included) from this waterside haven! Located on Davis Creek, this Towd Point Beach Rental has unobstructed views of the harbor and beyond to Conscience Point National Wildlife Refuge. Featuring a cottage-style main house with three bedrooms and two bathrooms and a modern-barn style pool house that

    308 Towd Point Rd, Southampton, NY 11968
  • /20

    $7,000 Per Month

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

    9 Pine Tree Rd, Southampton, NY 11968

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

    Brody Lluis R New York

    9 Pine Tree Rd, Southampton, NY 11968
  • /28

    $80,000 Per Month

    • 4 Beds
    • 3 Baths
    • House for Rent

    138 Merchants Path, Sagaponack, NY 11962

    Available for US OPEN! Tucked behind a gated drive, this magazine-featured estate offers an exclusive escape for discerning guests. Four expansive king suites provide comfort and privacy, each thoughtfully appointed with high-end furnishings and serene views. The open-concept layout is anchored by a dramatic double-height living room, flowing seamlessly into a newly renovated chef's kitchen and a

    138 Merchants Path, Sagaponack, NY 11962
  • /19

    $90,000 Per Month

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

    14 W Hills Ct, Southampton, NY 11968

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

    Angela Boyer Sothebys Int'l Realty Hamptons

    14 W Hills Ct, Southampton, NY 11968
  • /25

    $50,000 Per Month

    • 5 Beds
    • 5 Baths
    • House for Rent

    50 Old Farm Rd, Bridgehampton, NY 11932

    This stunning five-bedroom, four and a half bath Bridgehampton Contemporary has been recently renovated and professionally designed, offering a seamless flow and effortless elegance throughout. Thoughtfully curated interiors and generous living spaces make this home ideal for both entertaining and relaxed summer living. The interior features10' high ceilings and two spacious living rooms, a

    50 Old Farm Rd, Bridgehampton, NY 11932
  • /27

    $45,000 Per Month

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

    9 Helens Ln, Southampton, NY 11968

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

    Nancy Pearson Sothebys Int'l Realty Hamptons

    9 Helens Ln, Southampton, NY 11968
  • /31

    $40,000 Per Month

    • 4 Beds
    • 3 Baths
    • House for Rent

    2629 Montauk Hwy, Bridgehampton, NY 11932

    This Bridgehampton South classic country farmhouse nestled far off the road on a deep flag lot a 1/4 of a mile to town. This charming house is surrounded by hydrangea in a very private .53-acre parcel. A heated salt-water Gunite pool with a sunning level provides for luxurious sunbathing and a private back deck is partially shaded for evening grilling, and dining alfresco. The large custom chef's

    2629 Montauk Hwy, Bridgehampton, NY 11932
  • /24

    $8,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,934 Sq Ft
    • House for Rent

    29 Missapoque Ave, Southampton, NY 11968

    Quintessential Southampton Lifestyle – Immerse yourself in the quintessential Southampton lifestyle with this impeccably maintained 4-bedroom, 2-bathroom home boasting exclusive access to Big Fresh Pond. Nestled on a serene cul-de-sac, this meticulously kept residence harmonizes modern luxury with serene surroundings, promising a lifestyle of unmatched convenience and comfort.Once inside,

    Robert Canberg Nest Seekers International LLC

    29 Missapoque Ave, Southampton, NY 11968
  • /26

    $60,000 Per Month

    • 4 Beds
    • 4 Baths
    • House for Rent

    2654 Montauk Hwy, East Hampton, NY 11932

    Immaculate and meticulous, this four bedroom, three and a half bath traditional is located just steps from Main Street in Bridgehampton, convenient to both Sag Harbor and East Hampton. Tastefully designed and decorated, on the first floor, the house features a lovely great room, comfortable family/media room with large sofas and television and a wonderfully equipped fabulous kitchen with adjacent

    2654 Montauk Hwy, East Hampton, NY 11932
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    $30,000 Per Month

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

    286 Towd Point Rd, Southampton, NY 11968

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

    Linda Jolly Douglas Elliman Real Estate

    286 Towd Point Rd, Southampton, NY 11968
  • /22

    $10,000 Per Month

    • 5 Beds
    • 2 Baths
    • House for Rent

    465 Blank Ln, Water Mill, NY 11976

    The pastoral areas around the house make you relax, there are 3 wings- the master ensuite, the middle entertaining area with kitchen, dining room 2 small bedrooms with their own office area and a third 2 bedroom / bath wing. Very peaceful. 10 minutes to ocean and bay beaches. [[Rental Registration # RP241674]] EH RR #: RP241674Rental Terms:September: $10,000

    465 Blank Ln, Water Mill, NY 11976
  • /47

    $250,000 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
  • /32

    $75,000 Per Month

    • 8 Beds
    • 9 Baths
    • House for Rent

    111 S Main St, Southampton, NY 11968

    Newly renovated eight-bedroom home located on South Main Street, just a short distance to the village and ocean beaches. The home includes a completely updated eat-in kitchen with top-of-the-line appliances, formal dining room, living room, den, sunroom and a beautiful outdoor living room. All six bedrooms have been renovated and all have their own en suite bathroom. The property, which is nearly

    111 S Main St, Southampton, NY 11968
  • /28

    $70,000 Per Month

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

    60 Old Town Crossing, Southampton, NY 11968

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

    Amanda Saparito Corcoran

    60 Old Town Crossing, Southampton, NY 11968
  • /50

    Call for Price

    • 21 Beds
    • 26 Baths
    • House for Rent

    90 Wyandanch Ln, Southampton, NY 11968

    A one-of-a-kind compound on prestigious Wyandanch Lane features four structures including an 10,000+/- sq. ft. main house plus three spacious guest cottages with almost 400 feet of waterfront on Old Towne Pond. Set on nearly five acres of rolling lawns and park like grounds in the heart of Southampton Village, the estate offers a stunning new nine-bedroom primary residence and three guest

    90 Wyandanch Ln, Southampton, NY 11968
  • /31

    $28,000 Per Month

    • 4 Beds
    • 4 Baths
    • House for Rent

    2 William Way, Southampton, NY 11968

    This stylishly decorated and sun-filled home is located south of the highway near Southampton Village and ocean beaches. Features include a spacious double-height living space, four bright bedrooms and four baths and a guest wing with separate living room, dining area and loft/study. Two of the bedrooms are large primary en-suite. Large sliding glass doors open onto deck from most rooms to a

    Thomas Cavallo Douglas Elliman Real Estate

    2 William Way, Southampton, NY 11968
  • /16

    $125,000 Per Month

    • 3 Beds
    • 4 Baths
    • House for Rent

    9 First Neck Ln, Southampton, NY 11968

    A rare opportunity to rent this sunlit three-bedroom townhouse in close proximity to all conveniences in Southampton Village. Renovated and in pristine condition, this beautiful home boasts French doors off of the living and dining areas which lead one to the private garden affording green views and sunlight throughout the day. Ideally planned for summer season entertaining, the modern open

    9 First Neck Ln, Southampton, NY 11968
  • /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
  • /10

    $85,000 Per Month

    • 4 Beds
    • 5 Baths
    • House for Rent

    83 Sandpiper Ln, Bridgehampton, NY 11932

    Richard Gluckman designed modern gem within easy stroll to Bridgehampton Ocean Rd beach. Rarely does a modern house of this caliber in this coveted south of the highway location become available for rent. Enjoy the exquisite architecture and gorgeous grounds of this 4 bed/4.5 bath home, with open living and dining area adjacent to top of the line Bulthaup kitchen, Unique terrace outside master

    83 Sandpiper Ln, Bridgehampton, NY 11932
  • /36

    $50,000 Per Month

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

    1 Burkeshire Dr, Sag Harbor, NY 11963

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

    Zachariah Zaleski Douglas Elliman Real Estate

    1 Burkeshire Dr, Sag Harbor, NY 11963
  • /27

    $175,000 Per Month

    • 8 Beds
    • 6 Baths
    • House for Rent

    477 Little Plains Rd, Southampton, NY 11968

    Experience the best of Southampton Village living from this beautifully renovated Gin Lane estate rental, ideally located south of the highway just one block from the ocean. Set on 4 lush acres at the corner of Little Plains Road and iconic Gin Lane, this private summer retreat offers timeless Hamptons style, expansive entertaining spaces, and exceptional proximity to the beach, village

    477 Little Plains Rd, Southampton, NY 11968
  • /17

    $20,000 Per Month

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

    112 Laurel Valley Dr, Sag Harbor, NY 11963

    This is a perfect choice when planning to attend the 2026 US Open. Includes all of June. Stay the entire month and enjoy all that Sag Harbor has to offer. This is also a perfect launch pad to explore Southampton, Bridgehampton, some of the worlds best ocean and bay beaches, shops and the restaurants that The Hamptons are known for. Majestically set upon a hill, this home provides a private back

    Robert Wilner Douglas Elliman Real Estate

    112 Laurel Valley Dr, Sag Harbor, NY 11963
  • /17

    $35,000 Per Month

    • 3 Beds
    • 3 Baths
    • House for Rent

    109 Toylsome Ln, Southampton, NY 11968

    This charming 3-bedroom, 3-bath cottage is perfectly situated in prime Southampton Village, just moments from the area's renowned beaches and world-class shopping. The home offers a bright, inviting layout with thoughtfully designed interiors that blend comfort and style. Enjoy easy access to everything that makes the village so special, from celebrated dining to picturesque streetscapes. Whether

    109 Toylsome Ln, Southampton, NY 11968
  • /18

    $65,000 Per Month

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

    96 Miller Rd, Southampton, NY 11968

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

    Tim Morabito Douglas Elliman Real Estate

    96 Miller Rd, Southampton, NY 11968
  • /22

    $85,000 Per Month

    • 7 Beds
    • 10 Baths
    • House for Rent

    16 Ranch Ct, Sagaponack, NY 11954

    Experience summer in this elegant 7-bedroom, 9.5-bath estate set behind tall privets in one of Sagaponack North's most desirable neighborhoods. Spanning approximately 11,000 square feet on the largest fully cleared property on the street, this impressive home offers exceptional privacy, scale, and classic Hamptons living. Manicured grounds feature expansive bluestone terraces, an oversized 20x45

    16 Ranch Ct, Sagaponack, NY 11954
  • /24

    $40,000 Per Month

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

    43 Robin Dr, Bridgehampton, NY 11932

    Nestled on a quiet cul-de-sac in Bridgehampton, this park-like, Gambrel styled property features 2,200+/- sf of living space, 3 bedrooms, 2 baths, double-height ceilings, and an abundance of natural light, and privacy. The first floor features an open-concept floor plan, a great room with bold splashes of color with a wood-burning fireplace and skylights, an updated kitchen with stainless steel

    John Vitello Brown Harris Stevens Hamptons

    43 Robin Dr, Bridgehampton, NY 11932
  • /17

    $22,000 Per Month

    • 2 Beds
    • 1 Bath
    • House for Rent

    64 Towd Point Rd, Southampton, NY 11968

    Experience the epitome of coastal living just steps from the serene shores of Towd Point Beach. Featuring newly refinished white oak flooring, farmhouse kitchen, Central A/C, BBQ slate patio & deck, hammock, outdoor shower, large lawn and bloom filled gardens. And of course easy access to the beautiful Towd Point beach for swimming and stunning sunsets. Kayaks included and Pet Friendly too!

    64 Towd Point Rd, Southampton, NY 11968
  • /21

    $70,000 Per Month

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

    18 Mountain Laurel Ln, Southampton, NY 11968

    Nestled in a quiet neighborhood and bordered by preserved land on three sides, this updated two-story traditional home offers a private and peaceful retreat just minutes from Southampton Village, shopping, restaurants, and ocean beaches.The home features 4 bedrooms and 2.5 baths, along with a spacious layout that includes a large kitchen, dining room, living room, and cozy den. Outside, enjoy

    Kathryn Tureski Hamptons Realty Associates LLC

    18 Mountain Laurel Ln, Southampton, NY 11968

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