Watermill, NY Homes for Rent

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  $75,000 per month

  • 6 Beds
  • 6.5 Baths
  • 5,000 Sq Ft
  • House for Rent

  29 Bittersweet Ln, Sag Harbor, NY 11963

  NEW TO MARKET. ENDLESS WATERFRONT VISTAS & ICONIC SUNSETS. Water views from almost every room! This sprawling home has it all. Open concept floor plan perfect for entertaining. Main floor features larger than life eat in kitchen, sun room, sunken living room, open concept living and dining, powder, laundry, extra large primary suite with walk in closet and XL en suite bathroom. 2nd floor features

  Matthew Melinger Brown Harris Stevens Hamptons

  29 Bittersweet Ln, Sag Harbor, NY 11963
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  $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
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  $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
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  /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

  Will Metzger Douglas Elliman Real Estate

  108 Merchants Path, Sagaponack, NY 11962
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  $7,000 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
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  $17,500 per month

  • 4 Beds
  • 4.5 Baths
  • 2,591 Sq Ft
  • Townhouse for Rent

  8 Magnolia Dr Unit 2A, Water Mill, NY 11976

  BE THE FIRST TO RENT-WATERMILL CROSSING - NEW LUXURY TOWNHOMESEverything brand new! Be the first to enjoy! An exciting new community in the heart of Water Mill offering the ultimate in luxury and convenience. Watermill Crossing provides village living with full services and amenities in homes inspired by quintessential Hamptons architecture. Materials and finish's of the highest quality are a

  

  William Wolff

  Douglas Elliman Real Estate

  (631) 438-8455

  8 Magnolia Dr Unit 2A, Water Mill, NY 11976
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  /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

  Lynn Romer Deeg Brown Harris Stevens Hamptons

  37 Noyac Harbor Rd, Sag Harbor, NY 11963
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  $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
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  $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

  

  Dianne Tupper

  Douglas Elliman Real Estate

  (631) 801-7588

  80 Towd Point Rd, Southampton, NY 11968
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  $195,000 per month

  • 5 Beds
  • 4.5 Baths
  • 5,055 Sq Ft
  • House for Rent

  52 Sandy Hollow Rd, Southampton, NY 11968

  Welcome to your dream rental in the heart of Southampton! This stunning 5-bedroom, 4.5-bathroom home spans an impressive 5,000 square feet, providing ample space for relaxation and entertainment. With a beautifully heated gunite pool in the backyard, you can enjoy refreshing swims and sun-soaked afternoons right at home. In addition to the spacious living areas, the property features a versatile

  Clare Ambrose Au Dela Real Estate LLC

  52 Sandy Hollow Rd, Southampton, NY 11968
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  $55,000 per month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  51 Stoney Hill Rd, Sag Harbor, NY 11963

  This charming two bedroom one bathroom home with private office is newly renovated and a short distance to Long Beach and the Village. Come and relax in this tranquil outdoor space among nature. The brand new kitchen and living area is the perfect place to relax and cook amazing meals throughout the summer. Don't miss this amazing retreat close to all.

  Clare Ambrose Au Dela Real Estate LLC

  51 Stoney Hill Rd, Sag Harbor, NY 11963
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  $300,000 per month

  • 6 Beds
  • 6.5 Baths
  • 8,627 Sq Ft
  • House for Rent

  233 N Magee St, Southampton, NY 11968

  Step into a home where artistry meets architecture, where light dances across carefully curated designer finishes, and where every space is crafted for inspired living. The Interiors designed by a notable creative mind, this 8,627 square-foot contemporary sanctuary is a rare opportunity to experience luxury as an art form. This six-bedroom, six-and-a-half-bath home is more than just a place to

  Priscilla Holloway Douglas Elliman Real Estate

  233 N Magee St, Southampton, NY 11968
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  $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

  

  Deborah Pirro

  Daniel Gale Sothebys Intl Rlty

  (631) 641-7868

  1557 Millstone Rd, Sag Harbor, NY 11963
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  $20,000 per month

  • 6 Beds
  • 7.5 Baths
  • 4,900 Sq Ft
  • House for Rent

  146 Coopers Farm Rd, Southampton, NY 11968

  This stunning Southampton Village residence exudes timeless elegance and charm, starting with a striking double-height foyer that ushers you into a space of effortless sophistication. The open-concept layout features a gourmet kitchen with custom cabinetry and top-of-the-line appliances, a formal dining area, and a spacious living room centered around a cozy fireplace. A first-floor junior master

  Lynne Leahy Nest Seekers International LLC

  146 Coopers Farm Rd, Southampton, NY 11968
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  $20,000 per month

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

  112 Laurel Valley Dr, Sag Harbor, NY 11963

  Welcome to beautiful 112 Laurel Valley Drive, an ideal destination when planning to attend the 2026 Shinnecock Hills US Open. The rate for this popular week at the 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

  Robert Wilner Douglas Elliman Real Estate

  112 Laurel Valley Dr, Sag Harbor, NY 11963
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  $40,000 per month

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

  61 Peconic Ave, Sag Harbor, NY 11963

  Envision your perfect summer unfolding in this exquisite and expansive residence nestled within Shelter Island’s prestigious Silver Beach area. Recently completely renovated from the ground up in 2024, this home boasts a captivating blend of elegance and modernity. Step inside to discover a meticulously designed floor plan featuring dual primary suites, one conveniently located on the ground

  Michael Brennan Douglas Elliman Real Estate

  61 Peconic Ave, Sag Harbor, NY 11963
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  $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
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  $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
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  $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
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  $99,000 per month

  • 3 Beds
  • 3.5 Baths
  • 2,250 Sq Ft
  • Condo for Rent

  520 Hampton Rd Unit 18, Southampton, NY 11968

  EXQUISITE SOUTHAMPTON VILLAGE CONDO RENTAL! Be the first to rent this spectacular fully renovated, designer decorated, 3 bedroom 3.5 bathroom Southampton Village home located in Farrington Close. This unit is approximately 2300+/-sqft. The open floor plan has multiple entertaining spaces including a living room, dining and a top of the line gourmet eat-in kitchen. Additionally, there are 3

  Toni Asch Douglas Elliman Real Estate

  520 Hampton Rd Unit 18, Southampton, NY 11968
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  $65,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,300 Sq Ft
  • House for Rent

  2803 Montauk Hwy, Bridgehampton, NY 11932

  Chic Bridgehampton Farm House With Poolside Guest Cottage In the heart of Bridgehampton, this fabulous architect-owned and renovated three bedroom, two and one half-bath home has been designed to make the most of its farm field views and bucolic property. Set way back off the main road, the impressive grounds hold expansive vistas, charming interiors, and lots of privacy. The light-filled home

  Palmer Gaget Douglas Elliman Real Estate

  2803 Montauk Hwy, Bridgehampton, NY 11932
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  $195,000 per month

  • 7 Beds
  • 7.5 Baths
  • 7,000 Sq Ft
  • House for Rent

  Unlisted Address

  7 Bedroom, 7.5 Bath with Tennis Pool and so Much more. Rental Reg: RP251574. Deerfield Road Estate Rental - 2022 Completely Renovated. Amenities Include: 7 Bedrooms - All Ensuite - New Kitchen - New Pool House - All Weather Tennis 20 by 50 ft Gunite Pool with a fantastic sliding board & Outdoor Shower. All the bells and whistles with an open kitchen and private screening room, along with great

  Craig Beem Brown Harris Stevens Hamptons

  Unlisted Address
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  $250,000 per month

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

  Unlisted Address

  First Neck Compound on 4 acres with pool & tennis. Built in 2015, with sleek decor in a super location this gated estate of nearly 4 acres has seven bedrooms, main level master suite with double baths and den. The main floor has 14 foot high ceilings and 9 foot glass French doors to covered porches, the living room has an elongated gas fireplace to wow guests. The grand dining room has a custom

  Craig Beem Brown Harris Stevens Hamptons

  Unlisted Address
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  $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
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  $110,000 per month

  • 5 Beds
  • 5.5 Baths
  • 4,650 Sq Ft
  • House for Rent

  115 Toylsome Ln, Southampton, NY 11968

  Prestigious 5 BR Home Close to Ocean Tucked away and less than a mile from the ocean and located in a most prestigious area of Southampton Village, this stunning 5 bedroom home offers everything you will need. First floor features a large, open style gourmet eat-in kitchen kitchen with double height ceilings and plenty of light. Living room features chic modern design, fireplace and plenty of

  Donna Landry Brown Harris Stevens Hamptons

  115 Toylsome Ln, Southampton, NY 11968
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  $175,000 per month

  • 7 Beds
  • 9 Baths
  • 12,000 Sq Ft
  • House for Rent

  45 Ram Island Dr, Southampton, NY 11968

  One half of private, Ram Island, offers a complete, self contained luxury resort experience. Stylishly restored on 15 acres, the main house centers around an antique windmill-- now an elevated office--overlooks Sebonac Creek, the blue waters of Peconic Bay and the green hills of historic National Golf Links. The main house has lavish living areas coupled with soft finishes and fixtures. Featuring

  Rachel King Serhant LLC

  45 Ram Island Dr, Southampton, NY 11968
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  $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
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  /22

  $80,000 per month

  • 4 Beds
  • 3.5 Baths
  • 2,280 Sq Ft
  • House for Rent

  686 Hill St, Southampton, NY 11968

  Available US Open and full summer 2026. Wonderful Southampton Village location! 1.7 miles to Shinnecock Golf Course, 1.5 miles to Jobs Lane, and 2 miles to Coopers Beach. This light-filled 4-bedroom, 3 and 1/2 bath, contemporary opens to a welcoming double-height living room with wood-burning fireplace, newly renovated eat-in kitchen, windowed dining area, and a den with a second wood-burning

  Dawn Litel-Murphy Corcoran

  686 Hill St, Southampton, NY 11968
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  /22

  $275,000 per month

  • 5 Beds
  • 4.5 Baths
  • 3,900 Sq Ft
  • House for Rent

  120 Swans Neck Ln, Water Mill, NY 11976

  Newly-renovated and presiding over an estate of 2.50 acres featuring living room with fireplace, dining room, eat-in kitchen, 5 bedrooms (including first-floor master), 4 baths and a powder room. Additional amenities include central air-conditioning, sound system and a heated 20' x 40' pool. Mature landscaping and a picturesque setting, this property is privately situated on a cul-de-sac and

  John Vitello Brown Harris Stevens Hamptons

  120 Swans Neck Ln, Water Mill, NY 11976
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  $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

  

  Deborah Pirro

  Daniel Gale Sothebys Intl Rlty

  (631) 612-6591

  4 Scrimshaw Dr, Southampton, NY 11968

Showing Results 41 - 72, Page 2 of 2