Watermill, NY Houses for Rent

• 

  

  

  /36

  $230,000 per month

  • 6 Beds
  • 5.5 Baths
  • 5,496 Sq Ft
  • House for Rent

  140 Ox Pasture Rd, Southampton, NY 11968

  Full of charm and ideally situated less than a mile to the heart of Southampton Village and just up the street from world-renowned ocean beaches, this contemporary with gated driveway is the ideal place to call home for the summer. Sitting on just over 1.9 acres of manicured grounds, the home offers 6 bedrooms, one of which is a small children's room with bunk beds, 5.5 baths, large foyer,

  Cristina Matos Brown Harris Stevens Hamptons

  140 Ox Pasture Rd, Southampton, NY 11968
• 

  

  

  /20

  $20,000 per month

  • 7 Beds
  • 5 Baths
  • House for Rent

  50 Culver St, Southampton, NY 11968

  One cannot find a more convenient location than this for your summer rental ! Beautiful shingled traditional in the heart of the village within a block of Lake Agawam Park, the movie theatre, the cultural center and all Southampton Village shopping. Sited on a beautiful south facing property with a sunny Gunite pool and outdoor shower this property is fantastic for lounging by the pool when one

  50 Culver St, Southampton, NY 11968
• 

  

  

  /11

  $29,000 per month

  • 3 Beds
  • 7 Baths
  • 2,034 Sq Ft
  • House for Rent

  468 Water Mill Towd Rd, Southampton, NY 11968

  This immaculate Contemporary is the perfect combination of location and charm! Located minutes to the Jitney and train, the heart of Southampton Village and bay beaches. This wonderful home sits on a private acre and has a beautiful tranquil setting. Bask in the warm summer days in the large open backyard with ample lawn, heated pool and a spacious deck perfect for entertaining. Light filled

  Cristina Matos Brown Harris Stevens Hamptons

  468 Water Mill Towd Rd, Southampton, NY 11968
• 

  

  

  /16

  $3,800 per month

  • 2 Beds
  • 2 Baths
  • House for Rent

  37 Trout Pond Rd, Sag Harbor, NY 11963

  Newly renovated in 2025, this adorable 2-bedroom, 1.5-bath cottage is the perfect Hamptons getaway. Just a short walk to Long Beach and 5 minutes to Sag Harbor Village, the home features a king-bedded primary suite with an ensuite half bath, all new appliances, and stylish, fully furnished interiors. Set on a private, quiet lot, surrounded by nature. It's cozy, comfortable, and the perfect place

  37 Trout Pond Rd, Sag Harbor, NY 11963
• 

  

  

  /20

  $40,000 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
• 

  

  /20

  $25,000 per month

  • 2 Beds
  • 2 Baths
  • House for Rent

  35 Sylvan Ln, Sag Harbor, NY 11963

  Renovated one level home with 2 bedrooms, 1.5 baths with open floor plan, attached one car garage, and full basement. Sited on a private 0.67 acre lot on a quiet cul-de-sac. Near Long Beach and a short distance to Sag Harbor village. [[Rental Registration # RP240636]]

  35 Sylvan Ln, Sag Harbor, NY 11963
• 

  

  /20

  $20,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  76 Jack And Jill Dr, Bridgehampton, NY 11932

  Longing to stay after the Summer? Perfectly located in Bridgehampton South, this freshly updated 3 bedroom contemporary is the perfect retreat to spend the best months in the Hamptons! Located at the end of a cul de sac, on a full acre, complete with gunite pool, this home is a great opportunity should you be looking for an escape from the city or a home away from home while renovating your

  76 Jack And Jill Dr, Bridgehampton, NY 11932
• 

  

  /20

  $80,000 per month

  • 4 Beds
  • 7 Baths
  • House for Rent

  55 Davids Ln, Water Mill, NY 11976

  This Water Mill south pristine Contemporary will impress with its clean lines and visually intriguing sensibilities. The 4+ Bedrooms, 6.5 Bath home on one acre with gorgeous double height foyer welcomes with, custom lighting fixtures, natural light and open stairway. Tasteful details, radiant floors, top-of-the-line custom matt glass and solid oak kitchen with an abundance of Gaggenau and

  55 Davids Ln, Water Mill, NY 11976
• 

  

  /20

  $45,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  45 Peconic Hills Dr, Southampton, NY 11968

  NEW TO THE MARKET....Enjoy Southampton for August 2025. This 4 bedroom, 3 bathroom contemporary is ready for summer with a wonderful completely renovated kitchen with quartz counter tops, a great open floor plan, cathedral ceilings and loads of natural light throughout. Floor to ceiling sliders opening to a large deck with a brand new pool, fire pit and patio make this house wonderful for

  45 Peconic Hills Dr, Southampton, NY 11968
• 

  

  /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
• 

  

  /20

  $10,000 per month

  • 2 Beds
  • 2 Baths
  • House for Rent

  33 Lake Dr, Southampton, NY 11968

  What is better than spending your summer on the water in The Hamptons? Nothing! Very Cool two level Contemporary with two bedrooms, two full baths and direct pond front is the most perfect spot for relaxing and recharging. Big Fresh Pond is one of The Hamptons' hidden gems and ideal for swimming, paddle boarding, kayaking and watching the most amazing sunsets. [[Rental Registration # RP240546]]

  33 Lake Dr, Southampton, NY 11968
• 

  

  /20

  $55,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  4056 Noyack Rd, Sag Harbor, NY 11963

  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 closet, a luxurious soaking tub, a separate

  4056 Noyack Rd, Sag Harbor, NY 11963
• 

  

  /20

  $25,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  28 Eastview Ct, Sag Harbor, NY 11963

  Meticulous very private 3 bedroom, 2 bath home with heated pool, outdoor shower and new landscaping. One floor living situated on a 1 plus acre lot at the end of a cul-de-sac. Recently renovated new kitchen and baths, nicely furnished, open floor plan, minutes to Long Beach, Sag Harbor Village stores and restaurants. The perfect summer home. Owner/agent [[Rental Registration # RP250366]]

  28 Eastview Ct, Sag Harbor, NY 11963
• 

  

  /20

  $40,000 per month

  • 5 Beds
  • 5 Baths
  • House for Rent

  146 Westminster Rd, Water Mill, NY 11976

  A gem in one of the most lovely serene sections in Water Mill. This very secluded traditional home sits on a semi-circular lot, south of the highway looking out onto Mecox Bay with a private dock across the street. There are four bedrooms plus two rooms that can be converted into bedrooms. There are four full bathrooms, two Jacuzzis, steam shower, a library, two living rooms, a sunroom, a large

  146 Westminster Rd, Water Mill, NY 11976
• 

  

  /16

  $70,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  212 Lumber Ln, Bridgehampton, NY 11932

  History and visual impact result in a charming residence in Bridgehampton Village. Leave the car, take the Jitney or the train to this 3-bedroom, 3 bath home with heated pool and lovely landscaping. This circa 1900's property featured in the book, "Dream Decor," by Will Bright, is peppered with maritime elements as a nod to the nearby ocean beaches, a short distance away. Just the

  212 Lumber Ln, Bridgehampton, NY 11932
• 

  

  /10

  $110,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  141 Fish Cove Rd, Southampton, NY 11968

  Discover your dream waterfront retreat with this stunning home on Fish Cove, perfect for year-round living or a summer escape. Boasting 4 spacious bedrooms and 3 modern baths, this residence features a recently renovated kitchen and a new inground Gunite pool. Enjoy breathtaking sunsets and direct access to boating and kayaking from your private dock. Just minutes away, you'll find public bay

  141 Fish Cove Rd, Southampton, NY 11968
• 

  

  /20

  $85,000 per month

  • 5 Beds
  • 6 Baths
  • House for Rent

  54 Bridgefield Rd, Bridgehampton, NY 11932

  Escape to this immaculate traditional sanctuary nestled amidst a 10-acre private vineyard in the tranquil southern enclave. Secluded at the end of a private road, enjoy unparalleled peace and privacy. Elegant decor meets beachside comfort, with an open double-height great room boasting a fireplace, creating a warm and inviting atmosphere. Prepare culinary delights in the gourmet chef's kitchen,

  54 Bridgefield Rd, Bridgehampton, NY 11932
• 

  

  /20

  $20,000 per month

  • 4 Beds
  • 2 Baths
  • House for Rent

  241 N Main St, Southampton, NY 11968

  Spend your summer months at this newly listed, recently renovated one level home in Southampton Village. This home was fully renovated in 2023 with new kitchen, new baths and spacious new primary suite with separate entrance. There are three additional bedrooms and one bath. Location is everything in the Hamptons. Situated a short distance to the Southampton train station and the Hampton

  241 N Main St, Southampton, NY 11968
• 

  

  /20

  $30,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  50 Hubbard Ln, Southampton, NY 11968

  Beautiful Renovated End unit with 4 Bedrooms and 3 Baths available for Rent for the first time. First Floor ensuite primary bedroom and space for everyone. Southampton Commons has the best amenities with tennis & pickleball, putting green, bocce ball, gym, and two pools and a spa. 2 Miles to Cooper's Beach and the Village Restaurants and Shops. [[Rental Registration # Condo]]

  50 Hubbard Ln, Southampton, NY 11968
• 

  

  /20

  $125,000 per month

  • 4 Beds
  • 5 Baths
  • House for Rent

  32 W Neck Cir, Southampton, NY 11968

  The perfect Southampton summer rental that features water access, water views, a heated pool and a front porch facing the harbor. Open two-story living room with stone fireplace, a well equipped kitchen with all marble top counters and stainless Viking appliances and a first floor primary bedroom with King bed, marble primary bath and a second floor gym. Upstairs are three additional en-suite

  32 W Neck Cir, Southampton, NY 11968
• 

  

  /20

  $53,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  78 Northview Hills Ct, Sag Harbor, NY 11963

  Enjoy summer in this private, beautiful home minutes to the bay beach and Sag Harbor. Wonderful landscaping provides a serene setting for you to enjoy lying by the pool [[Rental Registration # RP240387]]

  78 Northview Hills Ct, Sag Harbor, NY 11963
• 

  

  /20

  $125,000 per month

  • 5 Beds
  • 4 Baths
  • House for Rent

  40 Poxabogue Pond Rd, Sagaponack, NY 11937

  Escape to this serene Sagaponack home, perfectly located just moments from world-class beaches, golf courses, and renowned wineries. Set on nearly two acres with over 200 feet of private pond frontage, this home offers breathtaking water views and ultimate tranquility, bordered by a 17-acre agricultural reserve. Inside, the main floor features a spacious eat-in kitchen with a fireplace, a

  40 Poxabogue Pond Rd, Sagaponack, NY 11937
• 

  

  /20

  $20,000 per month

  • 5 Beds
  • 6 Baths
  • House for Rent

  7 Bridge Hill Ln, Bridgehampton, NY 11932

  This recently updated and expanded traditional home is on a secluded flag lot equidistant from the Village of Bridgehampton with its restaurants and ocean beaches and the Village of Sag Harbor with its own array of restaurants, marinas, and bay beaches. This is a fabulous spot for your Hamptons Vacation. After seeing the lush grounds bordering a reserve, you may not want to venture inside, but

  7 Bridge Hill Ln, Bridgehampton, NY 11932
• 

  

  /20

  $55,645 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
• 

  

  /20

  $40,000 per month

  • 2 Beds
  • 2 Baths
  • House for Rent

  15 Cedar Ave, Southampton, NY 11968

  Designer owned home is a sleek contemporized cape that offers 2 bedrooms, 2 baths. hardwood floors and amazing light throughout. Full stainless kitchen, dining room and living room overlooking pergola and a very private backyard with zen-like garden space with seating and BBQ. [[Rental Registration # RP240875]]

  15 Cedar Ave, Southampton, NY 11968
• 

  

  /20

  $30,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  426 Ocean Rd, Bridgehampton, NY 11932

  This beautifully restored barn with original beams is situated on 1.40+/- acres of lovely grounds in a most bucolic village setting south of the highway. The open plan first floor has soaring vaulted ceilings with exposed beams and large living spaces filled with light from floor to ceiling windows and tall glass doors. Enter through the welcoming foyer into the sunny great room. The farmhouse

  426 Ocean Rd, Bridgehampton, NY 11932
• 

  

  /20

  $150,000 per month

  • 5 Beds
  • 5 Baths
  • House for Rent

  130 Harvest Ln, Southampton, NY 11968

  set on a lush half acre this stunning pristine Post Modern features southwestern sun exposure for all day sun exposure and stunning sunsets. 4,899 square feet defines 4/5 bedrooms/4.5 baths, meticulous cooks kitchen features wolf, subzero, bosch, miele and scottsman stainless appliances. Double height greatroom/dining area features an oversized wood burning fireplace. Covered back porch is set up

  130 Harvest Ln, Southampton, NY 11968
• 

  

  /18

  $27,500 per month

  • 4 Beds
  • 5 Baths
  • House for Rent

  3 Turtle Pond Rd, Southampton, NY 11968

  Be the first to rent this Southampton new construction with modern design and Hamptons-chic contemporary comfort. Situated in the perfect location to enjoy all the Hamptons have to offer with easy access to Southampton, Bridgehampton, and Sag Harbor. The main living space boasts soaring 30f' ceilings, gourmet chefs kitchen with Viking appliances, first floor master suite with oversized custom

  3 Turtle Pond Rd, Southampton, NY 11968
• 

  

  /20

  $105,000 per month

  • 5 Beds
  • 6 Baths
  • House for Rent

  1194 Sagg Rd, Sagaponack, NY 11962

  This secluded enclave is set on two beautifully landscaped acres down a long private driveway and abuts a 20 acre reserve, creating a stunning summer oasis. There are 4 bedrooms and 4-1/2 baths in the main house and 1 bedroom and bath in the guest cottage. This contemporary home has a beautiful flow, you enter into the foyer with the sweeping stairs to the second floor bedroom level. To the right

  1194 Sagg Rd, Sagaponack, NY 11962
• 

  

  /20

  $95,000 per month

  • 6 Beds
  • 5 Baths
  • House for Rent

  249 Roses Grove Rd, Water Mill, NY 11976

  Recently updated 6 bedroom / 4.5 bathroom house with an oversized diving pool and a private tennis court centrally located on lush 4 acres in Water Mill at 249 Roses Grove Road. The soaring living room and a fully stocked Poggenpohl kitchen open up into a wonderfully set up oversized deck & pool surrounded by lush greenery and hidden from the road at the end of a 150 foot driveway. All house

  249 Roses Grove Rd, Water Mill, NY 11976
• 

  

  /20

  $58,000 per month

  • 2 Beds
  • 1 Bath
  • House for Rent

  136 Pulaski St, Southampton, NY 11968

  Southampton Village Summer Rental! Enjoy life in the Hamptons at the best time of the year! This charming 2 BR / 1 Bath cottage lies in the heart of Southampton village yet it is very quiet and private. It s central location allows you to walk to Main Street with all the shops & restaurants or bicycle to private village beaches within 15 mins. The house offers modern amenities including central

  136 Pulaski St, Southampton, NY 11968
• 

  

  /20

  $95,000 per month

  • 5 Beds
  • 5 Baths
  • House for Rent

  163 Wooley St, Southampton, NY 11968

  Situated on a picturesque tree-lined street with quintessential village homes, this Hamptons traditional home is newly furnished for your enjoyment and comfort with designs from Ralph Lauren and Design Within Reach. Step inside this stylish, sophisticated home and be greeted by a lovely mahogany front porch, the perfect spot to enjoy your morning coffee and paper. With 5 bedrooms, including a

  163 Wooley St, Southampton, NY 11968
• 

  

  /20

  $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
• 

  

  /20

  $30,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  330 Sprig Tree Path, Sag Harbor, NY 11963

  Down a long quiet street bordering the Long Pond Greenbelt, this warm and friendly home is waiting for you. The first floor offers a country kitchen, dining room, a large living room and a bedroom with two twin beds. The living room has a television for relaxing and a beautiful fireplace. The bedroom is ensuite and has a nice walk-in closet. The laundry room is right off the kitchen for your

  330 Sprig Tree Path, Sag Harbor, NY 11963
• 

  

  /20

  $50,000 per month

  • 5 Beds
  • 5 Baths
  • House for Rent

  370 Brick Kiln Rd, Bridgehampton, NY 11932

  Discover a rare retreat on a sprawling 5-acre property, enveloped by over 100 acres of protected woodlands. This private, spacious residence captures the essence of Hamptons living, offering both elegance and natural tranquility. Inside, a large open living room with a fireplace invites gatherings and relaxation, while a cozy den/library with its own fireplace creates the perfect space for

  370 Brick Kiln Rd, Bridgehampton, NY 11932
• 

  

  /20

  $190,000 per month

  • 4 Beds
  • 5 Baths
  • House for Rent

  37 Pleasant Ln, Southampton, NY 11968

  Recently renovated, this classic home sited on just shy of .50 acre with southern and western exposure is impeccably styled with well-proportioned rooms. Offering ample space for all with 4 bedrooms including en-suite primary bedroom and 3 guest bedrooms one of which is ensuite and additional space for overflow guests. Open floor plan with eat-in kitchen and great room with fireplace, formal

  37 Pleasant Ln, Southampton, NY 11968
• 

  

  /20

  $150,000 per month

  • 6 Beds
  • 6 Baths
  • House for Rent

  591 Parsonage Ln, Sagaponack, NY 11962

  Set upon prestigious Parsonage Lane, a Michael Davis built, 6 bedroom, 6 bath, professionally decorated home offers a wonderful opportunity to spend July in the Hamptons. An open floor plan includes formal living and dining rooms and gourmet kitchen with opens to the covered patio with built-in BBQ and a 45' heated gunite pool. The first floor master opens to the outside as well. A tunnel

  591 Parsonage Ln, Sagaponack, NY 11962
• 

  

  /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

  $140,000 per month

  • 4 Beds
  • 4 Baths
  • House for Rent

  1201 High Pond Ln, Southampton, NY 11968

  Spacious and bright upper level villa at Bishops Pond is available for summer or year round rental. Four bedrooms which includes a primary suite and a junior primary suite plus two guest bedrooms, additional full bath and half bath. Open kitchen, dining and living areas with 11 foot ceilings plus a separate den/office space create great flow for comfortable, easy living. Attached one car

  1201 High Pond Ln, Southampton, NY 11968
• 

  

  /20

  $35,000 per month

  • 4 Beds
  • 5 Baths
  • House for Rent

  32 Island View Dr W, Sag Harbor, NY 11963

  Welcome to your dream rental home! This exquisite new build has just hit the market, offering you a breathtaking living experience. With over 3,700 sq. ft., this spacious home is thoughtfully designed with 4 bedrooms and 4.5 baths, ensuring ample space for you and your loved ones. As you step into the main level, you'll be greeted by an inviting open concept living, dining, and kitchen space. The

  32 Island View Dr W, Sag Harbor, NY 11963

Showing Results 161 - 200, Page 5 of 6