$44,000 per month
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
$95,000 per month
116 Bay St, Sag Harbor, NY 11963
Sited on a gentle rise across the street from the Village beach, this stunning, award-winning restoration of a 1885 updated Traditional "Sea Breeze" has been totally restored to its original splendor with the added benefits and comforts of today's amenities. Five bedrooms in the main house and an additional guest suite with bath in the pool house/guest cottage provide comfortable
$38,000 per month
27 Flying Goose Path, Water Mill, NY 11976
At the end of a Cul-de-Sac down a long privet lined flag lot driveway lies this very secluded Tuscan feeling gem surrounded by the vineyards. Completely renovated 4 bedroom, 3.5 bath special energy efficient Bill Chaleff designed and built saltbox is ready for your summer joy! This house features both an upstairs and a downstairs master bedroom suite, large double height ceiling great room and
$30,000 per month
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
$35,000 per month
20 Elizabeth St, Sag Harbor, NY 11963
Adorable 3 bedroom, 2 bath traditional in the heart of the Village. Ample sized dining room, recently renovated kitchen, and just a short walk to Main Street for breakfast, lunch, dinner or Sag Harbor's wonderful night life. Only a short bike ride to Bay beaches. A perfect summer home in a perfect location!
$45,000 per month
69 Cedar Point Ln, Sag Harbor, NY 11963
Down a quiet street with nothing in sight but sunsets on the water, This nationally acclaimed architectural home has won many awards, and been featured in several magazines: The house won the architecture firm Bates Masi two prestigious awards from the American Institute of Architects:2010 AIA NYS Citation of Design Award, 2010 AIA Peconic Honor Award, and also the 2013 Houzz Best of Design
$60,000 per month
18 Rysam St, Sag Harbor, NY 11963
Spend July and August immersed in the magic of Sag Harbor Village, where sun-drenched days and starlit nights unfold against the stunning backdrop of marina views. This rare Captain's Row gem, a beautifully appointed 3-bedroom home, offers the perfect blend of historic charm and modern luxury. Wake up to the gentle hum of the harbor, just steps from the marina, and the village's most beloved
$45,000 per month
73 Highview Dr, Sag Harbor, NY 11963
[[Rental Registration # RP230822]]
$175,000 per month
26 Ruxton Rd, East Hampton, NY 11937
Seize the rare opportunity to spend July or August in this one-of-a-kind estate. Originally a working dairy barn, it has been reimagined as an elegant, sophisticated sanctuary overlooking beautiful Georgica Pond. This ultra-private four-bedroom, five-bathroom residence offers an unparalleled summer escape blending history with refined luxury. The interiors feature a breathtaking indoor pool, an
$95,000 per month
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
$36,000 per month
123 Denise St, Sag Harbor, NY 11963
Minutes from Sag Harbor Village on a quiet neighborhood street is this cozy cottage available for the summer. This home has 3 bedrooms and 1 bath, king bed downstairs and two queen beds upstairs. Off the kitchen is a beautiful rear deck for al fresco dining and enjoying the summer rays. Equal distance between Sagaponack's ocean beaches and Sag Harbor's bay beaches, both just a short 10-minute
$120,000 per month
206 Mecox Rd, Water Mill, NY 11976
Centrally located in the heart of Water Mill, this architecturally distinct home is just a bike ride away from the surf and sun of the country's most prestigious ocean beaches and a short drive to the world-class shopping and dining of Bridgehampton and Water Mill. Newly constructed and designed, this striking cedar-shingled 8,100 square-foot home drew inspiration from the East End's potato
$157,000 per month
24 Tansey Ln, Bridgehampton, NY 11932
Nestled on half an acre of in a serene neighborhood between Bridgehampton and Sag Harbor, this exquisite four-bedroom, four-bathroom home offers the epitome of Hamptons living. Boasting a spacious layout and luxurious amenities, including a pristine pool, this residence is an idyllic retreat for the summer of 2024. Surrounded by open space, tranquility envelops the property, providing a peaceful
$50,000 per month
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
$110,000 per month
1144 Noyac Path, Water Mill, NY 11976
Internationally designed, this amazing new traditional offers all you believe a Hamptons home should offer. Nestled on a generous 3 acres and located just minutes from Bridgehampton and Water Mill villages, this 7 bedroom, 8.5 bathroom home was built with all the finest materials. The Marmorina wall finishes, Italian limestone, hardwood floors & Barber Wilson faucets throughout are sheer
$30,000 per month
34 Rolling Hill Ct W, Sag Harbor, NY 11963
Beautifully appointed home in North Side Hills. 4 beds, 2.5 baths, gated pool, a yard with room to play outside and a deck for dining al fresco. The main floor includes a large living room with a 65" screen television, a den filled with books, games, lots of seating, large screen 65" TV and a treadmill, a king-sized bedroom, another with a high rise and a newly renovated bathroom with a
$50,000 per month
34 Howard St, Sag Harbor, NY 11963
Step into history with this impeccably preserved and beautifully updated 1780s home, available for rent for the first time this summer. Ideally situated on one of Sag Harbor's most coveted streets, 34 Howard Street offers timeless charm just blocks from village shops, dining, marinas, and bay beaches. A white picket fence and manicured hedges frame the classic cedar-shingled façade, while a lush
$20,000 per month
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
$67,500 per month
8 Bittersweet Ln, Sag Harbor, NY 11963
This meticulously renovated 5BR (den could be the en-suite sixth) 6 BTH Hamptons resort home is sited less than a three-minute walk to Peconic Bay beach and scintillating sunsets. Chicly decorated with a nautical flair, the house contains generously sized light-filled entertaining living and dining areas overlooking the spacious grounds and pool. An ultra-high-end chef's kitchen contains an 8
$44,000 per month
149 Towd Point Rd, Southampton, NY 11968
The Beech House on Towd Point is a quintessential Hamptons beach house and is available for summer 2024 rental. This perfect two bedroom, one bath cottage features heated gunite pool, central air, harbor views and water access for kayaking or paddle boarding. Located just a short distance to the serene Towd Point Beach and minutes to Southampton Village and Sag Harbor. [[Rental Registration #
$150,000 per month
437 Wickapogue Rd, Southampton, NY 11968
Spend the first two weeks of July enjoying the Fourth of July holiday in the Hamptons along with family and friends near the ocean. This refreshed and renovated 3-level gracious shingle style is meticulously maintained and situated on 2 acres in the Village of Southampton. Boasting 9,900 square feet of indoor living space, the home features 7 bedrooms, 8.5 bathrooms, 7 fireplaces, office/library,
$195,000 per month
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
$35,000 per month
325 Old Sag Harbor Rd, Southampton, NY 11968
This spacious, multi-level Contemporary features 3 plus bedrooms and 2.5 baths on 2.78 acres of privacy in Southampton North. The finished lower level with walk out has a study/den which can be used for recreation or "work from home" space. Just minutes from Sag Harbor and Southampton Village, the home features an open, airy layout with large deck, fenced in pool, outdoor shower and
$150,000 per month
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
$100,000 per month
791 Daniel's Ln, Sagaponack, NY 11962
Sagaponack perfection just moments from the Atlantic Ocean. Perfectly sited on 1.5 acres with beautifully manicured lawns and mature plantings that offer complete privacy. The stunning yard features a blue stone patio for al fresco dining and an outdoor living room for intimate gatherings around the fire pit. Relax in the heated gunite pool and spa, or enjoy the custom pool house overlooking
$42,000 per month
4 Breezy Dr, Sag Harbor, NY 11963
Newly renovated, 4 Breezy Drive on a quiet street in Sag Harbor, only 5 minutes from the village. Close to Long Beach and Serene Green Farm stand, this newly renovated mid-century modern features an open layout kitchen, dining, living area, and a sunken conversation nook with fireplace. Four bedrooms, two bathrooms, central air conditioning, BBQ. [[Rental Registration # RP170607]]
$47,000 per month
15 Grand St, Sag Harbor, NY 11963
Featured in design publications, charming wraparound porch, light, spacious, stylish and relaxed interior. Four bedrooms, 2 baths, country kitchen and delightful garden with brick dining patio with wisteria covered arbor. Antique outbuildings included and garden follies. Finished barn for summer entertaining. Outdoor shower.
$50,000 per month
136 Jermain Ave, Sag Harbor, NY 11963
Experience summer in the heart of Sag Harbor Village, a stunningly redesigned and newly renovated residence. Discover this exclusive retreat perfectly blending traditional style and contemporary chic, featuring three levels of luxury. The home showcases an airy eat-in kitchen with breakfast room overlooking the backyard, formal dining room and lounge with fireplace, and library / media room,
$75,000 per month
24 Hedges Ln, Wainscott, NY 11975
Be the first to live in this pristine new Wainscott construction backing to a reserve. With approximately 5200 square feet on 3 levels, this home has 6 bedrooms and 6 baths (1 bedroom and bath in the lower level and one junior master on the first floor), a heated gunite pool and tons of amenities. Open kitchen with high end appliances, 2 dishwashers, 2 sets of washer/dryers, finished basement
$75,000 per month
574 Rte 114, East Hampton, NY 11937
Newly listed for the 2025 season, this charming and bright traditional home in Wainscott North sits on nearly five acres, ideally situated between East Hampton and Sag Harbor. The residence features three spacious bedrooms, three bathrooms, and a versatile den that can serve as a fourth bedroom. The home boasts a stunning two-story living room with a fireplace and a generous eat-in kitchen. The
$65,000 per month
17 Meadowgrass Ln, Southampton, NY 11968
This lovingly renovated home boasts four large en-suite bedrooms on 3 levels and incredible outdoor living spaces. Outside areas include a furnished covered back porch overlooking the heated pool and an additional flagstone patio with a wood burning fireplace and grill for nighttime enjoyment. The main floor living room has a vaulted ceiling, large screen TV, wood burning fireplace and gourmet
$165,000 per month
9 Gull Rock Rd, Sag Harbor, NY 11963
Conveniently located in a private beach subdivision in the Village of Sag Harbor, with Mooring Rights. Newly Built - This cedar shingled modern cottage has 4 bedroom 3.5 baths, a mezzanine/loft space accessible from the 1st floor - all the bells and whistles one could ask for!. Thermador appliances, radiant flooring on the lower level, HVAC 3 zones, Quartz custom designed counter tops and
$105,000 per month
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
$50,000 per month
23 Bayview Rd, Sag Harbor, NY 11963
Sag Harbor Bayfront home with dock and sandy beach. Enjoy summer sunsets from this stunning three bedroom, three bathroom home. Primary en-suite bedroom with two large terraces overlooking Sag Harbor Bay. Minutes to Sag Harbor Village and Long Beach. [[Rental Registration # RP230721]]
$35,000 per month
251 7 Ponds Towd Rd, Water Mill, NY 11976
There are plenty of options to rent this lovingly maintained home with 4 bedrooms, 3 baths (including a downstairs bedroom and bath) and a 20x40 heated gunite pool. High ceilings and an open floor plan make the new cook's kitchen, dining area and living room with wood burning fireplace a joy for casual living and entertaining. The main bedroom has a private balcony and fireplace. This estate
$75,000 per month
50 Narrow Ln, Southampton, NY 11968
This beautifully renovated village home sits south of the highway on .50 acres and is the perfect summer rental. Enter this well-appointed home through the charming front porch complete with a pair of rocking chairs. A grand double height entry welcomes you to the first floor. Here you will find a junior primary en suite, a guest/office room, a powder room, a billiard room for the days you want
$50,000 per month
41 Halsey Ln S, Water Mill, NY 11976
A magnificent, new 3-acre estate has just become available for rent for various time frames during Summer 2024, as well as year round. Anchored by a James Michael Howard design, 12,000 SF+/-, 10 bedroom residence, the sprawling estate overlooks Water Mill's bucolic farm fields and the broad waters of Mecox Bay. The journey begins as you enter the grand foyer with inlaid marble patterned floors.
$100,000 per month
201 Roses Grove Rd, Water Mill, NY 11976
This 5000 square foot shingled home on 1.4 acres has 5 generous ensuite bedrooms including a knockout second floor master with an outdoor shower on the 500 square foot mahogany deck. Great back yard with bluestone encased gunite pool, full finished basement, and two car garage. The main floor has a second primary suite, chef's eat-in kitchen, exquisite moldings, and three light-filled
$60,000 per month
69 High St, Sag Harbor, NY 11963
This exquisitely renovated, architect owned 4 bedroom, 3 bath 1919 Dutch Gambrel honors the history of the house, but the interior architecture reflects a modern sensibility and a strong connection to the landscape. The interior is a wooden jewel box with white oak floors, walls and ceilings throughout the house. Large windows bring in light while connecting the space to the outdoors. On the
$65,000 per month
251 Meadows W, Bridgehampton, NY 11932
Down a long drive, this charming Hamptons classic house is situated on a professionally landscaped acre. Tucked away in a quiet community and only a stone's throw to both Bridgehampton and Sag Harbor villages. This stylish professionally decorated home is fully equipped with 4 bedrooms and 2.5 bathrooms. The first floor boasts a sun-drenched great room with designer furniture and lighting, wide
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