$30,000 Per Month
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
$50,000 Per Month
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
$6,000 Per Month
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
$110,000 Per Month
88 Old Town Crossing, Southampton, NY 11968
This beautiful home spans approximately 2,500 sq. ft. and is situated on 0.32 acres of land. It boasts an excellent location, in very close proximity to the Atlantic Ocean and a short distance from Southampton Village Center. The property is surrounded by mature hedges and landscaping, ensuring maximum privacy. This classic home exudes charm and is exquisitely furnished with meticulous attention
$185,000 Per Month
22 E Woods Path, Sagaponack, NY 11962
This spectacular Sagaponack estate offers the best of Hamptons luxury lifestyle. Designed by a renowned interior designer, the graciously appointed interior flows easily to an outdoor living/dining patio, heated gunite pool, hot tub, tennis court, and exquisitely landscaped garden and lawn. The main floor has a living room, great room open to eat-in kitchen, formal dining room, butler's pantry,
$55,000 Per Month
99 Audubon Ave, Bridgehampton, NY 11932
Escape to this beautifully renovated four-bedroom, 3.5-bathroom home, perfectly situated south of the highway on a private, lushly landscaped half-acre-just minutes from Bridgehampton Village and Ocean Road Beach. Designed with comfort and style in mind, this immaculate home features two spacious primary suites, a sun-drenched open kitchen with a cozy sitting area, and elegant designer décor
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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
$125,000 Per Month
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
$5,000 Per Month
28 Andrew Ct, Southampton, NY 11968
Spend the summer in this newly and beautifully-decorated townhouse condo, located in The Courtyards, just three miles from Southampton Village, convenient to stores, restaurants, and ocean beaches. The home boasts a bright and open living room, dining area, and fully equipped gourmet kitchen, leading out to a private patio for outdoor dining and lounging, and relaxing in the hot tub. In addition
$200,000 Per Month
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
$35,000 Per Month
29 Harris Ln, Southampton, NY 11968
This modern and chic four bedroom, four bath home has a gourmet kitchen with Miele appliances. The first floor primary suite opens onto the pool terrace. There is also a den on the main floor with ""en suite"" bathroom. Three bedrooms and two baths upstairs. Heated gunite pool surrounded by beautiful manicured gardens. Located by beautiful Conscience Point and bay beaches. All you need for a
$100,000 Per Month
18 Fairway Ct, Sag Harbor, NY 11963
The 5-Acre private estate with sunken Tennis is in a league of its own in Sag Harbor. Be the first to rent this magnificent new build with brand new designer interiors and furniture. Perched on its own hill, this luxurious estate overlooks 278 acres of manicured golf course and reserve on three sides, for privacy and rolling vistas. The expansive backyard is spectacular, with an oversized lawn,
$60,000 Per Month
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
$175,000 Per Month
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
$145,000 Per Month
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
$65,000 Per Month
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
$160,000 Per Month
25 Broidy Ln, Southampton, NY 11968
Welcome to 25 Broidy Lane, a luxurious, turnkey traditional home set on a secluded 1.5-acre parcel in one of Southampton's most coveted enclaves. Perfectly positioned at the end of a quiet cul-de-sac, this private retreat is just minutes from Southampton Village, the gateway to North Sea and Sag Harbor, and offers an easy commute to NYC. Completely renovated in 2010 and extensively upgraded again
$25,000 Per Month
30 Beach Plum Rd, Montauk, NY 11963
This newly built traditional home is situated just moments away from the Culloden private beach access. The light-filled main level boasts a fully equipped kitchen with top-of-the-line stainless steel appliances, an eat-at island with wine cooler, and ample storage space. The adjacent dining area and open living room, complete with a gas fireplace, lead out to expansive decking with a barbecue,
$50,000 Per Month
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
$35,000 Per Month
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
$75,000 Per Month
220 Little Noyac Path, Water Mill, NY 11976
Set 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 square feet across three finished levels with 7 bedrooms, 9 full
$80,000 Per Month
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
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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
$85,000 Per Month
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
$140,000 Per Month
127 Toylsome Ln, Southampton, NY 11968
Experience the ultimate Hamptons summer in this exceptional newly constructed luxury rental in Southampton Village, offering resort-style living just moments from ocean beaches, fine dining, boutique shopping, and the best of Southampton Village. Designed for effortless summer living and entertaining, this modern Hamptons rental features three finished levels with custom Ciuffo cabinetry and
$35,000 Per Month
1981 Montauk Hwy, Bridgehampton, NY 11932
1981 Montauk Hwy, Bridgehampton, NY 11932
$300,000 Per Month
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
$190,000 Per Month
172 Narrow Ln E, Sagaponack, NY 11962
Sagaponack Horse Farm ViewsEnjoy quintessential Sagaponack farm views all Summer! This newly built Modern farm style 7 bedroom Compound for rent is a rare find in the Hamptons. It includes a 4,000sf 4 bedroom Main Farmhouse and an adjoining 2,500sf 3 bedroom Cottage exquisitely designed by Val Florio set on 1.7 pasture-like acres indicative of Sagaponack's agricultural history. The grounds
Cynthia Barrett Brown Harris Stevens Hamptons
$60,000 Per Month
24 Bay Ln, Water Mill, NY 11976
**ANY 2 WEEKS THIS SUMMER, AVAILABLE FROM JUNE 1-SEPTEMBER 30 FOR $60,000** This quintessential summer rental has it all! On 3.7 + acres you will find a spacious 7 bedroom, 5 1/2 bathroom bright and sunny main residence with plenty of space to entertain. The Living Room with bar flows into the Media Room. The dining room opens up to a generous outdoor deck and the oversized gourmet kitchen offers
$20,000 Per Month
50 Hubbard Ln, Southampton, NY 11968
Southampton Commons, All the Amenities Conveniently located, winter or summer living will be seamless in this 3 bedroom 2.5 bath townhome. Recently renovated and styled. Open living, eat in kitchen, and back deck area perfect for evening barbecues. Community tennis, pickle ball, putting range, 2 pools and quick access to village shops and ocean beaches! [[Rental Registration # condon/a]] EH RR #:
$36,000 Per Month
27 Bay Ave, Sag Harbor, NY 11963
[[Rental Registration # RP241104]] EH RR #: RP241104Rental Terms:Other / Short Term - 6/15/2026 - 6/22/2026: $10,000July - Labor Day: $36,000Memorial Day - Labor Day: $46,000July: $16,000August - Labor Day: $23,000
$10,000 Per Month
125 St Andrew Cir, Southampton, NY 11968
Wonderful rental opportunity--a three-bedroom condo that has been completely renovated in 2021. Easy living all on one floor. New kitchen, bathrooms, wood flooring and freshly painted. Upon entering the house there is a grand living room with wood burning fireplace, vaulted ceiling, flat screen tv, a dining room and a new kitchen with white cabinets, granite countertops and stainless appliances.
$125,000 Per Month
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,
$10,000 Per Month
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
$30,000 Per Month
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 #:
$50,000 Per Month
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
$35,000 Per Month
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
$160,000 Per Month
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
$60,000 Per Month
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
$100,000 Per Month
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
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