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13 Meadow Court
$100,000

Bridgehampton, NY
Rental
Bedrooms: 8
Bathrooms: 8.5
Web ID: 738862

13 Meadow Court. In the heart of Bridgehampton horse and wine country close to Main Street and ocean beaches, this newly built 8 bedroom, 8 1/2 bath magnificent home is available for a summer of luxury and casual entertaining both inside and out, by the Gunite pool and spa. The first floor graciously flows from the eat-in-kitchen with grand island, wet bar,formal dining, 2 living areas, baby grand piano, impressive 2 story entry, and a first floor master. The second floor has 5 spacious en-suite bedrooms including a master suite wing with a master bath that ranks with some of the most elegant. The lower level boasts a gym, 3 living area and 2 additional bedrooms and a bath. Fabulous opportunity for a summer to remember.

MD - LD Rental: $275,000
June Rental: $50,000
July Rental: $100,000
July / Aug Rental: $225,000
August - LD Rental: $125,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

17 Bayside Avenue
$9,500

East Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 863428

Rental Reg. # RP240370 Waterfront. Custom-Built Modern Masterpiece South of the Highway in East Quogue. Situated on 0.32+/- acres with 3010 sf of open floor plan living and an attached 550 sf 2 car garage. The first floor features a gorgeous custom kitchen with state-of-the-art appliances, open dining, open living and second entertaining area, all adjacent to the outdoor deck with vast views of the Shinnecock Bay. This four bedroom home offers first floor bedroom or additional media room/living space. The second floor offers 3 bedrooms, both featuring custom built-in closets, as well as a full laundry room and a bonus room for use as a gym or office. The Master Bedroom with a luxurious en suite master bathroom offers unobstructed views of the Shinnecock Bay as well as a private balcony. This pristine turnkey house also includes an 18'X36' heated gunite pool surrounded by specimen trees and landscaping by...

Winter Rental: $9,500

Catherine Toscano
(631) 537-4342

145 Lumber Lane
$75,000

Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 876050

RP201791. Bridgehampton Village beauty available for the first time as a seasonal rental. This cottage was originally built in 1930 and lovingly renovated in 2017/18. The undeniable curb appeal sets the tone with a charming front porch entry which opens to the beautifully appointed and professionally decorated Living room with large windows and wood burning fireplace. This room opens into an inviting open family room and to the open dining room with doors leading to the new bluestone deck, fenced back yard and stunning pool - all enhanced by landscape lighting and an outdoor sound system. The open, windowed kitchen has quartz counter tops, tons of storage and stainless appliances. A first floor master bedroom (king) with en suite bath and a powder room complete the first floor. A gracious stairway leads to the second floor which offers three guest bedrooms and a full...

MD - LD Rental: $165,000
July Rental: $75,000
July / Aug Rental: $145,000
August - LD Rental: $75,000
Winter Rental: $11,000
Year Round: $225,000

Todd J Buchanan,
(631) 771-5326

17 Emersen Place
$40,000

Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 894737

Beautifully furnished spacious four bedrooms three and a half bathroom home. The first floor has two large primary bedroom suites and the second floor offers two additional private guest rooms. Enjoy open layout living/dining and a brand-new chef's kitchen with Statuario Tucci Italian marble, a Sub-Zero refrigerator, wine fridge, Bertazzoni range and a custom hood. A separate large cathedral ceiling sunroom overlooks the heated gunite pool surrounded by a Solus Decor poured concrete gas fire pit and a honeysuckle covered pergola. The landscape is stunning with Japanese maple trees, seagrasses, hydrangeas, roses and much much more. There is a separate heated two car garage. Perfect home for year-round entertaining. The house is in a quiet cul-de-sac on a privatized +/- 1-acre property. Pets allowed at the owner's discretion; on a case-by-case basis. Available for short term: monthly rent (minimum) or six-month max term.

January Rental: $8,000
February Rental: $8,000
March Rental: $8,000
April Rental: $12,000
July Rental: $40,000
July / Aug Rental: $90,000
August Rental: $45,000
August - LD Rental: $50,000
September Rental: $20,000
October Rental: $15,000
November Rental: $8,000
December Rental: $8,000

Astrid Pillay
(631) 771-5312

1476 Scuttle Hole Road
$50,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 911695

Rental Reg. #RP 240585 New owners on this turn of century farmhouse in Bridgehampton North. Surrounded by pastures and tree nurseries, this shy acre property is ready to be enjoyed for summer 2025! Enter the fully fenced yard and pass koi ponds and flower beds to the screened in back porch and covered front porch. This home, totally renovated by current owner in 2024, offers 5 BEDROOMS and 3 FULL BATHS - plus HEATED POOL, TONS OF PARKING & HUGE PRIVATE YARD! The first floor offers a bright & airy Living room, spacious Dining room, a huge kitchen with solid surface counters and stainless appliances, access to a screened in back porch, an entry foyer, a King size first floor bedroom with private entrance, a full bath, laundry room and home office. The second floor houses the Master Bedroom with King sized bed, an en suite...

MD - LD Rental: $120,000
June Rental: $18,000
July Rental: $50,000
August - LD Rental: $55,000
September Rental: $25,000
October Rental: $18,000
Winter Rental: $9,000

Todd J Buchanan,
(631) 771-5326

16 East Harbor Drive
$150,000

North Haven, NY
Rental
Bedrooms: 3
Bathrooms: 5.5
Web ID: 914938

Experience the epitome of luxury in this newly renovated, modern waterfront property in Sag Harbor. This exceptional home offers breathtaking, unobstructed views of Sag Harbor Bay from almost every room thanks to walls of glass and a thoughtful open-concept design. Relax in style on multiple private decks, around a saltwater infinity pool, or in the outdoor living room with a fireplace as you watch the yachts sail by. Inside, indulge in the gourmet kitchen, boasting top-of-the-line amenities that seamlessly flow into a cozy lounge area with unparalleled vistas. This designer masterpiece features 3 ensuite bedrooms, including a primary suite with stunning water views, and 5.5 baths. The flexible layout allows for a potential office expansion, making room for a 4th ensuite bedroom or overflow space. Enjoy added luxuries like a full professional gym, media room a designated office , and a 3 level dumb waiter. Spectacular views from a roof...

MD - LD Rental: $450,000
June Rental: $100,000
July Rental: $150,000
July / Aug Rental: $350,000
August - LD Rental: $195,000
September Rental: $90,000
Two Week Rental: $40,000

Korine M Konzet
(631) 537-4323

15 Pine Way
$40,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 754286

Rental Registration #: 24-868. Nothing compares to the Amagansett Dunes. Just a minute from this retreat is private access to an expansive, white sandy beach and the great Atlantic Ocean. Located on a quiet cul-de-sac and set on a larger than average piece of property in the Dunes, enjoy the sea breezes in total privacy while entertaining your friends and family or peacefully sunbathing on its big back deck. This Beach House is crisp and clean with 4 bedrooms and 2 baths, its updated kitchen has all new stainless appliances and is open to the dining and living room areas equipped with large flat screen television. Of course, this beach house comes complete with an outdoor shower for rinsing off the salt and sand from your long days at the beach and Central Air Conditioning to keep you cool on the hottest of sizzling summer afternoons. Embrace your vacation in...

May Rental: $15,000
June Rental: $18,000
July Rental: $40,000
August Rental: $40,000
September Rental: $18,000
October Rental: $15,000

William Kuneth
(631) 771-5319

171 Springy Banks Road
$85,000

East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 861722

Rental Registration # 22-223. This newly constructed custom home offers resort-style amenities. Light-filled open living areas all have walls of glass opening to the grounds for indoor-outdoor living. These include a living room with fireplace, sunroom, formal dining area, and eat-in kitchen featuring island with seating, top-grade stainless steel appliances including wood-paneled Sub-Zero refrigerator/freezer and separate Sub-Zero refrigerator drawers, Wolf range, Italian-inspired custom cabinetry and breakfast area with expansive banquette. The six exquisite bedrooms and six and a half baths include three master suites incorporating features such as multiple fireplaces, sitting room, huge walk-in closets, luxurious baths and private roof terraces perched over the beautifully landscaped grounds. Pick your favorite spot and relax in the sun-drenched open living room or sunroom,or sit quietly with a good book behind 8' tall glass doors in the library. The finished lower level includes huge recreation areas with two fireplaces, glass-partitioned office or gym...

MD - LD Rental: $215,000
June Rental: $55,000
July Rental: $85,000
August - LD Rental: $85,000
Winter Rental: $15,000

Timothy R O'Connor
(631) 771-5321

Jeffrey C Carter
(631) 771-5323

15 Ackerly Street
$25,000

Village of Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 873520

This charming, renovated Village farmhouse c.1840 has a cozy living room with fireplace, sweet office room, library/TV room, dining room with super storage closet, eat in kitchen, large screened in porch and powder room and laundry on the first floor. The master suite and two guest bedrooms and full bath are comfortably on the second floor. Separate spectacular studio/bonus space with half-bath, and AC. Outdoor shower and a sweet storage shed that comes in handy for beach gear wrap up this gem. All this in the heart of Sag Harbor, equidistant to the Jitney stop on Main Street and Haven's Beach is only 0.5 miles.

January Rental: $5,000
February Rental: $5,000
March Rental: $5,000
April Rental: $5,000
MD - LD Rental: $70,000
June Rental: $15,000
July Rental: $25,000
July / Aug Rental: $55,000
August - LD Rental: $30,000
September Rental: $15,000
December Rental: $5,000
Winter Rental: $5,000

Shannan M North
(631) 903-6174

130 Town Lane
$30,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 878709

Rental Reg. # 23-362. Ideally located between the villages of East Hampton and Amagansett and just a short distance to ocean beaches, this nicely renovated home is the perfect getaway. The house features thoughtfully designed interior spaces which include a living room with vaulted ceiling and fireplace covered in shiplap and stone, a separate den, and a media loft. The open kitchen, dining room and den have sliders that lead to the back deck and pool. The first-floor primary bedroom suite has an alcove space perfect for a small home office. A central half bath completes the first level. Two guest bedrooms on the second floor are separated for privacy and share a windowed full bath. A lovely deck extends across the back of the house and leads to the 20 x 40 ft heated pool with stone surround, gardens and an expansive lush lawn. Moments away from the...

June Rental: $18,000
July Rental: $30,000
Two Week Rental: $18,000

Robert Stearns
(631) 771-5317

John Scott JT Thomas
(631) 771-5327

161 Norfolk Drive
$17,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 917006

Rental Reg # 23-93 This sweet yet sophisticatedly updated Clearwater Beach Cottage is the perfect Hamptons getaway. The large open kitchen with oversized eating counter and adjacent dining offers options from casual to gourmet meal prep and dining. The comfy living room is a great space to relax and unwind or the expansive yard and covered patio area also offers shade on those hot summer days. The home has a primary bedroom with an ensuite bath and two additional guest rooms share a second full bath. The private gated residents-only Clearwater Beach Association is one of best kept secrets in The Hamptons with a stunning west facing lifeguarded sandy beach, picnic and grilling areas, plus storage for kayak/paddleboards and a launch. Summer sunsets await you!

MD - LD Rental: $42,000
June Rental: $10,000
July Rental: $17,000
July / Aug Rental: $34,000
August Rental: $17,000
August - LD Rental: $17,000

Timothy C Burch
(631) 771-5315

David Tenenbaum
(631) 771-5322

134 Middle Pond Road
$65,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 5.5
Web ID: 736126

RP# 240489. Just renovated!! Spectacular 4 bedrooms, 5.5 bath Post-Modern home on a private waterfront 1.60-acre +/- property. Brand new kitchen and full bath with steam shower was added to the first floor. Features include a heated gunite pool with spa, 2 car garage, 2 fireplaces, central air-conditioning, 3,800 square-feet of living space and much more. This property faces South giving a magnificent water views of the bays all the way to the Ocean with sunrise and sunsets galore!. Enjoy the quiet and private peninsula location. Just less than 2.5 miles from the center of Southampton Village. Available Summer 2025, extended season and other specific rental periods upon request. Listing ID: 736126

MD - LD Rental: $175,000
June Rental: $30,000
June/July Rental: $100,000
July Rental: $65,000
July / Aug Rental: $145,000
August - LD Rental: $80,000
September Rental: $40,000
Two Week Rental: $40,000

Amelia M Doggwiler
(631) 204-2426

140 Ox Pasture Road
$150,000

Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 738655

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, spacious kitchen, along with separate family and formal living and dining rooms. A gorgeous property with an immaculate backyard boasting a pool, pool house, as well as a private tennis court with pickleball lines. Designed with indoor and outdoor entertaining in mind, this is a home you will enjoy on the sunny days, as well as staying in on those rainy summer afternoons in this top prestigious neighborhood. Listing ID: 738655

July Rental: $150,000
July / Aug Rental: $295,000
August - LD Rental: $155,000

Cristina Matos
(631) 204-2408

14 Elishas Path
$50,000

Wainscott, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 844034

RR# 22-965. Private oasis South of the Highway in Wainscott. Completely renovated and upgraded with top of the line appliances and finishes for your summer relaxing and enjoyment. Modern open concept on a cul-de-sac location, 1.2 acres of land, this beautiful elegant house features 4 bedrooms, 3.5 bathrooms with a lower level in-suite with separate entrance. Enjoy the park-like outdoors with ample decking and seating lounge area, heated pool, close to the ocean beaches and Villages, ideal for entertainment. Available extended season, summer 2025, winter and any other period upon request. Listing ID: 844034

January Rental: $10,000
February Rental: $10,000
March Rental: $10,000
April Rental: $10,000
May Rental: $20,000
MD - LD Rental: $130,000
June Rental: $30,000
July Rental: $50,000
July / Aug Rental: $100,000
August - LD Rental: $55,000
November Rental: $15,000
December Rental: $10,000

Amelia M Doggwiler
(631) 204-2426

139 Herrick Road
$125,000

Village of Southampton, NY
Rental
Bedrooms: 2
Bathrooms: 1.5
Web ID: 910107

Enjoy the perfect location for convenience and coastal living. This charming 2 bedroom and 1.5 half bath home just a few blocks from Main Street's shopping, restaurants and the ocean beaches. Step inside and be greeted by the open plan with wood-burning fireplace, multiple oversized glass doors open to central deck and garden allow for one story living at its best. Designer owner touches throughout create a warm and inviting atmosphere. The recently renovated kitchen and fresh furnishings will make for a great summer experience on one of the most desirable streets in Southampton Village. Listing ID: 910107

Year Round: $125,000

Robert M Lohman
(631) 204-2404

167 Tuckahoe Lane
$50,000

Tuckahoe, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 914629

RR# RP231175. Discover Hamptons luxury with this stunning rental just minutes from the world-renowned Shinnecock golf course and Southampton Village. This 4-bedroom, 3-bath home sits on a very private 1.42-acre lot. The first level features an open eat-in kitchen, dining room, and living area, while the second level is dedicated to all 4 bedrooms, including a master suite with dual walk-in closets. Outdoors, enjoy a brand new gunite pool and ample space for summer entertaining. This chic residence blends modern elegance with classic Hamptons charm, offering a perfect retreat close to Southampton's dining, shopping and cultural attractions. Relax away the summer days in your Southampton oasis! Listing ID: 914629

May Rental: $20,000
June Rental: $30,000
July Rental: $50,000
August - LD Rental: $55,000
November Rental: $20,000
December Rental: $20,000
Two Week Rental: $15,000
Winter Rental: $60,000

Lillian A Holtzclaw
(631) 204-2430

16640 Main Street
$3,800

New Suffolk, NY
Rental
Bedrooms: 1
Bathrooms: 1
Web ID: 738902

Just two blocks to a sandy bay beach, this renovated cottage is the perfect summer getaway. The bedroom has a queen size bed, the bathroom is completely renovated. The living room has a futon sofa, and the spacious eat-in kitchen features full size appliances. A furnished brick patio runs the length of the cottage, complete with gas grill. New Suffolk is a historic maritime hamlet at the heart of the North Fork, with two restaurants and great beaches. Moments from renowned wineries and farms. Available seasonally only. Listing ID #738902

June Rental: $2,300
July Rental: $3,800
August - LD Rental: $3,800

Marianne Collins
(631) 734-2957

14 Indian Pipe Drive
$40,000

Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 737170

Down a private lane awaits this hidden gem. Open and filled with light the first floor hosts a great room with fireplace and built-in bookcases, a large renovated kitchen, a junior primary en suite bedroom, two guest bedrooms, hall bath and a powder room. The spacious primary suite with spa bath is set on the second floor for added privacy. An expansive deck is perfect for outdoor entertaining. A heated gunite pool, outdoor shower and a recently added outdoor pergola with a living room area create the perfect summer getaway. Access to the residents-only Quogue Village Beach. Listing ID: 737170

July Rental: $40,000
August - LD Rental: $40,000

Lauren A Battista
(631) 288-5534

156 Maggie Drive
$70,000

East Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 888475

Rental Reg. #: RP240700 This beautifully maintained 4+ bedroom, 4 bath home features a heated infinity pool, hot tub and 1.16+/- acres of private landscaped grounds. This spacious residence offers several living areas, some with a fireplace, den, formal dining area, an open chef's kitchen, and sliders leading to the back patio and pool area. A finished lower level, with an entertainment area, wet bar, and theater room, has French doors leading out to a private patio area. Outdoors, the expansive main patio and custom, heated pool overlook the meticulously manicured yard. Among the home's many amenities is a 2-car+ garage, BBQ, and central air. Additional features include ADT alarm system including access to 9 cameras via smart phone. Pool, and hot tub operated via smart phone, filter, temperature control and on off features. AC and heat, on and off as well as temperature controlled via smart...

March Rental: $10,000
April Rental: $10,000
May Rental: $15,000
MD - LD Rental: $70,000
September Rental: $15,000
September/October Rental: $20,000
November Rental: $10,000
Winter Rental: $60,000
Ext. Season: $75,000

Albert Weinschenk
(631) 288-5039

Mark Arnstein
(631) 288-5112

16 Debbie Lane
$20,000

Village of Westhampton Beach, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 892092

Enjoy the fall, winter, and spring at 16 Debbie Lane located in the heart of Westhampton Beach. This ideal village location is close to shops, restaurants, the Westhampton Beach Performing Arts Center, and Rogers Beach. Features include four bedrooms, two bathrooms, updated kitchen, spacious living room, and an outdoor deck. Listing ID: 892092

Winter Rental: $20,000

William F LeMaire
(631) 288-5208

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