80 Richardson Avenue
$10,000
Springs, NY
Rental
Bedrooms: 2
Bathrooms: 1
Web ID: 919358
RR#RP190029 Escape to the Hamptons this August and experience the charm of this quintessential 1940's storybook cottage just moments from Maidstone Park Beach. This cozy coastal retreat features a warm and inviting living space, complete with a wood-burning fireplace, perfect for cool summer nights. Enjoy a bright and airy bedroom, a well-appointed bath, and the convenience of being just a short distance from Rita's Cantina, where you can indulge in fresh coastal flavors. Whether you're looking for a serene summer getaway or a quintessential Hamptons escape, this cottage offers the perfect setting for relaxation and seaside living. Listing ID: 919358
August - LD Rental: $10,000
Steven Girardi
(631) 537-4365
80 Sandpiper Lane
$150,000
Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 735458
RA#242090. See and hear the ocean from this newly-renovated modern beach house, on an acre in a desirable neighborhood in Bridgehampton. The interior features a beautifully-decorated living room with an open floor plan showcasing a new chef's kitchen with center island, 5 bedrooms and a bonus room, 3 and 2 half baths, 2 fireplaces, central air-conditioning and a 2-car garage. Outside, the brand new sun deck surrounds the 20' x 40' heated, salt water gunite pool, which has an adjacent cabana with powder room and wet bar. The sunshine streams into this home so it is always bright, and the sunsets are spectacular. The ocean beach is one short block away. Listing ID:735458
February Rental: $10,000
March Rental: $10,000
April Rental: $10,000
MD - LD Rental: $325,000
July Rental: $150,000
July / Aug Rental: $300,000
August - LD Rental: $200,000
September Rental: $75,000
John P Vitello
(631) 204-2407
89 Gerard Dr
$38,000
Springs, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 919617
Peacefully set among the abundant nature of Gerard Drive in the Springs, this 'new to market' refreshed cedar-shingled cottage is the perfect waterfront retreat to relax and enjoy the expansive views over Gardiner's Island, Napeague, Montauk, and the North Fork or paddle board, kayak or sail in Accabonac Harbor .Tastefully decorated in muted and natural tones, this comfortable 2 bedroom, 2 bathroom, light-filled cottage is well equipped with all you need for an enjoyable stay. Close enough to Springs, East Hampton, and Amagansett restaurants, farm stands, and home stores; yet offering an experience a world away from it all. Offering flexible 2-week periods from July 18th through Labor Day or longer term. Additional interior shots to follow.
Custom Rental: $18,000
August - LD Rental: $38,000
September Rental: $18,000
October Rental: $12,000
November Rental: $6,000
December Rental: $6,000
Rachel Rushforth-Worrell
(631) 903-6160
9 Devon Landing Drive
$25,000
Amagansett, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 900095
Rental Reg. # 23-331. Set back on a private acre about 200 yards from a beautiful sandy beach, this completely renovated, redesigned and freshly furnished home is available to rent this summer. Its inviting entrance foyer leads to an open kitchen with a breakfast bar that blends perfectly into the great room. The dining and living areas are separated by a wood-burning fireplace. Upstairs there are three bedrooms that include a primary with its own private deck and two guest bedrooms. The lower level features a sun-filled south facing den that opens to the backyard. Only moments away from organic farm stands, art galleries, world-class dining, shopping and entertainment, this property presents an extraordinary opportunity to spend your summer in the heart of the Hamptons.Listing ID: 900095
July Rental: $25,000
August Rental: $25,000
August - LD Rental: $25,000
September Rental: $12,500
October Rental: $5,000
November Rental: $4,000
Robert Stearns
(631) 771-5317
John Scott JT Thomas
(631) 771-5327
9 Johnston Road
$4,000
Shelter Island, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 757973
An enchanting mid-century cedar shake cottage, beautifully restored, offering 4 bedrooms and two full baths. Outdoor shower, jacuzzi, ping pong, media room, piano, large deck, washer/dryer, 4 bikes, large front and back lawns. The house has a breezy nautical theme and a large record collection with great four-speaker sound. The .6 acre is bordered by wooded vacant land on both sides, which allows for privacy and feeling close to nature. Very near to fabulous Sylvestor Manor Farm and Hay Beach. The house is ideally located between Ram Island Road and Manhanset Road. Listing ID #757973
October Rental: $4,000
Two Week Rental: $7,000
Winter Rental: $6,000
Isaac Halpern
(631) 288-5500
9 Schwenks Road
$175,000
Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 7.5
Web ID: 909940
RR# RP241272. Introducing a premier Hamptons summer rental: a newly rebuilt, luxurious residence in Southampton. This opulent home features a heated, gunite, saltwater pool and spa, and meticulously crafted landscaping. It includes six bedrooms, seven bathrooms, and one-half bath. Nestled on nearly an acre of serene land, it is conveniently located down a quaint country lane, just a stone's throw from Southampton Village and amidst the picturesque farmlands of the Hamptons. Spanning over 6,800 square feet, the interior boasts a vast great room with a living area, state-of-the-art kitchen, and dining space. These areas flow seamlessly into the outdoors through expansive custom sliders that open to a terrace, a cozy outdoor lounge, a 52-foot gunite saltwater pool, and an outdoor shower, ensuring utmost privacy. The kitchen is a culinary enthusiast's paradise, featuring a striking waterfall quartz island, bespoke cabinetry, dual refrigerators/freezers, dual dishwashers, and top-of-the-line Miele appliances. Each...
August Rental: $175,000
August - LD Rental: $175,000
Robert M Nelson
(631) 204-2431
91 Lewis Street
$175,000
Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 916992
This stunning traditionally-style estate is conveniently located in the Village of Southampton just moments away from Main Street and a few blocks from Little Plains Beach on the Atlantic Ocean. Recently renovated in 2022, showcasing 6 bedrooms, 5 full baths and 2 half baths. A spacious gourmet kitchen with a center island and counter dining for 4 opens to a main dining area, a living room with a fireplace, a bar area with wine storage and ice maker and a charming covered porch with outdoor dining and powered screens. Privately nestled between the home and pool house, the heated saltwater pool with an electric cover is surrounded by a stone patio for lounges and a casual seating area. The pool house offers a living room, kitchenette, media space and other relaxation areas. Additional amenities include 2 media rooms in the main house, an office with a lounge, an outdoor shower,...
August - LD Rental: $175,000
John P Vitello
(631) 204-2407
94 Pembroke Drive
$30,000
Springs, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 906183
Rental Reg # 23-1290 Welcome to this beautifully renovated 4 bedroom and 3 bathroom home in Clearwater Beach East Hampton. Nestled in this peaceful and highly sought-after neighborhood with private beach access, this property offers the perfect blend of modern luxury and timeless charm. As you walk into the home, you are greeted with amazing natural light from the wall of windows in the rear of the home and skylights. There is a separated living room with fireplace that is great for lounging and entertaining. As you walk further, there is open chefs kitchen, dining area and family room. On the left of the living area there are three bedrooms and two full baths including the ensuite primary with outdoor deck and shower. On the right side of the living area is a junior ensuite primary. When you walk at back, you are greeted...
September Rental: $30,000
Two Week Rental: $20,000
David Tenenbaum
(631) 771-5322
98 Sherrill Road
$128,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 859126
RR #24-1240. Exceptionally convenient East Hampton cottage (2000 SF +/-) with casual pool-blue decor. Four bedrooms (2 bedrooms on each floor) 2 full baths with lovely living room, eat-in kitchen, dining room, and enclosed media porch. The Gunite pool is surrounded by a bluestone patio ready for all of your al fresco dining. Backyard is enclosed. An outdoor shower, lush landscaping, generator, and central air are some of the modern amenities. Located one block from train and two blocks from everything else, this home is always in demand. Convenient to all the village offers shops, restaurants, transportation and ocean beaches.
MD - LD Rental: $128,000
Year Round: $150,000
Noel D Mason
(631) 903-6135
East Hampton
$40,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 754271
On large 1.5 acre property in the most pastoral and unspoiled part of East Hampton. 2,500 square foot traditional home with living room, sunroom, kitchen, dining area and 4 bedrooms. Lovely heated pool surrounded by brick patio, great spot for outdoor entertaining, plus 2 car garage. Light, bright, and very charming. Designer decorated, beautifully landscaped for privacy. A very special property.
MD - LD Rental: $85,000
June Rental: $17,000
June/July Rental: $50,000
July Rental: $40,000
July / Aug Rental: $70,000
August Rental: $45,000
August - LD Rental: $50,000
John Scott JT Thomas
(631) 771-5327
Robert Stearns
(631) 771-5317
East Hampton
$100,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 743193
Rental Reg. #24-616. Lovely four bedroom home with heated pool and all the amenities. The house is situated on a quiet cul-de-sac right between the village of East Hampton and Amagansett. All bedrooms are en-suite! The pool has a safety fence, perfect for security. The house is well maintained with a professional kitchen, central air conditioning and landscaped grounds. Listing ID:743193
Year Round: $100,000
Michael Petersohn
(631) 771-5336
East Hampton
$50,000
East Hampton, NY
Rental
Bedrooms: 7
Bathrooms: 7.5
Web ID: 756172
Rental registry # 23-228 - Set on 1.5 +/- blissfully secluded acres in East Hampton's Northwest Woods, this spacious Contemporary has 7 ensuite bedrooms and multiple spaces for entertaining or relaxing. The lower level has 12 seat theatre with surround sound, wet bar, and a half bathroom. The property is complete with a stone patio and a 54x27 free form heated gunite pool with a stone waterfall. Listing # 756172
MD - LD Rental: $130,000
June Rental: $45,000
July Rental: $50,000
July / Aug Rental: $90,000
August - LD Rental: $55,000
Richard Finder
(631) 702-7511
Amagansett
$8,000
Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 754313
Rental Registration #24-825. Spacious 4 bedroom, 3 1/2 bathroom home on 2.5 acres. Easy living with a screened in porch, ample decking, and a heated saltwater pool with jacuzzi. Bathrooms are remodeled, one inclusive of a steam shower. There is a gas stove in the sunroom. Beautifully landscaped property with an outdoor shower that offers plenty of privacy. The house is so close to the water, there is even a pathway to the bay beach. This bright and airy home is the perfect getaway. There is even a Tesla charging station in the garage.Listing ID: 754313
Winter Rental: $8,000
Philip Judson
(631) 771-5328
Southampton
$60,000
Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 889836
RR# RP230162. Be the first to rent this newly and beautifully-decorated condo, located just a few miles from Southampton Village, close 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 to the spacious primary bedroom with walk in closet, the condo features 2 more spacious bedrooms and 2 full baths. On the fully-finished lower level, there is a sectional sofa to lounge or watch TV, exercise equipment, and an infrared sauna. The condo also includes a private garage. The condo amenities include a heated poo, cabana, and playgrounds. Listing ID: 889836
MD - LD Rental: $60,000
Gertrud Hoertnagl-Pereira
(631) 204-2425
Village Of Southampton
$55,000
Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 736352
This 'Modern Style' light-filled village cottage is situated on a beautifully-manicured half-acre. The exceptional backyard has park-like views backing up to an estate area with a 40' gunite pool and new mahogany outdoor terrace that is surrounded by mature landscaping. This inviting residence features a spacious new high-end kitchen with island, great room with cathedral ceiling, dining room, 5 bedrooms, 4 new baths and a finished basement, plus village tennis just down the street. Listing ID: 736352
February Rental: $6,500
March Rental: $6,500
April Rental: $6,500
May Rental: $6,500
June Rental: $25,000
August Rental: $55,000
September Rental: $17,500
John P Vitello
(631) 204-2407
East Hampton
$80,000
East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 893061
Rental Reg. # 22-500. This recently renovated 5,600 square foot home features three levels of living space, with six bedrooms, five and one-half bathrooms, an open plan living room, kitchen and dining room, and a home theater! Located on a private cul-de-sac street close to East Hampton Village and ocean beaches in coveted Hansom Hills. Come in through the front door to the open floor plan with double height ceilings in the living and dining areas. The large gourmet kitchen features custom cabinetry and high end appliances including and two full sized Sub-Zero refrigerators. The home theater is located off of the main living room, and features stadium seating in a soundproofed room. The first floor also features two bedrooms, a gym and a home office. The second floor features a large en-suite master bedroom with a private deck overlooking the pool and backyard, a junior master bedroom,...
July Rental: $80,000
August Rental: $80,000
Michael Petersohn
(631) 771-5336
Cristina Matos
(631) 204-2408
East Hampton
$55,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 908859
Rental Reg. # 23-542 On the very fringe of East Hampton Village, this jewel of a property offers 4 bedrooms, 3 1/2 baths has been fully renovated, including the lower level. The house features a granite kitchen, dining room, library and large living room with a fireplace. The primary suite is beautiful with a fireplace and very generous primary bath. The property hosts a heated pool and lush landscaping. This one is special.
April Rental: $10,000
MD - LD Rental: $110,000
June Rental: $40,000
July Rental: $55,000
July / Aug Rental: $85,000
August - LD Rental: $65,000
Elizabeth A Phenis
(631) 537-4357
Andrea L Ackerman
(631) 537-4340
East Hampton
$40,000
East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 4
Web ID: 736934
In the heart of East Hampton's renowned Lily Pond Estate section, south of the highway and mere seconds to world-class ocean beaches, this truly spectacular 2-acre property evokes easy summer living and relaxed entertaining near the sea. There is a total of 3 bedrooms and 4 full baths on the park-like property, that includes a classic Carriage house, spacious pool house with rec room, changing room and 2 full baths, an inviting private pool, stone patio, and a secluded Har-Tru tennis court. The main house features an elegant drawing room, chef's kitchen and formal dining room with double French doors leading out to the expansive grounds. A perfect summer retreat.
February Rental: $5,000
March Rental: $5,000
April Rental: $5,000
May Rental: $15,000
MD - LD Rental: $95,000
June Rental: $20,000
July Rental: $40,000
August - LD Rental: $45,000
Christopher J Burnside
(516) 521-6007
Southampton
$43,000
Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 736913
RR #RP201060. Enjoy the most amazing views over Shinnecock Bay from every room of this contemporary home. The home boasts a vast double height living room with a wall of windows, allowing for gorgeous bay views. There are four spacious bedrooms and three baths in this home. An ample deck invites for dining and lounging. This special property is located just minutes from Southampton Village and ocean beaches. Listing ID: 736913
April Rental: $22,000
May Rental: $30,000
MD - LD Rental: $108,000
June Rental: $35,000
July Rental: $43,000
July / Aug Rental: $79,000
August - LD Rental: $45,000
September Rental: $35,000
October Rental: $20,000
December Rental: $20,000
Gertrud Hoertnagl-Pereira
(631) 204-2425
Village Of Southampton
$72,000
Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 738383
Custom built on 1.2 acres in Southampton Village, this traditional home has five bedrooms, five and one-half baths, a living room, dining room, sunroom, gourmet kitchen with two dishwashers, two refrigerators, large butler's pantry, and a breakfast area, large recreation room with table tennis, ping pong table and big screen television, oversized heated gunite pool (25'x48') with pergola and is surrounded by beautiful gardens, outdoor shower, wireless internet and central audio, attached two and one-half car garage. Listing ID:738383
June Rental: $40,000
June/July Rental: $110,000
July Rental: $72,000
Two Week Rental: $45,000
John P Vitello
(631) 204-2407
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