326 Hamptons Rentals

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29 Diane Drive
$20,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 908014

Complete renovation and newly decorated 4 bed, 3 bath, contemporary, on .81 acres, in coveted East Hampton Oaks Association, Northwest Woods w/community tennis. Open floor plan smart home with hardwood floor, central air and plenty of natural light. Main level offers family sitting area, living room w/fireplace open to dining room and kitchen with all new high end stainless steel appliances plus full bath. Upper level offers primary ensuite bedroom w/private terrace plus three well appointed guest bedrooms and shared bath. Large wide side/back deck surrounds the 20x40 heated pool.

October Rental: $20,000

Dennis Gallagher
(631) 771-5309

259 Abrahams Landing Road
$20,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 885603

Rental Reg. # 21-1,297. Enjoy the serenity of a coveted location between the beaches of Gardiners Bay and the Atlantic Ocean. This cedar shake cape-style home features an inviting entry foyer, a sun-filled living room and a gourmet kitchen that opens to a dining area with sliding glass doors to a private patio. The first level includes a good-sized bedroom with access to a full bath and separate entrance. A second-floor primary bedroom suite and two guest bedrooms share a large bathroom with a double vanity and walk-in shower. Outside, a lovely arched trellis leads to a stone patio overlooking the endless lush lawn. There is also a convenient outdoor shower. Only minutes away from the village as well as hiking trails, organic farm stands and miles of pristine beaches, this is a sensational summer and off-season retreat.

Custom Rental: $15,000
June Rental: $13,500
July Rental: $20,000
August Rental: $20,000
August - LD Rental: $20,000

Robert Stearns
(631) 771-5317

John Scott JT Thomas
(631) 771-5327

1 Short Lane
$20,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 909188

Rental Reg # 23-180 Privately situated in the Northwest Woods of East Hampton on two acres sits this perfectly designed and decorated 3 Bedroom and 3.5 bath property. Entering this dramatic you are greeted by a generous foyer and renovated half bathroom. As you proceed further, the heart of this home is its expansive living area, where the kitchen, dining, and living spaces meld seamlessly, promoting a sense of togetherness and connectivity. In addition, there is a beautiful den/sunroom area that bathes in natural light on the first floor as well as two guest bedrooms with a shared bathroom. Proceeding to the second floor there is a large primary bedroom with oversized bathroom and an outdoor roof deck that is perfect for morning coffee. Also on the second floor there is a small room that can be used for an office or additional guest sleeping....

October Rental: $20,000

David Tenenbaum
(631) 771-5322

Springs
$18,000

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 755059

Rental Registration #22-1504 East Hampton home sited on an impeccably landscaped 0.40 acres with new pool. This home features an open layout living space with dining area with high ceilings and fireplace plus a renovated kitchen, 3 bedrooms and two full baths. A queen bedroom and full bath complete the first floor. The second floor primary has a king bed and its own private deck area, another guest bedroom and full bath with a bath tub. The wrap around deck is perfect for outdoor entertaining and overlooks a beautiful yard and pool area. There is a full basement, split CAC installed in 2019 and new doors, hard wood flooring installed and freshly painted in 2021. Ready for summer - all you need is your swim suit and a smile! Updated for 2023. Listing ID 755059

October Rental: $18,000

Margaret Turner
(631) 771-5314

Southampton
$18,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 736486

Quiet retreat, top to bottom tastefully renovated sunny and spacious house. Be the first to enjoy everything this house has to offer. Three spacious bedrooms with high ceilings, new marble baths, eat-in kitchen with high-end appliances, golf course views, new marble fireplace, new wide plank, white oak floors, CAC, heated 40x20 pool and close to beaches, Southampton village and a short distance to the Shinnecock golf course clubhouse. The sensational deck makes is ideal for entertaining. Listing ID:736486

Ext. Season: $18,000

John P Vitello
(631) 204-2407

Amagansett
$18,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 738927

An authentic historic Scheffer cottage in quiet neighborhood with private yard, this house has been a family summer home for many years. You'll find easy access to a great and uncrowded beach with fishing and surfing. The peaceful outdoor area is complete with a trellised outdoor dining area overlooking the lawn-perfect for al fresco lunch or lobster dinners-as well as a separate brick side terrace with grill and outdoor couch, a fabulous outdoor shower (with perfect water pressure), and a grassy lawn with a horseshoe pit. Indoors on the first floor, you'll find a comfortable and casual living room with a fireplace and large dining room table, a fully outfitted kitchen, and powder room. Bedroom setups include a first floor master bedroom with queen size bed and in-suite bath with tub. One upstairs bedroom has a queen bed, and the other has 2 twins and a shared bath with tub,...

October Rental: $18,000

Noel D Mason
(631) 903-6135

355 Midway Road
$18,000

Southold, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 888811

This impeccable modern 3 bedroom, 3 bath home in Southold's coveted Cedar Beach district offers privacy, water views and a private neighborhood beach. The open plan includes a kitchen, dining area, den/office, and living room with fireplace. Sliding doors open to the bluestone patio with a gas grill and plenty of room for entertaining and sunning. The three bedrooms, including the primary suite, all have water views. A private beach is nearby and there's easy access to renowned North Fork wineries, farm stands, restaurants and shops. This home has everything needed for an exceptional East End retreat. Available October - May, $6000 per month. Listing ID #888811

June Rental: $8,000
July Rental: $18,000
August - LD Rental: $20,000

Marianne Collins
(631) 734-2957

Amagansett
$17,000

Amagansett, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 736896

Rental Registration #: 22-0,640 - Elegantly renovated postmodern home by the ocean offers heated pool and ocean beaches. Perfect place for both, entertaining and privacy. The home is surrounded by reserve and features five bedrooms, four full baths and two-half baths, eat-in kitchen, living room with fireplace, and large primary suite. There are three fireplaces, central air conditioning, heated pool surrounded by extensive decking, and an outdoor shower. Listing ID: 736896

September Rental: $17,000

JB Jose B DosSantos
(631) 903-6147

Sagaponack
$15,000

Sagaponack, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 738071

RR#: RP180642 This fabulous totally renovated home is located a stone's throw to Wolffer Winery and 5 minutes to gorgeous ocean beaches, Sagg Main and Bridgehampton Village. The home boasts 4 spacious bedrooms and 3 tastefully redone bathrooms with brand new linens. Huge windows allow for ample natural light to flow through the large kitchen, dining room, family room as well as the separate living room. The entire house has been fitted with bright and beachy, all new modern furniture! Step outside to find a heated salt-water pool, mahogany deck with remote controlled retractable awning and a pool cabana with sofa. A perfect summer getaway! Listing ID: 738071

October Rental: $15,000
November Rental: $15,000
December Rental: $15,000

Cristina Matos
(631) 204-2408

East Hampton
$15,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 880234

Rental Reg. # 24-0,936 - East Hampton Village Fringe 4 Bedrooms, 4 Baths, swimming pool, and finished lower level available for a relaxing summer. The spacious home is conveniently located just outside East Hampton Village providing easy access to all the village has to offer, including ocean beaches and bay beaches.

Winter Rental: $15,000

JB Jose B DosSantos
(631) 903-6147

Raul Guazhambo
(631) 903-6148

Springs
$15,000

Springs, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 754468

RR#24-676. This home has just gone through a stylish total renovation top to bottom! All new kitchen and baths. Extremely bright 4 bedroom 3 bath is situated on an acre with wonderful privacy. Within very close proximity to beautiful Gardiner's Bay Beach. Solar heated 16 x 32 pool, pool house with full bath and outdoor shower. Cabana adjacent to pool and cool outbuilding with kitchenette and Viking grill. Garage. Bikes, kayaks and 2 Peloton's supplied! A must see and a wonderful place to relax and entertain during your Hampton's summer. Listing ID: 754468

October Rental: $15,000

Philip Judson
(631) 771-5328

Kimberly Kakerbeck
(631) 537-4351

Shelter Island
$15,000

Shelter Island, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 895344

Designers own fabulous reconstruction and renovation of the Classic and Iconic Captain Cartwright House in Shelter Island. This classic 5 bedroom home, detached garage, covered porches, blue stone patios and heated 20 x 40 gunite pool with all the bells and whistles is centrally located between the South and the North Ferries and across the street from the 2350 acre Mashomack Preserve on Shelter Island. The very private setting is ideal for relaxing by the chic lounging areas around the pool or entertaining summer guests on the beautifully landscaped grounds perfect for intimate dinners. An oversized outdoor shower is a show stopper. This so very special summer getaway is now available for the first time and will not last.

July Rental: $15,000
Winter Rental: $4,000

Cynthia R Barrett
(631) 537-4322

Water Mill
$15,000

Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 4.5
Web ID: 898958

RP# 230341. Chic, modern 4,500+/- s/f home designed and built by renowned New York architects Stamberg and Aferiat. This spacious Water Mill home, completely redone in 2022, is a wonderful work of its creators with a wash of earth colors and pleasing shapes, airy rooms with play of light and shade. Sited on a secluded 4 acres, this home is luxuriously furnished with brand new furniture, including many designer pieces, 6 bedrooms (2 primary), 4.5 spa-like bathrooms, expansive living room and fireplace and dining room with seating for 10, perfect for entertaining. A fully-stocked Poggenpohl kitchen has all new high-end appliances. The home is filled with contemporary art, hardwood flooring, a 3 zone air conditioning system and fully-equipped home office and high-speed WIFI. Outdoors, entertain in style with a large 45x20 diving pool and a har-tru tennis court, which is hidden in the woods for a wonderful effect. A...

October Rental: $15,000

Cristina Matos
(631) 204-2408

Village Of Sag Harbor
$15,000

Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 866115

On a quiet street in a waterfront community in Sag Harbor Village, this two-story traditional house built in 2015 is less than 2 miles to the village Main St. The private community sandy beach is located at the end of the street. The home backs up to reserve and offers four bedrooms, a den and three and a half baths in 2,700 +/- sq. ft. Wide plank wood flooring and a serene gray and white color scheme are found throughout. Enter light-filled, open living areas flowing among the two-story great room with fireplace and glass door to the patio, adjacent formal dining and beautiful eat-in kitchen featuring marble countertops, stainless steel appliances, waterfall tile backsplash and counter seating. First floor boast one bedroom, a den, a full bath and a powder room. On an upper landing an office area overlooks the great room. Three bedrooms upstairs include a primary suite...

October Rental: $15,000

Clare J Tenkarian
(631) 725-5586

Sag Harbor
$15,000

Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 908778

Moments from all that Sag Harbor Village has to offer, this luxuriously chic home features 4 bedrooms, 4 1/2 bathrooms, an inviting floorplan, heated saltwater gunite pool, and huge, private backyard. The entire home has been newly decorated in a Hamptons chic style. 1500sf of finished lower level space further enhances the enjoyment of the home. The beautifully landscaped and ultra private backyard allows plenty of space for lazing by the pool or entertaining with your outdoor kitchen for a perfect Hamptons summer. . Listing ID:908778

October Rental: $15,000
November Rental: $10,000
December Rental: $10,000

Jeanne Galante
(631) 903-6184

East Hampton
$15,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 735416

Rental Registration #:22-124 Bright and open East Hampton contemporary with heated pool, located on two private acres just a short distance from the village, bay beaches, and marinas. This home features four bedrooms, three baths, a fully equipped kitchen, and a spacious light filled living room/dining area that opens to the deck and heated pool. Listing ID: 735416.

October Rental: $15,000

Jeanne Hutson
(631) 903-6144

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