365 Hamptons Rentals

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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

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

8 Pondview Lane
$175,000

Village of East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 7.5
Web ID: 916428

EAST HAMPTON VILLAGE SOUTH Located between the oceanfront Maidstone Club and Main Street shopping. This stunning new traditional style home, built custom by Ben Krupinski Builder, was just finished in 2022 is perfectly sited on a south-facing acre in East Hampton Village South. This estate is beautifully appointed with 6-bedrooms, 7.5 baths, formal living and dining areas, 3 fireplaces, and more. Chef's kitchen is appointed with top-of-line Wolf and Subzero appliances, including a wine cellar and dual basin sinks, Calacatta Gold Silestone in white, and Y Lighting throughout. Radiant heat has been installed in both the primary and junior primary suites. There is a grand great room just off the chef's kitchen along with three guest suites including a large junior primary on the main floor. Three additional bedrooms including the primary suite are on the second level all ensuite and well-appointed. Windows are all handcrafted Loewen. Sonos has been...

July Rental: $175,000
August Rental: $225,000
Two Week Rental: $80,000

Craig Beem
(631) 537-4350

316 Deerfield Road
$175,000

Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 7.5
Web ID: 736995

RP240310 - This custom-built estate offers striking panoramic water views across Mill Pond with 700 feet of waterfront on 2+ bucolic acres. The 8000+/- sq. ft. modern beauty consists of 6 bedrooms, 8 baths, custom crafted and light flooded with 30 ft. ceilings, and full access overlooking the pond, The indoor/outdoor pavilion completely opens with folding glass walls to the heated Gunite pool and spa. The family room with bar and fireplace are adjacent to the paneled study. A top-of-the line chef's kitchen and large prep kitchen add to the unique quality of this extraordinary house. The spacious first floor master suite offers dual baths, giant custom closets and a sliding glass door providing private access to the grounds. Additionally, a second master suite and 3 more en-suite bedrooms with terraces are separated by a gallery on the upper level. The lower level includes a light-filled...

January Rental: $7,000
February Rental: $7,000
March Rental: $7,000
April Rental: $7,000
May Rental: $7,000
July Rental: $175,000
July / Aug Rental: $425,000
August - LD Rental: $195,000
November Rental: $10,000
December Rental: $10,000
Two Week Rental: $85,000

Andrea L Ackerman
(631) 537-4340

Elizabeth A Phenis
(631) 537-4357

12 Pondview La
$175,000

Village of East Hampton, NY
Rental
Bedrooms: 8
Bathrooms: 9.5
Web ID: 916269

Spend two weeks in a brand new construction on Pondview Lane in East Hampton Village. Close to the ocean beaches, escape to the serene beauty of East Hampton at this stunning home, a masterpiece by the acclaimed architect Frank Greenwald. The interiors, crafted by renowned interior designer Mark Sikes, were recently featured in his new book, 'Forever Beautiful.' Built by Delamere Construction with exquisite landscaping by Landscape Details, this property is designed to make summer feel endless. The home boasts 8 bedrooms, 9 full bathrooms and 2 half baths. There are two indoor fireplaces and a third featured in the outdoor pool pavilion area, perfect to ensure cozy evenings. Enjoy the luxury of an outdoor shower next to the pool, and the convenience of a pool house with a half bath. Laundry facilities are available on both the second floor and the lower level, ensuring a comfortable and relaxed...

Two Week Rental: $175,000

Roxanne A Briggs
(631) 903-6121

Southampton
$170,900

Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 737189

Contemporary living at its best. Beautifully-landscaped full acre with an impressive circular drive. This handsome contemporary house offers a great room with fireplace; dining, new granite kitchen; five bedrooms (including master), four baths, as well as a heated pool, all-weather tennis, and hot tub. This house has it all. Listing ID: 737189

Year Round: $170,900

Susan L Ratcliffe
(631) 537-4327

Maritza Jimenez
(631) 204-2411

Village Of Sagaponack
$170,000

Village of Sagaponack, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 844449

Rent this elegant 6 bedroom traditional with its oversized Gunite pool with spa and pickleball/tennis court with basketball hoop on almost 5 acres of open land, offering magnificent sunset and water views. French doors lead out to a walled patio, with a huge outdoor kitchen. Entertaining is a breeze with the multiple indoor and outdoor gathering areas. There is also a 3-car garage. The professional kitchen and dining room is open to a double-sided fireplace that is shared with a sunken living room. The finished lower level offers a professional style gym, a mahogany bar for entertaining, a wine cellar and other amenities. This is a very special very beautiful property.

July Rental: $170,000
August - LD Rental: $180,000
November Rental: $50,000
December Rental: $50,000

Andrea L Ackerman
(631) 537-4340

Elizabeth A Phenis
(631) 537-4357

64 Moses Lane
$170,000

Village of Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 7.5
Web ID: 874353

The perfect rental home in the Hamptons! Located just north of Hill Street and in close proximity to the estate section of the Village of Southampton is this modern traditional with gunite pool, spa, and pool house built in 2016 by Farrell. It is well sited on a prime rectangular and level .81 acre +/- parcel. The house comprises 7 bedrooms, 7 full and 2 half baths. The generous entry foyer leads to double barn doors opening into a grand open floor plan which includes a spacious living room and family room with fireplace; extra height windows and oversized sliding doors allowing pure natural light via southeastern exposures. The main level includes a large master bedroom w/ ensuite bath. Featured in the gourmet chef's kitchen is a Wolf 8-burner range and Subzero refrigerator, 2 wall ovens, 2 dishwashers, wine fridge and a breakfast area with view to the backyard. The...

Custom Rental: $245,000
Winter Rental: $170,000

Kimberly Kakerbeck
(631) 537-4351

Juliana Frei
(212) 396-5886

26 Georgian Lane
$165,000

Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 903266

RR# RP230487. Located in Water Mill, South of the Highway, on a coveted, private lane, this luminous, new shingle-style construction features 6 bedrooms, 6.5 baths and 2 fireplaces across 5,400+ sf of living space. A light-filled entry leads to an open, spacious living room in a home featuring modern Asian decor. Five ample sliding glass doors open directly to the bluestone back patio, a heated gunite 20x40 pool, and a beautifully-landscaped backyard. The home also offers 2 primary suites with separate showers and soaking tubs, 4 ensuite bedrooms, including one with its own private entrance and patio. On the second floor, there are a library/meditation room and a private office space. The ground floor includes a recreation room with a ping-pong table and one bay within the 2-car attached garage. Additional amenities include multiple outdoor areas for dining and entertaining, a gas-fired grill, a covered loggia, outdoor shower, and...

August - LD Rental: $165,000

John P Vitello
(631) 204-2407

124 Meeting, House Lane
$160,000

Village of Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 6
Web ID: 910976

Only 1 block to Main Street and Sant Ambroeus, and 5 blocks to the beach, this 7 bedroom, 6 bath home has all modern conveniences in a beautifully landscaped, completely private compound. Northstar is one of the original Southampton Village houses, over 350-year-old, rebuilt from the ground up, completely modernized and in pristine condition. This home delivers the perfect American dream summer vacation. European furnishings and sensibilities bring this historical Hamptons gem to a high level of chic and sophistication. Al fresco dining for 10 people under the covered porch, eat-in kitchen for 12, and a separate dining room for 12 all offer a variety of entertaining spaces. The garden features a separate pool and pool house with butler's pantry and covered oversized day beds which are heated at night. This combined with the sauna pavilion and heated pool extend the beautiful summer evenings. The oversized cinema features room for...

January Rental: $30,000
February Rental: $30,000
March Rental: $30,000
April Rental: $30,000
May Rental: $60,000
June Rental: $100,000
July Rental: $160,000
November Rental: $30,000
December Rental: $30,000
Winter Rental: $126,000
Year Round: $450,000

Lillian A Holtzclaw
(631) 204-2430

Sag Harbor
$157,000

Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 741471

Available summer 2023, extended season and other periods upon request. Sunsets over your own private wooded six+ acres personal sylvan reserve, set back from road and away from any visible neighbors, yet within a few minutes' to Mashashimuet Park/Otter Pond and Sag Harbor Main Street. Winding circular driveway leads to a five-bedroom, three and one half-bath, post-modern and approx. 4000+/- sq.ft. home. Double entrance doors open into a five-columned, spectacular three-story cantilevered ceiling living room with slate fireplace, flat screen mounted above fireplace entertainment center, restored antique mahogany baby-grand piano for sing-along, and two ecru overstuffed queen-size convertible couches and matching chaise lounge. Bricked terrace, newly lined heated pool and newly laid Har-Tru tennis court, all accessed through living room or master suite four French doors. Medieval style wood dining room table from Europe which seats 12, wood paneled grandfather clock and breakfront. Large country kitchen with all new...

December Rental: $15,000
Short Term Weekly: $12,500
Year Round: $157,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

Undisclosed Address
$150,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 7.5
Web ID: 738317

Located in the heart of Southampton Village, 231 Flying Point Road is set on 1.4 private and specimen tree lined gated acres. Thoughtful and sophisticated detail are displayed inside and out. Recently renovated and professionally decorated, it offers a livable interior design & atmosphere to provide the most comfortable lifestyle for the most discerning clientele. Located moments from America's most desirable white, sandy, ocean beaches, this home stands out amongst the rest. Five generously sized bedrooms throughout the residence all complete with private baths. A potential 6th bedroom/office with private bath is available on the main level. The primary bedroom welcomes the head of the household with fireplace and private balcony overlooking the grounds. The main living areas include 2 wings, with separate living rooms for entertaining guests while others relax and unwind in the alternate room both include fireplaces as a focal point. Other notable areas include library,...

MD - LD Rental: $375,000
June Rental: $100,000
June/July Rental: $250,000
July Rental: $150,000
August Rental: $200,000

Andrea L Ackerman
(631) 537-4340

Elizabeth A Phenis
(631) 537-4357

Bridgehampton
$150,000

Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 735934

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 kitchen is adjacent to the formal dining area. Upstairs are three comfortable, generous bedrooms and three full baths, plus a sleeping loft that serves as a fourth bedroom. There is central air conditioning and a laundry room. Outdoors are an expansive bluestone patio and heated gunite pool. A delightful blend of historic charm and updated furnishings, this home is close to both town and ocean beaches.

June Rental: $25,000
July / Aug Rental: $150,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

Village Of Southampton
$150,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 736164

Simply put, a rare find combining spectacular location, estate privacy, refinement and easy living. Located very south in the world renown Southampton Village Estate Section, this renovated barn style 'cottage' offers 5 bedrooms, 5.5 baths, a large open living room with fireplace, romantic farmhouse dining, stylish kitchen, central air, office space and beautiful decor throughout. The exceptional grounds feature 1.7 private acres, heated gunite pool, beautifully manicured lawns, trees and gardens, second story deck with view, large patio with beautiful furnishings and, a wonderful, throwback pool house best (loosely) described as 'Shangri-La.' So close to world renown beaches and just moments away from everything Southampton Village has to offer. Listing ID: 736164

MD - LD Rental: $175,000
July / Aug Rental: $150,000
Year Round: $190,000

John P Vitello
(631) 204-2407

East Hampton
$150,000

East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 6
Web ID: 755556

Rental Registration #: 22-864. This immaculate home sits on over an acre just minutes to East Hampton Village and ocean beaches. Behind a gated hedge, this home boasts six bedrooms and six baths for comfort and relaxation. A new kitchen beautifully done with professional appliances and lots of counter space is wonderful for entertaining and cooking. Outside, the beautifully landscaped backyard includes an in ground gunite pool with spa, extensive stonework, and professional landscaping. Ample living space for all includes a finished basement to enjoy those rainy days. An ample bedroom/bath suite is above the garage for visitors or help to enjoy private time. Listing ID 755556

Year Round: $150,000

Timothy R O'Connor
(631) 771-5321

Jeffrey C Carter
(631) 771-5323

East Hampton
$150,000

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

Year Round: $150,000

Richard Finder
(631) 702-7511

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