412 Hamptons Rentals

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429 Butter Lane
$150,000

Bridgehampton, NY
Rental
Bedrooms: 7
Bathrooms: 6
Web ID: 917305

RP190383. Nestled in the heart of Bridgehampton, this stunning 6-bedroom Hamptons summer rental offers an exquisite estate setting with a pool on a sprawling 1.52+/- acres. The gated drive, framed by tall privet, leads you to a private, park-like oasis. Open lawns, expertly arranged specimen plantings, mature trees, and landscaping by the acclaimed Edmund Hollander surround the magnificent 6,000+/- sq. ft. home. Enjoy the perfect blend of openness and privacy with easterly views over a 70-acre tree farm reserve. Step inside to sophisticated and open living spaces. The main level features an expansive living room with a coffered ceiling and fireplace, a billiards room, and a gourmet eat-in kitchen with a fireplace and access to a charming screened-in porch. This level is completed by two luxurious bedroom suites. The finished lower level offers a recreation room with a game and media area, as well as a relaxing sauna. The...

July Rental: $75,000

Craig Beem
(631) 537-4350

2803 Montauk Highway
$150,000

Bridgehampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 3588104

Chic Bridgehampton Farm House With Poolside Guest Cottage In the heart of Bridgehampton, this fabulous architect-owned and renovated three bedroom, two and one half-bath home has been designed to make the most of its farm field views and bucolic property. Set way back off the main road, the impressive grounds hold expansive vistas, charming interiors, and lots of privacy. The light-filled home features three well-appointed bedrooms, a primary bedroom with its own private bath, home office, eat -in kitchen with a lovely patio, formal dining room, and home office. The wrap around porch is delightful, the separate poolside guest cottage hosts a bed, bath and kitchenette, ideal for an escape or a special guest. The infinity pool is heated, and overlooks the expanse of farm views. Situated less than three miles from Gibson beach and just east of Main Street with all of the shops and fabulous restaurants Bridgehampton has...

Palmer Gaget
(9179293449) ) ) ) ) ) ) ) ) )

25 Deerwood Path
$150,000

Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 6
Web ID: 3586227

Escape to the breathtaking beauty of the Hamptons and indulge in the ultimate vacation experience! This stunning property offers the epitome of luxury living, whether you're seeking a month-to-month rental, a summer escape, or year-round bliss. Step into a world of elegance and comfort as you enter this spacious, bright, and immaculately maintained home. The open floor plan and soaring vaulted ceilings create an atmosphere of grandeur and serenity, while the generously sized rooms provide ample space for relaxation and entertainment. Summer Rental, month to month,, or year round! Find yourself enjoying the beautiful vacation life that the Hamptons has to offer! Super spacious, bright, clean, open floor plan and vaulted ceilings with generous sized rooms. All 4 Bedrooms have ensuite baths. Exercise room complete with equipment, sauna makes this retreat the perfect quintessential vacation home. Private Heated Pool (Seperate Charge). with spacious deck for outdoor dining and entertaining or...

Karen Richter Rett
(5163171750) ) ) ) ) ) ) ) ) )

231 Flying Point Road
$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

1810 Main Road
$150,000

Jamesport, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 3519001

Starry Nights Farms: This Stunning, Secluded, Gated, and Peaceful 6+ Acre Estate is perfectly located amongst luscious green fields, farms, wineries, and amazing restaurants and shops in the heart of the North Fork! It's minutes from the Sound and The Bay and it's a quick, easy drive to The Hamptons. This incredible 3-Story, 5-Bedroom home has it all! With a beautiful kitchen, downstairs kitchenette, sun room, bunk room, indoor and outdoor fireplaces, movie room, art studio, ping pong room, pool table, gym, outdoor kitchen and bar, saltwater pool, jacuzzi, massive organic garden, putting green/sport court, indoor & outdoor riding rings, two beautiful barns, two adorable horses and 5 blue egg laying chickens, you will be sure to make memories of a lifetime! Inquire about off-peak rates. Stalls are available for those that have their own horses. Simply put, there is something for everyone at this magnificent private farm estate! ...

Richard Connelly
(6319535750) ) ) ) ) ) ) ) ) )

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

1 Fox Crossing
$150,000

North Haven, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 868027

This Perfect North Haven Rental is just minutes from Sag Harbor Village in the gated waterfront enclave of West Banks - North Haven. A stunning residence, sited on a private 1.27+/- acre parcel, offers 6 bedrooms and 5 and 2 1/2 baths across 5500 +/- sf of beautifully designed living spaces. you are captivated by the soaring double height ceilings with an open floor plan spanning the whole first level. A living room and fireplace hearth flowing into a new modern chef's kitchen with a large center island, Sub Zero and Wolf appliances and wide granite counters for entertaining. A great room featuring a modern jewel fireplace, a full wet bar and entertainment area with gorgeous Nanawall glass doors for indoor-outdoor living at its best. Glass panels enclose the wine storage room and line the floating catwalk on the second level. A first level plush primary suite opening...

July Rental: $150,000
Two Week Rental: $80,000

Korine M Konzet
(631) 537-4323

East Hampton
$145,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 911081

Nestled in East Hampton's coveted Settlers Landing neighborhood, this exquisite home embodies the quintessential Hamptons lifestyle with a seamless fusion of classic charm and modern sophistication. Situated on a generous half-acre lot, this residence is just minutes away from town, offering convenience and tranquility in equal measure. Step inside to discover a sun-drenched interior adorned with high-end fixtures and impeccable finishes. The spacious living room, den, and eat-in kitchen provide an inviting atmosphere for relaxation and gatherings. The kitchen features a breakfast room with sliding glass doors, allowing for seamless indoor-outdoor flow. Outside, the deck basks in sunlight, providing the perfect spot to soak up the serene surroundings. The backyard oasis is an entertainer's dream, complete with a sparkling pool, inviting hammock, convenient grill, and refreshing outdoor shower. Surrounded by natural beauty, residents can explore nearby preserves, indulge in kayaking and paddleboarding adventures, or witness breathtaking...

Year Round: $145,000

Elizabeth A Phenis
(631) 537-4357

Andrea L Ackerman
(631) 537-4340

Water Mill
$140,000

Water Mill, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 735785

Beautiful Traditional home in Bridgehampton with new gourmet kitchen and new marble bathrooms. 3 spacious bedrooms each with a new flat screen television. Bright and large living room with double height ceiling and 2nd floor den overlooking the space. Freshly painted, newly furnished, refinished hardwood floors. Fenced in yard with heated pool and patio for dining. Central air. No pets. Listing ID: 735785

Year Round: $140,000

Clare J Tenkarian
(631) 725-5586

Maritza Jimenez
(631) 204-2411

Water Mill
$140,000

Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 755806

RR#: 180714 Hamptons barn-style 4-bedroom, 3-bathroom home is centrally located and situated in the heart of Water Mill farm country. Originally a barn, the house features an open kitchen with stainless steel appliances, a large beamed cathedral ceiling living room, and open dining room all leading onto a spacious deck. This home has central air conditioning, hardwood floors, and a beautiful fireplace that adds to the charm of this very chic Hamptons home. A large backyard with a gorgeous heated pool and terrace that includes perimeter fencing around the pool area. Just a 5 minute commute to Water Mill Village and a 10 minute commute to Bridgehampton. Listing ID: 755806

Year Round: $140,000

Richard Finder
(631) 702-7511

Mary Ellen McGuire
(631) 537-4324

Village Of Sag Harbor
$140,000

Village of Sag Harbor, NY
Rental
Bedrooms: 7
Bathrooms: 7.5
Web ID: 736094

Located on a beautifully landscaped parcel which is just shy of an acre, in the heart of Sag Harbor's historic district, this Federal-style house dates back to 1750 and has been beautifully restored and updated with every modern amenity. The peaceful and private retreat, only seconds from wonderful shops and restaurants, boasts century old boxwoods, an allee of cherry trees, a gunite pool, bluestone terrace and pool house. The principal rooms include a lovely living room, bonus room and library, gracious dining room overlooking the garden and a gourmet chefs kitchen with 2 Bosch dishwashers, a Viking range, a SubZero refrigerator and wine cooler. The private rooms include an exquisite master suite with fireplace, cathedral ceilings and spa bathroom plus two en-suite guest bedrooms, a new private en-suite guest bedroom with queen bed, sitting area and bathroom, as well as a maid's room with separate egress and two additional...

Custom Rental: $235,000
MD - LD Rental: $425,000
June Rental: $95,000
July Rental: $140,000
July / Aug Rental: $335,000
August - LD Rental: $195,000
Ext. Season: $160,000

Stacy Pennebaker
(516) 532-5765

Linley Pennebaker Hagen
(631) 725-5583

Village Of Southampton
$140,000

Village of Southampton, NY
Rental
Web ID: 886437

Beautifully decorated four bedroom, three and half bath corner unit located in the Village of Southampton. The living room with dining has an open floor-plan with 11 foot ceilings, and an adjacent den/office. The Master Suite has two walk-in closets, shower and a free-standing bathtub. The large kitchen has stainless appliances, a Wolf Oven and Sub-Zero Fridge. Other unit amenities include a second story covered porch, laundry and a one car garage. The community offers a gunite pool with an on duty Lifeguard, two lounge areas, tennis court, covered veranda with barbecue and exterior fireplaces. Close to village, restaurants and ocean beaches. Listing ID# 886437

Year Round: $140,000

Maritza Jimenez
(631) 204-2411

Robert Nass
(631) 702-7506

8 Big Reed Path Path
$140,000

Montauk, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 3466618

Enjoy your summer in this 5 bedroom, 3 bath spacious Contemporary beach house. Newly renovated with top of the line appliances offering daily spectacular sunsets, expansive views of Lake Montauk and the Long Island Sound. Thoughtfully landscaped and adjacent to hundreds of acres of parkland, near the airport, restaurants and beaches, relax by the heated saltwater pool. Offers an extra room and a lower level second living room. Comes with a personal charging station for your vehicle.

Lisa A Grenci
(6313753000) ) ) ) ) ) ) ) ) )

42 Library Avenue
$140,000

Westhampton Beach, NY
Rental
Bedrooms: 6
Bathrooms: 8.5
Web ID: 3578143

Welcome to a home entertaining experience like no other in the heart of Westhampton Beach Village, less than a half a mile from Main Street and a stone's throw to the village beaches, marina, and more! Where water views meet modern luxury, this home offers 4500 SF of custom exquisite craftsmanship by Coastal Management. Offering six bedrooms, six and two half bathrooms, open living spaces flooded with natural light, water views, wide white oak flooring throughout, floor to ceiling windows and doors, designer details & finishes and a plethora of space for family & friends. The upper level boasts the primary bedroom suite with private sunset viewing deck and hidden outdoor shower, there are two additional ensuite bedrooms and a media room. This level hosts the custom crafted Chef's Kitchen, with seamless cabinetry, top-of-the-line appliances, wet bar & wine refrigerator and oversized island with granite countertops. The open living and...

Lauren R Spiegel
(6314337331) ) ) ) ) ) ) ) ) )

38 Aqua Drive
$140,000

Shinnecock Hills, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 738962

RR #RA241924. Situated high on a bluff with wide open views of Shinnecock Bay, Meadow Lane and beyond. This stunning shingle-style house radiates elegance and sophistication with its soothing color palettes, chic decor, beautifully handcrafted wood paneling and crisp moldings throughout. The open floor plan boasts southern exposures and an abundance of windows and French doors, drenching the space with natural light. With 5,900+/- square feet spanning 3 levels, there is plenty of separate space for everyone. Six bedrooms, 5.2 baths and an array of magnificent amenities form an airy, contemporary vibe. When you are not soaking in views from the walls of glass, you can enjoy the spacious chef's kitchen with stainless steel appliances and center island. Also included are 2 fireplaces, a luxurious master bedroom with second floor balcony, gaming area, study room, covered loggia, butler's pantry and a gym. Adding to its charm is a neatly...

Custom Rental: $175,000
July Rental: $140,000

John P Vitello
(631) 204-2407

Southampton
$135,000

Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 8.5
Web ID: 736345

RR# RP241288. A rare find with pool, tennis and basketball. This fabulous sun-drenched newly-renovated and expanded home built with style and quality , 7 bedroom, 8.5 bath home, including 2 first floor en suite masters and 2 laundry rooms spacious and perfect for all occasions. Enjoy and relax in the secluded backyard with a beautiful new heated gunite pool, spa and tennis surrounded by 3 acres of beautifully landscaped grounds. In close proximity to the beach and the Village of Southampton, this should not be missed. . The perfect entertaining home and ultimate sanctuary. Designer-decorated and meticulously-appointed spaces complete this perfect oasis with 6700 SF of living space. Listing ID: 736345

August - LD Rental: $135,000

Cristina Matos
(631) 204-2408

Richard Finder
(631) 702-7511

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