415 Hamptons Rentals

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Wainscott
$85,000

Wainscott, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 735469

Rental Registration # 23-1,305 - Incredible 2.2-acre property in Wainscott for rent. This newly renovated home with 5,000 +/- square feet of living space offers top quality finishes and features five bedrooms, five and one-half baths, gourmet kitchen with breakfast bar, all purpose room, formal dining room, and living room. The grounds are meticulously maintained and include a heated pool with retractable cover, a hot tub and spa, 1,800 +/- square feet of new decking and beautiful new landscaping, along with a three-car garage. This Wainscott home is an ideal summer rental.Listing ID: 735469

MD - LD Rental: $195,000
June/July Rental: $150,000
July Rental: $85,000
July / Aug Rental: $155,000
August Rental: $85,000
October Rental: $20,000

JB Jose B DosSantos
(631) 903-6147

Village Of Southampton
$85,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 737429

In the heart of Southampton Village, this lovely shingled traditional farmhouse exemplifies classic Hampton's style. Totally renovated and completed in July 2017 this house is the best for those who appreciate historic homes yet with all of the modern amenities. This is the first time this four bedroom four bath home will be offered for rent. Choose to relax on one of three porches in private quiet setting. On the Estate side of Southampton just off Hill Street makes for a short walk to town and quick bike ride to Coopers Beach. The first floor has an open concept design with incredible site lines. The home has its original oversized fireplace and 105-year-old restored hardwood floors that add a classic element and cozy character throughout. The open windowed kitchen, living and dining room all merge and act as one entertaining area. Nineteen...

January Rental: $6,000
February Rental: $8,000
March Rental: $15,000
April Rental: $20,000
May Rental: $30,000
June Rental: $45,000
July Rental: $85,000
August - LD Rental: $100,000
September Rental: $30,000
October Rental: $20,000

Cristina Matos
(631) 204-2408

Jennifer Linick
(631) 771-5310

East Hampton
$85,000

East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 7
Web ID: 756139

Rental Reg. # 24-231. Welcome to the perfect East Hampton summer get-away. This elegant Post modern cedar shingle home is located just minutes from East Hampton Village, ocean beaches, and Main Street shopping. Nestled on a secluded acre off a private road, this 5-star estate-like home boasts 6,500 sq ft of living space, with 6 bedrooms all en suite (separate Master and Jr suites), 7 bathrooms, home theater, fitness center, home office, and spacious finished lower level. You will find plenty of room here with the flowing open floor plan, high ceilings, hardwood floors, large living room and huge separate den. A fabulous gourmet chef's kitchen opens to your expansive outdoor mahogany decking and patio, where you will find your sun-soaked and heated gunite pool. Wireless Sonos Sound System for inside and out is ideal for entertaining. Enjoy luxurious privacy all summer long in this exclusive property. Listing ID:...

MD - LD Rental: $225,000
July Rental: $85,000

Philip Judson
(631) 771-5328

Sharman S Peddy
(631) 903-6171

Montauk
$85,000

Montauk, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 905917

RR# 23-581. Enjoy Montauk at this modern beach home in the coveted neighborhood of Culloden Shores and witness the stunning sunset and water views of the Block Island Sound. Almost new construction, this 2,723 sq. ft. modern home brings summer right into the home with floor to ceiling windows, wraparound decking and a rooftop deck perfect for lounging. A seamless open floor plan features four bedrooms (3 king size bedrooms and one set up with 4 bunk beds) and three and half baths. Three of the bedrooms are located on the first level, while the master suite is situated upstairs with a top-of-the-line kitchen, dining area, and a spacious living room. A robust backyard featuring a bluestone patio and heated gunite pool round out this excellent beachside home. Centrally located, short distance to the beach or explore the many nearby restaurants and shops.

MD - LD Rental: $215,000
June Rental: $45,000
July Rental: $85,000
August - LD Rental: $105,000

Timothy R O'Connor
(631) 771-5321

Jeffrey C Carter
(631) 771-5323

Village Of East Hampton
$85,000

Village of East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 909652

Location, location, location. Imagine summer in the Village without the parking drama, staying in this elegant new home with the perfect back yard. Located in the heart of East Hampton Village and all the attractions that make East Hampton a worldwide destination. Convenient to restaurants, bars, shops, train station, Jitney bus, grocery stores and pristine ocean Beaches. And the best part is that the home is situated on quiet cull-de-sac bordering a wooded area which makes it centrally located; hidden in the woods piece of Paradise. The home is very inviting, meant for indoor and outdoor entertaining. Open concept first floor with sun filled living room flowing into the dining area and chef's kitchen, large second living space on the lower level with gym, wet bar, pool table, media center and easy access to the pool. Right outside the kitchen you have an oversized mahogany deck with teak dining...

May Rental: $35,000
MD - LD Rental: $200,000
June Rental: $45,000
July Rental: $85,000
July / Aug Rental: $170,000
August - LD Rental: $90,000
September Rental: $45,000

57 Sammy S Beach Road
$85,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 5.5
Web ID: 878838

Rental Reg. # 23-719 Offered for the first time. Stunning new construction directly on Gardiners Bay beach front. Sparkling bright interiors and high end, clean finishes and furnishings throughout. Main level has a large open concept living/ dining and kitchen, office/ den with full bath, another 1/2 bath and laundry and a custom built in bar with wine fridge. Floor to ceiling custom doors open to a massive back deck with Restoration Hardware furniture, gas and charcoal grills and outdoor shower. Step off the deck into the sand and to the path leading to the beach. Upstairs is a huge gallery landing with floor to ceiling doors leading to a large deck on the front overlooking Three Mile Harbor and Sammy's Beach Preserve and an even larger deck on the back looking out to Gardiners Bay, The North Fork, Shelter Island and Gardiners...

June Rental: $75,000
July Rental: $85,000
August Rental: $100,000

Philip Judson
(631) 771-5328

28 Parkway Drive
$85,000

Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 877646

RR#:RP230356 Newly AVAILABLE for July & August through Labor Day 2025. Conveniently situated between Sag Harbor Village and Long Beach, this immaculate 4 bedroom, 3 1/2 bathroom home, is an oasis of well curated art, blended with a sophisticated and monochromatic Interior style, in harmony with the simple proportions of this 2018 built CONTEMPORARY FARMHOUSE. An open plan kitchen, dining and living space flow perfectly to a 32' x 16' gunite heated pool, surrounded with a bluestone patio, perfect for entertaining and relaxing poolside. A first floor meditation room can double as an office . 4 comfortable bedrooms, 2 ensuite and a full 3rd bathroom complete the sunny 2nd Floor. Double washer and dryers located in a dedicated laundry room, add ease to your stay. Minutes to Long Beach and Sag Harbor, with the convenience of Serene Green Farm Stand, offering local produce is literally...

July Rental: $85,000
August - LD Rental: $95,000

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

North Sea
$84,000

North Sea, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 878417

Spend your summer entertaining or simply enjoying the tranquility of this nearly one acre, beautifully landscaped three bed, two bath home with private pool and outdoor shower. The backyard patio has a large dining table and an outdoor living room and grill and the pool area is fully enclosed, allowing for that extra peace of mind. The indoor living room offers plenty of seating for movie night or entertaining, adjacent to a large open eat-in kitchen with skylight and glass sliding doors opening out to the back patio. Relax next to the wood burning fireplace in the den with skylight, high ceilings, and glass sliding doors looking out to the back yard and pool area. The first-floor primary has an en suite bath, while both guest (queen size) bedrooms share the nearby guest bath. At the end of a long tree-lined driveway, this private property offers plenty of space...

Year Round: $84,000

Amelia M Doggwiler
(631) 204-2426

East Hampton
$80,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 909997

Rental Registry #24-450. Beautiful architectural design, exquisite details and a coveted location in the Settlers Landing community of East Hampton combine to create an exceptional new offering. Built in 2019, the sophisticated design spans 5,093+/- square-feet of elegant living space on three levels, with floor plans that flows seamlessly throughout. The living room features a fireplace with custom, carved wood mantle and walls of cascading glass doors opening to an extensive bluestone patio. The kitchen is truly a showstopper, with a full wall of gorgeous marble, marble counters, custom iron and frosted glass cabinetry and an informal dining area with large sliding glass doors leading to the terrace. A light-filled formal dining room provides ample space for entertaining. Meticulously appointed throughout by a renowned decorator who captured the home's openness and light through the brilliant use of color, materials, and dÃcor.. The four bedrooms and four and one-half baths include...

January Rental: $15,000
February Rental: $15,000
March Rental: $15,000
April Rental: $20,000
July Rental: $80,000
August - LD Rental: $90,000
December Rental: $20,000

Timothy R O'Connor
(631) 771-5321

Jeffrey C Carter
(631) 771-5323

Southampton
$80,000

Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 755843

RR#: RP240695. This wonderful, 6 bedroom, 6.5 bath home sits high on a hill overlooking Shinnecock Bay and the ocean beyond. The first floor has an open floor plan with a living room with fireplace, a dining area and a kitchen. There is a first floor bedroom plus a billiards table for hours of fun. These rooms open out onto a deck with a pool, outdoor dining, and unbelievable views. The master and 3 additional bedrooms are on the second floor and there is a finished lower level with an additional bedroom. There is an all-weather tennis court and a private path to a sandy beach all on a private 2+ acre property. Great for entertaining. Listing ID: 755843

July / Aug Rental: $120,000
August - LD Rental: $80,000

Richard Finder
(631) 702-7511

Marie McCullough
(631) 204-2420

Sagaponack
$80,000

Sagaponack, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 754928

This 19th century Sagaponack Victorian is nestled amongst farmland and so close to the beautiful Sagg Main and Gibson ocean beaches. Surrounded by farmland and tastefully renovated with four bedrooms, two bathrooms, living room, and dining room. A heated saltwater pool makes this the perfect Sagaponack rental! Listing ID: 754928

MD - LD Rental: $80,000

Philip Judson
(631) 771-5328

Village Of Southampton
$80,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 735460

A wonderful south of the highway location in the Village estate area. The immaculate and stylish five-bedroom house features a living room with fireplace and beamed cathedral ceiling, handsome library/media room, dramatic dining room with curved glass wall, four baths and sauna/steam bath. Master suite with cathedral ceiling fireplace and steam bath. Two of the 5 bedrooms are located on the walk-out lower level with media extra sitting room. Central air conditioning and new Sonos sound system. The landscaped one-acre grounds feature rolling lawns and a courtyard with heated swimming pool, Jacuzzi, gazebo and studio above garage. Minutes to Coopers Beach. Listing ID: 735460

MD - LD Rental: $195,000
June Rental: $40,000
June/July Rental: $115,000
July Rental: $80,000
July / Aug Rental: $165,000
August - LD Rental: $90,000
September Rental: $40,000
December Rental: $20,000
Winter Rental: $140,000
Year Round: $295,000

Village Of Sag Harbor
$80,000

Village of Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 736852

Circa 1830 and completely restored in 2015, this stunning, beautifully appointed home is just a short stroll to Main Street restaurants and shops. The first floor offers the fully outfitted chef's kitchen, a separate formal dining room, a very spacious living room and a quiet office. The laundry is conveniently located off the kitchen in the sun/mud room. Upstairs, you find the primary ensuite bedroom with gas fireplace and two additional bedrooms with a full bathroom. An added bonus is the third floor media and game room. The lushly landscaped garden offers privacy at the heated salt water pool and patio complete with a terrace dining area. A separate, nicely furnished pool cabana with a full bathroom and loft offers additional living space and an oversized outdoor shower. This home is elegant and gracious but at the same time inviting and comfortable. Listing ID: 736852

July Rental: $80,000
July / Aug Rental: $165,000
August - LD Rental: $95,000

Maureen J Geary
(631) 903-6167

38 Three Mile Harbor Drive
$80,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 906085

RR# 22-1583. Enjoy sensational views over Three Mile Harbor and beyond from this dramatic waterfront home set high atop a freshly landscaped shy acre in Settlers Landing. The residence is set back on the property to offer both privacy and an exceptional vantage point for its 180-degree vistas. Recently renovated and professionally designed, the 4,100 sq ft interior features an open concept living and dining room with a soaring double-height wall of windows that create a dramatic theatre for the surrounding natural beauty. Sliders lead to a 1000+ SF furnished deck that extends the dining, lounging and entertainment space to the outdoors. A Sonos indoor/outdoor music system enhances the seamless environment. Three spacious bedrooms and two full bathrooms complete the first level. An expansive ensuite primary bedroom on the second level features a sitting area with fireplace, a private balcony and floor to ceiling windows that...

January Rental: $25,000
February Rental: $25,000
March Rental: $25,000
April Rental: $25,000
May Rental: $30,000
June Rental: $60,000
July Rental: $80,000
August - LD Rental: $80,000
November Rental: $25,000
December Rental: $25,000

Robert Stearns
(631) 771-5317

John Scott JT Thomas
(631) 771-5327

36 John Street
$80,000

Village of Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 5
Web ID: 913469

Ideally located on the tranquil waters of Upper Sag Harbor Cove with a private dock and waterside pool, this Sag Harbor Village summer house is only one block to the Main St sidewalk for direct access to restaurants, shopping, and Long Wharf. The magic happens outside where sunsets can be enjoyed from the patio furnished with ample seating, umbrellas, and gas grill. This beautiful traditional home is bathed in natural sunlight from an abundance of sliding glass doors on 2 levels. The open floor plan boasts a large kitchen with granite counters, 4 burner Wolf range, rolling butcher block island, wine fridge, and stainless steel appliances. It leads to the living room with a big comfortable sectional sofa and dining for 4. The first level primary suite with tile bathroom and stall shower has views over the pool and the water beyond. A convenient den with ensuite bathroom and access...

August - LD Rental: $80,000

Clare J Tenkarian
(631) 725-5586

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