414 Hamptons Rentals

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East Hampton
$50,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 735593

Rental Registration #: 24 - 0,773 - Two-story traditional situated in a lovely woodland setting offers four ensuite bedrooms (including primary with fireplace) plus a sleeping loft, and four and one-half baths. Living room with fireplace, formal dining room, and well-appointed kitchen. Comfort is a priority with three-zone heat and air-conditioning. The private 1.47+/- acre property borders a 21+/- acre reserve and is one-half mile from the beach. 20'x 40' heated vinyl pool with bluestone trim, an outdoor shower and extensive decks round out this offering. Listing ID: 735593

MD - LD Rental: $120,000
June Rental: $25,000
June/July Rental: $65,000
July Rental: $50,000
July / Aug Rental: $100,000
August - LD Rental: $55,000
Year Round: $175,000

JB Jose B DosSantos
(631) 903-6147

Village Of Westhampton Dunes
$50,000

Village of Westhampton Dunes, NY
Rental
Bedrooms: 8
Bathrooms: 6.5
Web ID: 737162

Fabulous ocean views from almost every room in this contemporary style home featuring eight bedrooms, six full and one-half baths. Spacious open living areas showcase dramatic ocean views through oversized windows and sliding glass doors. Amenities include a large gourmet kitchen, two dining areas, multiple balconies, marble bathrooms, central air, and two fireplaces. Outdoors there's a large deck that is great for entertaining, and a heated pool on the ocean side with a private walkway to the beach. Listing ID #737162

November Rental: $50,000
December Rental: $50,000

Albert Weinschenk
(631) 288-5039

49 Arbutus Road
$50,000

Shinnecock Hills, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 755073

Rental Reg. # RP201765: Designer modern home set on a private acre in Southampton. This architectural gem features three floors of living space, each floor with additional outdoor terrace/deck areas allowing for seamless enjoyment to the open air. The top floor offers a comfortable den/media/bonus room area with a full bath, a large lounging deck as well as a small balcony. The main floor contains a spectacular chef's kitchen with outdoor dining space, a full bathroom, and large open living/dining area with direct staircase access to the pool area. The lower level offers an ensuite primary suite as well as three additional guest rooms and full bathroom. A large changing/wet area opens directly to the lushly manicured backyard, complete with heated pool and sun-soaked lounging areas. Listing ID 755073.

January Rental: $10,000
February Rental: $10,000
March Rental: $10,000
April Rental: $10,000
May Rental: $15,000
MD - LD Rental: $115,000
June Rental: $20,000
July Rental: $50,000
August - LD Rental: $50,000
September Rental: $20,000
November Rental: $15,000
December Rental: $15,000

John Scott JT Thomas
(631) 771-5327

Robert Stearns
(631) 771-5317

4 Landing Lane
$50,000

East Quogue, NY
Rental
Bedrooms: 6
Bathrooms: 4
Web ID: 898452

Rental Reg. #RP230094 Resort-like living, in this true vacation offering situated in Pine Neck Landing with a private beach. 6 bedrooms, including 2 primary en suites (one on the main level), 2 living spaces, a chef's kitchen and dining area. The open floor plan affords a very airy and bright interior with wonderful natural light. On the second floor, there are 3 bedrooms, one bathroom, and a primary en suite. On the lower level is the game room with a small theater area with very comfortable seating, foosball and a professional pool table. A great place to be on a rainy summer afternoon. There is a Sonos sound system throughout the interior and exterior spaces. The home features wood flooring with tile in the bathrooms. The outdoors is summer enjoyment with a huge free-form, heated pool surrounded by pavers, enough lawn for outdoor games, a designated fire pit area, and...

August - LD Rental: $50,000

Gayle Osman Lopata
(631) 288-5124

31 Meredith Avenue
$50,000

Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 901804

This newly constructed 4-bedroom, 4.5-bath house in Sag Harbor is only one year old. With 2,153+/- sf of open concept living space, the first floor features a fireplace, spacious primary ensuite, chef's kitchen with a dining area, stainless steel appliances, and sliding glass doors leading to the patio, which overlooks the heated gunite pool and manicured grounds. The second floor includes three ensuite bedrooms and a sitting area. The lower level, with a separate staircase, hosts a lounge area with a pool table, laundry, and a full bath. Only 1.2 miles to Sag Harbor Village, about four football fields away from a private sandy beach, or halfway between the two is Havens Beach. Listing ID:901804

MD - LD Rental: $125,000
July Rental: $50,000
July / Aug Rental: $85,000
August - LD Rental: $55,000

Shannan M North
(631) 903-6174

Roxanne A Briggs
(631) 903-6121

3029 Mitchell Road
$50,000

Village of Westhampton Beach, NY
Rental
Bedrooms: 2
Bathrooms: 3.5
Web ID: 899296

This canal front Westhampton Beach Village condominium has just been completely renovated. Enjoy water views, use of a boat slip and the heated pool. The bright, open floor plan offers plenty natural light and is beautifully decorated with a minimal sensibility. The perfect summer rental with 2 plus bedrooms, 3 and one-half baths, and a lovely deck overlooking the canal. On the second floor are the two primary bedrooms each with its own bathroom. The lower level has a large second living space, a full bath, and sliding glass doors leading to a lovely patio and the condominium grounds lush with greenery. Ideally located in the heart of the Village near Main Street. Listing ID#899296

July / Aug Rental: $50,000

Gayle Osman Lopata
(631) 288-5124

167 Tuckahoe Lane
$50,000

Tuckahoe, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 914629

RR# RP231175. Discover Hamptons luxury with this stunning rental just minutes from the world-renowned Shinnecock golf course and Southampton Village. This 4-bedroom, 3-bath home sits on a very private 1.42-acre lot. The first level features an open eat-in kitchen, dining room, and living area, while the second level is dedicated to all 4 bedrooms, including a master suite with dual walk-in closets. Outdoors, enjoy a brand new gunite pool and ample space for summer entertaining. This chic residence blends modern elegance with classic Hamptons charm, offering a perfect retreat close to Southampton's dining, shopping and cultural attractions. Relax away the summer days in your Southampton oasis! Listing ID: 914629

May Rental: $20,000
June Rental: $30,000
July Rental: $50,000
August - LD Rental: $55,000
November Rental: $20,000
December Rental: $20,000
Two Week Rental: $15,000
Winter Rental: $60,000

Lillian A Holtzclaw
(631) 204-2430

1476 Scuttle Hole Road
$50,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 911695

Rental Reg. #RP 240585 New owners on this turn of century farmhouse in Bridgehampton North. Surrounded by pastures and tree nurseries, this shy acre property is ready to be enjoyed for summer 2025! Enter the fully fenced yard and pass koi ponds and flower beds to the screened in back porch and covered front porch. This home, totally renovated by current owner in 2024, offers 5 BEDROOMS and 3 FULL BATHS - plus HEATED POOL, TONS OF PARKING & HUGE PRIVATE YARD! The first floor offers a bright & airy Living room, spacious Dining room, a huge kitchen with solid surface counters and stainless appliances, access to a screened in back porch, an entry foyer, a King size first floor bedroom with private entrance, a full bath, laundry room and home office. The second floor houses the Master Bedroom with King sized bed, an en suite...

MD - LD Rental: $120,000
June Rental: $18,000
July Rental: $50,000
August - LD Rental: $55,000
September Rental: $25,000
October Rental: $18,000
Winter Rental: $9,000

Todd J Buchanan,
(631) 771-5326

14 Elishas Path
$50,000

Wainscott, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 844034

RR# 22-965. Private oasis South of the Highway in Wainscott. Completely renovated and upgraded with top of the line appliances and finishes for your summer relaxing and enjoyment. Modern open concept on a cul-de-sac location, 1.2 acres of land, this beautiful elegant house features 4 bedrooms, 3.5 bathrooms with a lower level in-suite with separate entrance. Enjoy the park-like outdoors with ample decking and seating lounge area, heated pool, close to the ocean beaches and Villages, ideal for entertainment. Available extended season, summer 2025, winter and any other period upon request. Listing ID: 844034

January Rental: $10,000
February Rental: $10,000
March Rental: $10,000
April Rental: $10,000
May Rental: $20,000
MD - LD Rental: $130,000
June Rental: $30,000
July Rental: $50,000
July / Aug Rental: $100,000
August - LD Rental: $55,000
November Rental: $15,000
December Rental: $10,000

Amelia M Doggwiler
(631) 204-2426

10 Harvest Lane
$50,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 887357

Rental Reg. # 24-144. Located just moments away from Gardiners Bay, Three Mile Harbor and Sammys Beach, this wonderful 2100 sq ft contemporary home, set on a shy acre, is the perfect summer retreat. Upon entry, you are welcomed into a brilliant living and dining space with soaring ceilings, a wall of windows and sliders that lead to the backyard. A wood-burning fireplace centers the expansive room. The adjacent open-style kitchen offers a seamless gathering space for entertaining. The main level includes three guest bedrooms and two full baths. The primary bedroom is located on the second level and features a cathedral ceiling and large ensuite bath. The back of the property boasts a 20 x 40' heated pool surrounded by decking and a lushly landscaped yard.Listing ID: 887357

MD - LD Rental: $125,000
June Rental: $30,000
July Rental: $50,000
August - LD Rental: $50,000

John Scott JT Thomas
(631) 771-5327

Robert Stearns
(631) 771-5317

East Hampton
$45,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 736220

Rental Registration #: 24-94 This four-bedroom, two and one-half-bath residence is situated on a 0.75+/- acre property with a heated pool. This convenient location is in Hansom Hills, a great area in East Hampton..

MD - LD Rental: $120,000
June Rental: $25,000
July Rental: $45,000
July / Aug Rental: $90,000
August Rental: $55,000
August - LD Rental: $55,000
Year Round: $168,000

Anthony C Cerio
(631) 903-6151

Mitchel L Natter
(631) 903-6154

Undisclosed Address
$45,000

Village of Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 743513

This beautiful Sag Harbor Village home is now available. It boasts a large, vaulted living room with skylights, fabulous kitchen with Sub-zero and Thermador appliances, and 2 renovated bathrooms. The kitchen is open to the dining area which has walls of windows, a peaked ceiling, and views out to the heated pool and decking. All 3 bedrooms are substantial in size and sheets and towels are included. There is also a comfortable den/office on the first floor if you want to combine work and play. Conveniently located to Haven's Beach and Main St shopping and restaurants. Listing ID: 743513

August - LD Rental: $45,000

Kathleen Mulcahy
(631) 725-5582

Sag Harbor
$45,000

Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 737667

RR#: RP241233 This newly renovated four bedroom, three and a half bath contemporary has an open floor plan, new kitchen with marble counter tops and stainless appliances, new baths and water views from the second floor. Just a short distance to Long Beach and close to Sag Harbor village too. Listing ID: 737667

May Rental: $10,000
July Rental: $45,000
August - LD Rental: $55,000
September Rental: $15,000
October Rental: $10,000
Winter Rental: $5,000

Maureen J Geary
(631) 903-6167

Village Of Sag Harbor
$45,000

Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 754580

Newly renovated - Wonderful Village home, within a short distance to all the shops, restaurants, and Wharf of Sag Harbor. 4 bedrooms, 2 bathrooms, beautifully furnished, well appointed kitchen, and roomy living room. Great deck area with very private and secluded heated pool with a salt water aqua pure cleaning system. Great value. Great location. New BBQ grill and New 50' flat screen TV! Have the summer you always dreamed about! . Listing ID: 754580

May Rental: $15,000
June Rental: $20,000
July Rental: $45,000
August - LD Rental: $55,000
September Rental: $15,000

Philip Judson
(631) 771-5328

Linley Pennebaker Hagen
(631) 725-5583

Amagansett
$45,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 737465

Amagansett Summer Rental Rental Registration #23-1202 Enjoy this lovely, renovated 3000+/- sq-ft home close to it all. No car is needed as the ocean beaches, shops, transportation and great restaurants are all only minutes away. There are four bedrooms and three and one-half baths, a screened-in porch, deck and heated swimming pool. Privacy and convenience too! Any two weeks in August 2025 @ $45,000 Listing ID: 737465

August - LD Rental: $45,000
Two Week Rental: $45,000

James J MacMillan
(631) 267-7171

Springs
$45,000

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 914237

Experience summer waterfront living at its finest at 313 Gerard Drive! Marvel at the picturesque vistas of Acabonac Harbor and Gardiners Bay from this exquisite 3-bed, 2-bath retreat. With 1250sqft of refined living space, this home showcases white interiors, exposed ceiling beams, and flawless finishes. Elevating the ambiance is the full glass front wall, flooding the interior with natural light and enhancing the sense of space. The kitchen features convenient counter seating and seamlessly flows into the dining area and living room, complete with sliding doors that open to a spacious front deck for the ultimate indoor/outdoor living experience. The main level offers two bedrooms, providing privacy and versatility, along with a beautifully appointed bathroom. Both bedrooms boast good-sized windows, adding to the sense of spaciousness and allowing plenty of natural light. Upstairs, the en suite luxurious primary bedroom awaits, boasting panoramic views through its glass walls and a stunning...

Custom Rental: $70,000
July Rental: $45,000
Two Week Rental: $25,000

Michael Petersohn
(631) 771-5336

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