485 Hamptons Rentals

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36 Talmage Farm Lane
$20,000

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 914404

Rental Reg. # 24-1229. Welcome to 36 Talmage Farm Lane, a stunning retreat in the heart of East Hampton Springs. Nestled on a peaceful, tree-lined lane, this elegant property offers the perfect blend of modern luxury and Hamptons charm. With 3 bedrooms and 3.5 bathrooms, this home features spacious, light-filled living areas, soaring ceilings, and beautiful hardwood floors throughout. The gourmet kitchen is complete with high-end appliances and an expansive island. The open-concept living and dining spaces flow seamlessly to the outdoor entertaining area, where you'll find a heated pool and beautifully landscaped grounds. Upstairs, the primary suite offers a spa-like bathroom, and a generously sized closet. The additional bedrooms are newly renovated and equally well-appointed, offering comfort and style for family and guests alike. Located just minutes from East Hampton's finest beaches, shopping, and dining, 36 Talmage Farm Lane is...

January Rental: $6,500
February Rental: $6,500
March Rental: $6,500
April Rental: $6,500
June Rental: $20,000
December Rental: $6,500

Philip Judson
(631) 771-5328

35 Aqua Drive
$20,000

Shinnecock Hills, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 888064

RR #RP230366. Originally 1930s carriage house, this charming surf cottage has been lovingly maintained and updated for summer. Offering a total of 3 bedrooms and 3 full baths, 2 bedrooms and 2 full baths on main cottage plus a separate legal guest suite cottage with third bedroom and full bath. The home features beautiful details throughout including hardwood floors and fireplace. Outside the manicured property enjoy mature landscaping, deck with water views, just across the street from Shinnecock Bay, perfect for beach walks, paddle boarding and other water sports. Additional features include central air condition, outdoor shower, just few minutes from the center of the Village of Southampton. Available Summer 2025. Also available April and May as well as longer periods upon request. Listing ID: 888064

April Rental: $6,000
May Rental: $8,000
June Rental: $10,000
July Rental: $20,000
August - LD Rental: $25,000
September Rental: $10,000

Amelia M Doggwiler
(631) 204-2426

John P Vitello
(631) 204-2407

32 Sag Harbor Road
$20,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 736615

Rental Registration #:24-872 - This East Hampton cottage, near village and ocean beaches, offers three second floor bedrooms, two full bathrooms, a sunny living room, an adjacent eat in kitchen, and a finished basement. Set on a beautifully and privately landscaped half acre adjacent to farmland, and just a mile to Main Street. Ocean beach is less than two miles away. The back deck is furnished with chaise lounges, Weber grill, and outdoor dining table for six. Other amenities include outdoor shower, air conditioning, flat screen TVs, Wi-Fi, and premium cable. Listing ID: 736615

MD - LD Rental: $55,000
July Rental: $20,000
July / Aug Rental: $50,000
August - LD Rental: $30,000

Jeanne Hutson
(631) 903-6144

3 Hayseed Way
$20,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 899308

Rental Reg. # 22-249 Enjoy summer in the Hamptons in this 2-story cedar-shingle farmhouse in East Hampton's desirable Dune Alpin community. A covered front porch welcomes you through to an airy entry foyer. The common spaces flow through living, dining and open concept kitchen and family rooms. The living room has a gas fireplace, ceiling-to-floor windows, French doors, and 11' ceilings. The dining room also connects both the living room and eat-in kitchen. The open concept kitchen and family room features high-end appliances, Caesarstone countertops, and large seating area with wood burning fireplace. The first floor en-suite primary bedroom has large windows, 2 closets, and a luxe bath. A garage and powder room complete the first level. Upstairs, a skylit gallery leads to 2 bedroom suites both with baths and large closets. The second floor also has a large second primary bedroom with multiple closets and ensuite bath. A laundry...

April Rental: $10,000
May Rental: $15,000
June Rental: $20,000
Winter Rental: $9,500

Todd J Buchanan,
(631) 771-5326

279 Millstone Brook Road
$20,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 743664

RP200365 - Enjoy tranquil water views and sunsets daily from this contemporary four bedroom, three and one half bath home. Open kitchen, living and dining area with cozy fireplaces make this a wonderful place to to entertain your summer guests. Take advantage of living on the water, one is able to moor a boat in Bullhead Bay in the summer with a permit. Located near 4 world class golf courses, Wolf Swamp Sanctuary and Scallop Pond Preserve this home is in a quiet and natural area to be enjoyed every day.

MD - LD Rental: $55,000
July Rental: $20,000
July / Aug Rental: $50,000
August - LD Rental: $20,000

Elizabeth A Phenis
(631) 537-4357

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

250 Dune Road Unit 116
$20,000

Village of Westhampton Beach, NY
Rental
Bedrooms: 1
Bathrooms: 2
Web ID: 737041

This open and bright, one bedroom, two bath condo on the top floor of the Yardarm On The Bay offers amazing bay and sunset views. The kitchen and bathrooms were recently renovated. The living room offers a queen-size sofa sleeper, with a memory foam mattress, to comfortably accommodate extra guests. Washer and dryer in unit. Enjoy the perfect summer lifestyle with both ocean and bay front pools with lifeguards, 3 tennis courts and the ocean beach just across Dune Road. There is also an elevator as well as plenty of storage. Ideally located in close proximity to the Village of Westhampton Beach with its many shops, restaurants and the Performing Arts Center. Don't miss this well appointed unit with great views and sunsets. ID #737041

July Rental: $20,000

Lauren A Battista
(631) 288-5534

Water Mill
$19,000

Water Mill, NY
Rental
Bedrooms: 5
Bathrooms: 2
Web ID: 736770

RR# RP241674. Hamptons retreat with 5 bedrooms and 2 full baths. Tranquil setting close to Bridgehampton, Sag Harbor and Southampton. Listing ID:736770

April Rental: $8,000
May Rental: $8,000
MD - LD Rental: $49,000
June Rental: $10,000
July Rental: $19,000
July / Aug Rental: $41,000
August Rental: $25,000
September Rental: $10,000

John P Vitello
(631) 204-2407

Village Of Sag Harbor
$18,000

Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 758151

This 3 bedroom, 2 bath cottage is impeccably maintained. Central air conditioning recently added to the second floor. Come and enjoy all the Hamptons has to offer. Listing ID: 758151

May Rental: $8,000
June Rental: $10,000
July Rental: $18,000
August - LD Rental: $18,000
September Rental: $10,000
Winter Rental: $4,000

Richard Finder
(631) 702-7511

Maritza Jimenez
(631) 204-2411

Shinnecock Hills
$18,000

Shinnecock Hills, NY
Rental
Bedrooms: 2
Bathrooms: 1
Web ID: 756501

RP#230024. This charming two-bedroom, one-bath Shinnecock cottage was designed and built by a Scandinavian. The painted knotty pine walls, hardwood flooring and beamed ceilings create a warm and inviting home. location is close to all. The eat-in kitchen, features hand-built cabinetry and SS appliances and is fully equipped. Enjoy outdoor dining and entertaining in the very private backyard haven. Water access one block away, very quiet location. Listing ID: 756501

MD - LD Rental: $42,000
July Rental: $18,000
July / Aug Rental: $35,000
August - LD Rental: $20,000
September Rental: $10,000
Winter Rental: $2,800

Richard Finder
(631) 702-7511

Gertrud Hoertnagl-Pereira
(631) 204-2425

655 Seven Ponds Towd Road
$18,000

Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 754579

RR# RP240174. Situated on a private 2 acres, this 6,000 sq. ft. home has every amenity for those looking for that special summer retreat. Furnished in an English Country style with many antiques, the main living area is open and bright, with a gourmet eat in kitchen, double height living room, formal dining room. There is a primary bedroom on the first and second floor, as well as three guest rooms and private staff quarters. The full, finished basement has hardwood floors, a gym, pool table, ping pong table and children's playroom. The professionally landscaped property features a heated gunite pool and a tennis court, a large deck for outdoor dining and sunbathing. The home borders a reserve with hiking and biking trails,and is a short drive to the villages of Southampton, Water Mill and Sag Harbor. Of course, with everything this special rental has to offer, you may...

December Rental: $18,000

Astrid Pillay
(631) 771-5312

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. Listing ID #888811

MD - LD Rental: $45,000
June Rental: $8,000
July Rental: $18,000
August - LD Rental: $20,000
September Rental: $8,000
Winter Rental: $6,000

Marianne Collins
(631) 734-2957

250 Dune Road #118
$18,000

Village of Westhampton Beach, NY
Rental
Bedrooms: 1
Bathrooms: 2
Web ID: 895814

Yardarm Beach Condominiums, Westhampton Beach. This wonderful 1 bedroom, 2 full bath, top floor condo boasts incredible views of Moriches Bay. Recently renovated and beautifully appointed, this sunny condo features an open floor plan with a private deck, evening sunsets and magnificent vistas. This much sought after complex offers all the amenities for the perfect summer lifestyle; 2 heated pools with lifeguards, one on the bay and one on the ocean, 3 har-tru tennis courts, and a private path to the sandy ocean beach. There is also an elevator plus a weather protected bicycle storage room. The Yardarm is just one mile from Main Street where you'll find world-class shopping and dining, the Westhampton Beach Performing Arts Center, the Village Green, plus much more. Listing ID#895814

MD - LD Rental: $45,000
June Rental: $10,000
July Rental: $18,000
July / Aug Rental: $34,000
August - LD Rental: $18,000
September Rental: $10,000

Lauren A Battista
(631) 288-5534

161 Norfolk Drive
$17,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 917006

Rental Reg # 23-93 This sweet yet sophisticatedly updated Clearwater Beach Cottage is the perfect Hamptons getaway. The large open kitchen with oversized eating counter and adjacent dining offers options from casual to gourmet meal prep and dining. The comfy living room is a great space to relax and unwind or the expansive yard and covered patio area also offers shade on those hot summer days. The home has a primary bedroom with an ensuite bath and two additional guest rooms share a second full bath. The private gated residents-only Clearwater Beach Association is one of best kept secrets in The Hamptons with a stunning west facing lifeguarded sandy beach, picnic and grilling areas, plus storage for kayak/paddleboards and a launch. Summer sunsets await you!

MD - LD Rental: $42,000
June Rental: $10,000
July Rental: $17,000
July / Aug Rental: $34,000
August Rental: $17,000
August - LD Rental: $17,000

Timothy C Burch
(631) 771-5315

David Tenenbaum
(631) 771-5322

Southampton
$16,000

Southampton, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 906802

RR# RP240614. Come spend your summer on St Andrews Circle; a charming, quiet, great location. This light filled single story is close to amenities and the beach, the perfect gateway to an enjoyable Hamptons season. Pool and tennis and wide open spaces. This unit has a lovely private back deck area, for grilling and sun bathing. Listing ID: 906802

July Rental: $16,000
July / Aug Rental: $30,000
August - LD Rental: $17,000

Richard Finder
(631) 702-7511

16 Debbie Lane
$16,000

Village of Westhampton Beach, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 892092

Enjoy the winter and spring at 16 Debbie Lane located in the heart of Westhampton Beach. This ideal village location is close to shops, restaurants, the Westhampton Beach Performing Arts Center, and Rogers Beach. Features include four bedrooms, two bathrooms, updated kitchen, spacious living room, and an outdoor deck. Listing ID: 892092

Winter Rental: $16,000

William F LeMaire
(631) 288-5208

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