326 Hamptons Rentals

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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 Quogue
$48,000

East Quogue, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 737166

Rental Reg. #RP240275 A perfect, unique seasonal rental sited on a bucolic landscaped and private property located close to beaches and shops. Featuring 3 bedrooms, 2 baths, living room with fireplace, and lovely 50' heated pool surrounded by plenty of open land for enjoying summer activities. Down a long private driveway, this setting allows for lazy days of contentment. An additional attraction is the beautifully designed bamboo outdoor shower. Come visit this rental offering and create an ease of living for your summer vacation. Listing ID#737166

MD - LD Rental: $48,000

Gayle Osman Lopata
(631) 288-5124

East Hampton
$48,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 755453

Rental Registration #: 22-513. Desirable NW waterfront community, minutes to Sammys Beach, Northwest Harbor and Village and ocean. This light-filled 3 bedroom, 3 bathroom home on one level has an en suite master with jacuzzi and guest rooms separated by the open floor plan living room, dining room, fully equipped kitchen. Floor to ceiling sliders lead to pool, deck with outdoor shower, and yard with multiple seating areas. Access to Hands Creek and Three Mile Harbor for paddle boarding or kayaking. Listing ID: 755453

Winter Rental: $48,000

Philip Judson
(631) 771-5328

Elizabeth A Phenis
(631) 537-4357

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: $45,000
September Rental: $15,000
October Rental: $10,000
Winter Rental: $6,000

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

Village Of Sag Harbor
$45,000

Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 742725

Rental Reg. # R-24-0004 Designer's own newly renovated home is the perfect blend of village charm and modern amenities. Located equidistant to the beach and the village center, the house has a gracious open floor plan that makes summer entertaining ideal, with an easy flow to back deck and tastefully landscaped backyard. This 4 bedroom, 3 1/2 bath has it all: large spacious and light-filled bedrooms, modern designer bathrooms; fully-loaded gourmet kitchen with top-of-the-line appliances and a large comfortable living room with wood-burning brick fireplace and 40' 3D-HDTV. Master bedroom features en-suite bathroom with oversize glass shower and radiant heat floor as well as Romeo and Juliet balcony overlooking its own peach tree and heated gunite pool.. Additional conveniences include: large mudroom, double W/D, high speed wireless internet broadband, state of the art and super efficient 3-zone AC/heat, instant hot water, central vac, irrigation system, covered porch, garage,quiet street...

Winter Rental: $45,000

Mary Ellen McGuire
(631) 537-4324

Timothy R O'Connor
(631) 771-5321

North Haven
$45,000

North Haven, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 884679

The perfect rental in a waterfront community in Sag Harbor/North Haven, just up the block from a wide span of east-facing bay beach for swimming, kayaking, fishing, and gorgeous sunrises. This well-appointed, light-filled traditional with privacy all around combines open common areas for entertaining with 3 en-suite bedrooms (including first and second level primary rooms); a bonus room with open views acts as a 4th bedroom, with convertible queen sofa and exterior entrance. Basement gym area with elliptical trainer, workout station, stationary bike; plus ping-pong table, and bring your own kayaks. Large deck overlooks rejuvenating saline, energy efficient solar heated pool. 2 miles from Sag Harbor Village and Long Beach, North Haven Village offers community tennis, basketball court, and brand new playground a block away at Village Hall. Listing ID: 884679

MD - LD Rental: $95,000
July Rental: $45,000
August - LD Rental: $55,000
Winter Rental: $5,600

Clare J Tenkarian
(631) 725-5586

Sag Harbor
$45,000

Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 833456

Affectionately known as 'The Treehouse,' this gut-renovated 5 bedroom home is truly an entertainer's paradise. Completely re-imagined inside and out, this getaway has it all. Featuring a grand entertaining floor complete with an open kitchen, a dining room as well as a living room with a fireplace, vaulted ceilings, and an outdoor deck. 5 bedrooms, sun room, and laundry room occupy the remaining floors, each promoting privacy and allowing for maximum natural sunlight throughout the day. Outdoors, a heated pool with pool house/bar awaits, surrounded by lush landscaping, a secondary outdoor dining area, and gas fire pit. Located minutes from Sag Harbor and Bridgehampton. 2 week minimum. Listing ID #833456 Rental Reg. # RP230862.

June Rental: $30,000
July Rental: $45,000
August Rental: $50,000
August - LD Rental: $55,000
Short Term Weekly: $15,000

Matthew Melinger
(212) 906-9276

Village Of Southampton
$45,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 736352

This 'Modern Style' light-filled village cottage is situated on a beautifully-manicured half-acre. The exceptional backyard has park-like views backing up to an estate area with a 40' gunite pool and new mahogany outdoor terrace that is surrounded by mature landscaping. This inviting residence features a spacious new high-end kitchen with island, great room with cathedral ceiling, dining room, 5 bedrooms, 4 new baths and a finished basement, plus village tennis just down the street. Listing ID: 736352

January Rental: $6,500
February Rental: $6,500
March Rental: $6,500
April Rental: $6,500
May Rental: $6,500
June Rental: $25,000
July Rental: $45,000
August Rental: $55,000
September Rental: $17,500
October Rental: $6,500
November Rental: $6,500
December Rental: $6,500

John P Vitello
(631) 204-2407

51 Egypt Close
$45,000

Village of East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 899212

Rare find. Located on coveted quiet lane SOH. Moments to all village amenities, ocean beaches and Maidstone Golf Club. Complete remodel in 2023, interior and exterior, tastefully decorated w/all new furnishings and accessories. Formal living/dining room, eat-in kitchen, gym/yoga room, bar room, Primary, Jr Primary and Guest bedrooms all en-suite on main level, 2 additional bedrooms, fully bath and office located on upper level. Beautifully landscaped with tall mature perimeter privet ensures privacy for expansive front and back lawns. Stone patio with built-in grill, fireplace, 20' x 40' heated gunite pool, spa and enclosed outdoor shower.Listing ID:899212

October Rental: $45,000
November Rental: $45,000
December Rental: $45,000

Dennis Gallagher
(631) 771-5309

3 Hayseed Way
$45,000

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
MD - LD Rental: $135,000
June Rental: $20,000
June/July Rental: $65,000
July Rental: $45,000
August - LD Rental: $60,000
September/October Rental: $24,000
Winter Rental: $9,500

Todd J Buchanan,
(631) 771-5326

22 Lilla Lane
$45,000

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 910267

RR#: 24-402 Spectacular, 3 bedroom,3 bath home was transformed from a 1970's contemporary by Myron Shulman into a 21st century modern home designed by Brian Masuda Architect and AE Superlabs. Double height windows in the living room fill the house with light. The kitchen looks out to the dining room and through sliders to the deck, grounds and 165 acre reserve. There is a guest bedroom and full bathroom on the first floor. The attention to detail is amazing. Everything is a work of art. The light fixtures, furnishings, and small details. There is an extra wide staircase to the second floor that feels like sculpture. The second floor has two bedrooms and two bathrooms. The primary bedroom with ensuite bath has a sloping ceiling. There is a whimsical port hole window, walk in closet and custom wallpaper. The guest bedroom is set up as...

July Rental: $45,000
August - LD Rental: $50,000

Leslie Hillel
(631) 771-5311

David Tenenbaum
(631) 771-5322

Shinnecock Hills
$40,000

Shinnecock Hills, NY
Rental
Bedrooms: 2
Bathrooms: 1
Web ID: 742699

Rental Permit #: RP220740 Charming and spacious 2 bedroom guest cottage has a casual elegance that lends itself to relaxing and entertaining. French doors lead to a secluded, private patio garden surrounded by 33 acres of farm preserve. Pool access with private gate. Listing ID: 742699

MD - LD Rental: $45,000
July / Aug Rental: $40,000

Amagansett
$40,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 737222

Rental Reg. # 24-86. Paddle Board, Kayak, Kite-Surf or Fish from across the street. Hike or Mountain Bike over single-track trails through more than a thousand acres of preserved Dune and Forest behind the house. Return for a swim in the infinity edged pool or a soak in the glass enclosed, heated gazebo with hot tub/swim spa, both overlooking the water. Then enjoy cocktails while watching the sun descend over Napeague Harbor. An easy drive to dinner in Montauk or Amagansett, or prepare your own in the Wolfe equipped indoor kitchen or outdoor kitchen under the stars. If these are the ingredients for your perfect day, this is the house you have been looking for. Newly constructed in 2011,+/-4,500 square feet, 4 bedrooms, 3 full and 2 half baths, and numerous extras built to the highest quality standards, in a uniquely private location. ...

October Rental: $40,000

Shannan M North
(631) 903-6174

Andrea L Ackerman
(631) 537-4340

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