83 Hamptons Rentals

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198 Two Holes Of Water Road
$45,000

East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 8.5
Web ID: 3553688

A winding private drive leads the way to Two Holes of Water Road. Along the way, you'll pass a full-size size North/south all-weather tennis court before arriving at the striking home's front steps. This uniquely situated estate enjoys seclusion and privacy while sitting just a short distance from the bustling village of East Hampton. The palatial 9,000 square foot home features seven bedrooms and six and a half baths. The estate underwent a top-to-bottom renovation in 2019 and sits upon just under 11 sprawling acres. Marked by dramatic sculptural touches and wide expanses of scenic space, this property is made for the good life. A broad staircase in the spacious entry hall leads upstairs to an expansive 28' x 35' living room with a stately fireplace. This room opens up to an elegant formal dining room. Multiple exit points open up to a sweeping wrap-around 3000 feet deck 1st and...

Thomas R Cavallo
(6317250200) ) ) ) ) ) ) ) ) )

Springs
$40,000

Springs, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 755164

Rental Registration #: 23-114. Newly renovated 4 BR/ 2.5 bathroom in desirable Lions Head Association with private marina and bay beach access. Clean, spare living spaces with double height ceilings, multiple skylights, and enormous sliders allowing abundant light and views to Hog Creek. Ample decking for outdoor entertaining and a brand new heated gunite saltwater pool. Listing ID 755164

July Rental: $40,000
August - LD Rental: $40,000

Philip Judson
(631) 771-5328

East Hampton
$40,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 908143

Rental Registry #: 24-557. This 4 bedroom, 3 bathroom home with lots of additional space has it all. Beautifully renovated kitchen and bathrooms. Large pool with a grassy fenced in yard. Lots of natural light and close to all the fun things in East Hampton and Sag Harbor. Lots of parking and in a private cul de sac.

MD - LD Rental: $90,000
June Rental: $15,000
July Rental: $40,000
August - LD Rental: $45,000
September Rental: $18,000
Two Week Rental: $25,000

Michael Petersohn
(631) 771-5336

94 Pembroke Drive
$40,000

Springs, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 906183

Rental Reg # 23-1290 Welcome to this beautifully renovated 4 bedroom and 3 bathroom home in Clearwater Beach East Hampton. Nestled in this peaceful and highly sought-after neighborhood with private beach access, this property offers the perfect blend of modern luxury and timeless charm. As you walk into the home, you are greeted with amazing natural light from the wall of windows in the rear of the home and skylights. There is a separated living room with fireplace that is great for lounging and entertaining. As you walk further, there is open chefs kitchen, dining area and family room. On the left of the living area there are three bedrooms and two full baths including the ensuite primary with outdoor deck and shower. On the right side of the living area is a junior ensuite primary. When you walk at back, you are greeted...

June Rental: $20,000
August - LD Rental: $40,000

David Tenenbaum
(631) 771-5322

37 Scallop Avenue
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 909609

RR # 24-335Renovated from top to bottom, this 3 bedroom/ 2.5 bath contemporary has been meticulously updated. Soaring, bright living room has 15' vaulted ceilings, shiplap paneling, quartz clad fireplace and sliders to the front and back decks. Separate dining room and floor to ceiling glass sunroom offering true indoor/ outdoor living. Newly renovated kitchen with SubZero and Wolff stainless appliances. Primary en suite occupies the rear of the home with sliders to a private deck overlooking the pool and professionally landscaped grounds. Two additional bedrooms with skyights and another full bath complete the first level. The lower level is comfortably finished with a large media room, bar area with wine fridge, beverage center and ice maker, fully equipped gym, powder room and laundry. Ouside, the beautifully landscaped grounds abound with mature plantings, masses of hydrangeas, azaleas and multiple specemin trees allowing for maximum privacy. ...

July Rental: $40,000
August - LD Rental: $50,000

Philip Judson
(631) 771-5328

31 Diane Drive
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 743733

Rental Registration # 22-604. Spacious, Modern living. Full renovation completed in 2020. Located 1.5 miles from East Hampton Village and ocean beaches. In sought after East Hampton Oaks community. Private, crisp, and immaculate one floor home offers living room with wood burning fireplace, family and dining rooms, luxury galley kitchen, primary plus 2 additional guest bedrooms, 2.5 baths and laundry. Contemporary kitchen design is fully equipped with Sub-Zero, Bosche and Wolfe appliances and opens, partially, to all main living areas. Primary is ensuite with king bed, walk in closet and opens to teak deck, pool and outdoor shower. Guest bedrooms 1 & 2 offer Queen and Twin beds with shared full bath. Outdoor living space includes teak deck, professional grill, dining for 8, wood burning fireplace with seating, both overlooking the 18' x 36' gunite pool with auto closing cover and a private outdoor shower. Front facing porch is off...

June Rental: $20,000
July Rental: $40,000
July / Aug Rental: $80,000
August Rental: $40,000
September Rental: $25,000

Dennis Gallagher
(631) 771-5309

28 Mill Hill Lane
$40,000

Village of East Hampton, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 899340

Now available for year-round, winter 2024/25 and the summer season 2025, this house is an absolute jewel. On a quaint Village street, desired by many. 2 bedrooms, 2 bathrooms. Short distance to ocean and the center of the Village. Listing ID: 899340

June Rental: $25,000
July Rental: $40,000
August - LD Rental: $45,000

Timothy R O'Connor
(631) 771-5321

Jeffrey C Carter
(631) 771-5323

189 Middle Highway
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 740765

RR#: 23-1235 Located in the Northwest woods, just a few miles from the village, this stylish contemporary home has 3 bedrooms and 2.5 baths of spacious airy living and is set on a gorgeous private 3 acre lot bordering a reserve. The open floor plan allows for effortless indoor/outdoor entertaining starting with the beautifully appointed living room, dining room and den with a 65 inch flat screen TV all with sliders out to the spacious cedar deck with oversized heated pool, BBQ station, and outdoor shower. Other amenities include an indoor-outdoor audio/video system, wifi enabled lights, thermostat, and universal remote. There is a bonus room downstairs with double washer and dryers. 189 Middle Highway is your ticket to a fabulous and memorable Hamptons summer. Listing ID:740765

June Rental: $30,000
July Rental: $40,000
August - LD Rental: $45,000
Two Week Rental: $25,000

James Blueweiss
(631) 903-6133

140 Gardiner Avenue
$40,000

East Hampton, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 3535979

This just renovated ranch centrally located in Springs offers and incredible stay to its guests. An outdoor shower to cool down from the beach just down the road, a large lawn space for hanging in the evening, and a wonderful deck with a grill to bbq. Thats not all, the inside of this house is immaculate and the layout phenomenal. You will never want to leave this modern gem.

Fallon A Nigro
(6319033534) ) ) ) ) ) ) ) ) )

128 Harbor Boulevard
$40,000

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 887225

Rental Reg # 24-466 Your summer retreat awaits in this turnkey modern cottage located close to East Hampton Village, Amagansett and its pristine beaches. This 3 bedroom/2 bath A -frame house is perched on .50 acres has everything you need for your Hamptons summer. The bright and airy first floor has renovated open kitchen, modern appliances, new cabinetry, and a bedroom with en-suite renovated bathroom. The second floor has two bedrooms and renovated bath. One bedroom has a king size bed and the other with two twin beds that could be easily converted to a king. Outside you will be greeted with a heated pool, brand new deck area, fire pit area, dining area and outdoor shower. The backyard is completely fenced in offering optimal privacy. This won't last so come and take a look as summer will be here soon.

June Rental: $20,000
August - LD Rental: $40,000

David Tenenbaum
(631) 771-5322

4 19th Street
$38,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 738440

Rental Reg. # 24-1. Private light and bright artist's cottage offers 3 bedrooms, 3 baths and extra room for an office or storage. The centrally-air-conditioned home adjusts to any comfort level. double-height living room with loft above which features skylights for abundant natural light. A fully-equipped chef's kitchen with gas stove, stainless steel appliances and a custom Jerusalem stone kitchen counter is open to the dining area featuring double-height ceilings and spacious dining area. The beautiful private landscape created by landscape designer Jonathan Davis, features include a custom deck, lush landscaping and manicured lawns as well as flowering perennial gardens surrounding the private property. There is a 7x15 heated Vinyl lap pool. Near Bay beaches, waterfront restaurants, artist colony, and general store. Listing ID: 738440

July / Aug Rental: $38,000

Sharman S Peddy
(631) 903-6171

East Hampton
$35,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 743602

Rental Registration #: 24-941 This freshly renovated rental located just outside East Hampton Village has close proximity to village amenities, public transportation as well as area beaches. The cottage style house has a total of 3 bedrooms, 2 baths, open living room with fireplace and dining area, kitchen with breakfast area and island, mud room and large front porch. Renovation included A/C, new kitchen, refinished hardwood floors, new furniture, flat screen televisions and washer/dryer.

MD - LD Rental: $80,000
June Rental: $20,000
July Rental: $35,000
July / Aug Rental: $68,000
August - LD Rental: $35,000
Winter Rental: $5,500

Shannan M North
(631) 903-6174

Margaret Turner
(631) 771-5314

65 Lincoln Avenue
$35,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 909378

Wonderful designer farmhouse featuring 2200+/- sq ft of stylishly renovated living space across two levels.The main floor includes a custom kitchen with island bar seating that opens to the dining area leading directly out to the back deck.A beautifully furnished living room with fireplace, full bath and a den/office complete the first floor.The second floor features an extra-large ensuite primary with 3 additional guest bedrooms and a full bath. Outside, the heated pool is surrounded by a lush lawn and hedges providing the perfect place to relax.Moments away from Maidstone Beach, waterfront restaurants, marinas, art galleries and farm stands, 65 Lincoln Ave is the perfect summer getaway.

MD - LD Rental: $75,000
June Rental: $15,000
July Rental: $35,000
August - LD Rental: $35,000

John Scott JT Thomas
(631) 771-5327

Robert Stearns
(631) 771-5317

44 Montauk Avenue
$35,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 914921

Nestled along the border of a wildlife sanctuary to its south, this stylish contemporary home features the perfect layout for lounging, entertaining or simply enjoying the rare sense of calm its environment bestows. The home feature an ensuite primary, 3 guest bedrooms, 2 baths and an open style living and dining area. A partially open kitchen is surrounded by windows, a glass slider and a skylight above. Outside, a mahogany deck surrounds multiple seating and dining areas and an 18' x 32' ft heated pool. A wonderful lawn with a fire pit to the side blends gracefully with the endless views beyond. Close to East Hampton village and a variety of the most beautiful beaches in the world, this exclusive rental property elevates the extraordinary experience of life in the Hamptons to something truly sensational.

August - LD Rental: $35,000
September Rental: $18,000
Two Week Rental: $9,000

Robert Stearns
(631) 771-5317

John Scott JT Thomas
(631) 771-5327

29 Diane Drive
$35,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 908014

Complete renovation and newly decorated 4 bed, 3 bath, contemporary, on .81 acres, in coveted East Hampton Oaks Association, Northwest Woods w/community tennis. Open floor plan smart home with hardwood floor, central air and plenty of natural light. Main level offers family sitting area, living room w/fireplace open to dining room and kitchen with all new high end stainless steel appliances plus full bath. Upper level offers primary ensuite bedroom w/private terrace plus three well appointed guest bedrooms and shared bath. Large wide side/back deck surrounds the 20x40 heated pool.

July Rental: $35,000
July / Aug Rental: $70,000
August Rental: $35,000
September Rental: $20,000
October Rental: $20,000

Dennis Gallagher
(631) 771-5309

20 Cutter Court
$35,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 755219

Rental Registration #: 24-1004 Located near East Hampton Village and close to renowned Atlantic Ocean beaches, this bright and airy post modern home offers an open floor plan with three bedrooms and three full baths. The living/dining great room with a vaulted ceiling and a charming fireplace overlooks a sparkling pool and spacious backyard, creating a warm and inviting ambiance. Glass sliders and sets of windows rising to the ceiling flood the great room with natural light. The primary ensuite, with a direct pool view and access, and guest bedrooms are set on opposite sides of the central living/dining rooms, ensuring comfort and privacy. The primary bathroom has a jacuzzi tub, stall shower and enclosed toilet. In addition there is a comfy den off the living room with TV, sleeper sofa and a pocket door for extra guests. The house also offers an array of luxurious amenities, including a heated...

Custom Rental: $20,000
June Rental: $25,000
July Rental: $35,000
August - LD Rental: $40,000
November Rental: $20,000
December Rental: $15,000
Two Week Rental: $20,000

James Blueweiss
(631) 903-6133

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