398 Hamptons Rentals

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30 Wyandanch Lane
$50,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 911822

RR#: 24-156. Nestled in the Dunes that surround and inspired its design, this classic Amagansett beach house has been completely reinvented. The finest conveniences and comforts have been masterfully blended with the timeless style and vibe of this celebrated address and community. A covered front deck sets an inviting tone with comfortable arrangements of beautiful teak furniture. The central foyer inside leads to an open living and dining area separated by chairs that face a wood-burning fireplace. An all-new windowed kitchen showcases three walls of custom cabinets, quartz countertops and high-end appliances, including a built-in, high-capacity ice maker. The full bathroom beyond has been upgraded with designer fixtures and ceramic tiles throughout. The southwest facing primary bedroom completes the main floor and is large enough for its luxury king-sized bed. The second level features a cozy den with an oversized sofa chair and a small...

January Rental: $6,000
February Rental: $6,000
March Rental: $6,000
April Rental: $10,000
May Rental: $16,000
June Rental: $25,000
July Rental: $50,000
August Rental: $50,000
November Rental: $10,000
December Rental: $8,000

Robert Stearns
(631) 771-5317

John Scott JT Thomas
(631) 771-5327

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

Southampton
$45,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 735855

RR# RP190612. This charming 4 bedroom, 2 bath house features a living room with fireplace and vaulted ceiling, dining room, kitchen, central air-conditioning, private setting and a heated pool with 2 new decks. Listing ID: 735855

MD - LD Rental: $45,000

John P Vitello
(631) 204-2407

Water Mill
$45,000

Water Mill, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 860666

RR# RP240149. Great Water Mill location with glorious 100 acres of farm views. Beautifully renovated farm house with 4 bedrooms in the main house, plus 3.5 baths, ample formal living and dining room. Detached 2 car garage with guest apartment on the top featuring the fifth bedroom, plus a full kitchen and full fourth bathroom. Main house and apartment both have CAC. Enjoy the private pool area surrounded with mature landscaping and outdoor deck. Close proximity to Southampton, Bridgehampton and Sag Harbor. Listing ID:860666

July Rental: $45,000
July / Aug Rental: $90,000
August - LD Rental: $50,000

Amelia M Doggwiler
(631) 204-2426

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

3705 Noyac Road #Unit H
$45,000

Noyac, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 908851

What could be more inviting than sitting on your expansive waterside deck overlooking Long beach and spectacular sunsets! Spend your summer or year-round in this expansive 2,100sf 3 bedroom 3 1/2 bath Waterside Condo. Spectacular water views are not to be missed. Amenities include a lower-level indoor parking garage, golf simulator, small gym, elevator access up to the 2nd floor condo unit and down to the lower level. Use the deep-water dock, lie on the beach or enjoy the fresh air while meeting friends on Foster Memorial Long Beach for a bonfire or dip in the bay, one of the best Southampton town beaches in the Hamptons with 2 lifeguard stations. Fabulous area for kite surfing, kayaking, yoga or quietly reading a book. A rooftop deck has soaring views of Noyack Bay, Noyac Harbor and surrounding, Shelter Island, North Fork, Southold and Greenport. Only...

July Rental: $45,000
August - LD Rental: $50,000
Year Round: $120,000

Cynthia R Barrett
(631) 537-4322

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