445 Hamptons Rentals

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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

East Hampton
$45,000

East Hampton, NY
Rental
Bedrooms: 7
Bathrooms: 7.5
Web ID: 756172

Rental registry # 23-228 - Set on 1.5 +/- blissfully secluded acres in East Hampton's Northwest Woods, this spacious Contemporary has 7 ensuite bedrooms and multiple spaces for entertaining or relaxing. The lower level has 12 seat theatre with surround sound, wet bar, and a half bathroom. The property is complete with a stone patio and a 54x27 free form heated gunite pool with a stone waterfall. Listing # 756172

MD - LD Rental: $125,000
June Rental: $40,000
July Rental: $45,000
July / Aug Rental: $90,000
August - LD Rental: $50,000
Year Round: $150,000

Richard Finder
(631) 702-7511

7 Stillwaters Lane
$45,000

Westhampton Beach, NY
Rental
Bedrooms: 6
Bathrooms: 5
Web ID: 3554362

Nestled in the heart of Westhampton Village, this stunning 6-bedroom estate-like property epitomizes luxury and convenience. Situated just moments from pristine ocean and bay beaches, the renowned restaurants and shops of Main Street, this property places you at the center of all that the Hamptons has to offer. Perfect for a summer getaway, this meticulously maintained residence features beautifully landscaped grounds that ensure both privacy and tranquility. Spend leisurely days by the inviting pool or enjoy a friendly match on the private tennis court. Each room exudes elegance and comfort, making it an ideal retreat for entertaining throughout the summer. Whether you are lounging on the expansive deck or patio, exploring nearby attractions, or simply unwinding in your secluded oasis, this home offers an unparalleled Hamptons experience.

Maida Srdanovic
(6318714142) ) ) ) ) ) ) ) ) )

66 Library Avenue
$45,000

Westhampton Beach, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 3539875

Stylish, super charming and a stone's throw from Main Street. This crisp and super clean 3 bedroom 2 bath cottage is all on one level for an easy, breezy, beachy Summer to remember. In the heart of the Village of Westhampton Beach with easy access to all of the delightful shops, restaurants, and the famed WHB Performing Arts Center, one of the best entertainment venues on the East End. Down a long private driveway, and less than one mile from WHB Village's private Rogers Beach. Well- equipped with new appliances, a charming poolside cabana, lovely lounge, firepit, outdoor shower, bbq grill, a sunroom that doubles for dining, three cozy bedrooms, include an en-suite primary with luxe linens, and a heated 20x40 pool. You can feel the gentle Atlantic Ocean breezes, and access Main Street in a matter of moments. Great proximity to the Town marina, and all of the shopping...

Palmer Gaget
(9179293449) ) ) ) ) ) ) ) ) )

582 Peconic Bay Boulevard
$45,000

Riverhead, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 3516064

This modern farmhouse channels such incredible vacation vibes, you will not want to leave! Sit poolside or relax at the beach, which is a short stroll. Make this your summer getaway! Open floor plan with tons of natural light, featuring a living room with an electric fireplace, eat-in kitchen with a 10ft island and quartz counters, breakfast nook, dining area, walk-in pantry and a laundry/mud room. Vaulted ceilings, exposed beams, shiplap and hardwood floors throughout. 4 bedrooms including 2 primary suites and 4.5 baths. Covered porches, 20' x 40' salt water gunite pool with spa and outdoor shower. Steps to Golden Earthworm Organic Farm and to award winning North Fork vineyards, restaurants, farm stands, beaches, boating & great shopping! Permit #24-0254

Sheri Winter Parker
(6318487730) ) ) ) ) ) ) ) ) )

49 Old Main Road
$45,000

Quogue, NY
Rental
Bedrooms: 3
Bathrooms: 4
Web ID: 3540739

Quogue at its Finest..One Level Home Located Close to the Village on the Creek with Beautiful Views..Sprawling Layout with Good Separation and Big Deck ....3 Bedrooms 3.5 Baths Central Air and Close to Everything Qugoue Has to Offer Including the Jitney...Village with its Lovely Shops and Restaurants....Quogue Beach Passes Available (Dues Apply) .This Home is Available Fall 2024 , Thanksgiving Short Term......Also Summer 2025 THINK QUOGUE

Jude Lyons
(9179210597) ) ) ) ) ) ) ) ) )

39 Hollow Lane
$45,000

Westhampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 3562993

Spend the summer in Westhampton's popular Mill Pond neighborhood: With 5 beds and 3 1/2 baths there is room for everyone at 39 Hollow Lane. Located at the end of a quiet and leafy Cul de Sac, you've found the perfect base for summer fun, with a heated pool, lush landscaping, and the area's newest tennis and pickleball club just a half mile down the road. The first floor features plenty of space with a front sitting room (with a gas fireplace), beautiful dining room, eat in kitchen, and large den with TV and comfortable seating. Open the doors to backyard relaxation with the Wisteria pergola, grill, and deck for entertaining. Upstairs is the primary en suite with king bed, jacuzzi tub and shower, and three additional bedrooms: one with twin beds , one with a queen, and another with both a queen and trundle daybed. This large room can...

Kristen Smyth
(9175021247) ) ) ) ) ) ) ) ) )

35 Hollow Lane
$45,000

Westhampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 3590723

Welcome to 35 Hollow Lane, nestled in the serene Westhampton area. This spacious 5 bedroom, 3.5 bathroom residence offers the perfect blend of comfort and elegance. The interior is awash with natural light, illuminating the beautiful wood floors that run throughout the home. The heart of the house is the oversized living room, complete with a charming fireplace to provide warmth and ambiance. This space seamlessly flows into the eat-in kitchen, equipped with modern conveniences for your culinary adventures. The den, located just off the backyard, and the formal dining room offer additional areas for entertaining or simply relaxing. Step outside to the secluded backyard, where you'll find a stunning patio and heated saltwater pool that gets sun all day long. This outdoor oasis is an ideal spot for hosting summer gatherings or enjoying a quiet moment of solitude amidst the beauty of nature. The property also includes a two-car...

Lauren R Spiegel
(6314337331) ) ) ) ) ) ) ) ) )

34 Montauk Highway
$45,000

Westhampton, NY
Rental
Bedrooms: 2
Bathrooms: 3
Web ID: 3583405

This sunny, cozy condo enjoys beautiful water views of Beaver Lake. Newly and totally renovated it is ideal for summer stays. Cheery, spacious kitchen extends to an open, sunny dining and living area with walk out to the rear, covered patio and sprawling property. Upper level bedrooms offer a water facing primary bedroom en suite with its own veranda to enjoy scenic lake views & inviting pool. Second en suite bedroom is generous in size and ideal for your overnight guests. Close to Westhampton Beach shopping, restaurants and ocean beaches. Complete with 2nd level laundry and attached garage.

Tina Chrappa
(9143098603) ) ) ) ) ) ) ) ) )

32 Tuthill Lane
$45,000

Remsenburg, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 3549051

Remsenburg 4 BR's with Impossible Views At 32 Tuthill Lane you can live up above the canopy- with three levels and three south facing decks, your summer is guaranteed to have sunshine, fresh breezes and peaceful views of Moriches Bay. This LEEDS certified environmentally friendly home has 4 bedrooms, 2 and a half baths, a heated saltwater pool, firepit, grill, and fenced yard with kitchen herb garden. Renovated in 2009 to LEEDS green standards, 32 Tuthill Lane is clad in beautiful repurposed barnwood and has green features such as solar energy for electric power. A wall of windows bring in plenty of sun, but the whole house is efficiently cooled with central air. On the second level is a an open kitchen with elegant appliances by Liebherr, Miele, and Dacor. The kitchen opens to an expansive living room with a two sided gas fireplace, half bath and adjacent office. The...

Kristen Smyth
(9175021247) ) ) ) ) ) ) ) ) )

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
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

Leslie Hillel
(631) 771-5311

David Tenenbaum
(631) 771-5322

206 Treescape Drive
$45,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 3530510

Step inside this beautiful Hamptons home and enjoy the modern yet comfortable feeling. This immaculately kept home is the (large) space to getaway from the real world! Nestled into this quiet neighborhood you can enjoy your private time while still being exceptionally close to the village and so many beaches. The memories you can make in this home are endless. Enjoy swimming in the pool (heated and gunite), catching views and enjoying silence from the balcony, or just having a casual bbq on the deck, you will never run out of things to do with this house in the Hampton. This is truly a Hamptons home.

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

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) ) ) ) ) ) ) ) ) )

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