404 Hamptons Rentals

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21 West End Avenue
$50,000

East Quogue, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 3582402

Welcome to 21 West End Ave, a newly constructed gem nestled south of the highway, just a stroll away from the bay beach and village shops and restaurants. The open concept living area combines a living room, dining area, and kitchen for a seamless flow of modern living. The home boasts three bedrooms including a spacious primary en-suite, and two and one-half bathrooms. Outside, a deck and large fenced-in backyard await, perfect for outdoor dining, leisure, or entertaining guests. The two-car garage comes with an EV charger. Includes access to Hampton Point Bay Beach. Brand new rental properties are rare - don't miss this immaculate, beautiful Hamptons retreat! Note: three month minimum for fall/winter leases.

Geraldine N Wyman
(6315252227) ) ) ) ) ) ) ) ) )

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

159 Woodbine Drive
$50,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 3590865

Welcome to your new sanctuary! This beautifully designed split-level home offers 4 spacious bedrooms and 3 modern bathrooms, perfect for families or those seeking extra space. As you enter, a few steps past the kitchen you'll be greeted by a bright and airy living area that flows seamlessly into the dining space and back into the kitchen, ideal for entertaining. The kitchen is fully equipped with contemporary appliances and ample storage, making meal prep a breeze. Upstairs, you'll find generously sized bedrooms with large windows, providing plenty of natural light. The primary suite features an en-suite bathroom for added privacy. Head downstairs to discover a cozy family room, perfect for movie nights or playtime. An additional bedroom and bathroom on this level adds convenience for guests and separation for those staying over. The large backyard is perfect for summer barbecues, gardening, or simply enjoying the outdoors. There's plenty of room...

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

OPEN HOUSE: November 16, 11:00 - 12:30
Rental Property at 1476  Scuttle Hole Road, Bridgehampton, Hamptons, NY - Bedrooms: 5 
Bathrooms: 3  - $50,000 MO. Previous PhotoNext Photo

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 Oceanview Road
$50,000

Hampton Bays, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 3422290

Completely renovated beach cottage with beautiful views overlooking Shinnecock Bay and with private deeded beach! Ideal for entertaining all summer long with multiple entertaining spaces, 4 bedrooms, large open sunroom and its wonderful roof deck spaces offering endless bay views. Whether relaxing poolside from your saltwater heated pool or from your deeded private beach this ideal Hamptons summer getaway is ready and awaiting your arrival!

Robert J Canberg
(6318160998) ) ) ) ) ) ) ) ) )

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

1355 Watersedge Way
$50,000

Southold, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 3501928

Welcome to 1355 Watersedge Way a delightful Bayfront home located on Little Peconic Bay in Southold. Inside you have a spacious living room with a smart TV and a wall of sliding glass doors the lead out to the waterside deck, eat in kitchen, two bedrooms and one bathroom. on the lower level there is a family room with wet bar and access to the yard and outdoor shower, one bedroom, a full bath, and washer and dryer. The house is located next to a nature preserve with 300 ft. of beach providing easy access to the water/bay and plenty of privacy. Enjoy the spectacular views of the water and sunsets! MD TO LD $50k, June$12k, July $23K; August 1 to LD $24K, off season $7k for 30 days. House is available from May to November with a minimum of four weeks that does not need to align...

Jean Marie Bay
(6314775990) ) ) ) ) ) ) ) ) )

12 Old Main Road
$50,000

Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 3574763

NEW CONSTRUCTION QUOGUE RENTAL. This impeccable new 4 BR, 4.5 BA Quogue Village rental is available for both off-season and summer rental. Enter via the double-height foyer into a bright, contemporary great room with plenty of space for entertaining and relaxing. The main living space includes an open-concept kitchen with professional-grade appliances, a dining area with seating for 8, a comfortable living room with fireplace, a den with pull-out couch and full bath, and easy access to the entertainment spaces outside. Upstairs there's a generously-sized primary suite, a queen bedroom with en-suite bath, and two more guest bedrooms (one currently used as an office) with shared bath. Outside there's a deck with lounge seating, a stainless-steel bar, heated gunite pool, and a 2-car detached garage with bonus room above. This stylish Hamptons home is situated on a quiet street just minutes from shops, the Quogue Wildlife Refuge, the village...

Amanda M Murray
(9173280848) ) ) ) ) ) ) ) ) )

12 Barker Lane
$50,000

Quogue, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 3577311

Available October 2024- June 2025 Easy, breezy three bedroom off season rental south of the highway in Quogue. This property overlooks the marshland of Ogden Pond so there is fresh air all day long. The house is compact so simple to maintain. Spend your off season in this adorable home where you can bike to the Quogue village, school and beach.

Tara A Fitzpatrick
(2137600098) ) ) ) ) ) ) ) ) )

11 Forest Crossing Avenue
$50,000

Sagaponack, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 3524616

SUMMER IN SAGAPONACK! Escape to a country Hampton-style home in the highly sought-after location of Sagaponack! This stunning 4 bedroom, 4 bathroom home is the epitome of traditional living, perfect for those looking for a relaxing and comfortable retreat. As soon as you enter the double height entry foyer, you will be captivated by the beauty of this home. The open living room, dining area, and eat-in kitchen with a screened porch is the perfect spot to unwind and entertain guests. The first floor features 2 generous bedrooms with access to the rear yard, while upstairs you will find 2 additional bedrooms including the primary suite. This home a perfect vacation spot

Angela Boyer-Stump
(6312830600) ) ) ) ) ) ) ) ) )

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

5 Old Country Road
$49,000

East Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 3540091

a Great House with Separation for a Diversified Group...Mostly One Level with Primary Suite and 2 Other Bedrooms on Other Side of the House....Eat in Kitchen Plus Dining Room....Half Bath Too...Downstairs One Flight, is a LEGAL Finished Basement with Den, Bedroom, Bath, Sauna and Laundry...Everyone can Have Their Own Spot....Conveniently Located in East Quogue ...Close to Hampton Bays , Southampton and East...Close to Westhampton Beach and West...and that Lovely East Quogue Main Street....with the New Moon Cafe, Sushi , Sonnys Deli, Liquor Store ......Its all there and its own Jitney Stop!!!! Easy Beasy to and from the City Access to Ocean Beaches (dues apply)....THINK BEACH!!!!

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

6 West End Avenue
$48,000

East Quogue, NY
Rental
Bedrooms: 2
Bathrooms: 1
Web ID: 3546142

Come and Enjoy Beautiful East Quogue! This updated ranch is the perfect summer retreat for next rental season in 2025. It offers 2 spacious bedrooms, a fully renovated bathroom, and a laundry room equipped with a Peloton for your convenience. The kitchen is currently being remodeled with brand-new stainless steel appliances, and updated photos will follow once the work is complete! Outside, you'll find a heated 16' x 32' saltwater pool and a cozy firepit-ideal for entertaining and relaxation. Plus, enjoy private beach access at the end of the street. Off Season September: $10K October: $8K. Don't miss your chance to secure this beautiful East Quogue home for the 2025 season!

4800 Nassau Point Road
$48,000

Cutchogue, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 3532390

Sprawling Nassau Point estate with open floor plan, 4 ensuite bedrooms and beautiful pool area. Enjoy summer days by the pool or beach directly across the street. 1st floor features an open floor plan with living, dining and large chef's kitchen. Also on the 1st floor, a large great room for gathering or watching movies. The hotel-like primary bedroom features peek-a-boo water views and a large primary ensuite bath. Plenty of room to stretch out and relax while retreating to the North Fork summer! Private mooring is available for guests' use.

Eric P Elkin
(3155214669) ) ) ) ) ) ) ) ) )

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

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