435 Hamptons Rentals

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Amagansett
$65,000

Amagansett, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 736228

Beautiful and private in Amagansett! Approximately two miles to the ocean, farmstands, shops and restaurants is this well appointed classic five bedroom, four and a half bathroom 'like new' home. Enjoy the open living areas including a lovely great room with French doors leading to a stone patio which overlooks the 60-foot heated gunite pool, spacious open eat-in kitchen with large marble island and commercial grade stainless steel appliances, formal dining room and a sun-room perfect for an afternoon of reading and relaxing. The layout of this architect deigned home ensures. Also available 10/01/24 - 05/15/25 for $6,500 a month. Fun and privacy for all!

MD - LD Rental: $175,000
June Rental: $40,000
July Rental: $65,000
July / Aug Rental: $135,000
August Rental: $70,000
August - LD Rental: $70,000
Two Week Rental: $35,000

James J MacMillan
(631) 267-7171

North Haven
$65,000

North Haven, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 737573

This pristine North Haven four bedroom, three bath traditional on 1.8 private acres is located near the bay beach and just minutes to Sag Harbor Village. It was recently renovated with a fabulous new kitchen opening to a great room with dining and living. State of the art gym. New 20x50 heated gunite pool with 8x10 spa and stunning pergola. Listing ID: 737573

MD - LD Rental: $150,000
June Rental: $35,000
July Rental: $65,000
July / Aug Rental: $130,000
August - LD Rental: $65,000

Maureen J Geary
(631) 903-6167

78 Jagger Lane
$65,000

Westhampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 3585580

Discover the ultimate summer retreat, nestled south of Montauk Highway in Westhampton. This charming residence boasts nearly 1,400 square feet of stylish living space set on an expansive 0.79-acre lot, surrounded by nature preserve for the utmost privacy. Meticulously updated with clean lines and modern amenities, the interior features a flowing floor plan anchored by an open kitchen equipped with stainless steel appliances, including an electric range, double oven, dishwasher, and an oversized refrigerator with a convenient freezer drawer. The residence comprises three bedrooms and 2 baths, highlighted by an ensuite second-floor master retreat with a King bed and dedicated home office space. Additional desk space is available in the upstairs loft. The two additional bedrooms include a queen bed and a bunk room, catering to all your accommodation needs. Step outside to the private oasis featuring a fenced, heated, saltwater pool with a welcoming patio surround. The upper patio,...

Ashley J. Farrell
(6316808001) ) ) ) ) ) ) ) ) )

77 Library Avenue
$65,000

Westhampton Beach, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 3567726

Enjoy beautiful bay views from this recently constructed home close to the Village of Westhampton Beach, Dune Road beaches, and marina. The well appointed and immaculate home includes a large open floor plan, four en-suite bedrooms, one half-bath, and a spacious second floor den. Relax and entertain on decks off the first and second floors and on the three-season porch with fireplace. The private yard features a heated pool, spa, and lounging area. *NOTE DATES: Off Season Rental is $6000/month October'24 through April'25, and $6000 for May 1-15, 2025. Also available August through Labor Day 2025 at $65,000.

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

643 Stephen Hands Path
$65,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 735901

Rental Registration #: 24-1271 Welcome to Camp Courtside the ultimate compound for summer sun and fun! Just minutes to East Hampton Village and world-class ocean beaches, this bright open immaculate contemporary is a sports lovers paradise. Start your day on your private tennis/pickleball/basketball court and finish lounging on your expansive mahogany deck complete with oversize crystal clear blue pool, 6 person hot tub, outdoor shower and a fire-pit with 4 cozy Adirondack chairs. Inside the brand new chef's kitchen has all the latest appliances and overlooks the living/dining great room with a double-height stone fireplace, skylights that bathe the interior in natural light and multiple glass sliders that open to the pool, lounge space and outdoor dining. There are four bedrooms (3 ensuite) all with cable TV and four new bathrooms. Behind a sliding barn door on the main floor are two well appointed guest rooms that share a hallway...

July Rental: $65,000
August - LD Rental: $70,000

James Blueweiss
(631) 903-6133

6 Joshuas Path
$65,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 3525715

Your Dream Summer Getaway - Nestled in a serene 2 +/- acre gated estate, this exceptional property promises an unparalleled living experience situated conveniently near the town of Sag Harbor and East Hampton. Located on a tranquil cul-de-sac and adjoining a private wooded reserve, it offers both seclusion and accessibility. This meticulously updated home exudes elegance and comfort. The main level is a testament to open-plan living, featuring vaulted ceilings, expansive windows, and southern exposure that bathes the space in natural light. The sophisticated kitchen and dining area seamlessly extend to a sun-drenched deck, perfect for leisurely mornings or evening soirees. Accommodations include four well-appointed bedrooms and three full baths on the main level, ensuring ample space for family and guests. The second level is exclusively dedicated to the Primary Suite, a sanctuary of luxury with a spacious closet, a lofted office space, and a spa-like ensuite bath. Descend to...

Stacee A. Blatte
(9148066981) ) ) ) ) ) ) ) ) )

50 Sherwood Road
$65,000

Hampton Bays, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 3474359

Beautiful 3 bedroom , 2 bath, 1 level custom ranch, large back yard with heated Pool. Custom Kitchen with Stainless steel appliances, ensuite primary bedroom, 40X20 heated pool, walking distance to beach and tiana beach club. Centrally located short car ride to Ocean beaches. The perfect vacation home

Michael Willmott
(6312886900) ) ) ) ) ) ) ) ) )

43 Scrimshaw Drive
$65,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 878680

RR# RP201758. Minutes to the beach is this fantastic Contemporary with some water views and fall in love! Located in a desirable waterfront bay beach community and completely renovated with great taste, a modern feel and all new furniture decorated from a well-known interior designer. Sited on .80 acre, this bright home filled with light offers 4 bedrooms and 4.5 baths, an open floor plan, living room with cathedral ceilings and wood burning fireplace. Primary suite on the first floor with a beautiful marble bathroom. Spacious kitchen with stainless steel appliances and stone countertops, 2 dishwashers and a wine cooler. Powder room and a mud room leading to the 2 car garage completes the first floor. The second floor offers a den with an open view to the living room, 2 additional guest bedrooms and 2 marble baths. Finished lower level with living area with TV and games, as...

July Rental: $65,000

Cristina Matos
(631) 204-2408

33 Horseshoe Drive
$65,000

East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 759373

Rental Registration #: 24-914.Owners have transformed this 6 bedroom 5.5 bath house into a family paradise. Stephen Saint-Onge has designed the home with simple elegance yet sophisticated glamour. The flow is perfect for summer living with an open first floor plan that makes entertaining easy. The living room with fireplace flows into the dining area which is open to the chef's kitchen and family room with bar. There are floor to ceiling accordion glass doors that lead to the outside deck with its' outdoor dining area. A few steps down is the brick patio and oversized pool. First floor has master bedroom and a bathroom with a soaking tub and steam shower. Additionally, two guest bedrooms share a bathroom. Upstairs from the entry hall there are two bedrooms and a bathroom. And a second staircase leads to an en suite bedroom....

MD - LD Rental: $165,000
June Rental: $40,000
July Rental: $65,000
July / Aug Rental: $135,000
August - LD Rental: $75,000

Leslie Hillel
(631) 771-5311

Philip Judson
(631) 771-5328

32 Tanners Neck Lane
$65,000

Westhampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 3591402

Discover this fully renovated 4-bedroom, 4-bath contemporary home, perfectly situated on 2.3 private acres with water views. Designed for both relaxation and entertainment, this retreat features a private dock, heated pool, sports court, and an expansive deck ideal for lounging or hosting gatherings. Inside, the open-concept living space is bathed in natural light from its southern exposure, seamlessly connecting the kitchen, dining, and living areas to the pool deck. The first floor includes three generously sized guest bedrooms and three full baths, offering comfort and convenience. Upstairs, the luxurious primary suite awaits, complete with a walk-in closet, spa-like bathroom with a soaking tub, sauna, and a private balcony perfect for enjoying sunrise and sunset views. Located just moments from the vibrant Village of Westhampton Beach and nearby ocean beaches, this home is the ultimate Hamptons retreat. Make this your summer sanctuary!

Christopher J. Furchert
(6313638978) ) ) ) ) ) ) ) ) )

3 Willow Lane
$65,000

Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 3501970

Come spend your off season in the charming village of Quogue. A four bedroom house in the center of the village with a heated, salt water pool and jacuzzi. There is an open kitchen overlooking the great room with a wood burning fireplace. Play ping pong indoors and out or fuse ball or workout in the basement gym. An ideal get-away from the busy city.

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

29 Wood Edge Ct
$65,000

Water Mill, NY
Rental
Bedrooms: 7
Bathrooms: 8
Web ID: 3562435

Gorgeous Water Mill Fall and Spring Rental with Tennis! Enjoy the luxury and serenity of a private rental retreat in Water Mill North. This impressive modern traditional estate is situated on 1.88 acres, with over 6,430 SF of designer-furnished living space, including 7 bedrooms and 7.5 bathrooms. This home is perfection! Impeccably designed for comfortable living and great entertaining, the main level of the house boasts an enormous double height entry, state of the art chef's eat-in kitchen complete with commercial appliances by Viking, Sub Zero, Wolf and Miele, as well as a pot filler. A formal dining room with custom, climate controlled, 700 bottle wine room and bar, spacious living room with fireplace, large great room perfect for hanging out and watching TV, den with butler's pantry/bar, and a powder room complete the main level. This estate also boasts an elevator and attached three-car garage. Upstairs, you will find...

Toni Asch
(9178736918) ) ) ) ) ) ) ) ) )

2840 Stars Road
$65,000

East Marion, NY
Rental
Bedrooms: 6
Bathrooms: 8.5
Web ID: 3517814

Down a private driveway with breathtaking views of the sea, privacy and luxury collide! This impressive beach estate rests on 12.3 acres and 460' of waterfront beach tucked away in a protected cove on the Long Island Sound. 6 bedrooms include their own ensuite bathroom, plus two half baths, a gourmet eat-in kitchen that is truly a chef's domain with multiple seating areas, and views of the inner courtyard. Huge living room with a roaring fireplace, additional living rooms, pool house, TV room and incredible outdoor vignettes. You'll never want to leave! Near all the North Fork has to offer - award winning vineyards, renowned restaurants, boating and great shopping! Permit #0792

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

28 Old Meeting, House Road
$65,000

Quogue, NY
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 3529486

EXCEPTIONAL QUOGUE VILLAGE RENTAL - NEW CONSTRUCTION. This stunning 6+-bedroom, 5.5-bath rental property was completely transformed and expanded in 2024. The revised main floor layout now highlights a central 2-story great room and a spectacular open kitchen with seating for 12+. Glass sliders lining the back of the house collapse for easy access to a spacious stone patio with outdoor fireplace, multiple dining and seating areas, 4-burner BBQ and Big Green Egg, and a sunken firepit overlooking the heated gunite pool. The main floor also features a luxe primary suite with spa bath and adjoining outdoor shower; 2 guest rooms with a sleek shared bath (also with outdoor shower); a queen guest suite; and even a gym/yoga studio that opens to its own patio. Upstairs, the expanded second floor has an oversized TV lounge, a loft with reading/play area, and a junior primary suite with attached office. The newly-finished lower...

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

26 North Drive
$65,000

North Haven, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 743644

Rental Reg. # 2023-034. Amazing location in North Haven Shores community! Stunning waterfront traditional 5 BR home for rent with breathtaking views of Shelter Island and Sound. Two living areas (one off the kitchen and the other with plenty of glass offering panoramic views of the Sound). 5 beds, 3 full baths. No pool no problem!!! This property has a private beach! There is also a private dock for those with a boat, har-tru tennis and expansive back deck and yard to enjoy the views and sunsets. Additionally, there's a children's play room on the main floor. Easy access to the Shelter Island Ferry. Don't miss out on this rental opportunity! Listing ID: 743644

February Rental: $7,500
March Rental: $7,500
April Rental: $15,000
May Rental: $15,000
June Rental: $20,000
June/July Rental: $80,000
July Rental: $65,000

Kimberly Kakerbeck
(631) 537-4351

Sarah Ferguson
(631) 903-6124

199 Old Harbor Road
$65,000

New Suffolk, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 3590758

New Suffolk, North Fork BAYFRONT residence. Ideal location to while away the hours and enjoy the North Fork farm-stands, wineries and more! Sublime Bayfront With Dock. Home Features quality, high-speed internet in Colonial Revival Charm at the beach... Entry Hall, Broad Waterside Living Room W/Fireplace and Views, formal dining room, Eik, Den/Br W/Bath and First Floor Master Suite W/Bath; Upstairs 2 Bedrooms and Bath. Private Estate Area minutes to all: North Fork Wineries, Farm-stands, Shopping and top-tier restaurants. Permit# 0139

Nicholas J. Planamento
(6312980600) ) ) ) ) ) ) ) ) )

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