398 Hamptons Rentals

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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

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) ) ) ) ) ) ) ) ) )

19 Summit Boulevard
$65,000

Westhampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 3573956

Luxurious Hamptons Retreat Awaits! Experience elegance in this fully renovated, three-bedroom post modern home in Westhampton. Spanning 2,300 sq. ft., it blends modern amenities with timeless charm. The brand-new kitchen features state-of-the-art appliances and refinished hardwood floors. There are 2.5 updated bathrooms with a spa-like shower in the primary suite. Outdoors, relax by the new in-ground pool with pavers and walkways, perfect for entertaining. Enjoy your morning coffee on the front porch. Located just 2 miles from Dune Road beaches, this home is an entertainer's delight. ### Rental Rates for 2025: - **Memorial Day to Labor Day:** $65,000 - **June:** $15,000 - **July:** $25,000 - **August to Labor Day:** $30,000 Don't miss this chance to experience luxury living in the Hamptons. Book your stay today!

Bridget Terry
(6314667118) ) ) ) ) ) ) ) ) )

18 Remsen Lane
$65,000

Remsenburg, NY
Rental
Bedrooms: 4
Bathrooms: 5.5
Web ID: 3429044

18 Remsen Lane has everything you need for the ideal getaway: Tennis, Pickleball, Pool and more: four bedrooms (with an extra bedroom and room for ten), newly resurfaced court,, pathway to a natural pond, game room, media room with 85-inch screen, eat-in cook's kitchen, light-filled open living areas great for entertaining and relaxing. Completely renovated in 2018 from top to bottom including retracting glass walls for fresh air and sunshine. Multiple living spaces indoors and out, kitchen with Brazilian macauba island with generous seating. Primary suite has private terrace, vaulted ceiling and luxurious marble bath with steam shower and soaking tub. Additional bedrooms and baths are bright and stylish: two with King beds and one with a Queen. In the finished lower level: media room, full bath, gym, and lounge and bonus office space. All on one of the prettiest lanes in Remsenburg, 4 miles from Westhampton Beach's...

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

15 Joels Lane
$65,000

Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 3582187

Sag Harbor Village 3 Bed Steps from Mash Park Summer Rental Welcome Home to Your Pet-Friendly Summer Retreat in Sag Harbor Village! Just steps from the charming Sag Harbor Village and Mash Park, this inviting 3-bedroom home with a bonus home office is perfect for your summer getaway. Nestled on a tranquil cul-de-sac, the open living space features a cozy living room, a dining table for eight, and a well-equipped kitchen complete with a dishwasher and microwave, plus counter seating for three. Enjoy the warmth of wood floors throughout the main areas. The master bedroom offers a queen-sized bed and an en-suite half bathroom, while the second bedroom features a spacious king-sized bed, and the third includes two twin beds-new carpeting adds a touch of comfort. An additional home office with pull out couch adds more flexibility to this rental. The recently renovated bathroom boasts a large shower stall. Stay...

Bradley Miles
(6463878741) ) ) ) ) ) ) ) ) )

15 Hill Side Lane
$65,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 7
Web ID: 3552889

Situated on over 3/4 of an acre, this extraordinary custom-built home is surrounded by stunning natural scenery and lush landscaping with stone walls. The upper level features an expansive great room with a open kitchen, fireplace, dining room, and sliding doors to two separate entertaining areas. The primary suite and a powder room are also on this level. The large east-facing upper deck offers beautiful sunset views and stairway to the pool and pool house. The main level includes three additional spacious bedrooms (two en suite), a fourth full bath, a laundry room, and a large family room with sliding doors to a covered deck, an outdoor shower, a heated gunite pool, and a pool house with a Air Conditioning and a full bath. The finished lower level boasts an attached two-car garage, large windows, a sixth full bath, space for an office, gym, or media room. This remarkable property...

Brandon Vazquez
(6318711993) ) ) ) ) ) ) ) ) )

134 Middle Pond Road
$65,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 5.5
Web ID: 736126

RP# 240489. Just renovated!! Spectacular 4 bedrooms, 5.5 bath Post-Modern home on a private waterfront 1.60-acre +/- property. Brand new kitchen and full bath with steam shower was added to the first floor. Features include a heated gunite pool with spa, 2 car garage, 2 fireplaces, central air-conditioning, 3,800 square-feet of living space and much more. This property faces South giving a magnificent water views of the bays all the way to the Ocean with sunrise and sunsets galore!. Enjoy the quiet and private peninsula location. Just less than 2.5 miles from the center of Southampton Village. Available Summer 2025, extended season and other specific rental periods upon request. Listing ID: 736126

MD - LD Rental: $175,000
June Rental: $30,000
June/July Rental: $100,000
July Rental: $65,000
July / Aug Rental: $145,000
August - LD Rental: $80,000
September Rental: $40,000
Two Week Rental: $40,000

Amelia M Doggwiler
(631) 204-2426

16 Hildreth Road
$63,000

Hampton Bays, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 3520986

If peace and relaxation is what you're looking for then you found the perfect summer retreat home in the Red Creek community. This beautiful home offers: Primary en-suite, renovated bath with a soaking tub to make you feel like you're in a spa. Two additional bedrooms & bath. Large Eat in kitchen with Granite counter tops, SS Appliances. Finished Attic with Vaulted Ceilings, Spacious Living room, Dining room. Vermont casting W.B. Fireplace & Sliders to 16x36 deck to soak up the sun or cool off in your saltwater heated pool. Property backs up to nature preserve with miles of walking trails in the community. Near Peconic bay for swimming and kayaking. Close to all the most gorgeous beaches & best restaurants the Hamptons have to offer.

Lisa A Cea
(6314849306) ) ) ) ) ) ) ) ) )

8 Peconic Road
$61,667

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 5.5
Web ID: 3585839

Let your heart engage with this special, private bayfront getaway in Shinnecock Hills. Over one hundred feet of frontage directly on Shinnecock Bay with nearly 180 degree bayviews and private steps down to the beach. There is preserved land on two sides, enhancing privacy. Waterside heated pool with waterfall spa and outdoor shower. Large living room with wood-burning fireplace, open kitchen, dining room, and family room, all with water views. Bedrooms include a junior en suite primary on the first floor, along with two additional guest rooms with shared bath. The entire second floor is devoted to the primary suite: bedroom with spa bathroom, bonus sitting room with coffee bar, TV and gas fireplace, an office and an additional full bathroom. The views are spectacular from the primary suite balcony. Professional landscaping offers an elegant look for living and entertaining on the water. Outdoor amenities include BBQ, outdoor fridge, fire...

Robert Florio
(6317022000) ) ) ) ) ) ) ) ) )

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