501 Hamptons Rentals

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57 Big Fresh Pond Road
$75,000

Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 918583

After departing from your dock and floating in your boat during sunset, the pinks, purples and golden hues bounce off the water from Big Fresh Pond. Upon returning, it is beautiful to dine, barbeque, and entertain on the deck with those awesome views. This renovated, multi-level house offers 5 bedrooms, 4 full bathrooms, with an open living plan with fireplace on the main floor and another common entertaining area on the above grade lower level which leads out to the dock. The ponds purity level is high for swimming, fishing and boating. Perched above Big Fresh, this property comes with a boat and bicycles for the total enjoyment of this beautifully natural area.

January Rental: $7,000
February Rental: $7,000
March Rental: $7,000
April Rental: $7,000
MD - LD Rental: $75,000
November Rental: $7,000
December Rental: $7,000
Winter Rental: $28,000
Year Round: $110,000

Andrea L Ackerman
(631) 537-4340

Elizabeth A Phenis
(631) 537-4357

5 Spinnaker Way
$75,000

Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 736830

Located on an oversized 2.42+/- acre parcel on a cul-de-sac in the North Sea area of Southampton, this stunning traditional with a lake view and bright, modern interiors is the perfect Hamptons vacation home. It offers proximity to North Sea Beach, Southampton Village, and renowned Atlantic Ocean Beaches. The residence features 6 en suite bedrooms, 6.5 full baths and a chef's kitchen which opens to an exceptional family room with a wood burning fireplace below a 75' wall mounted TV monitor. Proper living and dining rooms are provided for more formal entertaining. The residence has sound throughout and has numerous smart TV's as well as multiple Sub Zero / Wolf appliances integrated within custom kitchen cabinetry. A pristinely finished lower level features a media room with Sonos surround sound, a foosball table and workout equipment as well as a complete, separate bedroom/ensuite bath with private...

MD - LD Rental: $225,000
July Rental: $75,000
July / Aug Rental: $150,000
August Rental: $80,000

Christopher J Burnside
(516) 521-6007

460 Butter Lane
$75,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 905785

Rental Registration#:RP230406 Spend your summer holiday here in Bridgehampton relaxing in the heart of horse and wine country yet so close to Bridgehampton's Main Street , shops, restaurants, train, Jitney and pristine ocean beaches. This classic Hamptons style 5 bedroom 4.5 bath home combines the extensive outdoor living, a 20 x 40 ft heated pool multiple seating areas both covered, outdoor shower and BBQ with the indoor comforts for entertaining or relaxing. The lawn provides for a bucolic calm and ample space for a game of catch, soccer, volleyball, or basketball by the driveway. The double height ceiling entrance way continues into a striking double height ceiling in the dining room lined with french doors leading out to the back patios and pool. The first floor also includes a chef's kitchen, one bedroom, full bath, laundry room, great room and grand multi use living room also...

August - LD Rental: $75,000
Two Week Rental: $45,000

Cynthia R Barrett
(631) 537-4322

39 Homestead Road
$75,000

Quiogue, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 918355

This immaculate and recently renovated waterfront 4-bedroom home in Quiogue has all the amenities needed for a truly memorable summer holiday. First time offered as a summer rental, this beautifully decorated home offers spacious living and dining rooms and a true chef's kitchen with a sunny breakfast nook. A butler's pantry, powder room, laundry room, and garage complete the first floor. The second floor offers a primary suite including lovely bay views, two generously sized en suite bedrooms, guest bedroom with hall bath and family room. The roomy screened porch overlooks Quantuck Bay, providing a perfect space to relax or entertain. A private driveway leads to this secluded property set amidst 1.19 acres, offering an expansive manicured lawn, gunite swimming pool, and private boat dock. Close to Westhampton Beach Village shops, restaurants, and ocean beaches. Listing ID# 918355

MD - LD Rental: $175,000
June Rental: $35,000
July Rental: $75,000
July / Aug Rental: $145,000
August - LD Rental: $75,000

Lauren A Battista
(631) 288-5534

Georgia K Hatch
(631) 288-5313

34 Park Circle
$75,000

Quogue, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 738347

This bright, sunny contemporary in Quogue offers 5 bedrooms, a heated pool, and access to the Quogue Village beach. The open floor plan, with sliding glass doors leading to the extensive deck and heated pool, afford an easy summer lifestyle. A main floor primary suite, game room with ping pong, a den (which could be converted to the fifth bedroom) and a powder room round out the first floor. On the second floor there are three bedrooms. Listing ID#738347

MD - LD Rental: $95,000
July / Aug Rental: $75,000

Albert Weinschenk
(631) 288-5039

28 Parkway Drive
$75,000

Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 877646

RR#: RP230356 AVAILABLE for July & August through Labor Day 2025. Conveniently situated between Sag Harbor Village and Long Beach, this immaculate 4 bedroom, 3 1/2-bathroom home, is an oasis of well curated art, blended with a sophisticated and monochromatic Interior style, in harmony with the simple proportions of this 2018 built CONTEMPORARY FARMHOUSE. An open plan kitchen, dining and living space flow perfectly to a 32' x 16' gunite heated pool, surrounded with a bluestone patio, perfect for entertaining and relaxing poolside. A first-floor meditation room can double as an office. 4 comfortable bedrooms, 2 ensuite and a full 3rd bathroom complete the sunny 2nd Floor. Double washer and dryers located in a dedicated laundry room, add ease to your stay. Minutes to Long Beach and Sag Harbor, with the convenience of Serene Green Farm Stand, offering local produce is literally at the end...

July Rental: $75,000
July / Aug Rental: $150,000
August - LD Rental: $85,000

21 Bull Run
$75,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 865515

Rental Reg. # 23-1135. Open and bright, this wonderful contemporary home is just a short distance from East Hampton Village and ocean beaches. Located on a quiet street, the newly renovated 3400SF five bedroom, six bath residence features great windows and high ceilings in most rooms in addition to a large finished lower level with an additional 1000SF of living space. A 20 x 40 ft heated pool and pool house are accessed by a dramatic grass stairway from the open living and dining area. Listing ID: 865515

January Rental: $15,000
February Rental: $15,000
March Rental: $15,000
April Rental: $25,000
May Rental: $40,000
June Rental: $50,000
July Rental: $75,000
August - LD Rental: $75,000
September Rental: $30,000
October Rental: $20,000
November Rental: $15,000
December Rental: $15,000

John Scott JT Thomas
(631) 771-5327

Robert Stearns
(631) 771-5317

15 Pleasant Lane
$75,000

Village of East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 902613

New construction in the Heart of East Hampton Village with all the bells and whistles! What could be better than spending the summer in East Hampton Village without the need for a car. This newly completed home is located just steps from Newtown Lane and all restaurants, shopping, movie theater, banking, Hampton Jitney, even the LIRR if you so choose. Built to the highest standards with attention to detail- This impeccably decorated home offers every amenity needed to enjoy your summer season. The main floor hosts an open entry into the living room with sliding doors leading to one of the outside patios and the beautifully landscaped yard with a tranquil waterfall flowing into a heated gunite pool.The well appointed kitchen has high end appliances, large island with seating, large eating area and butlers pantry. Perfect for hosting friends and family, but if you're entertaining and you need more space,...

January Rental: $20,000
February Rental: $20,000
March Rental: $20,000
April Rental: $20,000
May Rental: $20,000
MD - LD Rental: $205,000
June Rental: $55,000
July Rental: $75,000
July / Aug Rental: $150,000
August Rental: $85,000
September Rental: $45,000

Patricia Stanis
(631) 771-5318

145 Lumber Lane
$75,000

Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 876050

RP201791. Bridgehampton Village beauty available for the first time as a seasonal rental. This cottage was originally built in 1930 and lovingly renovated in 2017/18. The undeniable curb appeal sets the tone with a charming front porch entry which opens to the beautifully appointed and professionally decorated Living room with large windows and wood burning fireplace. This room opens into an inviting open family room and to the open dining room with doors leading to the new bluestone deck, fenced back yard and stunning pool - all enhanced by landscape lighting and an outdoor sound system. The open, windowed kitchen has quartz counter tops, tons of storage and stainless appliances. A first floor master bedroom (king) with en suite bath and a powder room complete the first floor. A gracious stairway leads to the second floor which offers three guest bedrooms and a full...

MD - LD Rental: $165,000
July Rental: $75,000
July / Aug Rental: $145,000
August - LD Rental: $75,000
September Rental: $22,000
October Rental: $15,000
Winter Rental: $11,000
Year Round: $225,000

Todd J Buchanan,
(631) 771-5326

Village Of Southampton
$72,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 738383

Custom built on 1.2 acres in Southampton Village, this traditional home has five bedrooms, five and one-half baths, a living room, dining room, sunroom, gourmet kitchen with two dishwashers, two refrigerators, large butler's pantry, and a breakfast area, large recreation room with table tennis, ping pong table and big screen television, oversized heated gunite pool (25'x48') with pergola and is surrounded by beautiful gardens, outdoor shower, wireless internet and central audio, attached two and one-half car garage. Listing ID:738383

June Rental: $40,000
June/July Rental: $110,000
July Rental: $72,000
Two Week Rental: $45,000

John P Vitello
(631) 204-2407

31 Pond View Drive
$72,000

Wading River, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 909709

Spacious four bedroom and 2 1/2 bath home available for year round in the beautiful area of Wading River! Minutes to a Bay beach and sweet town. The new owner has refreshed the home with all new paint, high hat lighting, wood floors throughout! There is a large living room, dining room, large eat in kitchen and den/TV room with fireplace along with a 1/2 bath all on the first floor. Upstairs you will find a nice en-suite primary bedroom with walk in closet, along with three additional bedrooms and another full bath. Outside there is a large deck and nice yard all in a lovely, quiet neighborhood! There is a full unfinished basement and two car garage. Washer and dryer on main level. Oil heat.

Year Round: $72,000

Margaret Turner
(631) 771-5314

East Hampton
$70,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 736655

Newly expanded and upgraded East Hampton Village home close to ocean beaches and downtown with approximately 4100 sq. ft. of living space. The house sits on a half acre. with 5 bedrooms, 5 full baths, light-filled living room with fireplace, open kitchen, dining room, den/TV room, central air-conditioning, and 40' heated pool with waterfall and nightlights. The kitchen is fully upgraded with Subzero refrigerator, Viking range, Viking dishwasher, microwave drawer and additional under counter refrigerator. Large kitchen island and granite counter tops. New primary en-suite on second floor includes a queen bed, marble master bath with double sink, shower, bubble soak tub, and walk in closet. Additionally, upstairs, there are three additional guest bedrooms, one ensuite and two of the bedrooms have a shared bath. The laundry room located on the second floor has a new large capacity washer and dryer. Blue stone patio, wood deck and propane BBQ grill....

MD - LD Rental: $170,000
June Rental: $50,000
July Rental: $70,000
August - LD Rental: $80,000
September Rental: $50,000
Winter Rental: $20,000

JB Jose B DosSantos
(631) 903-6147

East Hampton
$70,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 880646

Rental Registry #23-0,991 - Brand new construction with five bedrooms and four full baths in the Northwest part of East Hampton has it all. Upon entering the home, to your immediate right is the sunroom with vaulted ceiling and gas fireplace. The open floor plan combines the great room with a gas fireplace, dining area, and a gourmet kitchen with Wolf and Subzero appliances that leads to the backyard where a heated gunite pool is surrounded by a bluestone patio with a professional infrared bbq grill, fire pit, eating area, lounge chairs, hot water outdoor shower, and a lush landscaping with nightscape lighting. The ensuite primary bedroom has a soaking tub with double vanities, and surround sound system. Amenities include central-air-conditioning, whole house audio system including outdoor, instant hot water plumbing, smart enabled lights throughout, surround sound system in the great room, large screen wall mounted...

MD - LD Rental: $160,000
June Rental: $40,000
June/July Rental: $100,000
July Rental: $70,000
July / Aug Rental: $130,000
August - LD Rental: $70,000

JB Jose B DosSantos
(631) 903-6147

Bridgehampton
$70,000

Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 736160

RR#: RP220641 Spend the summer near the Village of Bridgehampton in this brand new Bruce Nagel designed home furnished with exceptional taste to the very last details. Every room is airy and bright starting from the double height foyer with a dramatic spiraling staircase. On the ground floor is a living room with fireplace, a den with flat screen television, and a state-of-the-art kitchen (Viking and Sub-Zero appliances) attached to a formal dining area. Upstairs are four bedrooms, including two master suites, and two guest bedrooms-one with twin beds. All the bathrooms are fitted with Waterworks fixtures, and there is stereo and wireless throughout. The first floor was renovated in Spring 2022. Outside is a relaxing covered back porch with a dining table, an enclosed heated pool set in a private deep yard with lots of privacy, and a newly built pool house. This beautiful summer house...

MD - LD Rental: $177,500
June Rental: $32,500
June/July Rental: $100,000
July Rental: $70,000
July / Aug Rental: $145,000
August - LD Rental: $80,000

Clare J Tenkarian
(631) 725-5586

Village Of East Hampton
$70,000

Village of East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 735720

This well maintained village rental is newly furnished and ready for summer! The floor plan includes three bedrooms, two baths, a living room, a dining area and a kitchen. Sliders off the living room lead to a lovely deck and spacious back yard. There are nearby restaurants and shops, and the East Hampton Library, Guild Hall, and Hampton Jitney stop are less than a half mile away. Available immediately.

Year Round: $70,000

Jeanne Hutson
(631) 903-6144

Raul Guazhambo
(631) 903-6148

Sag Harbor
$70,000

Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 736949

This 5BR chic and private Traditional home is stunning and surrounded by lush landscaping and beautiful gardens which backs on an 18 acre reserve. First floor features gourmet kitchen, open concept living space with dining areas with fireplace and bar, en suite guest room, office, play area, powder room and screened in porch. Second floor features master bedroom suite with walk in closet, master bath, and large spacious deck overlooking pool and pavillion and two guest bedrooms with shared bath. Finished lower level Includes large en suite bedroom, brand new gym, and washer/dryer. All bedrooms have tv's, sonos sytemss, Xbox and WiFi. Large covered pavillion features 2 flat screen tv's, large wooden bar, and stone fireplace overlooking heated pool and 7 person, 47 jet hot tub. Lastly, there is a large children's playground in the expansive back yard bordered by reserve.Listing ID: 736949

January Rental: $7,500
February Rental: $7,500
March Rental: $7,500
April Rental: $10,000
May Rental: $25,000
June Rental: $35,000
August - LD Rental: $70,000
Two Week Rental: $35,000

Astrid Pillay
(631) 771-5312

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