Wainscott
$104,500
Wainscott, NY
Rental
Bedrooms: 6
Bathrooms: 4.5
Web ID: 737760
Rental Registration #: 24-114 (Feb 2, 2026)• Dynamic great room with two story vaulted ceilings • 1st floor master bedroom suite with fireplace • 6 bedrooms • 4 1/2 bathrooms • 3 fireplaces • Cook's kitchen featuring Wolf stove, Subzero refrigerator and wine refrigerator, Bosh dishwasher and Scotsman ice machine • Covered bluestone patio with ceiling fans and dining and seating area for entertaining with fire pit • 2 washing machines and 2 dryers • Indoor/outdoor sound system • Central air conditioning and heating (Nest Thermostat) • Heated 20 X 40 gunite pool (Jandy pool heater with iPhone control) • Beautiful landscaping including extensive privacy screening • Nest locks and thermostat • Housekeeping, handy-person and chef available on request • Town water connection with top-of-the-line water filtration system; garbage disposal • Dogs allowed with owner permission. Listing ID: 737760
MD - LD Rental: $264,000
June Rental: $82,500
July Rental: $104,500
August - LD Rental: $110,000
Year Round: $440,000
David Blumenfeld
(631) 537-4329
Village Of Southampton
$100,000
Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 7.5
Web ID: 735873
Oceanfront property with ocean and bay views. Private master bedroom suite with 2 fireplaces, 2 baths, sauna, sitting room, oceanfront and bayfront balconies with gorgeous views. Guest wing with 4 en-suite bedrooms and an additional sauna. Multiple entertaining spaces. Flat screen TVs throughout. Heated gunite pool and hot tub. Listing ID: 735873
Short Term Weekly: $100,000
John P Vitello
(631) 204-2407
Shinnecock Hills
$100,000
Shinnecock Hills, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 912250
RP# 230614. With stunning views of Shinnecock Bay and the Atlantic ocean, be the first to enjoy this renovated contemporary featuring 3 bedrooms and 2 baths with a seamless open floor plan, new flooring and furnishings. The large living room with fireplace, vaulted ceilings and glass windows throughout inundate the space with a natural light which connects the indoors with the outdoor landscaping and the serenity of all its surroundings. Enjoy the incredible 180 degree panoramic water views in every room. There is also a loft area with a den/office to complete this wonderful home. Enjoy entertaining viewing the water on the south facing deck which is perfect for lounging with family and friends surrounded by nature and all its beauty. Paradise and tranquility, this is the ideal retreat for the perfect Hamptons getaway. Listing ID: 912250
Year Round: $100,000
Cristina Matos
(631) 204-2408
Westhampton
$100,000
Westhampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 737134
Rental Reg.#: RP200464 One of the premier builders in the Hamptons recently completed this magnificent modern home. Designed by the environmentally responsive firm, CookFox, with glass and wood details that provide open living space, ocean breezes and water views from every room. Amazing sunrise and sunsets can be yours. The home hosts an open living room with fireplace, custom designer kitchen from Henrybuilt of Soho, great room with dining and living area, separate media room, five bedrooms, four and one-half bathrooms and both a dry and a steam sauna. Expansive mahogany decking facing the ocean allows for entertaining and relaxing in the outdoor hot tub. There is also an outdoor dining area with spectacular ocean views. The state-of-the-art four zone heat and central air, and seven-zone sound system can be controlled by your phone or iPad. In addition to summering in the ultimate oceanfront home, experience a bit...
MD - LD Rental: $250,000
July Rental: $100,000
July / Aug Rental: $215,000
August - LD Rental: $120,000
September Rental: $60,000
October Rental: $40,000
Lauren A Battista
(631) 288-5534
Sag Harbor
$100,000
Sag Harbor, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 736135
RR# RP241387. Stunning Sag Harbor pristine home on 2 private acres with gunite pool, spa and tennis court. The 6500 s/f home offers elegant, professionally decorated interior spaces. There are 6 bedrooms, including primary suite with fireplace, private balcony, walk-in closets and steam room, 5.5 baths, formal living and dining rooms, large eat-in just renovated chef's kitchen with Viking appliances, media/library room with balcony and a fully-furnished walk-out lower level with gym, ping pong and pool table. The beautiful property features an over-sized (20' x 50') heated gunite pool with spa, tennis court, Kingsley Bates outdoor furniture and designer landscaping. Available winter and summer 2025 or year-round. Any other period upon request. ID: 736135
Custom Rental: $105,000
January Rental: $15,000
February Rental: $15,000
March Rental: $15,000
April Rental: $15,000
May Rental: $25,000
MD - LD Rental: $230,000
June Rental: $50,000
July Rental: $100,000
August - LD Rental: $105,000
September Rental: $30,000
October Rental: $15,000
November Rental: $15,000
December Rental: $15,000
Year Round: $330,000
Amelia M Doggwiler
(631) 204-2426
East Hampton
$100,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 743193
Rental Reg. #24-616. Lovely four bedroom home with heated pool and all the amenities. The house is situated on a quiet cul-de-sac right between the village of East Hampton and Amagansett. All bedrooms are en-suite! The pool has a safety fence, perfect for security. The house is well maintained with a professional kitchen, central air conditioning and landscaped grounds. Listing ID:743193
Year Round: $100,000
Michael Petersohn
(631) 771-5336
468 Water Mill Towd Road
$100,000
Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 738074
RR# RP190301. This immaculate Contemporary is the perfect combination of location and charm! Located minutes to the Jitney and train, the heart of Southampton Village and bay beaches. This wonderful home sits on a private acre and has a beautiful tranquil setting. Bask in the warm summer days in the large open backyard with ample lawn, heated pool and a spacious deck perfect for entertaining. Light filled living room with tall glass windows and French doors to the backyard, in addition to a second living room with wood burning fireplace. Also on the first floor, you will find the eat-in kitchen, formal dining room and a powder room. The second floor offers a spacious, en-suite master bedroom with a brand-new master bathroom, as well as two additional bedrooms and full bath. All new furnishings and a 2-car garage. Come enjoy your Summer in this truly ideal Hamptons home!...
Year Round: $100,000
Cristina Matos
(631) 204-2408
128 Halsey Street
$100,000
Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 876611
Designer Southampton Village cottage only a few blocks from the village center, ocean beaches and all of Southampton's exceptional amenities. Built in 2021, this brand-new home offers 4 bedrooms and 4 bathrooms, 3,100 +/- sf of interior living space over 3 levels on 0.23+/- acre. This comfortable, architecturally exciting home was designed by Kelly Shauger, principal of Eave + Arbor Architecture Design. The interior showcases a warm color palette with soothing hues setting the tone for a relaxing summer escape. The open floor plan includes a living room and dining room leading into the gorgeous gourmet kitchen. Fit for a true epicurean chef, it is equipped with top-of-the-line appliances and stunning cabinetry. Wrapped in an elegant package, all the bells and whistles are present. The exceptional custom woodwork, along with stunning reclaimed wide-plank wood flooring, flow throughout the home. Completing the first floor are a butler's pantry, well-outfitted mudroom, spacious...
June Rental: $60,000
August - LD Rental: $100,000
John P Vitello
(631) 204-2407
East Hampton
$99,000
East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 4.5
Web ID: 880431
Rental Reg. # 23-425. Built in 1990 and renovated to perfection, this home is ready for summer 2025. From Memorial Day through Labor Day, you can be the lucky tenant if you act fast.There are 6 Bedrooms , 4 1/2 baths, a first floor master, heated pool and even a tesla wall connector in the 2 car garage. With all the bells and whistles and proximity to town and beaches, summer could not be enjoyed in a better place. Also available for winter 2024-2025 ...Hurry.... Listing ID: 880431
MD - LD Rental: $245,000
June Rental: $50,000
July Rental: $99,000
July / Aug Rental: $195,000
Winter Rental: $45,000
Mary Ellen McGuire
(631) 537-4324
Water Mill
$96,000
Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 736759
RR# RP231095. Upside down modern totally renovated. This 4 bedrooms 3 baths is beautifully decorated. Enjoy an acre of privacy on a very quiet street. Additional amenities includes pool, top of the line appliances, one car garage and more. Listing ID: 736759
Year Round: $96,000
Amelia M Doggwiler
(631) 204-2426
Southampton
$96,000
Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 736589
RP190131 This newly renovated 4 bedroom Ranch with 10foot ceilings, has beautiful dark stained floor, a chef's kitchen equipped with a Viking stove and range, 3 and a half Carrara marble baths, a fireplace, CAC with furnishings by Restoration Hardware. There is a lovely, private heated pool. The newly finished lower level boast 12 foot ceiling with an exercise & media areas, as well as a ping pong table. Surrounded by horse farms yet close to village & shopping, only a half a mile from both train & Hampton Jitney.
Year Round: $96,000
Elizabeth A Phenis
(631) 537-4357
Water Mill
$95,000
Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 908153
RR# RP220561. Top location, secluded and peaceful on 4.5 acres, this immaculate 3,300 sq/ft traditional home features 4 bedrooms and 4 bathrooms and is surrounded by nature and all the bells and whistles! With an open floor plan, the great room offers vaulted ceilings and a wood fireplace while boasting an abundance of natural light throughout with multiple sliders leading to an expansive mahogany deck, patio and the wonderful outdoors. Great new gourmet kitchen has top-of-the-line appliances and an oversized island adjacent to the spacious dining area. Two spacious primary bedrooms with brand new renovated bathrooms complete this floor. The second floor has 2 additional guest bedrooms and a full bath. The additional 2,000 sq/ft finished lower level provides a great recreation area. The beautiful backyard is perfect for fun and entertaining with a 20x40 salt-water heated gunite pool surrounded by an expansive rolling lawn. In addition, there is a...
August - LD Rental: $95,000
Cristina Matos
(631) 204-2408
Michael Petersohn
(631) 771-5336
Village Of Southampton
$95,000
Village of Southampton, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 743947
Enjoy your summer in this newly renovated Southampton Village cottage. This light and bright designer decorated home features two bedrooms and two baths, and an open kitchen and living area. The house sits on a beautiful yard overlooking a heated gunite pool. This home is conveniently located close to Village shops, restaurant, and beaches.Listing ID: 743947
October Rental: $5,000
November Rental: $5,000
December Rental: $5,000
Year Round: $95,000
Gertrud Hoertnagl-Pereira
(631) 204-2425
Richard Finder
(631) 702-7511
East Hampton
$90,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 905709
Situated on a sprawling 2.39+/- private acres in East Hampton, this stunning gated property features 4 bedrooms and 3.5 baths with a 20 X 40 heated pool, pool house, basketball and your own private tennis court. A two-story living room with a fireplace, glass sliders, and oversized windows impresses upon entering. The open-concept floor plan flows seamlessly from living room to dining area and into the modern kitchen with professional chefs kitchen with stainless steel appliances. There are two luxurious primary suites one on each floor plus two additional guest bedrooms each with two queen size beds providing ample space, comfort and luxury for family and friends. The first-floor primary suite has a gorgeous marble bath with a spa tub, stream room and glass shower and opens to the pool deck. The second-floor primary bedroom with en-suite bathroom also in marble, features a soaking tub, glass shower, and...
June Rental: $50,000
June/July Rental: $125,000
July Rental: $90,000
July / Aug Rental: $180,000
August - LD Rental: $95,000
September Rental: $50,000
October Rental: $35,000
November Rental: $30,000
December Rental: $30,000
Year Round: $225,000
James Blueweiss
(631) 903-6133
East Hampton
$90,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 759065
Rental Reg. # 22-1174. Spend a perfect summer or year in this clean and pristine 2000 square foot four bedroom, two and one-half bathroom, updated open-plan contemporary with central air conditioning, hot tub and heated pool. New deck and baths in 2021. New kitchen and landscaping in 2024. Located on a quiet block in the near northwest, this home is convenient to both Town and bay and ocean beaches. Update for 2024. Listing ID: 759065
October Rental: $5,000
November Rental: $4,000
December Rental: $6,000
Year Round: $90,000
Margaret Turner
(631) 771-5314
Village Of Southampton
$90,000
Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 889908
New to the rental market, this completely renovated Village Traditional Beach Cottage is available for the summer season. A classic shingled-style home with a Dutch Gambrel gabled roofline, this property is a short distance to the Village center. A 4-bedroom, 3.5-bath home on three levels, this is the perfect spot for the summer. There is also a heated gunite pool sequestered behind high hedges providing privacy. Completing the property is a wonderful summer porch in the front of the house and a detached 2-car garage, with its cathedral ceiling, exposed beams and finished walls which can double as a charming cabana adjacent to the pool. Your opportunity to enjoy the Summer in Southampton Village. Listing ID:889908
Custom Rental: $15,000
February Rental: $6,500
March Rental: $6,500
April Rental: $10,000
August - LD Rental: $90,000
October Rental: $6,500
Timothy R O'Connor
(631) 771-5321
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