312 Ocean Road
$110,000
Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 755480
Come experience everything the Hamptons has to offer in this gorgeous 5 bedroom, 4.5 bathroom traditional in the estate section of Bridgehampton. This completely restored farmhouse set on .73 acre of picture perfect landscaping and gated entry. It is tastefully decorated with wide-plank floors, 2 fireplaces, a large living room, formal dining room, eat-in kitchen, and breakfast area with french doors leading to the pool. Outback, enjoy the 20x40 heated gunite pool, pool house with the fourth full bath, a back porch and patio, for classic Hamptons entertaining, accessed through the quintessential farm style kitchen. Head down the pristine and famous Ocean Road to world renown white sand ocean beaches and dunes indigenous to the Hamptons or make your way up the street to Bridgehampton's Main Street filled with History, restaurants with abundant outdoor dining and local shops for a magnificent summer get-a-way. Listing ID:755480
Custom Rental: $250,000
July Rental: $110,000
July / Aug Rental: $210,000
August - LD Rental: $110,000
September Rental: $60,000
Cynthia R Barrett
(631) 537-4322
14 Maple Street
$110,000
Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 919236
Centrally located Southampton Village homes for rent in the most convenient location imaginable. Fully renovated and restored in 2006, the home provides 21st century dependability within the details of its architectural past. Enter into the unique brick-floored foyer and then onward into its spacious living and dining rooms with bright windows all around. French doors that open onto a deck that overlooks the pool and garden beyond. A new granite kitchen and full bath service the household and pool area. The second floor contains a junior primary suite plus two guest rooms with shared bath. Above, a large primary suite enjoys the full advantage of its quiet third floor perch, where dramatic ceilings rise to the peaks of its Gambrel frame. This charming one-of-a-kind home sits amid banks of hydrangea and lush plantings. You'll appreciate its central air conditioning, two sets of washer/dryers, basketball hoop, gas grill with close proximity...
MD - LD Rental: $110,000
Robert M Lohman
(631) 204-2404
Honeysuckle Lane
$105,000
East Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 822507
Look no further for your perfect Summer Rental Compound! With exceptional amenities including Heated Pool, Tennis, and Basketball... this is truly a MUST SEE! Nestled on a quiet street in East Quogue, conveniently located to the village and South Hampton's beautiful beaches, you will find the ultimate balance of luxury, tranquility and endless recreation. This 1.85-acre property also proves to be an entertainer's dream with expansive grounds for outdoor dining on the patio, lounging by the pool or simply enjoying the comfort and privacy within this magnificent Estate. The interior boasts 4,800+ square feet with 4 spacious Bedrooms and 4.5 Bathrooms, including a serene Primary Suite, with a private deck for your very own sanctuary. The inviting, contemporary floor plan expands across three levels and is flooded with natural light, accenting its soaring, vaulted ceiling across the living and dining areas. Recent updated features include a state-of-the-art AC system for consistent...
Kathleen Doubleday
(6316556238) ) ) ) ) ) ) ) ) )
76 White Street
$105,000
Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 874521
Located in the heart of Southampton Village, this newly completed designer furnished 5 bedroom, new construction modern farm-style home with a loft like ultra-chic interior and soaring ceilings make this the ultimate summer Hamptons rental. Combined with a fully finished lower level which has a fifth bedroom and media room, the home has 5400sf+- of living space on 3 levels plus a detached one car garage. Enter the home on the first floor and immediately feel the open and beachy design accented with modern finishes. The vaulted ceiling, grand open living area, chic kitchen and loft used as a home office or gym, has two sets of floor to ceiling foldable glass walls that fully open in the front and to the pool area exemplifying the sense of indoor/outdoor living. Prepare a wonderful summer meal in the Sub-zero & Wolf open kitchen complete with a grand...
Custom Rental: $160,000
March Rental: $20,000
April Rental: $20,000
MD - LD Rental: $250,000
July Rental: $105,000
July / Aug Rental: $200,000
August - LD Rental: $105,000
Two Week Rental: $55,000
Year Round: $349,000
Cynthia R Barrett
(631) 537-4322
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
Water Mill
$100,000
Water Mill, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 758247
This 5,000 +/- sf gambrel home on 1+/- acre in the heart of Water Mill is moments away from Bridgehampton Main Street and less than 5 miles away from ocean beaches. This open-concept 5 bedroom, 5.5 bath home is filled with natural light. The first floor features a great room with double-height ceilings, a gourmet eat-in kitchen with stainless steel appliances, a formal dining room, a spacious primary suite, 2 additional bedrooms with a shared bath, and walls of glass leading to the spacious back deck. The second level features 3 ensuites with renovated marble baths. The fully finished basement offers 2 game rooms and ample storage. The grounds feature lush landscaping, a heated pool, and a har-tru tennis court. This exquisite, one-of-a-kind summer rental is not to be missed.
April Rental: $40,000
May Rental: $60,000
MD - LD Rental: $275,000
June Rental: $65,000
July Rental: $100,000
July / Aug Rental: $220,000
August - LD Rental: $120,000
September Rental: $70,000
Christopher J Burnside
(516) 521-6007
Aubri Peele
(631) 252-5434
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
Bridgehampton
$100,000
Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 736789
Conveniently located and close to Bridgehampton Village. You must see this pristine traditional in a great Bridgehampton location. This home features 4100 sq. ft.-4 bedrooms/4.5 baths...Sheek Dining Room, Living Room with Fireplace, Gourmet Kitchen, 2 Master suites, Den, plus finished lower level with den, Game Room, and Wine Cellar. When you need a break from our beautiful beaches, relax by the tastefully furnished pool area and spa. The landscaped grounds set the stage for an enchanted evening of dining under the pergola. It's simply perfect!
July Rental: $100,000
August Rental: $120,000
Two Week Rental: $50,000
Christopher J Burnside
(516) 521-6007
Aubri Peele
(631) 252-5434
Village Of Sag Harbor
$100,000
Village of Sag Harbor, NY
Rental
Bedrooms: 6
Bathrooms: 7.5
Web ID: 897595
Close to the Village, within a few blocks to a private community beach, and less than 1.5 +\- miles to Havens Beach in Sag Harbor, this stunning, modern farmhouse features 6 bedrooms and 7- and one-half baths across 3,800+\- sf. Multiples of sleek windows and oversized sliders create walls of glass in the grand, double-height living room with a fireplace that opens to the formal dining room and a designer chef's kitchen with a center island and counter dining. The spectacular primary en suite includes a vaulted-tray ceiling, a gas fireplace with a flat screen, and access to a large mahogany deck overlooking the back grounds. A separate guest wing on the 2nd level is accessed across the gallery bridge. Additional guestrooms and bathrooms are well-appointed with marble and contemporary fixtures. An extensive covered mahogany deck includes lounge and dining space, ceiling fans, an...
March Rental: $21,000
April Rental: $30,000
May Rental: $40,000
July Rental: $100,000
August Rental: $125,000
September Rental: $50,000
October Rental: $40,000
November Rental: $21,000
December Rental: $21,000
Sharman S Peddy
(631) 903-6171
Dennis Gallagher
(631) 771-5309
Hill Side Lane
$100,000
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) ) ) ) ) ) ) ) ) )
Highview Drive
$100,000
Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 810042
Every detail of this stunning home has been thoughtfully designed to offer a luxurious and peaceful escape in the heart of the Hamptons. Located just minutes from the charming Sag Harbor Village and Bridgehampton, the property is perched on a rise, providing rare, lovely water vistas of Noyac Bay from its rooftop living platform. This five-bedroom, five-and-a-half-bathroom masterpiece is tailored for pure enjoyment, relaxation, and indulgence. Enjoy a beautiful modern home with great amenities.
Joseph T. Van Asco
(6313531043) ) ) ) ) ) ) ) ) )
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
East Hampton
$100,000
East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 737540
Rental Reg. # 24-1116. Entering this house is a true pleasure, since it is not only new quality construction, but it is also beautifully designed and newly furnished. The house offers 5 bedrooms, 4-and-a-half baths, living room with fireplace, dining area with French doors opening onto a deck,a sunroom/den, and a kitchen that any cook would enjoy. Other features include a heated gunite pool, master bedroom suites on both floors, natural gas, and town water. Lastly, the location is a major feature, since it is just a short distance from the center of East Hampton Village. Listing ID: 737540
August - LD Rental: $100,000
Short Term Weekly: $25,000
Noel D Mason
(631) 903-6135
Gardners Lane
$100,000
Hampton Bays, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 816506
Escape to your own slice of heaven in this recently renovated waterfront compound in Hampton Bays! This unique property boasts three distinct structures, offering ample space and luxury for your perfect summer getaway. Nestled along the stunning Shinnecock Bay with 80 feet of private waterfront, the property includes a 40-foot dock, perfect for bringing your boat—and a private sandy beach for relaxing afternoons by the water. The main house features 2 bedrooms and 2 baths with an open floor plan, highlighted by a gourmet kitchen with cathedral ceilings, a dining area, and a cozy living room with a fireplace. The guest cottage provides an additional 2 bedrooms and 1 bath, ideal for extended family or friends. Over the detached 2-car garage, a charming studio apartment with 1 bedroom and 1 bath adds even more flexibility. Spend your days lounging on the expansive wood decking, soaking in panoramic water views...
David Barkstedt
(6315998708) ) ) ) ) ) ) ) ) )
East Hampton
$100,000
East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 901160
Rental Reg. # 23-358. On the fringe just outside East Hampton Village, this almost new property was again completely redesigned and is nothing short of perfection. There are 5 large ensuite bedrooms, each with 5 star hotel amenities and bedding with chic modern baths. The public areas consist of a beautiful formal dining room, a true great room filled with sumptuous furnishings and stellar artwork that opens to a professionally equipped kitchen with 2 fridges, 2 dishwashers and secondary butler's pantry. The lower level has a serious gym with the latest model Peloton and a spacious comfortable media room with a 75' TV. There are 3,500 sf at first and second floor plus a1,000 sf lower level. The private and sumptuously landscaped yard has a heated gunite pool, firepit, pergola and a built in BBQ. Sonos sound throughout.Listing ID: 901160
August - LD Rental: $100,000
Jennifer Linick
(631) 771-5310
Wainscott
$100,000
Wainscott, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 876185
Rental Registration #: 24-1411 Extensively renovated and expanded home on 1.6 secluded and landscaped acres with heated gunite salt water 20x40 pool surrounded by sandstone patio and full Renovation Hardware furniture and Weber gas grill. Setting is complemented by separate Zen Garden sitting area with fire pit and sunken hot tub, as well as an outdoor shower. 6 bedrooms and 6 1/2 baths, including two second floor masters bedrooms... one with suite sitting area and spa bathroom and other with full ensuite, two main floor masters with en-suites, two lower level bedrooms with two separate full bathrooms. Two lower level bonus/exercise rooms. Main floor features open plan living with double height living room with free standing gas fireplace leading to open plan dining room, and opening to professional kitchen and family room/home theater. CAC, natural gas, W/D, full house de-humidification and humidification system. Music system throughout house and grounds. Very...
Custom Rental: $27,500
June Rental: $90,000
July Rental: $100,000
July / Aug Rental: $125,000
August Rental: $100,000
Short Term Weekly: $25,000
Michael Petersohn
(631) 771-5336
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