$15,000 per month
25 Blackwatch Ct, Southampton, NY 11968
Private Southampton property just minutes away from Village and Ocean Beaches. Contemporary home features 4 bedrooms, including a large master suite with sitting room (potential 5th bedroom) and two private decks, 3.5 baths, open living and dining, kitchen with Viking stove, central air, fireplace, fitness room and 2 car garage. The beautiful back-yard offers a heated pool, expansive high end
$65,000 per month
20 Alanson Ln, Hampton Bays, NY 11946
Tucked away on a quiet street and just a short stroll to the bay, this charming and thoughtfully designed Hamptons home has six bedrooms and three bathrooms, including a serene primary suite with vaulted ceilings and a steam shower, the home offers both space and comfort. Enjoy morning coffee on the three-season porch, unwind in the cozy family room with coffered ceilings and a fireplace, or
Dave Barkstedt Serhant East End LLC
$85,000 per month
320 Millstone Brook Rd, Southampton, NY 11968
This wonderful Traditional vacation home is located on nearly two verdant acres close to the bay and multiple golf courses. Loads of entertaining options: open great/media room with fireplace, formal dining room, granite eat-in kitchen with built in computer work desk and fabulous sunroom. The large master suite comes with a walk-in closet and spa bath with dual vanities. On rainy days enjoy
$75,000 per month
7 Wards Path, Hampton Bays, NY 11946
Summer Rental in Hampton Bays – Private 4BR Cedar Shingle Home with Pool & Outdoor Oasis. Spend your summer in style in this beautifully maintained cedar shingle single-family home located in scenic Hampton Bays, New York. This inviting 4-bedroom, 4-bathroom residence offers upscale comfort, modern amenities, and the perfect Hamptons lifestyle just minutes from beaches, dining, and town. The
John Patrick Douglas Elliman Real Estate
$38,000 per month
27 Flying Goose Path, Water Mill, NY 11976
At the end of a Cul-de-Sac down a long privet lined flag lot driveway lies this very secluded Tuscan feeling gem surrounded by the vineyards. Completely renovated 4 bedroom, 3.5 bath special energy efficient Bill Chaleff designed and built saltbox is ready for your summer joy! This house features both an upstairs and a downstairs master bedroom suite, large double height ceiling great room and
$45,000 per month
110 Montauk Hwy, Water Mill, NY 11976
House is available for monthly and yearly rentals. August 2025 is already rented. Short term rentals (2 weeks) are sometimes accommodated.
Garett Goldberg Elegran LLC
$55,000 per month
140 Pelletreau St, Southampton, NY 11968
Newly Renovated!!! The perfect 4-bedroom home in the heart of Southampton Village. Stylish decor, clean and crisp throughout. Master suite on ground and second floors. Two guest rooms and bath on the second. Lovely gardens with blue stone surrounding its heated pool. A sunny spot in the best of all places...beautiful Southampton Village!
$25,000 per month
21 Farmstead Ln, Water Mill, NY 11976
This Water Mill cottage is now available for Summer 2025. In the heart of the Hamptons but surrounded by farm fields sits this adorable Hamptons cottage with a gorgeous in-ground pool. Do you want to be close to everything the Hamptons have to offer but still be in the country? This is the home for you this summer. This home is close to Sag Harbor, Bridgehampton, and Water Mill villages for
Bridget Terry Compass Greater NY LLC
$75,000 per month
50 Narrow Ln, Southampton, NY 11968
This beautifully renovated village home sits south of the highway on .50 acres and is the perfect summer rental. Enter this well-appointed home through the charming front porch complete with a pair of rocking chairs. A grand double height entry welcomes you to the first floor. Here you will find a junior primary en suite, a guest/office room, a powder room, a billiard room for the days you want
$15,000 per month
3 Debbie Trail, Hampton Bays, NY 11946
Welcome to 3 Debbie Trail! Just a quick 5 minute drive to Meschutt Beach in Hampton Bays. This cozy, recently renovated home offers everything you need to enjoy your perfect vacation for the Summer of 2025! This home is located in Squire Wood, and is surrounded by an acre of fenced in backyard. For outdoor entertainment and relaxation, the property offers a brand new luxurious 16' x 40' in-ground
Viviana Smith Douglas Elliman Real Estate
$35,000 per month
216 Blank Ln, Water Mill, NY 11976
Welcome to 216 Blank Lane, Water Mill, NY-a serene retreat offering a perfect blend of comfort and tranquility. This rental property boasts 2,400 square feet of living space, featuring three secluded bedrooms, two full bathrooms, and one-half bath. The home is thoughtfully furnished, providing a peaceful atmosphere ideal for unwinding. Enjoy modern amenities such as cable/satellite TV, central
$80,000 per month
87 Foster Ave, Hampton Bays, NY 11946
Ask for exact dates and pricing. Flex Dates available. Ask about off season or extended season rates. This recently renovated beach escape blends modern comfort with classic Hamptons charm. Located just minutes from the Ponquogue Bridge and some of the best ocean beaches and restaurants in Hampton Bays, this 4-bedroom, 3.5-bath rental is made for effortless summer living.Inside,
Joseph Van Asco Douglas Elliman Real Estate
$95,000 per month
285 Tuckahoe Rd, Southampton, NY 11968
Sprawling Hamptons home located at the nexus of four treasured golf courses (Including Shinnecock (home of the 2018 Open), Sebonack, National, and Southampton. The home features an open floor plan, a newly renovated Chef's kitchen, dining, living, and den, 4 bedrooms, 3 bathrooms, a laundry room, and central air conditioning. With a brand new driveway with Belgan block edges and apron, as well as
$150,000 per month
15 Carter Rd, Hampton Bays, NY 11946
Welcome to this stunning estate, where timeless charm meets modern luxury. Upon entering the main entrance, you’re greeted by a grand staircase that sets the tone for the home’s elegant flow. The first level boasts a spacious formal dining room, cozy den, oversized chef’s kitchen, inviting living room, and a tranquil reading room. A large stone fireplace anchors the main living space, offering
Kimberly Cammarata Douglas Elliman Real Estate
$52,000 per month
26 John St, Southampton, NY 11968
$78,000 per month
4 Albert Ave, Southampton, NY 11968
Finished your summer in this oasis located on 4+ acres on very private street. This 2019 6,000+ SF house is beautifully built with the finest materials and craftsmanship. A 2-story foyer leads to bright, spacious and open rooms with gorgeous hardwood flooring. A spectacular 1st floor primary suite with a vaulted ceiling includes his/her walk in closets, a designer bath with soaking tub and shower
sona davidian Compass Greater NY, LLC
$55,000 per month
48 White Oak Ln, Southampton, NY 11968
Sequestered amidst golf courses and dedicated open space reserves, this home feels worlds away from any hustle or bustle yet it's only a short drive into the Village of Southampton. Recently refreshed, the interior is open, stylish, and very comfortable. There are three en-suite bedrooms and a fourth serviced by a hall bath. The bedrooms are arranged so as to afford separation and privacy from
$4,500 per month
20 Canoe Place Rd Unit 8, Hampton Bays, NY 11946
Outstanding water views! Come watch the leaves change while enjoying this beautifully appointed luxury townhome in a gated community with only 12 units. Condo has primary ensuite with balcony, secondary ensuite, an open concept living area with large balcony, finished lower level with sliders to patio and laundry room. There is also a clubhouse with fitness room and community pool. All this
Joanna Mincarelli Douglas Elliman Real Estate
$50,000 per month
34 Willow St, Southampton, NY 11968
Ideal Southampton Village renovated ranch with garage, just a few blocks to village center, LIRR + Hampton Jitney. Super clean, bright + airy. There are three bedrooms (one has been converted to temporary office) + 2 new baths, bright living + kitchen, south facing backyard with nice deck for easy sunning. Not a lot in the village at this price point....easy to show!!
$35,000 per month
29 Squiretown Rd Unit B, Hampton Bays, NY 11946
Tucked at the end of a long, private drive, this eclectic retreat offers an unexpected blend of rustic ease and creative spirit. Less than five minutes from beautiful West Landing Beach and moments to oceanfront restaurants and village conveniences, The Harvest House feels worlds away—with just the right proximity to everything.Inside, the home offers three queen bedrooms and two updated baths,
Mariana Nunes Compass Greater NY LLC
$15,000 per month
45 N Captains Neck Ln, Southampton, NY 11968
Move right into this light, bright, airy home for the month of August in the heart of Southampton Village. This 4 bedroom, 3 bath property is situated on .61 of an acre and boasts an open floor plan for easy living and entertaining. Relax by the heated free form pool in your secluded backyard or take a bike ride to the best beaches, shopping and restaurants on the East End.
$20,000 per month
71 Old Canoe Place Rd, Hampton Bays, NY 11946
Escape to this newly renovated contemporary home in Shinnecock Hills, just minutes from Southampton and Hampton Bays. Set on 1.6 +/- acres, this private property features a heated pool and hot tub. The open floor plan includes a spacious renovated kitchen, living room with a cozy fireplace, and a Sonos sound system for indoor and outdoor entertainment. The first-floor features a primary bedroom
Corey Sherman Douglas Elliman Real Estate
$110,000 per month
5 Artist Colony Ln, Southampton, NY 11968
This home features 5 bedrooms, 5 and one half baths, formal dining room, living room, formal gourmet kitchen, a recreation room, and a sunroom. The master bedroom has walk-in closets and limestone tiled bath w/jacuzzi & steam shower. The formal kitchen has beautiful cabinets & top-of-line appliances including 2 dishwashers, 2 refrigerators, plus a large butler's pantry and a breakfast area.
$150,000 per month
203 Noyack Rd, Southampton, NY 11968
Rare and absolutely private, this 2+ acre waterfront retreat boasts water access with dock, gunite pool and pickleball. Enjoy stunning sunsets at this waterside classic which offers an extra 400 sq. ft. of office space plus +/- 700 sq. ft. barn. This spectacular North Sea Harbor getaway invites indoor/outdoor living with an open floor plan, floor to ceiling glass doors which open to the
Regina Cigna Douglas Elliman Real Estate
$50,000 per month
41 Halsey Ln S, Water Mill, NY 11976
A magnificent, new 3-acre estate has just become available for rent for various time frames during Summer 2024, as well as year round. Anchored by a James Michael Howard design, 12,000 SF+/-, 10 bedroom residence, the sprawling estate overlooks Water Mill's bucolic farm fields and the broad waters of Mecox Bay. The journey begins as you enter the grand foyer with inlaid marble patterned floors.
$28,000 per month
10 Cedar Ave, Southampton, NY 11968
This beautiful mid-century modern high ranch is located near bay beaches, restaurants, marinas, and farm stands in Southampton North. The top floor features a primary bedroom and bath, a living room, and a kitchen, all complemented by a wraparound terrace. The ground level includes two guest bedrooms and an additional full bath. The heated inground pool and fenced rear yard with fire pit make
Robert Florio Daniel Gale Sothebys Intl Rlty
$72,000 per month
211 N Main St, Southampton, NY 11968
Welcome to Southampton Village living in this light-filled 3 bed 2.5 bath charmer. Moments to your favorite restaurants and shops, and minutes to your favorite ocean beach this home is perfect for summer enjoyment. For optimal relaxation utilize the homes brand new gunite pool and blue stone in the secluded back yard!
$25,000 per month
3 Duke Place, Hampton Bays, NY 11946
Experience the best of summer in the Hamptons at this newly designed, fully equipped getaway! Perfectly situated in a private cul-de-sac, this home offers the utmost privacy while providing easy access to all the attractions the East End has to offer. This beautifully appointed 4-bedroom, 3-bathroom residence has everything you need to relax and unwind. The expansive, sun-filled entertainment
Maida Srdanovic Compass Greater NY LLC
$95,000 per month
52 Foster Crossing, Southampton, NY 11968
Enjoy a classic traditional on a spectacular property where you can hear the ocean waves while you sit in utter privacy by the heated Gunite pool and spa. The sunny terrace off the kitchen and large bedroom create a wonderful flow from inside to outside for the summer. The interior has a very comfortable living room that is flooded with southern light and a fireplace for those winter stay-in days
$150,000 per month
150 Water Mill Towd Rd, Water Mill, NY 11976
Aug 18 to Sept 17 - $150,000 / Aug 18 to Sept 1 - $100,000 / Sept 4 to Sept 17 - $95,000. Escape to Hamptons horse country in this remarkable Water Mill Estate, offering an unparalleled lifestyle with a pool, pool house and tennis court, overlooking open land, polo fields and stables. The custom-built home features an impressive entryway, a great room and living room with fireplaces, formal
Enzo Morabito Douglas Elliman Real Estate
$180,000 per month
144 Coopers Farm Rd, Southampton, NY 11968
A great location in the heart of Southampton Village, close to shopping and restaurants on Main Street and a quick bike ride to the beach This four bedroom and three bath home offers a superb yard with heated gunite pool and outdoor shower to add to your summer fun. Upstairs bonus room with gym and home theatre. Fine furnishings in classic Hampton style.
$195,000 per month
52 Sandy Hollow Rd, Southampton, NY 11968
Welcome to your dream rental in the heart of Southampton! This stunning 5-bedroom, 4.5-bathroom home spans an impressive 5,000 square feet, providing ample space for relaxation and entertainment. With a beautifully heated gunite pool in the backyard, you can enjoy refreshing swims and sun-soaked afternoons right at home. In addition to the spacious living areas, the property features a versatile
Clare Ambrose Au Dela Real Estate LLC
$18,000 per month
1840 N Sea Rd, Southampton, NY 11968
This renovated cottage sits on North Sea Harbor, dock your boat at the house. New kitchen, living room, one bedroom with queen bed, the other a twin/office. Sit in the hot tub overlooking the water, a wonderful escape for the summer. [[Rental Registration # RP240160]]
$35,000 per month
233 N Magee St, Southampton, NY 11968
Step into a home where artistry meets architecture, where light dances across carefully curated designer finishes, and where every space is crafted for inspired living. The Interiors designed by a notable creative mind, this 8,627 square-foot contemporary sanctuary is a rare opportunity to experience luxury as an art form. This six-bedroom, six-and-a-half-bath home is more than just a place
Priscilla Holloway Douglas Elliman Real Estate
$15,000 per month
20 Broidy Ln, Southampton, NY 11968
Ready for summer. Cathedral ceilings and lots of windows make this home a bright and cheerful residence for the summer. Four bedrooms, three baths and lots of sunny space with heated pool and central air in a spacious open plan. [[Rental Registration # RP160460]]
$16,000 per month
52 Newtown Rd, Hampton Bays, NY 11946
Welcome to the SURF SHACK in Hampton Bays. Recently renovated, this house is everything you need in order to relax and enjoy some fun time away from the hustle and bustle of the city. Only 2 hours away from New York City you will find yourself in walking distance to the bay beach, several fishing spots, the famous Canal Cafe and the new Canoe Place Inn Restaurant and Bar. Located in a quiet
Margaret Darling Corcoran
$58,000 per month
136 Pulaski St, Southampton, NY 11968
Southampton Village Summer Rental! Enjoy life in the Hamptons at the best time of the year! This charming 2 BR / 1 Bath cottage lies in the heart of Southampton village yet it is very quiet and private. It s central location allows you to walk to Main Street with all the shops & restaurants or bicycle to private village beaches within 15 mins. The house offers modern amenities including central
$250,000 per month
70 Winding Way, Water Mill, NY 11976
May 19 - July 13 - $250,000 / June $150,000 / July 1 - July 14 - $125,000 Welcome to this stunning 9,000 sq. ft. villa in Southampton, ideally located on a quiet street and tranquil cul-de-sac in Water Mill, overlooking a beautiful vineyard. This luxurious home provides an exceptional lifestyle with 9 bedrooms and 8.5 bathrooms, making it the perfect retreat for those seeking a lavish
Charisse Chassen Brown Harris Stevens Hamptons
$40,000 per month
224 Hill St, Southampton, NY 11968
This exquisite 1820's traditional home which has been brilliantly envisioned and completely restored to combine the needs of today's lifestyle while maintaining the bygone days of a historic Southampton Village Home. Infused with charm, features include light-filled open living areas and finishes including wide plank wood flooring and finely crafted woodwork, which are complemented with three
$40,000 per month
146 Coopers Farm Rd, Southampton, NY 11968
This stunning Southampton Village residence exudes timeless elegance and charm, starting with a striking double-height foyer that ushers you into a space of effortless sophistication. The open-concept layout features a gourmet kitchen with custom cabinetry and top-of-the-line appliances, a formal dining area, and a spacious living room centered around a cozy fireplace. A first-floor junior master
Lynne Leahy Nest Seekers International LLC
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