Water Mill
$200,000
Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 9
Web ID: 754361
RP#230019. This beautiful gated high-end Villa features 6 bedrooms, 9 baths, cathedral ceilings entrance and living room with wall to ceiling glass doors with automatic shades; formal dining room, extra-large gourmet kitchen with top-of-the-line appliances, several seating areas, large heated gunite pool, pool house, gym, and a finished basement. House has been just upgraded and refreshed and has an elevator for the three levels. Located on 2.7 park like acres including all-weather tennis court. Golf cart included for trips to private ocean beach. Available August 2025 Listing ID: 754361
August - LD Rental: $200,000
Two Week Rental: $100,000
Short Term Weekly: $35,000
Amelia M Doggwiler
(631) 204-2426
Village Of Southampton
$450,000
Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 908437
This exquisite Southampton Village rental, moments from Coopers and Halsey Neck Ocean beaches, seamlessly blends modern amenities with farmhouse charm, creating an inviting and luxurious living experience. Built in 2022, fully furnished (including a grand piano), and stunning. This modern farmhouse is sited on over an acre, features a pool, pool house, a fully equipped barn set up as an incredible entertainment area, and an intricately designed landscape creating a true oasis in the Village, near world-class Southampton Main Street amenities. The property offers 5 bedrooms and 6.5 baths in total, providing ample space for comfortable living, 7,500+/- square feet. Open interiors with rich hardwood flooring throughout, coffered ceilings, gorgeous wall paneling and simply faultless interior design. The great room includes a chef's kitchen, dining area, living room, and a charming breakfast nook with a wet bar. Smart home technology enhances convenience, with features like a Lutron lighting...
MD - LD Rental: $450,000
Christopher J Burnside
(516) 521-6007
Aubri Peele
(631) 252-5434
Village Of Southampton
$200,000
Village of Southampton, NY
Rental
Bedrooms: 8
Bathrooms: 8.5
Web ID: 736485
This park-like beauty has private and serene water views from these eight bedrooms, eight- and one-half bath traditional residence, which includes a first-floor primary bedroom. Decorated with style and sophistication by Greg McKenzie Design. Eat-in gourmet chef's kitchen, living room with wood burning fireplace, dining and an enclosed sunroom. All this on over two waterfront acres in the estate section of Southampton Village, heated 40x20 gunite pool with jacuzzi, patios, two gazing ponds and your very own dock that leads out to Shinnecock Bay. Available for summer and extended season 2025. Other periods upon request. ID: 736485
June Rental: $100,000
July Rental: $200,000
July / Aug Rental: $400,000
August - LD Rental: $200,000
Amelia M Doggwiler
(631) 204-2426
John P Vitello
(631) 204-2407
Village Of Southampton
$80,000
Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 735460
A wonderful south of the highway location in the Village estate area. The immaculate and stylish five-bedroom house features a living room with fireplace and beamed cathedral ceiling, handsome library/media room, dramatic dining room with curved glass wall, four baths and sauna/steam bath. Master suite with cathedral ceiling fireplace and steam bath. Two of the 5 bedrooms are located on the walk-out lower level with media extra sitting room. Central air conditioning and new Sonos sound system. The landscaped one-acre grounds feature rolling lawns and a courtyard with heated swimming pool, Jacuzzi, gazebo and studio above garage. Minutes to Coopers Beach. Listing ID: 735460
MD - LD Rental: $195,000
June Rental: $40,000
June/July Rental: $115,000
July Rental: $80,000
July / Aug Rental: $165,000
August - LD Rental: $90,000
September Rental: $40,000
December Rental: $20,000
Winter Rental: $140,000
Year Round: $295,000
Christine Sullivan Witker
(631) 204-2403
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
Tuckahoe
$9,000
Tuckahoe, NY
Rental
Web ID: 898665
Available for lease with a 5/1/23 occupancy date. $32 per s/f. 16,000 s/f or 5 3,200 s/f units still available of the 22,400 s/f total on main level. 22,000 s/f lower level with lift. Listing ID: 898665
Alyssa Bashaw
(631) 204-2428
Village Of Southampton
$30,000
Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 835449
Let this lovely completely renovated 3 bedroom townhouse home be your summer retreat. First floor consists of an open floor plan, kitchen/dining/living area, 1 bedroom with 2 twin beds, full bath and sliders open to a lovely patio. Second floor features gorgeous master bedroom and bath, en-suite guest bedroom and washer/dryer. Amenities include a heated saltwater pool and 2 professionally paved tennis/paddle ball courts. Close to all Southampton Village restaurants, shopping and Cooper's beach. This hotel-like accommodations make this townhouse a must see. Listing ID: 835449
July / Aug Rental: $50,000
August - LD Rental: $30,000
Gertrud Hoertnagl-Pereira
(631) 204-2425
Village Of Southampton
$35,000
Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 755008
Ideally located in Southampton Village, this lovely summer rental is a short distance from Village restaurants and shopping and is also very close to the most beautiful ocean beaches on the east coast. The home has three bedrooms and two updated full baths and is tastefully decorated and fully equipped. There is a heated gunite pool, plenty of outdoor entertaining space and community tennis is available within a short stroll from the house. It's the ideal summer getaway! Updated for 2020. Listing ID: 755008.
June Rental: $25,000
July Rental: $35,000
August - LD Rental: $45,000
Astrid Pillay
(631) 771-5312
Marie McCullough
(631) 204-2420
Sag Harbor
$10,000
Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 908778
Moments from all that Sag Harbor Village has to offer, this luxuriously chic home features 4 bedrooms, 4 1/2 bathrooms, an inviting floorplan, heated saltwater gunite pool, and huge, private backyard. The entire home has been newly decorated in a Hamptons chic style. 1500sf of finished lower level space further enhances the enjoyment of the home. The beautifully landscaped and ultra private backyard allows plenty of space for lazing by the pool or entertaining with your outdoor kitchen for a perfect Hamptons summer. . Listing ID:908778
November Rental: $10,000
December Rental: $10,000
Jeanne Galante
(631) 903-6184
East Hampton
$50,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 735593
Rental Registration #: 24 - 0,773 - Two-story traditional situated in a lovely woodland setting offers four ensuite bedrooms (including primary with fireplace) plus a sleeping loft, and four and one-half baths. Living room with fireplace, formal dining room, and well-appointed kitchen. Comfort is a priority with three-zone heat and air-conditioning. The private 1.47+/- acre property borders a 21+/- acre reserve and is one-half mile from the beach. 20'x 40' heated vinyl pool with bluestone trim, an outdoor shower and extensive decks round out this offering. Listing ID: 735593
MD - LD Rental: $120,000
June Rental: $25,000
June/July Rental: $65,000
July Rental: $50,000
July / Aug Rental: $100,000
August - LD Rental: $55,000
Year Round: $175,000
JB Jose B DosSantos
(631) 903-6147
Southampton
$55,000
Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 735801
RR #RP240241. This charming and private waterfront cottage features a living room with vaulted ceilings and fireplace, as well as a library, dining area, and new country kitchen. The decor is light and airy for a peaceful experience. All rooms open to an aged patio with teak furnishings. This beautiful home also includes a heated gunite pool, hot tub, and 20' dock. Separate guest bungalow comes complete with one bedroom and one bathroom. Two-car detached garage. The views offer vistas of open space that are mesmerizing. Lush vegetation in the backyard ensures privacy. Listing ID: 735801
MD - LD Rental: $99,000
July / Aug Rental: $85,000
August - LD Rental: $55,000
Year Round: $159,900
John P Vitello
(631) 204-2407
Water Mill
$360,000
Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 7.5
Web ID: 736788
Majestic, private Architectural Digest cover home, situated on 20 acres surrounded by 30 more, a perfect retreat to connect with nature during these times Your own full-time staff and groom for the horses, if you choose to ride. Super pristine with all handmade custom details, must be seen to truly appreciate this work of art. Surrounded by 50 acres of the reserve for total privacy, this elegant house offers 4+ bedrooms and 7+ baths, a family room, a dining room, an amazing kitchen, a movie theater, a gym, 3-car garage, and 4 fireplaces. The property provides a heated pool, riding trails, horse barn and paddock. This is one of the most beautiful, one of kind properties in the Hamptons. Listing ID: 736788
January Rental: $29,000
February Rental: $29,000
March Rental: $29,000
November Rental: $39,000
December Rental: $39,000
Year Round: $360,000
Andrea L Ackerman
(631) 537-4340
Donna L Landry
(631) 725-5573
Village Of Southampton
$175,000
Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 738850
This spacious home on .36 acres is just moments from the center of the village and ocean beaches. Beautifully decorated with 6 bedrooms, 6.5 baths, 5 fireplaces, a gourmet kitchen, home theater with reclining chairs, a billiard room and custom built bar. There is also a pool house with 2 rooms and full bath, heated gunite pool and exquisite landscaping. A perfect spot to spend the Summer! Listing ID: 738850
MD - LD Rental: $375,000
June Rental: $100,000
July Rental: $175,000
July / Aug Rental: $325,000
August - LD Rental: $225,000
John P Vitello
(631) 204-2407
East Hampton
$25,000
East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 754506
Rental Registration #: 22-89. Lovely contemporary home with spacious, private master suite, two additional lovely bedrooms, heated pool and a large deck w/retractable awning! There are three fireplaces, a large chefs kitchen with a 9-foot granite island perfect for entertaining. A finished basement with billiards table adds to the fun. Moments from the buzzy new Springs restaurants SiSi and Rita's Cantina. This home has a fabulous location just off of Three Mile Harbor Road, close to the beautiful bay beaches and just 5 minutes to East Hampton and less than 10 to Amagansett and the Ocean beaches Atlantic and Indian Wells. Listing ID 754506.
June Rental: $15,000
July Rental: $25,000
July / Aug Rental: $50,000
August - LD Rental: $30,000
Two Week Rental: $15,000
Robert Stearns
(631) 771-5317
Michael Petersohn
(631) 771-5336
Southampton
$24,000
Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 875885
Rental Reg. # RP201446. This bright and light-filled house is located on a shy half acre in Shinnecock Hills. The beautifully renovated home features an open floor plan, including a beautiful kitchen with granite counter tops and stainless steel appliances, living room and formal dining area. In addition to the private master bedroom suite, the house has 3 more bedrooms and 1.5 baths. The home includes extensive decking overlooking the heated pool. Listing ID: 875885
August - LD Rental: $24,000
Gertrud Hoertnagl-Pereira
(631) 204-2425
Water Mill
$65,000
Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 865878
#RP201032. Situated just shy of 2 acres and home set on a rise at the end of a 400 ft. winding driveway. Within minutes of local shopping, dining and beaches. This fresh 4 bedroom, 3 bath retreat has been completely remodeled. A newly-refurbished single-level 2.500+-/ sq. ft. interior has just been renovated with new kitchen, lounge, bed, and bath. The heated pool and new surrounding stone has outdoor showers, lounges and dining areas and is a perfect setting for entertaining guests. Listing ID: 865878
MD - LD Rental: $150,000
August - LD Rental: $65,000
September Rental: $25,000
Robert Nass
(631) 702-7506
Maritza Jimenez
(631) 204-2411
Bridgehampton
$85,000
Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 742578
Enjoy beautiful sunset views over farm fields from the back deck of this handsome contemporary. Stellar location just one-half mile +/- from the village of Bridgehampton. Offering five bedrooms, four baths, living room with fireplace and double-height ceilings, central air-conditioning. On over two acres featuring a heated pool and mature gardens. Listing ID: 742578
July Rental: $85,000
August - LD Rental: $90,000
Christopher J Burnside
(516) 521-6007
Bridgehampton
$65,000
Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 912142
RP #240851. This recently renovated bespoke Bridgehampton farmhouse, nestled on an immaculately landscaped acre. Featuring 2 prime bedrooms, 3 guest bedrooms and 5 baths, this residence offers the epitome of luxury and comfort. Indulge your culinary passions in the brand new, meticulously thought-out large chef's kitchen, complete with Wolf and Viking appliances, oak floors, and a central island that seamlessly blends style with utility. The kitchen effortlessly flows into the dining room, where French doors open out to the garden, creating a serene ambiance for intimate gatherings or cool nights indoors. Discover 3 distinct art-filled living areas throughout the home, including a sunroom adorned with cozy couches and a double-sided gas fireplace that also graces the adjacent sitting room, characterized by glossy white vintage wicker and floors. The main gathering space awaits in the light-filled two-story great room, boasting floor-to-ceiling windows, radiant heat floors, and a...
July Rental: $65,000
August - LD Rental: $72,000
Two Week Rental: $42,000
John P Vitello
(631) 204-2407
Bridgehampton
$25,000
Bridgehampton, NY
Rental
Bedrooms: 2
Bathrooms: 1
Web ID: 738072
RP#: 160508 This charming, bright and open furnished cottage features a newly-vaulted ceiling in the living room with a Great Shell chandelier, fireplace, dining area, kitchen with new white stone counter, two bedrooms and a bath with wainscot walls and new glass and tiled walk-in shower and fixtures. A new stone private patio with elegant English metal tables and chairs are surrounded by mature Yew hedges. Listing ID: 738072
January Rental: $4,500
February Rental: $4,500
March Rental: $4,500
April Rental: $4,500
MD - LD Rental: $60,000
June Rental: $15,000
July Rental: $25,000
August - LD Rental: $25,000
September Rental: $4,500
November Rental: $4,500
December Rental: $4,500
Winter Rental: $36,000
Year Round: $80,000
Mary Ellen McGuire
(631) 537-4324
Maritza Jimenez
(631) 204-2411
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
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