26 North Drive
$65,000
North Haven, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 743644
Rental Reg. # 2023-034. Amazing location in North Haven Shores community! Stunning waterfront traditional 5 BR home for rent with breathtaking views of Shelter Island and Sound. Two living areas (one off the kitchen and the other with plenty of glass offering panoramic views of the Sound). 5 beds, 3 full baths. No pool no problem!!! This property has a private beach! There is also a private dock for those with a boat, har-tru tennis and expansive back deck and yard to enjoy the views and sunsets. Additionally, there's a children's play room on the main floor. Easy access to the Shelter Island Ferry. Don't miss out on this rental opportunity! Listing ID: 743644
February Rental: $7,500
March Rental: $7,500
April Rental: $15,000
May Rental: $15,000
June Rental: $20,000
June/July Rental: $80,000
July Rental: $65,000
Kimberly Kakerbeck
(631) 537-4351
Sarah Ferguson
(631) 903-6124
134 Middle Pond Road
$65,000
Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 5.5
Web ID: 736126
RP# 240489. Just renovated!! Spectacular 4 bedrooms, 5.5 bath Post-Modern home on a private waterfront 1.60-acre +/- property. Brand new kitchen and full bath with steam shower was added to the first floor. Features include a heated gunite pool with spa, 2 car garage, 2 fireplaces, central air-conditioning, 3,800 square-feet of living space and much more. This property faces South giving a magnificent water views of the bays all the way to the Ocean with sunrise and sunsets galore!. Enjoy the quiet and private peninsula location. Just less than 2.5 miles from the center of Southampton Village. Available Summer 2025, extended season and other specific rental periods upon request. Listing ID: 736126
MD - LD Rental: $175,000
June Rental: $30,000
June/July Rental: $100,000
July Rental: $65,000
July / Aug Rental: $145,000
August - LD Rental: $80,000
September Rental: $40,000
Two Week Rental: $40,000
Amelia M Doggwiler
(631) 204-2426
Village Of Southampton
$60,000
Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 911209
Year Round: $60,000
Christopher J Burnside
(516) 521-6007
Sagaponack
$60,000
Sagaponack, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 742671
Approximately 1,100+/- ft from the ocean, this Sagaponack cedar shingle traditional offers beautiful living spaces in a premier Hamptons location. The magnificent property is professionally landscaped with manicured lawn, mature trees, and tall privet hedge for privacy. The first floor features an entry foyer with custom cubbies, and a powder room. Light-filled and airy, the gourmet eat-in kitchen with stainless appliances opens to family room with tv. A separate wing on this floor offers three guest bedrooms which share a large bathroom where laundry room can also be found. Upstairs, there is a large bonus room which can be used either as a recreational space, or as a bedroom. The library leads to a primary suite with a private bath, ample closet space, and a balcony overlooking the grounds. The lower level offers a full bathroom and steam room. Charming and conveniently located, this is the perfect place to enjoy...
June Rental: $60,000
Christopher J Burnside
(516) 521-6007
Philip Judson
(631) 771-5328
Wainscott
$60,000
Wainscott, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 738399
Rental Registration #: 22-1,499 - Come enjoy your summer days in this beautiful, well-kept traditional home in East Hampton. There are six bedrooms, (junior suite on the first floor), five and one-half baths. The home is filled with light from everywhere. Open floor living room with high ceilings and fireplace, kitchen, and breakfast/dining area. There is also a TV-Rec room. Amenities include central air conditioning, heated swimming pool, pool cabana, and tennis. Listing ID: 738399
May Rental: $20,000
June Rental: $40,000
July Rental: $60,000
JB Jose B DosSantos
(631) 903-6147
Jennifer Linick
(631) 771-5310
East Hampton
$60,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 742456
Rental Reg. # 24-188. Renovated in 2017, sublimely modern, but comfortable, this 4 bedroom, 4.5 bath house has a soaring double height open living/ dining area leading to a comfy screened porch overlooking the heated pool. First floor primary suite has a gas fireplace and an adjacent sauna. Beautifully appointed and perfect for relaxing no matter what room you're in. A gourmet kitchen completes the picture. Equidistant between East Hampton and Sag Harbor. Listing ID: 742456.
June Rental: $45,000
July Rental: $60,000
August - LD Rental: $70,000
Shannan M North
(631) 903-6174
Philip Judson
(631) 771-5328
East Hampton
$60,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 876184
Rental Registration #: 23-1,353 on a private cul-de-sac, yet just a quick drive into the village of East Hampton, this 3,000 square feet post-modern is a great summer getaway. The home features 4 bedrooms and 3.5 baths, including a sumptuous master suite, an open living space with a large dining area, perfect for entertaining and a gourmet kitchen. There is a private den for quiet or WFH. Downstairs there is gym equipment. Outside is a lovely heated pool and beautifully landscaped grounds. Call for more information and a showing. Listing ID:876184
August - LD Rental: $60,000
Michael Petersohn
(631) 771-5336
Southampton
$60,000
Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 889836
RR# RP230162. Be the first to rent this newly and beautifully-decorated condo, located just a few miles from Southampton Village, close to stores, restaurants, and ocean beaches. The home boasts a bright and open living room, dining area, and fully-equipped gourmet kitchen, leading out to a private patio for outdoor dining and lounging, and relaxing in the hot tub. In addition to the spacious primary bedroom with walk in closet, the condo features 2 more spacious bedrooms and 2 full baths. On the fully-finished lower level, there is a sectional sofa to lounge or watch TV, exercise equipment, and an infrared sauna. The condo also includes a private garage. The condo amenities include a heated poo, cabana, and playgrounds. Listing ID: 889836
MD - LD Rental: $60,000
Gertrud Hoertnagl-Pereira
(631) 204-2425
65 Westwood Road
$60,000
Wainscott, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 742619
Rental Reg. # 24-340. Located South of the Highway near renowned Town Line and Wainscott Atlantic Ocean beaches, this elegant retreat offers 3 bedrooms, 2.5 bathrooms, and a sparkling heated pool surrounded by bluestone patio lounge areas and lush landscaping complete with a wisteria-covered pergola. A dramatic double-height, formal living room with an oversized wood-burning fireplace opens to a casual library\sitting room. The formal dining room is enhanced by French doors and a dedicated buffet alcove. A casual\breakfast dining area is set conveniently next to the professional kitchen which features granite counters, and premiere Sub-Zero/Bertolucci appliances. Also on the first level, the primary en-suite with a just-renovated bath includes a private media room. Additional amenities include a den/office, a finished basement, an outdoor patio grill, central air conditioning, an attached garage, and adequate parking for 5 cars. Listing ID: 742619
August - LD Rental: $60,000
David Blumenfeld
(631) 537-4329
59 North Captains Neck Lane
$60,000
Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 879997
Estate-like, lush privet hedges surround this immaculate, Traditional situated on a beautiful .46-acre property on a tranquil lane in Southampton Village. Stylish, light-filled rooms, include a spacious living room, a cozy den/family room with fireplace and a separate formal dining room. A recently-renovated open kitchen with new stainless steel appliances, includes a breakfast area with sliding doors leading out to the spacious deck. The home offers 4 bedrooms, 3.5 baths, including an impressive master suite. Amenities include glistening wood floors, central air-conditioning, a full basement and an attached 2 car garage. You can relax outside enjoying the spacious lawn, mature landscaping and gather around the large sun-filled deck overlooking the 20x40 heated pool, just perfect for entertaining, or just sit on the front porch and relax your summer away. Just minutes to Coopers Beach and less than a mile to restaurants, boutiques and all that...
MD - LD Rental: $145,000
June Rental: $29,000
July Rental: $60,000
July / Aug Rental: $115,000
August - LD Rental: $65,000
September Rental: $25,000
Cristina Matos
(631) 204-2408
541 Wainscott Northwest Road
$60,000
Wainscott, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 912584
Rental Reg # 24-1045 Your Summer oasis awaits. Situated minutes away from both Sag harbor and East Hampton Villages and it's beaches, this renovated 4 bedroom and 4 bathroom with Pool and basketball is ready to embrace all the fun that summer has to offer. The gourmet kitchen features Silverstone countertops, a new Viking stove and Bosch dishwasher, and overlooks the dining area large enough to seat family and guests as they enjoy one of the two gas fireplaces. There are two en-suite bedrooms with renovated bathrooms as well as two other bedrooms and a shared bathroom on the main floor. There is also a large living/family room with its own gas fireplace and patio doors that flow seamlessly to the outdoor space. It's all about the outdoor living as this home boasts an expansive resort style covered blue stone patio which features a commercial grade outdoor...
MD - LD Rental: $150,000
June Rental: $35,000
July Rental: $60,000
July / Aug Rental: $120,000
David Tenenbaum
(631) 771-5322
5 Marlin Drive
$60,000
Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 755138
Rental Registration # 23-158. This wonderfully decorated contemporary home, located just two blocks from prime Atlantic Ocean beaches in the Amagansett Dunes, is a super chic 4 bedroom, 2.5 bathroom home. The 2-story home has an upside-down configuration affording wonderful views of the unobstructed natural dunes from the main entertaining areas. The upper level open-style great room is complimented with stylish cathedral beamed ceilings and features a brand-new kitchen, large island, separate dining area, comfortable living room with fireplace and a half bath. An expansive outdoor deck extends the living space beautifully with a large sectional sofa, sunken hot tub, built-in grilling station and outdoor dining table. The upper floor primary bedroom suite, also with high ceilings, contains a large marble bathroom, walk in closet, gas fireplace and private balcony. The main floor opens with a welcoming entry foyer, 3 spacious bedrooms each with sliding doors allowing direct access...
January Rental: $6,000
February Rental: $6,000
March Rental: $6,000
April Rental: $10,000
May Rental: $15,000
MD - LD Rental: $140,000
June Rental: $25,000
July Rental: $60,000
July / Aug Rental: $100,000
August - LD Rental: $60,000
November Rental: $7,000
December Rental: $7,000
John Scott JT Thomas
(631) 771-5327
Robert Stearns
(631) 771-5317
27 Notamiset Road
$58,000
Quiogue, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 905306
Rental Reg #:RP241771 Nestled on a private road in the charming hamlet of Quiogue, this one-of-a-kind residence is available for $25,000 for any two-week period between July 1, 2025 and September 1, 2025. If tenant requires two consecutive two-week periods, there will be an additional $10,000 charge. Optimally set on a picturesque park-like acre, the property features four bedrooms, three baths, a heated gunite saltwater pool, and a pool house. The historic farmhouse home, originally built c.1900, underwent a brand-new renovation that blends modern amenities with classic charm. French doors, wall of glass sliders, and skylights provide an abundance of natural light throughout. The spacious all-glass living room with fireplace and the kitchen/dining areas open to a bluestone patio surrounded by a custom masonry enclosure, perfect for dining al fresco. Also on the first level is a guest bedroom, full bath, and laundry area. The second floor features the...
July Rental: $58,000
August Rental: $62,000
Two Week Rental: $25,000
William F LeMaire
(631) 288-5208
East Hampton
$57,500
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 754342
Rental Registration #24-134 Located on 7 acres in the Northwest Woods in East Hampton, this 5 bedroom/6 bathroom single level home with 3 car garage and loft space is the ideal home for a family looking to have an unforgettable hamptons vacation. This private oasis has a large outdoor deck, oversized heated pool, outdoor shower and hot tub, and private tennis court. Looking for a game of family football or soccer? The newly added expansive lawn is the perfect spot. Inside, the 5 bedrooms each have a private full bathroom (including the loft space) for maximum comfort. The 900s sq. ft. loft space above the garage is perfect for those who need a little more space or privacy. The true family gathering spot though is the open plan living room and kitchen/dining room. Here all can gather for big dinners or to watch...
May Rental: $30,000
MD - LD Rental: $130,000
June Rental: $37,500
July Rental: $57,500
July / Aug Rental: $110,000
August - LD Rental: $57,500
September Rental: $30,000
October Rental: $30,000
Two Week Rental: $31,000
Philip Judson
(631) 771-5328
128 Water Mill Towd Road
$57,000
Water Mill, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 865245
RR #RP220736 Enjoy this contemporary designed cottage, six minutes from Southampton Village. The calm, tranquil interior, large recreation room, lush garden and heated gunite pool make it perfect for Summer living. Listing ID:865245
MD - LD Rental: $72,000
July / Aug Rental: $57,000
John P Vitello
(631) 204-2407
Springs
$55,000
Springs, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 737534
Rental Reg. # 24-106. This single-level traditional is privately situated on a beautifully landscaped property. The house features a living room with wood burning fireplace, dining area, renovated eat-in kitchen with radiant heat floor; primary bedroom with gas fireplace and radiant heat floor in primary bathroom, and two additional bedrooms and one bath. Additional amenities include central-air-conditioning; washer and dryer, sprinkler system, a large mahogany deck with marble dining table, gas grill, salt water heated pool and pool house. Listing ID: 737534.
MD - LD Rental: $65,000
July / Aug Rental: $55,000
JB Jose B DosSantos
(631) 903-6147
Philip Judson
(631) 771-5328
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