Bridgehampton
$350,000
Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 735474
Beautifully crafted and furnished two-story traditional is privately situated on a 1.1-acre with water views. Tailor-made for gracious Hamptons living, with impeccable attention to detail evident at every turn. Covered porches, large living room and dining area, Epicurean kitchen, five bedrooms and five baths. Adorned with two fireplaces and hardwood floors. Central air conditioning, two-car garage, outdoor shower and a sparkling heated Gunite pool. Close proximity to the ocean. Available seasonal or year round.
MD - LD Rental: $350,000
Year Round: $400,000
Mary Ellen McGuire
(631) 537-4324
Susan L Ratcliffe
(631) 537-4327
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
September Rental: $15,000
October Rental: $5,000
November Rental: $4,000
December Rental: $6,000
Year Round: $90,000
Margaret Turner
(631) 771-5314
East Hampton
$50,000
East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 7.5
Web ID: 736433
Hamptons Summer Rental Reg. # 22-101 An elegant, well-appointed waterfront rental provides spectacular sunset views over Gardiner's Bay. The fine details of this beautiful five bedroom beach house are enhanced by the mesmerizing blue sea and sky views outside of every window. Living room with fireplace, fabulous chef's kitchen, private beach deck, and the formal dining room provide an elegant setting to entertain. Coffered ceilings, hardwood floors, and stunning windows throughout. The master bedroom suite offers its own private deck with sweeping water views to Connecticut. Five separate and finely appointed bedroom suites provide spectacular views of their own. A sandy beach at the doorstep, a boat launch and private marina, plus a finished lower level allow lots of opportunity for a fun and relaxing vacation in East Hampton. Other amenities include TV's in every bedroom, pool table, wet bar, ping pong table and kayaks. Listing ID: 736433
September Rental: $50,000
October Rental: $50,000
James J MacMillan
(631) 267-7171
Southampton
$18,000
Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 736486
Quiet retreat, top to bottom tastefully renovated sunny and spacious house. Be the first to enjoy everything this house has to offer. Three spacious bedrooms with high ceilings, new marble baths, eat-in kitchen with high-end appliances, golf course views, new marble fireplace, new wide plank, white oak floors, CAC, heated 40x20 pool and close to beaches, Southampton village and a short distance to the Shinnecock golf course clubhouse. The sensational deck makes is ideal for entertaining. Listing ID:736486
Ext. Season: $12,000
John P Vitello
(631) 204-2407
Village Of Southampton
$290,000
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
September Rental: $40,000
October Rental: $20,000
November Rental: $20,000
December Rental: $20,000
Year Round: $290,000
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
Amagansett
$10,000
Amagansett, NY
Rental
Bedrooms: 5
Bathrooms: 2
Web ID: 754471
Rental Registration #: 22-1233 A rustic beach cottage just a few paces from the Ocean. Located in the dunes, one block back from the beach. You can see the water from the deck! Can't beat the location! Casual beach atmosphere. Listing ID: 754471
September Rental: $10,000
Margaret Turner
(631) 771-5314
Sag Harbor
$30,000
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
September Rental: $30,000
October Rental: $15,000
November Rental: $10,000
December Rental: $10,000
Jeanne Galante
(631) 903-6184
Village Of Sag Harbor
$15,000
Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 866115
On a quiet street in a waterfront community in Sag Harbor Village, this two-story traditional house built in 2015 is less than 2 miles to the village Main St. The private community sandy beach is located at the end of the street. The home backs up to reserve and offers four bedrooms, a den and three and a half baths in 2,700 +/- sq. ft. Wide plank wood flooring and a serene gray and white color scheme are found throughout. Enter light-filled, open living areas flowing among the two-story great room with fireplace and glass door to the patio, adjacent formal dining and beautiful eat-in kitchen featuring marble countertops, stainless steel appliances, waterfall tile backsplash and counter seating. First floor boast one bedroom, a den, a full bath and a powder room. On an upper landing an office area overlooks the great room. Three bedrooms upstairs include a primary suite...
September Rental: $15,000
October Rental: $15,000
Clare J Tenkarian
(631) 725-5586
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
September Rental: $39,000
October Rental: $39,000
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
Village Of Southampton
$45,000
Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 755857
Be the first to enjoy this recently renovated Southampton Village Traditional located only about a half of a mile from both Southampton Village and Little Plains Beach, the location alone makes this summer rental an outstanding value! The main house offers four bedrooms and two and one half bathrooms with an additional bathroom located in the detached accessory apartment that the new owners have turned into a useful 'bunk room'! This private flag lot offers nearly an acre of land, with the main house carefully situated in the middle of the property offering ample room for outdoor entertaining. Both the living room and kitchen open out to new mahogany decks. Two sets of French doors in the living room open out to the deck that overlooks the fenced in yard and pool area to the east side of the house, and the sliding door in the kitchen opens out to...
September Rental: $45,000
Roxanne Marina Sarrigeorgiou
(631) 204-2417
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
Bridgehampton
$80,000
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
September Rental: $5,500
Year Round: $80,000
Mary Ellen McGuire
(631) 537-4324
Maritza Jimenez
(631) 204-2411
Bridgehampton
$18,000
Bridgehampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 860675
Located on a tree lined street in Bridgehampton Village lies this three bedroom two and a half bathroom home. The property features a traditional two story house with a covered porch overlooking the front yard, a heated fresh water gunite pool with electric cover, an outside shower, a garage that could double as your pool house and a backyard pergola. On the main floor of the house you will find the living room with fireplace and dining area overlooking the backyard, the kitchen with a wonderful old style Garland Gas Range where you can show off your culinary skills, a butler's pantry and a sitting room which could be used as your formal dining room as well as a half bath. Upstairs there is the master suite with its own bathroom, and two additional bedrooms that share a bath and a small office. Listing ID: 860675
September Rental: $18,000
Roxanne Marina Sarrigeorgiou
(631) 204-2417
Village Of East Hampton
$70,000
Village of East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 735720
This well maintained village rental is newly furnished and ready for summer! The floor plan includes three bedrooms, two baths, a living room, a dining area and a kitchen. Sliders off the living room lead to a lovely deck and spacious back yard. There are nearby restaurants and shops, and the East Hampton Library, Guild Hall, and Hampton Jitney stop are less than a half mile away. Available immediately.
Year Round: $70,000
Jeanne Hutson
(631) 903-6144
Raul Guazhambo
(631) 903-6148
North Sea
$50,000
North Sea, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 755716
RR# RP170661. This beautiful 4-bedroom, 3.5-bathroom home is just moments to Southampton Village shops, restaurants, and ocean beaches. It is sited on over 3 private acres and surrounded by fruit orchards and horse farms. Fabulous kitchen for entertaining, a gym, sunny pool area, plus other wonderful amenities. Listing ID#: 755716
May Rental: $20,000
MD - LD Rental: $150,000
June Rental: $34,000
July Rental: $50,000
July / Aug Rental: $105,000
August Rental: $65,000
September Rental: $25,000
October Rental: $20,000
Maritza Jimenez
(631) 204-2411
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