Shelter Island
$15,000
Shelter Island, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 895344
Designers own fabulous reconstruction and renovation of the Classic and Iconic Captain Cartwright House in Shelter Island. This classic 5 bedroom home, detached garage, covered porches, blue stone patios and heated 20 x 40 gunite pool with all the bells and whistles is centrally located between the South and the North Ferries and across the street from the 2350 acre Mashomack Preserve on Shelter Island. The very private setting is ideal for relaxing by the chic lounging areas around the pool or entertaining summer guests on the beautifully landscaped grounds perfect for intimate dinners. An oversized outdoor shower is a show stopper. This so very special summer getaway is now available for the first time and will not last.
July Rental: $15,000
Winter Rental: $4,000
Cynthia R Barrett
(631) 537-4322
Sagaponack
$110,000
Sagaponack, NY
Rental
Bedrooms: 7
Bathrooms: 4.5
Web ID: 736256
This charming compound offers the best in Sagaponack living. The house and guest cottage sit on a mature 1.9 acre lot. There are 4 bedrooms, 3.5 baths in the main house and 3 bedrooms, 1 bath in the cottage. A heated pool, barn and lots of room to play make the the perfect home. Close to beaches and Sagg Store.
June Rental: $110,000
July Rental: $110,000
Two Week Rental: $55,000
Mary Ellen McGuire
(631) 537-4324
Sagaponack
$80,000
Sagaponack, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 754928
This 19th century Sagaponack Victorian is nestled amongst farmland and so close to the beautiful Sagg Main and Gibson ocean beaches. Surrounded by farmland and tastefully renovated with four bedrooms, two bathrooms, living room, and dining room. A heated saltwater pool makes this the perfect Sagaponack rental! Listing ID: 754928
MD - LD Rental: $80,000
Philip Judson
(631) 771-5328
Sagaponack
$125,000
Sagaponack, NY
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 754459
This shingled traditional home is located only a half of a mile from Sagaponacks world renowned Sagg Main Beach. Located on a quiet Cul-De-Sac South of the Highway in Sagaponack Village sits this impressive 1.33 privately hedged acres of well manicured grounds. This elegant and beautifully appointed home offers a spacious double height foyer to greet your guests and boasts serene ocean views from the second floor. Offering a traditional floor plan including a large eat-in chef's kitchen, formal dining room with fireplace, TV room, and sun room located off the formal living room that's drenched in natural light through a row of French doors along the back of the house, which open to a pergola covered rear patio. One guest bedroom is located on the first floor and three en-suite guest bedrooms are located on the second floor, as well as a bonus room equipped with ping pong and...
June Rental: $90,000
July Rental: $125,000
August Rental: $140,000
Christopher J Burnside
(516) 521-6007
Village Of Sagaponack
$170,000
Village of Sagaponack, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 844449
Rent this elegant 6 bedroom traditional with its oversized Gunite pool with spa and pickleball/tennis court with basketball hoop on almost 5 acres of open land, offering magnificent sunset and water views. French doors lead out to a walled patio, with a huge outdoor kitchen. Entertaining is a breeze with the multiple indoor and outdoor gathering areas. There is also a 3-car garage. The professional kitchen and dining room is open to a double-sided fireplace that is shared with a sunken living room. The finished lower level offers a professional style gym, a mahogany bar for entertaining, a wine cellar and other amenities. This is a very special very beautiful property.
May Rental: $50,000
June Rental: $130,000
July Rental: $170,000
August - LD Rental: $180,000
November Rental: $50,000
December Rental: $50,000
Andrea L Ackerman
(631) 537-4340
Elizabeth A Phenis
(631) 537-4357
Sag Harbor
$45,000
Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 756366
Rental Reg. # RP230430. This shingled Cape styled home offers over 2,000 square feet of living space with an eat-in kitchen, dining room, living room, screened in porch, four bedrooms, and 2 bathrooms. Outdoors is a large patio with outdoor dining, heated gunite pool with bluestone surround and lounge area. A great summer rental in Sag Harbor. Listing ID: 756366
MD - LD Rental: $110,000
June Rental: $25,000
July Rental: $45,000
August - LD Rental: $48,000
Richard Finder
(631) 702-7511
Southampton
$29,000
Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 891783
RR# RP240820. Southampton Shores with dock and beach rights, 3 bedroom, 2 bathroom, recently-renovated and newly-furnished with high-speed Wi-Fi and a heated inground pool. Minutes to Southampton Shores private beach, tennis courts, basketball court and marina. Family room boasts views to the pool, large sectional and 75 inch TV. Covered front porch with rocking chairs and table and chairs for relaxing. Upstairs landing provides a second hang out area with TV and pull out couch. Lovely deck in the back with an 8 person teak table, retractable awning, Weber grill and smoker. Lounge chairs and outdoor teak sofa by the pool and brand new Tommy Bahama beach chairs and umbrellas included for the beach. Bikes and a kayaks are also available. Kitchen is fully-stocked and has a brand new refrigerator, dishwasher and quartz countertops. Linens and towels included and the laundry room recently updated with brand new appliances. There is...
Custom Rental: $89,000
MD - LD Rental: $79,000
June Rental: $15,000
July Rental: $29,000
July / Aug Rental: $59,000
August Rental: $29,000
August - LD Rental: $31,000
September Rental: $19,000
John P Vitello
(631) 204-2407
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
Tuckahoe
$95,000
Tuckahoe, NY
Rental
Bedrooms: 6
Bathrooms: 5
Web ID: 880665
Enjoy the off season or plan ahead for summer 2025 with this recently built home. Featuring 6 bedrooms, including primary suite with private balcony, large walk-in waterfall shower and stand-alone soaking bathtub, 5 baths (one full in pool house), 18 x 32 gunite pool with stone surround, large, covered porch and a fantastic pool house. Additional amenities include beautiful landscaping and outdoor entertaining areas, central air, indoor/ outdoor fireplaces and garage. Tesla charging station. Extremely close access to both Southampton Village and Coopers Beach makes this an easy choice for an exceptional Hampton stay. Listing ID: 880665
May Rental: $45,000
June Rental: $70,000
July Rental: $95,000
August - LD Rental: $95,000
Kimberly Kakerbeck
(631) 537-4351
Village Of Southampton
$200,000
Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 735510
JUST RENOVATED! Enjoy three acres of full privacy in one of the best waterfront 'Lake Agawam' estate areas, right in the Village of Southampton. Two-story traditional with a total of 2,800 sq.-ft., living room, den, dining area, kitchen, four bedrooms (including primary), three baths, central air-conditioning, full basement, outdoor terrace, and a heated waterside pool. Available winter months and summer 2025. Other periods upon request ID: 735510
Custom Rental: $250,000
August - LD Rental: $200,000
September Rental: $50,000
Winter Rental: $12,000
Short Term Weekly: $50,000
Amelia M Doggwiler
(631) 204-2426
Southampton
$50,000
Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 736337
RR# RP230895. This 4 bedroom 4 bath home is situated on 2.52 acres on a private road. The backyard is perfect for entertaining or just escaping it all and relaxing in your own compound. Just moments from Towd Point Beach and minutes from Southampton or Sag Harbor villages. The home features an open floor plan, hardwood floors throughout and enough room for all to enjoy. This truly is a home worth seeing. Listing ID: 736337
July Rental: $50,000
July / Aug Rental: $100,000
August - LD Rental: $53,000
Robert M Lohman
(631) 204-2404
Richard Finder
(631) 702-7511
Amagansett
$40,000
Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 736121
Rental Registration #: 22-0,458 - Beautifully sited on a quiet residential lane, close to Amagansett's ocean beaches, shops and restaurants, this bright, immaculate and stylishly appointed house is ideal. The 1.2+/- acre grounds are well landscaped, offering privacy to the newly remodeled, multi-level sun deck and the sparkling heated salt-water swimming pool. Bathed in natural light, the interior of the house features a living room with fireplace, high ceiling and glass doors to the poolside patio. An elegant dining room, new kitchen and three baths. The four bedrooms span three floors, including a primary suite with fireplace on the first and a guest room with distant ocean views on the third. Outside, there is also a detached garage, a spacious pool house with full bath and a new outdoor shower. Listing ID: 736121
June Rental: $30,000
July Rental: $40,000
July / Aug Rental: $85,000
August - LD Rental: $50,000
JB Jose B DosSantos
(631) 903-6147
Richard Finder
(631) 702-7511
Southampton
$40,000
Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 736801
RR#:RP160726 Newly renovated 3 bed, 3 bath home. Finished basement with bath. Beautiful heated Gunite pool. New furniture and bedding, and tastefully done. Listing ID:736801
June Rental: $20,000
July Rental: $40,000
July / Aug Rental: $80,000
August - LD Rental: $45,000
Winter Rental: $5,500
Year Round: $110,000
Richard Finder
(631) 702-7511
Amagansett
$45,000
Amagansett, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 738879
Rental Registration #: 23-232 Enjoy ocean views from the deck of this sunny 1-story beach house. Open floor plan with 3 bedrooms, 2 baths, double-height ceiling, fireplace, and wood floors. Surf and boogie boards included. Less than 100 yards to the ocean beach.
MD - LD Rental: $125,000
July Rental: $45,000
July / Aug Rental: $100,000
Elizabeth Wohl
(631) 903-6193
East Hampton
$53,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 741143
This impeccable, modern house is in the charming Barnes Landing section of East Hampton, a few blocks from bay beaches and just three miles from ocean beaches and Amagansett shops and restaurants. Completely transformed, the house is a perfect example of exacting detail, hi-style fixtures, and modern interior finishes. The main floor features an open, beautiful kitchen/dining area/living room, a leading suite, and a guest bedroom, each with ensuite baths. The kitchen features Thermador appliances, and all bathrooms have top-line fixtures. A walk-out Brazilian walnut deck overlooks a 55-foot gunite lap pool, spacious lawn, and ample bluestone patio. The ground floor includes a den, a second main suite, and an additional bedroom. There is a laundry room with a state-of-the-art washer and dryer and a large circular driveway for easy entry. You will be part of the Barnes Landing Association and use the beach and kayak storage facilities nearby.
July Rental: $53,000
August Rental: $53,000
August - LD Rental: $60,000
Short Term Weekly: $13,000
Steven Dorn
(631) 771-5325
East Hampton
$12,500
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 738935
Rental Registration # 23-0,473 - Recently completed renovations provide enhanced brightness with the addition of a wall of French doors opening to the backyard and allowing sunlight to flood the communal living space. The newly completed screened-in porch is perfect for summer dinner parties and leads to the fenced-in heated pool and well-manicured lawn. This bright and well-maintained home offers three bedrooms on the 2nd floor (including primary and two guest rooms) and two and one-half baths, with a brand-new marble primary bathroom, complete with separate tub and sit-in shower. On the first floor there is also a den which could serve as a fourth bedroom with its pull-out couch, eat-in kitchen with granite counter tops and living room with all new furniture, a 55-inch flat screen TV and a fireplace. The recently finished lower level offers additional recreation space with a wet bar, a 60-inch TV and...
April Rental: $8,000
May Rental: $9,750
June Rental: $15,000
July Rental: $12,500
August - LD Rental: $22,500
September Rental: $10,000
JB Jose B DosSantos
(631) 903-6147
Springs
$15,000
Springs, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 754272
Rental Registration #23- 0,115 - Charming country post and beam house just a short distance to private bay beach. Cathedral ceilings in living room, country kitchen, and wraparound covered porches overlooking sparkling pool. Well-appointed and beautifully decorated. Primary suite with marble bath and jacuzzi. 2 spacious additional guest bedrooms. A peaceful country setting close to Villages, bay beach, and Amagansett Ocean beach. Listing ID 754272
MD - LD Rental: $40,000
June Rental: $10,000
July Rental: $15,000
July / Aug Rental: $32,000
August - LD Rental: $20,000
September Rental: $8,000
Philip Judson
(631) 771-5328
JB Jose B DosSantos
(631) 903-6147
Southampton
$80,000
Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 755843
RR#: RP240695. This wonderful, 6 bedroom, 6.5 bath home sits high on a hill overlooking Shinnecock Bay and the ocean beyond. The first floor has an open floor plan with a living room with fireplace, a dining area and a kitchen. There is a first floor bedroom plus a billiards table for hours of fun. These rooms open out onto a deck with a pool, outdoor dining, and unbelievable views. The master and 3 additional bedrooms are on the second floor and there is a finished lower level with an additional bedroom. There is an all-weather tennis court and a private path to a sandy beach all on a private 2+ acre property. Great for entertaining. Listing ID: 755843
July / Aug Rental: $120,000
August - LD Rental: $80,000
Richard Finder
(631) 702-7511
Marie McCullough
(631) 204-2420
Southampton
$65,000
Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 866292
Located at the end of a quiet cul-de-sac is this pristine 5470 sq.ft. custom-built traditional on .76 acres that is constructed and finished to the highest standards. Just off the welcoming foyer is an elegant formal dining room and comfortable den. The open plan has a chef's kitchen with custom cabinetry, and high-end appliances, dining and living area with fireplace. Upstairs is a spacious en-suite primary bedroom with attached bonus office and gym. Also on the second floor are three additional bedrooms and bath. The finished lower level has a media room, den, full bath and recreation room with pool table and video games. Great entertaining outdoor space with a 20x40 heated gunite pool and spa, large slate patio with covered dining area. The property borders a preserve and is especially peaceful. The home is minutes away from the Southampton Recreation Center with pickle ball, community tennis, full gym, track,...
May Rental: $15,000
MD - LD Rental: $145,000
June Rental: $30,000
July Rental: $65,000
July / Aug Rental: $130,000
August Rental: $70,000
August - LD Rental: $75,000
September Rental: $15,000
Christopher J Burnside
(516) 521-6007
Aubri Peele
(631) 252-5434
Shelter Island
$55,000
Shelter Island, NY
Rental
Web ID: 905943
Enjoy the calm life on Shelter Island in this Designer/Builder's chic 2 bedroom, 2 bath dream beach house down the street from the water and Wade's Beach, one of many Shelter pristine beaches where you can also kayak, paddleboard or sail. Amenities include, a new 2 car detached garage with a charging station, and bikes for island cycle touring, Outdoor shower, outdoor dining area and grill outback. Visit the many new restaurants, Leon 1909, Vine Street Cafe,The Pridwin, The Chequit, Rams Head Inn, Isola, Sunset Beach, Slice, Ecentric Bagel, shops, Music presented by The Perlman Music Program, or visit the Historical Society, Sylvester Manor. Take day trips to the North Fork vineyards and the south fork ocean beaches and towns. Have the quintessential summer here. Not to be missed.
Custom Rental: $18,000
Winter Rental: $3,000
Year Round: $55,000
Cynthia R Barrett
(631) 537-4322
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