Shinnecock Hills
$18,000
Shinnecock Hills, NY
Rental
Bedrooms: 2
Bathrooms: 1
Web ID: 756501
RP#230024. This charming two-bedroom, one-bath Shinnecock cottage was designed and built by a Scandinavian. The painted knotty pine walls, hardwood flooring and beamed ceilings create a warm and inviting home. location is close to all. The eat-in kitchen, features hand-built cabinetry and SS appliances and is fully equipped. Enjoy outdoor dining and entertaining in the very private backyard haven. Water access one block away, very quiet location. Listing ID: 756501
MD - LD Rental: $42,000
July Rental: $18,000
July / Aug Rental: $35,000
August - LD Rental: $20,000
September Rental: $10,000
Winter Rental: $2,800
Richard Finder
(631) 702-7511
Gertrud Hoertnagl-Pereira
(631) 204-2425
655 Seven Ponds Towd Road
$18,000
Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 754579
RR# RP240174. Situated on a private 2 acres, this 6,000 sq. ft. home has every amenity for those looking for that special summer retreat. Furnished in an English Country style with many antiques, the main living area is open and bright, with a gourmet eat in kitchen, double height living room, formal dining room. There is a primary bedroom on the first and second floor, as well as three guest rooms and private staff quarters. The full, finished basement has hardwood floors, a gym, pool table, ping pong table and children's playroom. The professionally landscaped property features a heated gunite pool and a tennis court, a large deck for outdoor dining and sunbathing. The home borders a reserve with hiking and biking trails,and is a short drive to the villages of Southampton, Water Mill and Sag Harbor. Of course, with everything this special rental has to offer, you may...
November Rental: $18,000
December Rental: $18,000
Astrid Pillay
(631) 771-5312
355 Midway Road
$18,000
Southold, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 888811
This impeccable modern 3 bedroom, 3 bath home in Southold's coveted Cedar Beach district offers privacy, water views and a private neighborhood beach. The open plan includes a kitchen, dining area, den/office, and living room with fireplace. Sliding doors open to the bluestone patio with a gas grill and plenty of room for entertaining and sunning. The three bedrooms, including the primary suite, all have water views. A private beach is nearby and there's easy access to renowned North Fork wineries, farm stands, restaurants and shops. This home has everything needed for an exceptional East End retreat. Listing ID #888811
MD - LD Rental: $45,000
June Rental: $8,000
July Rental: $18,000
August - LD Rental: $20,000
September Rental: $8,000
Winter Rental: $6,000
Marianne Collins
(631) 734-2957
161 Norfolk Drive
$17,000
East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 917006
Rental Reg # 23-93 This sweet yet sophisticatedly updated Clearwater Beach Cottage is the perfect Hamptons getaway. The large open kitchen with oversized eating counter and adjacent dining offers options from casual to gourmet meal prep and dining. The comfy living room is a great space to relax and unwind or the expansive yard and covered patio area also offers shade on those hot summer days. The home has a primary bedroom with an ensuite bath and two additional guest rooms share a second full bath. The private gated residents-only Clearwater Beach Association is one of best kept secrets in The Hamptons with a stunning west facing lifeguarded sandy beach, picnic and grilling areas, plus storage for kayak/paddleboards and a launch. Summer sunsets await you!
MD - LD Rental: $42,000
June Rental: $10,000
July Rental: $17,000
July / Aug Rental: $34,000
August Rental: $17,000
August - LD Rental: $17,000
Timothy C Burch
(631) 771-5315
David Tenenbaum
(631) 771-5322
Southampton
$16,000
Southampton, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 906802
RR# RP240614. Come spend your summer on St Andrews Circle; a charming, quiet, great location. This light filled single story is close to amenities and the beach, the perfect gateway to an enjoyable Hamptons season. Pool and tennis and wide open spaces. This unit has a lovely private back deck area, for grilling and sun bathing. Listing ID: 906802
July Rental: $16,000
July / Aug Rental: $30,000
August - LD Rental: $17,000
Richard Finder
(631) 702-7511
Sagaponack
$15,000
Sagaponack, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 738071
RR#: RP180642 This fabulous totally renovated home is located a stone's throw to Wolffer Winery and 5 minutes to gorgeous ocean beaches, Sagg Main and Bridgehampton Village. The home boasts 4 spacious bedrooms and 3 tastefully redone bathrooms with brand new linens. Huge windows allow for ample natural light to flow through the large kitchen, dining room, family room as well as the separate living room. The entire house has been fitted with bright and beachy, all new modern furniture! Step outside to find a heated salt-water pool, mahogany deck with remote controlled retractable awning and a pool cabana with sofa. A perfect summer getaway! Listing ID: 738071
November Rental: $15,000
December Rental: $15,000
Cristina Matos
(631) 204-2408
East Hampton
$15,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 880234
Rental Reg. # 24-0,936 - East Hampton Village Fringe 4 Bedrooms, 4 Baths, swimming pool, and finished lower level available for a relaxing summer. The spacious home is conveniently located just outside East Hampton Village providing easy access to all the village has to offer, including ocean beaches and bay beaches.
Winter Rental: $15,000
JB Jose B DosSantos
(631) 903-6147
Raul Guazhambo
(631) 903-6148
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
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
Village Of Sag Harbor
$15,000
Village of Sag Harbor, NY
Rental
Bedrooms: 2
Bathrooms: 1
Web ID: 758745
WONDERFUL Sag Harbor Village Gem. Moments from Main Street, this light-filled 2 bedroom, 2 bath has a spacious eat-in kitchen, private yard and two parlors. This property is located on one of Sag Harbor's best streets, close to the Village's wealth of amenities, restaurants, shops and marinas.
January Rental: $5,000
February Rental: $5,000
March Rental: $5,000
April Rental: $5,000
July Rental: $15,000
August - LD Rental: $25,000
September Rental: $7,500
October Rental: $5,000
November Rental: $5,000
December Rental: $5,000
Short Term Weekly: $20,000
Kimberly Kakerbeck
(631) 537-4351
Other
$15,000
Other, NY
Rental
Bedrooms: 4
Bathrooms: 1.5
Web ID: 914367
Rental Reg. # 241179 This five bedroom Hampton bays rental is moments from town, contently located with easy access to neighboring hamlets. Amazing situation for staff housing needs. No frills staff housing.
January Rental: $15,000
February Rental: $15,000
March Rental: $15,000
April Rental: $15,000
May Rental: $15,000
June Rental: $15,000
November Rental: $15,000
December Rental: $15,000
Jared Schiavoni
(631) 537-4337
Anthony C Cerio
(631) 903-6151
123 Windward
$15,000
Springs, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 743609
Rental Reg#: 24-524. This cozy 3 bdrm/2.5 bath Barnes Landing cottage is nestled in a quiet and private setting and is a short walk to the lovely Barnes Landing bay beach. The home features a breezy floor plan with a combined living room and a dining alcove. Sliders to the back deck make for easy outdoor lounging and dining. There's a spacious, well-stocked separate kitchen, a laundry room, as well as an over-sized outdoor & open-to-the sky shower for cooling off after a summer's day. This rental includes a three person kayak ready for your enjoyment at Barnes Landing Beach (locked storage at the beach for your easy access), beach chairs & umbrella, tennis racquets & balls (public tennis courts a 5 minute drive), and boogie boards. Everything you need for a fun summer in the Hamptons!
May Rental: $10,000
MD - LD Rental: $40,000
July Rental: $15,000
August - LD Rental: $20,000
Year Round: $80,000
James Blueweiss
(631) 903-6133
North Sea
$14,000
North Sea, NY
Rental
Bedrooms: 3
Bathrooms: 1.5
Web ID: 890606
RR# RP241116. Located moments from the sandy beaches of Peconic Bay, this charming bungalow is also convenient to shops and restaurants in the villages of Sag Harbor and Southampton. Featuring a living room, kitchen, den, 3 bedrooms, and 1 full bath, a cozy cabana in the back yard with electricity and water provides an additional half bath and private outdoor shower. The back patio and hedged yard offer privacy and shade for entertaining or relaxing on lazy summer days. Breathtaking sunsets are on regular display just 1 block away at the community bay beach. Listing ID: 890606
MD - LD Rental: $40,000
June Rental: $10,000
July Rental: $14,000
July / Aug Rental: $30,000
August - LD Rental: $16,000
Gertrud Hoertnagl-Pereira
(631) 204-2425
640 Orchard Street
$13,000
New Suffolk, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 860643
This classic updated 19th century home in the heart of historic New Suffolk is just moments to one of the North Fork's best bay beaches, plus two renowned local restaurants. It offers stylish living spaces; living room, den, dining room, eat-in kitchen, 3 bedrooms and 2 baths. Central air conditioning. Many antique details and original wood floors add to the charm. The wrap-around porch invites summer lounging, as does the spacious backyard. Listing ID #860643
May Rental: $6,000
June Rental: $8,000
August - LD Rental: $13,000
September Rental: $8,000
October Rental: $6,000
Winter Rental: $4,500
Marianne Collins
(631) 734-2957
1155 Old Harbor Road
$13,000
New Suffolk, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 741545
New Suffolk Bayfront available winter through April 2025 and Fall 2025. Stunning views across Cutchogue Harbor and Peconic Bay will be yours at this spacious beachfront home, whether from the airy, glassed-in great room, the brick patio, or from your beachside deck. Tucked away down a quiet drive, this home offers peace and privacy in historic New Suffolk. There are 3 bedrooms and 2 baths upstairs, one bedroom and one bath downstairs, a sitting room with fireplace, full kitchen with breakfast bar, and water views from almost every room. A quintessential North Fork getaway. Listing ID #741545
October Rental: $13,000
Winter Rental: $6,000
Marianne Collins
(631) 734-2957
East Hampton
$12,000
East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 754246
Rental Reg. # 22-1260 This beautiful, airy 5 bedroom home is situated on a quiet road in the Northwest Woods just a few miles from the ocean and a mile from the bay. A guest suite on the ground floor sleeps 4 and has a perfectly appointed bathroom along with another bedroom with queen bed. The large living room with a screened-in porch is a perfect spot for entertaining. Upstairs there are 3 more bedrooms and two bathrooms. The home is filled with light and features skylights and a fireplace for cooler nights. There is a washer/dryer, dishwasher, and cable TV plus WiFi. The pool is heated and there is air conditioning throughout the home. Listing ID: 754246.
Winter Rental: $12,000
John Scott JT Thomas
(631) 771-5327
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