East Hampton
$20,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 912035
RR# 24-547. Owners just finished renovating this 4 bedroom 4 bathroom contemporary located near East Hampton Village and Amagansett Village. The entry way leads into the living room which has a fireplace, vaulted ceiling and four inch wide white oak floor. The dining area is drenched in light and has skylights and sliders to the deck and pool area. Monogram and Sub Zero appliances grace the open kitchen. There is seating and quartz counters & backsplash. Everything is brand new. A first floor guest bedroom/bathroom suite has sliders to the pool. The large primary bedroom/bathroom suite is also on the first floor. It has a wall of French doors leading to the deck. The primary bathroom is large with a separate stall shower that has a seating bench. There is a tub, skylight and new washer/dryer appliances. Also, there is a full bathroom on the first...
Ext. Season: $20,000
Leslie Hillel
(631) 771-5311
East Hampton
$20,000
East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 833139
RR#: 23-704. Spacious and light filled home, beautifully furnished offering an open floor plan, great deck and pool area and private tennis court on 2 1/2 acres! The living room has cathedral ceilings and a fireplace; there is an eat in kitchen with new stove and refrigerator in 2021 and dining area with a wet bar. The five bedrooms are all large and private. There is a Junior Master bedroom along with three other bedrooms on the first floor. Upstairs the large master suite encompasses the entire floor along with a loft. The finished lower level has a gym with Pelaton bike and game room. Plus a new laundry room. A great entertaining house and one you will truly enjoy. Listing ID: 833139
November Rental: $20,000
December Rental: $20,000
Margaret Turner
(631) 771-5314
Shannan M North
(631) 903-6174
Village Of Southampton
$20,000
Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 4.5
Web ID: 735509
This three-story country traditional is located in the heart of Southampton Village. Close to all shops, restaurants, movie theatre, and Agawam Park concerts, and the ocean beach. Living room, formal dining room, enclosed porch, spacious kitchen, 6 bedrooms, and 4.5 baths. Situated on a landscaped one-acre property with a deck and a heated pool. A great house for entertaining. Listing ID: 735509
June Rental: $20,000
September Rental: $20,000
John P Vitello
(631) 204-2407
Southampton
$20,000
Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 911714
Beautiful 4 bedroom rental in Southampton with 2 full bathrooms and 1 half bathroom. Centrally located and moments to bay beaches. Enjoy this get away, in the Hamptons for Summer 2025.
MD - LD Rental: $50,000
June Rental: $15,000
July Rental: $20,000
August - LD Rental: $25,000
Christopher J Burnside
(516) 521-6007
Aubri Peele
(631) 252-5434
Southampton
$20,000
Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 736913
RR #RP201060. Enjoy the most amazing views over Shinnecock Bay from every room of this contemporary home. The home boasts a vast double height living room with a wall of windows, allowing for gorgeous bay views. There are four spacious bedrooms and three baths in this home. An ample deck invites for dining and lounging. This special property is located just minutes from Southampton Village and ocean beaches. Listing ID: 736913
November Rental: $20,000
December Rental: $20,000
Gertrud Hoertnagl-Pereira
(631) 204-2425
68 Foster Avenue #17
$20,000
Southampton, NY
Rental
Bedrooms: 2
Bathrooms: 2.5
Web ID: 909192
Rental Reg.#RP240295 A newly built waterfront condominium community less than 5 minutes to Dune Road and its sandy beaches in Hampton Bays. This beautiful, designer furnished end unit, with a beachy concept, features two en suite bedrooms, a chef's kitchen, dining area, living room, powder room and a designated office area. Everything throughout the condo is brand new and very stylish with a neutral color palate offering an ease of living, stress free, hotel-like style. The community has a beautiful pool area and easy access to Shinnecock Bay. Close to restaurants, shops, and all the amenities for the perfect vacation stay. 2-week rental periods also available, please inquire. Be the first renters to enjoy the Hamptons summer lifestyle in this ideal retreat. Listing ID#909192
January Rental: $8,000
February Rental: $8,000
March Rental: $8,000
April Rental: $8,000
May Rental: $10,000
June Rental: $15,000
July Rental: $20,000
July / Aug Rental: $30,000
August Rental: $25,000
November Rental: $8,000
December Rental: $8,000
Gayle Osman Lopata
(631) 288-5124
48 Skinner Street
$20,000
Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 1
Web ID: 907743
In the heart of Southampton Village, on a quiet tree lined street you'll find this crisp fresh 3 bed 1 bath charming cottage with eat in kitchen, living and dining rooms, laundry room with deck for outside dining overlooking a fully cleared side yard. Walk to the Village!.
May Rental: $7,000
MD - LD Rental: $50,000
June Rental: $12,000
July Rental: $20,000
August Rental: $20,000
August - LD Rental: $20,000
Dennis Gallagher
(631) 771-5309
32 Sag Harbor Road
$20,000
East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 736615
Rental Registration #:24-872 - This East Hampton cottage, near village and ocean beaches, offers three second floor bedrooms, two full bathrooms, a sunny living room, an adjacent eat in kitchen, and a finished basement. Set on a beautifully and privately landscaped half acre adjacent to farmland, and just a mile to Main Street. Ocean beach is less than two miles away. The back deck is furnished with chaise lounges, Weber grill, and outdoor dining table for six. Other amenities include outdoor shower, air conditioning, flat screen TVs, Wi-Fi, and premium cable. Listing ID: 736615
MD - LD Rental: $55,000
July Rental: $20,000
July / Aug Rental: $50,000
August - LD Rental: $30,000
Jeanne Hutson
(631) 903-6144
259 Abrahams Landing Road
$20,000
Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 885603
Rental Reg. # 21-1,297. Enjoy the serenity of a coveted location between the beaches of Gardiners Bay and the Atlantic Ocean. This cedar shake cape-style home features an inviting entry foyer, a sun-filled living room and a gourmet kitchen that opens to a dining area with sliding glass doors to a private patio. The first level includes a good-sized bedroom with access to a full bath and separate entrance. A second-floor primary bedroom suite and two guest bedrooms share a large bathroom with a double vanity and walk-in shower. Outside, a lovely arched trellis leads to a stone patio overlooking the endless lush lawn. There is also a convenient outdoor shower. Only minutes away from the village as well as hiking trails, organic farm stands and miles of pristine beaches, this is a sensational summer and off-season retreat.
Custom Rental: $15,000
June Rental: $13,500
July Rental: $20,000
August Rental: $20,000
August - LD Rental: $20,000
Robert Stearns
(631) 771-5317
John Scott JT Thomas
(631) 771-5327
16 Debbie Lane
$20,000
Village of Westhampton Beach, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 892092
Enjoy the fall, winter, and spring at 16 Debbie Lane located in the heart of Westhampton Beach. This ideal village location is close to shops, restaurants, the Westhampton Beach Performing Arts Center, and Rogers Beach. Features include four bedrooms, two bathrooms, updated kitchen, spacious living room, and an outdoor deck. Listing ID: 892092
Winter Rental: $20,000
William F LeMaire
(631) 288-5208
Water Mill
$19,000
Water Mill, NY
Rental
Bedrooms: 5
Bathrooms: 2
Web ID: 736770
RR# RP241674. Hamptons retreat with 5 bedrooms and 2 full baths. Tranquil setting close to Bridgehampton, Sag Harbor and Southampton. Listing ID:736770
April Rental: $8,000
May Rental: $8,000
MD - LD Rental: $49,000
June Rental: $10,000
July Rental: $19,000
July / Aug Rental: $41,000
August Rental: $25,000
September Rental: $10,000
John P Vitello
(631) 204-2407
Village Of Sag Harbor
$18,000
Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 758151
This 3 bedroom, 2 bath cottage is impeccably maintained. Central air conditioning recently added to the second floor. Come and enjoy all the Hamptons has to offer. Listing ID: 758151
May Rental: $8,000
June Rental: $10,000
July Rental: $18,000
August - LD Rental: $18,000
September Rental: $10,000
Winter Rental: $4,000
Richard Finder
(631) 702-7511
Maritza Jimenez
(631) 204-2411
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
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