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2 Linda Road
$20,000

Shelter Island, NY
Rental
Bedrooms: 5
Bathrooms: 2
Web ID: 908359

Modern and Pristine light filled 2200sf 5 bedroom Beach House in Shelter Island's South Ferry Hills. The open floor plan highlights the oversized marble center island kitchen with seating for 5 and french doors leading out to a huge mahogany deck for entertaining and casual lounging. The first floor also includes a den, a formal living area with walls of windows a primary bedroom and bath. while a secondary den offers plenty of space for entertaining. An additional four bedrooms and full bath are located on the second floor. The South Ferry Hills Association private community beach is around the corner with picnic benches, a boat launch and enclosed waters of Smith Cove for paddleboarding, kayaking and boating. Close to the South Ferry and not far from Shelter Island's, restaurants (including Leon 1909, The Pridwin, Vine Street Cafe, The Chequit, Sunset Beach, Salt and The Rams Head Inn), ...

MD - LD Rental: $45,000
July Rental: $20,000
July / Aug Rental: $43,000
August - LD Rental: $23,000

Cynthia R. Barrett
(631) 537-4322

Lynn Romer Deeg
(631) 275-6835

20 Beach Lane
$65,000

Village of Quogue, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 904042

Located in the highly desirable estate section of Quogue Village, this charming bayfront home offers amazing water views, the ability to dock a boat, and launch a paddle board or kayak. The bayside gunite pool and patio is the perfect spot to take in the views and enjoy the ocean breeze. The covered front porch provides a quiet area to read a book or enjoy a cool drink. Enter the inviting foyer and see the lovely wood detailing throughout the home. A generously sized living room with a wood-burning fireplace offers the perfect gathering spot. The formal dining room includes a wet bar for entertaining. A light-filled kitchen with its own entrance, includes a spacious island, cozy breakfast area, and a charming fireplace. New top-of-the-line appliances await. A family room with a powder room completes the first floor. The second floor boast a spacious...

Custom Rental: $35,000
June Rental: $35,000
August - LD Rental: $65,000

Lauren A. Battista
(631) 288-5534

20 Cutter Court
$35,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 755219

Rental Registration #: 22-712 Located near East Hampton Village and close to renowned Atlantic Ocean beaches, this bright and airy post modern home offers an open floor plan with three bedrooms and three full baths. The living/dining great room with a vaulted ceiling and a charming fireplace overlooks a sparkling pool and spacious backyard, creating a warm and inviting ambiance. Glass sliders and sets of windows rising to the ceiling flood the great room with natural light. The primary ensuite, with a direct pool view and access, and guest bedrooms are set on opposite sides of the central living/dining rooms, ensuring comfort and privacy. The primary bathroom has a jacuzzi tub, stall shower and enclosed toilet. In addition there is a comfy den off the living room with TV, sleeper sofa and a pocket door for extra guests. The house also offers an array of luxurious amenities, including a heated...

Custom Rental: $20,000
June Rental: $25,000
July Rental: $35,000
August - LD Rental: $40,000
September Rental: $25,000
Two Week Rental: $20,000

James Blueweiss
(631) 903-6133

200 Lumber Lane
$20,000

Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 755964

RR#: RP200608 - Beautifully renovated, this 19th century Cottage on Lumber Lane is a short distance to Main Street, LIRR & Jitney and offers 4 bedrooms, 3 baths in main and guest cottage, huge open kitchen with stainless appliances (incl wine fridge) & marble counters, open Living/Dining room with walls of French doors, separate breakfast room, high ceilings, ebony stained hardwood floors, 3 full baths (2 with walk-in showers with access to outdoor showers) and tons of windows which flood the house with sunlight all day. Two guest BR's and full bath (with claw foot tub) on first floor. The entire second floor is comprised of a huge Master Suite with a wall of closets, French doors, four exposures, high ceilings, marble en suite master bath with enormous walk-in shower (as well as private, rooftop outdoor shower) and double vanity. The separate 3 room pool house (renovated 2020) has ample...

September Rental: $20,000
September/October Rental: $35,000
Two Week Rental: $24,000
Winter Rental: $66,000
Short Term Weekly: $14,000

21 Bayside Avenue
$30,000

East Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 896234

Rental Reg. #RP220423 Open Bay with a delightful sandy beach and the most glorious all-encompassing Shinnecock Bay views. In the charming Hamlet of East Quogue situated in the Hampton Point beach community, this home features 4 bedrooms and 3 full baths, including a primary en suite. There is a huge kitchen, with seating around the marble island, open to the dining area, and a great room with a wood-burning fireplace. A beachy interior with plenty of natural light throughout. The den could also be used as a 5th bedroom for guests. The screened-in room overlooks the glistening waters and a huge deck for lounging. Available full season or by the month. The perfect summer vacation home. Listing ID #896234

MD - LD Rental: $65,000
June Rental: $20,000
July Rental: $30,000
August - LD Rental: $35,000

Gayle Osman Lopata
(631) 288-5124

21 Bull Run
$60,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 865515

Rental Reg.#: 21-1096. Open and bright, this wonderful contemporary home is just a short distance from East Hampton Village and ocean beaches. Located on a quiet street, the newly renovated 3400SF five bedroom, six bath residence features great windows and high ceilings in most rooms in addition to a large finished lower level with an additional 1000SF of living space. A 20 x 40 ft heated pool and pool house are accessed by a dramatic grass stairway from the open living and dining area. Listing ID: 865515

August Rental: $60,000

John Scott JT Thomas
(631) 771-5327

Robert Stearns
(631) 771-5317

21 Cove Road
$60,000

Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 736991

Architect's own striking and virtually brand new 4 bedroom 3.5 bath modern interior with a victorian exterior just totally renovated and expanded with harbor views, heated pool, boat mooring availability and water access across the street. Two long blocks to Sag Harbor's Main Street. Fabulous beach house with a wrap around porch, mahogany and stone patios, spectacular kitchen and baths in Sag Harbor Village's Redwood waterfront community with water views. The lower level great room is complete with a lounge area and flat screen for movies or streaming music, gym area and pool/pingpong table. Enjoy your water sports and serene lifestyle while, at the same time, have the convenience of village life. Close to both ocean and bay beaches.

MD - LD Rental: $160,000
July Rental: $60,000
July / Aug Rental: $120,000
August - LD Rental: $65,000

Cynthia R. Barrett
(631) 537-4322

22 Rosko Lane
$90,000

Shinnecock Hills, NY
Rental
Bedrooms: 6
Bathrooms: 7.5
Web ID: 911255

RP#240238. This new Southampton rental represents the zenith of the Hamptons lifestyle with a touch of resort-like elegance where every detail signifies the ultimate in custom luxury and sophistication. Conceptualized and decorated by a renowned interior designer, the remarkable brand new 4400 sq.ft , 6 bedroom, 7.5 bath custom transitional home is a true embodiment of Hamptons elegance and timelessness. This 3 story haven, nestled behind a gated community, offers a luxurious and peaceful living experience. The grand double-height foyer, with its stunning custom lighting installation above floating stairs, welcomes you into a space of opulence. The home's open layout features 10' ceilings and a gas fireplace in the great room, ensuring a warm atmosphere for social events. The custom eat-in kitchen boasts exquisite custom made cabinetry, a center island and high-end appliances alongside a chic formal dining room. The main level also hosts an ensuite junior primary bedroom with...

July Rental: $90,000
Two Week Rental: $50,000

Cristina Matos
(631) 204-2408

23 Marjorie Lane
$25,000

Noyac, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 912387

RR#:RP240326 Boaters Paradise. Sunsets! Waterfront property. 2 bedroom, 2 bath cozy cottage. Eat in kitchen. Large living room and office. Outdoor covered porch and separate patio with dining. Dock and floating dock. Kayak and boat right off the property! BBQ. Outdoor shower, Peloton. Minutes to Serene Green, Long Beach and Sag Harbor Village.Listing ID:912387

July Rental: $25,000

Elizabeth C. France
(631) 903-6187

232 Hill Street
$53,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 908240

Boasting of charm, this beautifully-gated property offers a sweetly-renovated Hamptons traditional home with 4 bedroom, 3.5 baths and 4,136 +/- sf of living space. Featuring modern amenities with a nod towards classic design, the well-planned home has a semi-open concept floor plan, 2 living rooms with fireplace that flow into the formal dining room and chef's kitchen with a breakfast nook and French doors to the enclosed porch. The upper level features a primary bedroom with fireplace and private balcony and 3 additional guest bedrooms. The secluded backyard is surrounded with mature plantings and a spacious patio for dining creating the perfect environment for outdoor entertaining. Behind the heated gunite pool, there is a pool house/studio with full bath, sauna and outdoor shower. Just a stone's throw from miles of ocean beaches, restaurants and shops, this home sets the scene for the ultimate summer vacation and Hamptons lifestyle. Listing...

August - LD Rental: $53,000

Cristina Matos
(631) 204-2408

240 Little Plains Road
$295,000

Village of Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 9.5
Web ID: 910674

Beautiful Village home that just underwent a full renovation, only a half-mile to Little Plains beach, and in the heart of Southampton Village. Solidly-constructed Federal-style home designed by renowned known local Architect Brian Brady. The house is perfect for entertaining, both indoors and out. The interior has 7 bedrooms and 9.5 baths on 4 levels. A large and open state-of-the-art eat-in-kitchen, living, sitting room and a formal dining room, a media room/den, bonus room and more. The living area is framed by floor to ceiling glass sliding doors, which lead to an inviting deck complete with a large dining table, a sitting area and covered by an elegant awning assuring some shade for sunny summer days, and al fresco meals. A brand new pool house with full bath adorns the large heated gunite pool. Tastefully done and thoughtfully curated, this home epitomizes the Southampton Village residence only minutes to...

August - LD Rental: $295,000

Lillian A. Holtzclaw
(631) 204-2430

25 Pleasant Lane
$75,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 879602

Be the first to enjoy the immaculate high-end renovation! This pristine house sits on a shy half acre property located on a peaceful Southampton Village street close to the best beaches, renowned restaurants and stores. Enter the home to an inviting entry foyer which flows into a gorgeous new open floor plan with large new windows that invites an abundance of light into its interior and new mahogany floors. The first floor comprises of a formal living room, which opens to an outdoor sitting area for perfect al fresco entertaining, a large scale family room with a wood burning fire-place, a formal dining room and a brand new gourmet kitchen with quartz counter tops, a center island and state-of-the-art appliances: Wolf range, Subzero refrigerator, garbage disposal and a Miele dishwasher. The fully re-designed powder room, laundry and mud room complete the main floor. On the second floor you...

MD - LD Rental: $200,000
June Rental: $40,000
July Rental: $75,000
August - LD Rental: $70,000
Two Week Rental: $35,000
Year Round: $260,000

Lillian A. Holtzclaw
(631) 204-2430

250 Dune Road #118
$18,000

Village of Westhampton Beach, NY
Rental
Bedrooms: 1
Bathrooms: 2
Web ID: 895814

Yardarm Beach Condominiums, Westhampton Beach. This wonderful 1 bedroom, 2 full bath, top floor condo boasts incredible views of Moriches Bay. Recently renovated and beautifully appointed, this sunny condo features an open floor plan with a private deck, evening sunsets and magnificent vistas. This much sought after complex offers all the amenities for the perfect summer lifestyle; 2 heated pools with lifeguards, one on the bay and one on the ocean, 3 har-tru tennis courts, and a private path to the sandy ocean beach. There is also an elevator plus a weather protected bicycle storage room. The Yardarm is just one mile from Main Street where you'll find world-class shopping and dining, the Westhampton Beach Performing Arts Center, the Village Green, plus much more. Listing ID#895814

August Rental: $18,000

Lauren A. Battista
(631) 288-5534

250 Dune Road #123
$10,000

Village of Westhampton Beach, NY
Rental
Bedrooms: 1
Bathrooms: 1.5
Web ID: 897874

Located at the Yardarm On The Bay, this newly renovated condo overlooking Moriches Bay is available for rent. This main level, end unit boasts outstanding views, beautiful furnishings, one bedroom, one and one-half bathrooms, and a washer and dryer. The open living, dining, kitchen has a private bayside terrace showcasing sunset vistas. Amenities include ocean and bay side pools with lifeguards, 3 tennis courts, private access to guarded ocean beach, laundry facilities, bicycle storage, elevators and a full time on-site management company. Just minutes to the Village of Westhampton Beach for shopping, dining and everything the newly revitalized Main Street has to offer. Listing ID#897874

September Rental: $10,000
October Rental: $10,000

Albert Weinschenk
(631) 288-5039

253 Northside Drive
$65,000

Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 738997

Rental Permit# 200858 - Only few miles to the villages of Sag Harbor and Southampton this home is located in the Northside Hills Community. The five bedroom, four bath postmodern home was recently renovated. Its bright open floor plan offers a beautiful kitchen with stainless steel appliances, breakfast nook, dining area, living room with fireplace, and den/TV area with fireplace. The open floor plan allows easy access to a heated pool and har-tru tennis court. The lower level is finished with a rec-area, bedroom, bath, and office space. The gated property and mature plantings offer excellent privacy. This is your perfect Hamptons retreat. Listing ID: 738997

Custom Rental: $65,000
July Rental: $65,000

JB Jose B. DosSantos
(631) 903-6147

262 Roses Grove Road
$8,000

Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 8
Web ID: 735450

RR# RP200249. This spacious two-story traditional is located privately and secluded on a landscaped 2.10-acre property in Water Mill. The home boasts a spacious living and dining room overlooking the backyard. A professional eat-in kitchen with breakfast are leads to the back bluestone patio for outdoor dining and lounging. The main floor also has a generous junior master suite, and an additional sitting room. The second story features the primary bedroom suite which includes an attached office/den/sitting room. In addition to the primary suite the home has four en-suite bedrooms. The third floor has a roof top terrace featuring views over the pool and tennis area and distant water views of Peconic Bay. The finished basement has sofas and a TV for lounging, as well as ping-pong and foosball tables. The outdoors include a heated 18x42 gunite pool surrounded by a blue stone patio, with steps leading to...

January Rental: $8,000
February Rental: $8,000
March Rental: $8,000
September Rental: $35,000
October Rental: $20,000
November Rental: $12,000
December Rental: $12,000
Two Week Rental: $30,000
Winter Rental: $100,000

265 Dune Road #18
$24,000

Village of Westhampton Beach, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 738940

Oceanfront at the Yardarm Beach Condominium Complex on Dune Road in Westhampton Beach. This 2 bedroom, 2 bathroom condo has an open sun-lit living room, dining room and kitchen all overlooking amazing ocean views. Amenities include ocean and bayside pools with life guards, private access to the ocean with life guard, 3 tennis courts and a right-of-way to the bay for paddle boarding and kayaking. There is also bicycle storage, elevators, and a full time on-site management company. Perfectly located just minutes to the Village for shopping, dining and everything the vibrant Main Street of Westhampton Beach has to offer. Listing ID #738940

MD - LD Rental: $55,000
June Rental: $20,000
July Rental: $24,000
July / Aug Rental: $45,000
August - LD Rental: $24,000

Albert Weinschenk
(631) 288-5039

Mark Arnstein
(631) 288-5112

27 East Woods Path
$35,000

Sagaponack, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 874459

Beauty slick and modern Sagaponack home in a top location on a quiet street backing up to a reserve make this 1.5 acres full of privacy and just less than 2 miles to the ocean. This beautiful immaculate home is newly-renovated, featuring an open concept living area with vaulted ceilings and fireplace, top-of-the-line kitchen, den/TV room or office with fireplace. A total of 4 bedrooms, 3.5 baths, 2 ground floor en-suite primary bedrooms, plus 2 guest bedrooms on the second floor. A wall of glass doors leads you to an expansive deck which runs the length of the house and takes you to the 20x40 heated pool. This house is a perfect Hamptons retreat. Available Summer 2024, short-term, extended season and other periods upon request. Listing ID:874459

June Rental: $30,000
July Rental: $35,000

Amelia M. Doggwiler
(631) 204-2426

27 Notamiset Road
$17,000

Quiogue, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 905306

Rental Reg. #:RP220968 Nestled on a private road in the charming hamlet of Quiogue, this one-of-a-kind residence is $25,000 for the two week period between August 20, 2024, and September 2, 2024 and $17,000 for any two week period prior to June 30, 2024. 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 primary en suite...

Two Week Rental: $25,000

William F. LeMaire
(631) 288-5208

28 Bowden Square
$20,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 885760

Classic cedar shingle cottage with stylish modern updates. Historic Southampton Village setting. Just a few blocks to Main Street's restaurants and shopping and convenient to train station and beaches. Gourmet cook's kitchen, new expanded bedrooms, breakfast terrace, herb garden and secluded English gardens around private south facing brick patio with heated pool and outside shower. Listing ID:885760

October Rental: $20,000

Robert M. Lohman
(631) 204-2404

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