34 Clearview Drive
$40,000
Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 755119
Rental Reg. # RP170415 Spend your summer in this beautiful and completely renovated home with bay views. Step into the first floor of the house which features a large living room with wood burning fireplace, large dining room, and sunny gourmet eat-in kitchen with breakfast bar. Custom kitchen cabinets, Carrara marble countertops, and high-end stainless steel appliances. There is a bedroom on the main floor with sliding glass doors which opens to the deck overlooking the backyard with a gunite heated pool. The upper level has a large master bedroom suite with vaulted ceilings and 4 piece bathroom with jetted bathtub. 2 additional bedrooms at the upper level. The lower level of the house is finished and includes an additional bedroom which is ideal for a housekeeper or nanny. There are a total of 5 bedrooms in this house. The lower level has additional recreational space and laundry. All this...
MD - LD Rental: $110,000
June Rental: $25,000
July Rental: $40,000
August Rental: $45,000
Astrid Pillay
(631) 771-5312
34 Park Circle
$75,000
Quogue, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 738347
This bright, sunny contemporary in Quogue offers 5 bedrooms, a heated pool, and access to the Quogue Village beach. The open floor plan, with sliding glass doors leading to the extensive deck and heated pool, afford an easy summer lifestyle. A main floor primary suite, game room with ping pong, a den (which could be converted to the fifth bedroom) and a powder room round out the first floor. On the second floor there are three bedrooms. Listing ID#738347
MD - LD Rental: $95,000
July / Aug Rental: $75,000
Albert Weinschenk
(631) 288-5039
340 Wainscott Harbor Road
$65,000
Sagaponack, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 867563
RR#: RP230740 Fabulous Sagaponack location, recently renovated, close to everything Hamptons! This 4 bedroom, 4.5 bath home offers wonderful entertaining space with open concept great room, dining, kitchen, and bar. Take your pick of 2 Primary bedrooms, both ensuite; one on the main floor, one upstairs with its own private deck. The 2 additional bedrooms/2 baths are also located on the upper floor. Other features include a den/media room, a separate office on the main floor for your WFH days, and a screened-in porch. Enjoy a full day of sun from late morning until sunset in this gorgeous, very private West-facing backyard showcasing stunning landscaping, heated pool, outdoor shower, deck, patio and perfect sunsets. World-renowned Sagg Main beach, Sag Harbor Village and East Hampton are 4 miles away, Bridgehampton under 3 miles, and 1 mile from Wolffer Estate Vineyard. Perfect Hamptons summer rental! Listing ID:867563
August Rental: $60,000
August - LD Rental: $65,000
Kimberly Kakerbeck
(631) 537-4351
Sarah Ferguson
(631) 903-6124
35 Aqua Drive
$20,000
Shinnecock Hills, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 888064
RR #RP230366. Originally 1930s carriage house, this charming surf cottage has been lovingly maintained and updated for summer. Offering a total of 3 bedrooms and 3 full baths, 2 bedrooms and 2 full baths on main cottage plus a separate legal guest suite cottage with third bedroom and full bath. The home features beautiful details throughout including hardwood floors and fireplace. Outside the manicured property enjoy mature landscaping, deck with water views, just across the street from Shinnecock Bay, perfect for beach walks, paddle boarding and other water sports. Additional features include central air condition, outdoor shower, just few minutes from the center of the Village of Southampton. Available Summer 2025. Also available April and May as well as longer periods upon request. Listing ID: 888064
April Rental: $6,000
May Rental: $8,000
June Rental: $10,000
July Rental: $20,000
August - LD Rental: $25,000
September Rental: $10,000
Amelia M Doggwiler
(631) 204-2426
John P Vitello
(631) 204-2407
35 Quaquanantuck Lane
$37,500
Quogue, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 736818
Available for two weeks in July or August 2025. Located in the estate section south of Quogue Street, this home was completely renovated and meticulously restored with all of the modern conveniences needed. Enter the light filled foyer with a soaring ceiling that leads to a spacious great room with stone fireplace and ample seating. A formal dining area, spacious den, powder room, and chef's kitchen with custom hand-crafted cabinets, designer stainless appliances, Carrera marble counters and island complete the first floor. The primary suite has a marble spa bath and its own private deck with unobstructed water views of the bay. There are two additional bedrooms, each with their own private baths. Additional details include wide-plank floors throughout, custom doors, and moldings. Outside you will find a large deck for entertaining, gunite pool and a charming, light filled, 2 bedroom guest cottage with its...
Two Week Rental: $37,500
Lauren A Battista
(631) 288-5534
35 West Neck Road
$24,000
North Sea, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 912623
RR# RP230837. Completely renovated, crisp and bright this adorable home features 3 bedrooms and 2 full baths. Great kitchen with an open floor plan flowing to the living room and den with a flat screen TV providing multiple areas to relax and entertain. Spacious backyard with mature landscaping. Close to Southampton Village's best restaurants and ocean beaches makes this a perfect Hamptons vacation getaway. Listing ID: 912623
May Rental: $8,000
MD - LD Rental: $57,000
June Rental: $14,000
July Rental: $24,000
August Rental: $24,000
Cristina Matos
(631) 204-2408
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
36 Deerfield Way
$20,000
Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 740348
This light filled contemporary home was recently renovated and offers the perfect setting for summer. An open floor plan with a great room, dining area, and breakfast island is ideal for entertaining. The spacious primary suite includes a seating/office area. A second en suite bedroom, two guest bedrooms and bath complete the main floor. An expansive outdoor deck offers plenty of room for al fresco dining. The heated pool and hot tub await. On cooler evenings, a firepit seating area provides a warm gathering place. A har-tru tennis court is ready for enjoyment. Located in Quogue Village with access to the residents only Quogue Village Beach. Listing ID #740348
February Rental: $4,500
March Rental: $4,500
April Rental: $4,500
May Rental: $4,500
June Rental: $20,000
Lauren A Battista
(631) 288-5534
36 John Street
$80,000
Village of Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 5
Web ID: 913469
Ideally located on the tranquil waters of Upper Sag Harbor Cove with a private dock and waterside pool, this Sag Harbor Village summer house is only one block to the Main St sidewalk for direct access to restaurants, shopping, and Long Wharf. The magic happens outside where sunsets can be enjoyed from the patio furnished with ample seating, umbrellas, and gas grill. This beautiful traditional home is bathed in natural sunlight from an abundance of sliding glass doors on 2 levels. The open floor plan boasts a large kitchen with granite counters, 4 burner Wolf range, rolling butcher block island, wine fridge, and stainless steel appliances. It leads to the living room with a big comfortable sectional sofa and dining for 4. The first level primary suite with tile bathroom and stall shower has views over the pool and the water beyond. A convenient den with ensuite bathroom and access...
August - LD Rental: $80,000
Clare J Tenkarian
(631) 725-5586
36 Talmage Farm Lane
$20,000
Springs, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 914404
Rental Reg. # 24-1229. Welcome to 36 Talmage Farm Lane, a stunning retreat in the heart of East Hampton Springs. Nestled on a peaceful, tree-lined lane, this elegant property offers the perfect blend of modern luxury and Hamptons charm. With 3 bedrooms and 3.5 bathrooms, this home features spacious, light-filled living areas, soaring ceilings, and beautiful hardwood floors throughout. The gourmet kitchen is complete with high-end appliances and an expansive island. The open-concept living and dining spaces flow seamlessly to the outdoor entertaining area, where you'll find a heated pool and beautifully landscaped grounds. Upstairs, the primary suite offers a spa-like bathroom, and a generously sized closet. The additional bedrooms are newly renovated and equally well-appointed, offering comfort and style for family and guests alike. Located just minutes from East Hampton's finest beaches, shopping, and dining, 36 Talmage Farm Lane is...
February Rental: $6,500
March Rental: $6,500
April Rental: $6,500
June Rental: $20,000
Philip Judson
(631) 771-5328
37 Scallop Avenue
$40,000
East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 909609
RR # 24-335Renovated from top to bottom, this 3 bedroom/ 2.5 bath contemporary has been meticulously updated. Soaring, bright living room has 15' vaulted ceilings, shiplap paneling, quartz clad fireplace and sliders to the front and back decks. Separate dining room and floor to ceiling glass sunroom offering true indoor/ outdoor living. Newly renovated kitchen with SubZero and Wolff stainless appliances. Primary en suite occupies the rear of the home with sliders to a private deck overlooking the pool and professionally landscaped grounds. Two additional bedrooms with skyights and another full bath complete the first level. The lower level is comfortably finished with a large media room, bar area with wine fridge, beverage center and ice maker, fully equipped gym, powder room and laundry. Ouside, the beautifully landscaped grounds abound with mature plantings, masses of hydrangeas, azaleas and multiple specemin trees allowing for maximum privacy. ...
July Rental: $40,000
August - LD Rental: $50,000
Philip Judson
(631) 771-5328
38 Aqua Drive
$140,000
Shinnecock Hills, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 738962
RR #RA241924. Situated high on a bluff with wide open views of Shinnecock Bay, Meadow Lane and beyond. This stunning shingle-style house radiates elegance and sophistication with its soothing color palettes, chic decor, beautifully handcrafted wood paneling and crisp moldings throughout. The open floor plan boasts southern exposures and an abundance of windows and French doors, drenching the space with natural light. With 5,900+/- square feet spanning 3 levels, there is plenty of separate space for everyone. Six bedrooms, 5.2 baths and an array of magnificent amenities form an airy, contemporary vibe. When you are not soaking in views from the walls of glass, you can enjoy the spacious chef's kitchen with stainless steel appliances and center island. Also included are 2 fireplaces, a luxurious master bedroom with second floor balcony, gaming area, study room, covered loggia, butler's pantry and a gym. Adding to its charm is a neatly...
Custom Rental: $175,000
July Rental: $140,000
John P Vitello
(631) 204-2407
38 Cheviots Road
$35,000
Shinnecock Hills, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 737042
RR# RP240867. With proximity to Southampton Village, sparkling ocean beaches and golf courses, this stunning and very special 3600+/- square foot home built in 2017 features 4 bedrooms and 4.5 luxurious baths with cutting edge custom design throughout. The ultra-modern kitchen is equipped with high-end appliances, including a flat cooktop and pot-filler offset by sleek contemporary cabinetry. All kitchen, bathroom and hallway floors offer radiant heat. An en suite master bedroom includes a free-standing soaking tub, separate shower with glass walls and a bidet. An unfinished lower level offers an opportunity for additional living space, gym and theater. Further amenities include a wood burning fireplace on the first floor, a gas burning fireplace on the second floor and 2 laundries. Mahogany decks and balconies overlook the oasis of the rear grounds featuring limestone patios which surround a heated gunite salt-water pool. Listing ID: 737042
Custom Rental: $35,000
June Rental: $35,000
John P Vitello
(631) 204-2407
38 Three Mile Harbor Drive
$80,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 906085
RR# 22-1583. Enjoy sensational views over Three Mile Harbor and beyond from this dramatic waterfront home set high atop a freshly landscaped shy acre in Settlers Landing. The residence is set back on the property to offer both privacy and an exceptional vantage point for its 180-degree vistas. Recently renovated and professionally designed, the 4,100 sq ft interior features an open concept living and dining room with a soaring double-height wall of windows that create a dramatic theatre for the surrounding natural beauty. Sliders lead to a 1000+ SF furnished deck that extends the dining, lounging and entertainment space to the outdoors. A Sonos indoor/outdoor music system enhances the seamless environment. Three spacious bedrooms and two full bathrooms complete the first level. An expansive ensuite primary bedroom on the second level features a sitting area with fireplace, a private balcony and floor to ceiling windows that...
February Rental: $25,000
March Rental: $25,000
April Rental: $25,000
May Rental: $30,000
June Rental: $60,000
July Rental: $80,000
August - LD Rental: $80,000
Robert Stearns
(631) 771-5317
John Scott JT Thomas
(631) 771-5327
385 Hands Creek Road
$85,000
Village of East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 895685
RR#:22-1534 Beautifully appointed, this 4500 sq/ft traditional contemporary situated down a meandering driveway, offers soaring double height ceilings with an open concept interior and cascading southern natural light. This two-story gem is located just minutes from East Hampton Village with world class beaches, designer shops and boating marinas. A welcoming foyer opens into a designer finished living room with a stately full height fireplace hearth and numerous oversized windows and glass doors. All flow into a brand new 'state of the art' chef's eat-in kitchen featuring a Wolf stove, microwave and oven, a Miele column refrigerator, and a Thermador column freezer completed with Quartzite countertops. In addition, on the first level there is a formal dining room and an inviting family and media room that opens out to spacious decking with a large, covered porch for indoor-outdoor living at its very best. Wide plank white oak floors enhance this newly...
July Rental: $85,000
July / Aug Rental: $175,000
August - LD Rental: $90,000
Korine M Konzet
(631) 537-4323
39 Homestead Road
$75,000
Quiogue, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 918355
This immaculate and recently renovated waterfront 4-bedroom home in Quiogue has all the amenities needed for a truly memorable summer holiday. First time offered as a summer rental, this beautifully decorated home offers spacious living and dining rooms and a true chef's kitchen with a sunny breakfast nook. A butler's pantry, powder room, laundry room, and garage complete the first floor. The second floor offers a primary suite including lovely bay views, two generously sized en suite bedrooms, guest bedroom with hall bath and family room. The roomy screened porch overlooks Quantuck Bay, providing a perfect space to relax or entertain. A private driveway leads to this secluded property set amidst 1.19 acres, offering an expansive manicured lawn, gunite swimming pool, and private boat dock. Close to Westhampton Beach Village shops, restaurants, and ocean beaches. Listing ID# 918355
MD - LD Rental: $175,000
June Rental: $35,000
July Rental: $75,000
July / Aug Rental: $145,000
August - LD Rental: $75,000
Lauren A Battista
(631) 288-5534
Georgia K Hatch
(631) 288-5313
391 Dune Road
$55,000
Village of Westhampton Beach, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 737126
Dune Road ocean, Westhampton Beach. Relax and enjoy summer at the ocean in this contemporary beach house featuring a large deck overlooking the Atlantic with a hot tub and bar, multiple front porches with incredible bay and sunset views. The interior is filled with open, bright living spaces and views from every room. Amenities include a modern kitchen, four bedrooms all with access to the outside, three full baths, a den, fireplace and central air. The lush grounds offer privacy and serene beach access. Listing ID#737126
July Rental: $55,000
July / Aug Rental: $120,000
August - LD Rental: $65,000
Albert Weinschenk
(631) 288-5039
4 19th Street
$36,000
East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 738440
Rental Reg. # 24-1. Private light and bright artist's cottage offers 3 bedrooms, 3 baths and extra room for an office or storage. The centrally-air-conditioned home adjusts to any comfort level. double-height living room with loft above which features skylights for abundant natural light. A fully-equipped chef's kitchen with gas stove, stainless steel appliances and a custom Jerusalem stone kitchen counter is open to the dining area featuring double-height ceilings and spacious dining area. The beautiful private landscape created by landscape designer Jonathan Davis, features include a custom deck, lush landscaping and manicured lawns as well as flowering perennial gardens surrounding the private property. There is a 7x15 heated Vinyl lap pool. Near Bay beaches, waterfront restaurants, artist colony, and general store. Listing ID: 738440
MD - LD Rental: $38,000
July / Aug Rental: $36,000
Sharman S Peddy
(631) 903-6171
4 Landing Lane
$50,000
East Quogue, NY
Rental
Bedrooms: 6
Bathrooms: 4
Web ID: 898452
Rental Reg. #RP230094 Resort-like living, in this true vacation offering situated in Pine Neck Landing with a private beach. 6 bedrooms, including 2 primary en suites (one on the main level), 2 living spaces, a chef's kitchen and dining area. The open floor plan affords a very airy and bright interior with wonderful natural light. On the second floor, there are 3 bedrooms, one bathroom, and a primary en suite. On the lower level is the game room with a small theater area with very comfortable seating, foosball and a professional pool table. A great place to be on a rainy summer afternoon. There is a Sonos sound system throughout the interior and exterior spaces. The home features wood flooring with tile in the bathrooms. The outdoors is summer enjoyment with a huge free-form, heated pool surrounded by pavers, enough lawn for outdoor games, a designated fire pit area, and...
August - LD Rental: $50,000
Gayle Osman Lopata
(631) 288-5124
4 Long Point Road
$85,000
Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 735874
Sag Harbor waterfront privately situated on a quiet cul de sac village lane. This traditional style residence with modern details offers 90' +/- of water frontage, and is near to both Sag Harbor and Bridgehampton villages. Featuring magnificent maple floors, custom finishes and built-ins, a complete sound system, and central air conditioning, this four bedrooms, four bath home is the perfect waterfront retreat. The first floor hosts a light-filled spaces including a living room with fireplace, epicurean eat-in kitchen, a den, and dining area, all overlooking the beautiful cove.Exterior features include a heated gunite pool with waterfall, plenty of outdoor decking for entertainment, and expansive front and rear yards.
June Rental: $50,000
July Rental: $85,000
Christopher J Burnside
(516) 521-6007
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