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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

East Hampton
$55,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 888034

Rental Reg#:24-221. Renovated oasis in between Sag Harbor Village and East Hampton Village...natural light pouring in from every angle. The home is designed for outdoor/indoor entertainment with wrap around decks, outdoor dining spaces with views of nature, and also overlooking the heated pool and large hot tub, complete with outdoor shower. The main living level features a generous size master bedroom w/ ensuite bathroom, and balcony. The eat in kitchen, with plenty of dining space, leads to the wrap around deck and outdoor dining. Enter the spacious open living room with a wood burning fireplace and great room for entertainment. There are 2 private and very well-appointed bedrooms on the lower level and they both lead to the pool. Relax in the open-air outdoor living room. Enter into the property down a beautiful stone driveway. Bay beaches minutes away and bike trails across the street. This home is...

April Rental: $15,000
May Rental: $25,000
MD - LD Rental: $155,000
June Rental: $40,000
July Rental: $55,000
July / Aug Rental: $115,000
August - LD Rental: $65,000
September Rental: $35,000
October Rental: $25,000

Kimberly Kakerbeck
(631) 537-4351

Village Of East Hampton
$80,000

Village of East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 735539

Beautifully built 6 bedroom traditional house and studio cottage in one of the few areas of East Hampton village that enjoys the rare combination of close proximity to both ocean beaches and village restaurants and shops. The 5000 square foot house designed by architect Peter Schulte features gracious proportions, high ceilings and beautiful details throughout. Ground floor comprises entry stair hall; sunny step-down living room with French doors to bluestone terrace; library, den; master bedroom and bath; open plan kitchen and dining room; screened porch. Second floor finds main master bedroom suite including office and balcony; three en-suite bedrooms. Four fireplaces. The separate studio cottage features a living room with fireplace and full bath and outside shower. The 1.4 acre grounds are the perfect setting for the 45' pool and are extremely private, abutting Hook Pond estuary and a 7 acre reserve to the west and...

Custom Rental: $80,000

Jeannette Schwagerl
(631) 267-7113

Village Of East Hampton
$55,000

Village of East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 735674

Welcome to 99 Egypt Lane! This prestigious East Hampton property boasts two spectacular one-level cottages and is conveniently situated walking distance to Wiborg and Maidstone Beach and East Hampton Village Shops and Restaurants. The well furnished 1920's traditional main house has two bedrooms and two baths, living/dining room, a new kitchen and central air-conditioning. The guest cottage has a master bedroom, bath, living room with fireplace, garden room and central air-conditioning. Topping it off is a 20x20 heated gunite pool with fabulous entertaining areas and mature garden and trees. Both cottages are luxuriously furnished with exquisite curated artwork, multiple comfortable living spaces with a beachy vibe and gorgeous patio and deck spaces anchoring the heated gunite pool. There is also an outdoor shower just outside the guest cottage. These cottages are jewelboxes, chockfull of charm and so close to world-class East Hampton Village shopping, dining and spectacular beaches.

MD - LD Rental: $105,000
June Rental: $35,000
July Rental: $55,000
August - LD Rental: $60,000

James Blueweiss
(631) 903-6133

Sagaponack
$350,000

Sagaponack, NY
Rental
Bedrooms: 5
Bathrooms: 6.5
Web ID: 735505

This beautifully appointed home offers the best in summer living. Privately located on a beautifully manicured lot, the home offers 5 bedrooms, 6.5 baths, large living room, eat-in-kitchen, formal dining, office and two car garage. There is a heated pool and tennis court all located a short distance to the ocean

MD - LD Rental: $450,000
July / Aug Rental: $350,000

Christopher J Burnside
(516) 521-6007

Susan L Ratcliffe
(631) 537-4327

Sagaponack
$125,000

Sagaponack, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 832653

Totally renovated top to bottom, this chic California style Modern home located in Sagaponack SOH, is absolutely stunning and located within minutes to Town Line Beach, Sagg Main, Wolffer Estates Winery, and local farm stands. Featuring hardwood floors throughout, 6 bedrooms, 6 1/2 baths, and a state of the art kitchen. Plenty of room for entertaining with hedges surrounding a 1.5 acre private property with large L-shaped heated gunite pool, 2 car garage, barbeque grill and plenty of outdoor seating.

February Rental: $25,000
March Rental: $25,000
April Rental: $25,000
MD - LD Rental: $350,000
June Rental: $75,000
July Rental: $125,000
August - LD Rental: $150,000

Cynthia R Barrett
(631) 537-4322

Wainscott
$27,000

Wainscott, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 876185

Rental Registration #: 24-1411 Extensively renovated and expanded home on 1.6 secluded and landscaped acres with heated gunite salt water 20x40 pool surrounded by sandstone patio and full Renovation Hardware furniture and Weber gas grill. Setting is complemented by separate Zen Garden sitting area with fire pit and sunken hot tub, as well as an outdoor shower. 6 bedrooms and 6 1/2 baths, including two second floor masters bedrooms... one with suite sitting area and spa bathroom and other with full ensuite, two main floor masters with en-suites, two lower level bedrooms with two separate full bathrooms. Two lower level bonus/exercise rooms. Main floor features open plan living with double height living room with free standing gas fireplace leading to open plan dining room, and opening to professional kitchen and family room/home theater. CAC, natural gas, W/D, full house de-humidification and humidification system. Music system throughout house and grounds. Very...

Custom Rental: $37,000
Short Term Weekly: $23,000

Michael Petersohn
(631) 771-5336

Water Mill
$150,000

Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 735490

Privately situated on 0.75+/- acre, this two-story traditional features a wrap-around, covered porch, Great room entertaining room with flat screen, parlor, dining room, newly renovated in 2016 eat-in kitchen with quartz counter tops , 4 bedrooms, and 5 baths (first floor master with Jacuzzi). Additional offerings include 2nd floor Bonus room, central air-conditioning, stereo system, cable television, two-car garage, large deck, patio, and a heated swimming pool. Listing ID:735490

MD - LD Rental: $150,000

East Hampton
$85,000

East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 7
Web ID: 756139

Rental Reg. # 24-231. Welcome to the perfect East Hampton summer get-away. This elegant Post modern cedar shingle home is located just minutes from East Hampton Village, ocean beaches, and Main Street shopping. Nestled on a secluded acre off a private road, this 5-star estate-like home boasts 6,500 sq ft of living space, with 6 bedrooms all en suite (separate Master and Jr suites), 7 bathrooms, home theater, fitness center, home office, and spacious finished lower level. You will find plenty of room here with the flowing open floor plan, high ceilings, hardwood floors, large living room and huge separate den. A fabulous gourmet chef's kitchen opens to your expansive outdoor mahogany decking and patio, where you will find your sun-soaked and heated gunite pool. Wireless Sonos Sound System for inside and out is ideal for entertaining. Enjoy luxurious privacy all summer long in this exclusive property. Listing ID:...

MD - LD Rental: $225,000
July Rental: $85,000

Philip Judson
(631) 771-5328

Sharman S Peddy
(631) 903-6171

Tuckahoe
$65,000

Tuckahoe, NY
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 917547

Escape to Southampton Meadow Estates for an unforgettable summer retreat. This stunning 6,000+ SF home offers the perfect blend of luxury and comfort, located just minutes from Southampton Village and the beach. Featuring five spacious bedrooms, six bathrooms, and an open-concept design, this home is ideal for both relaxation and entertaining. The chef's kitchen boasts high-end appliances, while the two living rooms-including one with vaulted ceilings and a fireplace-provide ample space for everyone. The main floor includes a luxurious primary suite with dual walk-in closets, a spa-like bath, and a private study. Upstairs, you'll find four additional bedrooms, three bathrooms, and convenient laundry on both levels. The finished lower level adds even more to enjoy, with a gym, media room, full bath, and plenty of space to unwind. Outside, entertain in style with a fully equipped outdoor kitchen, a heated saltwater gunite pool and spa, and a cozy gas...

July Rental: $65,000
August - LD Rental: $75,000

Lillian A Holtzclaw
(631) 204-2430

North Haven
$30,000

North Haven, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 735736

Historical Colonial classic c.1830, sited on an acre of fine landscaping. A chic historical captains house and covered porch with two fireplaces, living room, dining room, TV room, 5 bedrooms and 3+ baths. The wrap around porch with a large hot tub outback overlooks an oversized salt water pool, manicured lawn provide for a special laid back summer experience. Enjoy the newly renovated kitchen and central air throughout. Down the street from Sag Harbor Village and Foster Memorial's Long beach, where you might grab your beach chair and a bottle of wine to enjoy the spectacular sunsets.

July Rental: $30,000
July / Aug Rental: $59,000
August - LD Rental: $34,000

Cynthia R Barrett
(631) 537-4322

East Hampton
$99,000

East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 4.5
Web ID: 880431

Rental Reg. # 23-425. Built in 1990 and renovated to perfection, this home is ready for summer 2025. From Memorial Day through Labor Day, you can be the lucky tenant if you act fast.There are 6 Bedrooms , 4 1/2 baths, a first floor master, heated pool and even a tesla wall connector in the 2 car garage. With all the bells and whistles and proximity to town and beaches, summer could not be enjoyed in a better place. Also available for winter 2024-2025 ...Hurry.... Listing ID: 880431

MD - LD Rental: $245,000
June Rental: $50,000
July Rental: $99,000
July / Aug Rental: $195,000

Mary Ellen McGuire
(631) 537-4324

East Hampton
$95,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 6.5
Web ID: 755288

Rental Registration #: 22-1394 Very close to the Village of East Hampton is this newly constructed, beautiful home with 5 bedrooms and 6.5 baths. Generous proportions and set on .83 landscaped acres with heated gunite pool. This home offers a gourmet kitchen with top of the line appliances and granite counters; there's a living room with fireplace, formal dining room, and master bedroom with fireplace on the first floor. It has been newly furnished by an interior decorator. There is also a 2-car attached garage, full basement, and central air. Call to come and take a look at it; it has a lot more to offer than we could possibly list.

MD - LD Rental: $175,000
June/July Rental: $145,000
August - LD Rental: $95,000

Robert Stearns
(631) 771-5317

John Scott JT Thomas
(631) 771-5327

East Hampton
$105,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 901160

Rental Reg. # 23-358. On the fringe just outside East Hampton Village, this almost new property was again completely redesigned and is nothing short of perfection. There are 5 large ensuite bedrooms, each with 5 star hotel amenities and bedding with chic modern baths. The public areas consist of a beautiful formal dining room, a true great room filled with sumptuous furnishings and stellar artwork that opens to a professionally equipped kitchen with 2 fridges, 2 dishwashers and secondary butler's pantry. The lower level has a serious gym with the latest model Peloton and a spacious comfortable media room with a 75' TV. There are 3,500 sf at first and second floor plus a1,000 sf lower level. The private and sumptuously landscaped yard has a heated gunite pool, firepit, pergola and a built in BBQ. Sonos sound throughout.Listing ID: 901160

August - LD Rental: $105,000

Jennifer Linick
(631) 771-5310

Water Mill
$45,000

Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 737214

RR# RP200259. At the end of a Cul-de-Sac down a long privet lined flag lot is a private house surrounded by vineyards. Completely renovated in 2010 this 4 bedroom, 3.5 bath house is energy efficient and ready to enjoy. House has upstairs and downstairs master bedroom suites, large double height great room surrounded by windows, flooded with light. Balconies for vast open space views. New tumbled marble floors, new marble baths, brand new kitchen, new sunroom, and brick patio for entertaining. Heated saline pool with pool house, large limestone patio and outdoor shower. Two car garage on beautifully landscaped property. Close to Southampton, Citarella's and ocean beaches. Listing ID: 737214

June Rental: $25,000
July Rental: $45,000

Water Mill
$150,000

Water Mill, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 860982

RP# 200247. Oceanfront in Water Mill. Oceanfront, five-bedroom, three-bath Beach House has spectacular views of the ocean and Mecox Bay. On the beach - beautiful beach. Entertain on the deck, inside or outside. enjoy the fabulous view. Listing ID 860982.

June Rental: $150,000
July Rental: $150,000
July / Aug Rental: $215,000
August - LD Rental: $175,000
September Rental: $200,000

Richard Finder
(631) 702-7511

Roxanne Marina Sarrigeorgiou
(631) 204-2417

Springs
$20,000

Springs, NY
Rental
Bedrooms: 2
Bathrooms: 1
Web ID: 919474

Escape to a peaceful retreat in the heart of East Hamptons historic Springs Hamlet, a community. That once inspired Jackson Pollack and William de Kooning. This charming 2 Bedroom 1 bathroom Cottage offers the perfect summer getaway, blending rustic charm with modern comfort. Just a short stroll from the serene waters of Maidstone Beach Bay, you can enjoy breathtaking sunsets, kayaking, or peaceful morning walks. Whether you're looking to explore the vibrant Hamptons Art scene, relax on nearby beaches, or simply unwind in nature, this cottage is the ideal escape. Features Include: A fully equipped kitchen for easy summer entertaining, A spacious outdoor deck for al fresco dining, and proximity to local farmstands, art galleries and historic landmarks. Experience the best of East Hampton this summer! Available for July and August. Inquire now to book your stay!

July Rental: $20,000
August Rental: $22,000

Denise T LiPani
(631) 771-5316

Village Of Southampton
$125,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 735483

New construction. One block to Gin Lane. Offering 5 bedrooms and 5.5 baths, first and second floor master bedrooms, beautiful living room with open floor plan, gourmet kitchen with center island, wet-bar, flat panel TVs, hardwood floors, high ceilings, reclaimed hand hewn beams, stylishly-decorated and ready for your enjoyment. Very private property with a heated gunite pool. Listing ID: 735483

Custom Rental: $225,000
MD - LD Rental: $300,000
June Rental: $75,000
June/July Rental: $175,000
July / Aug Rental: $235,000
August Rental: $125,000
September Rental: $35,000

John P Vitello
(631) 204-2407

Village Of Sag Harbor
$70,000

Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 742725

Rental Reg. # R-24-0004 Designer's own newly renovated home is the perfect blend of village charm and modern amenities. Located equidistant to the beach and the village center, the house has a gracious open floor plan that makes summer entertaining ideal, with an easy flow to back deck and tastefully landscaped backyard. This 4 bedroom, 3 1/2 bath has it all: large spacious and light-filled bedrooms, modern designer bathrooms; fully-loaded gourmet kitchen with top-of-the-line appliances and a large comfortable living room with wood-burning brick fireplace and 40' 3D-HDTV. Master bedroom features en-suite bathroom with oversize glass shower and radiant heat floor as well as Romeo and Juliet balcony overlooking its own peach tree and heated gunite pool.. Additional conveniences include: large mudroom, double W/D, high speed wireless internet broadband, state of the art and super efficient 3-zone AC/heat, instant hot water, central vac, irrigation system, covered porch, garage,quiet street...

MD - LD Rental: $165,000
June Rental: $35,000
July Rental: $70,000
July / Aug Rental: $135,000
August - LD Rental: $70,000
Winter Rental: $45,000

Mary Ellen McGuire
(631) 537-4324

Timothy R O'Connor
(631) 771-5321

East Hampton
$150,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 7.5
Web ID: 738352

Rental Registration #23-0,918 - Located in one of the most beautiful lanes in the Hamptons, this traditional home offers it all. The home is unique and elegant offering five bedrooms, seven and one-half baths, heated pool, and tennis court. Through the three plus acre property, you will find a koi pond, pool house, and manicured grounds. The primary bedroom is on the main floor. On the second floor there is one additional primary suite plus three other ensuite bedrooms. Location, style, amenities, and proximity to East Hampton Village and beach. Further Lane at its best. Listing ID: 738352

July Rental: $150,000
August - LD Rental: $150,000

JB Jose B DosSantos
(631) 903-6147

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