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luxury houses with terrace for rent Southampton, United States (page 4)

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186 listings near Southampton

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23

House with pool and garden Water Mill (United States)

Water views stretch across Mecox Bay from this exceptional villa on Flying Point in Water Mill South. Privately set on 0.6 acres, this meticulous Hampton's residence offers approximately 5,000 square feet of living space with five bedrooms, including a gracious primary suite with en-suite bath, walk-in closet, den, and balcony overlooking the grounds. Four guest bedrooms enjoy sweeping bay views, complemented by beautifully appointed baths. A spacious eat-in chef's kitchen with pizza oven anchors the home, while multiple light-filled living and dining areas frame the water beyond. A finished lower level provides additional recreation space. Outdoors, a 40 foot by 29 foot heated gunite pool, cabana with outdoor TV, expansive patios, courtyard dining, vegetable gardens, and a secluded reflection garden create a true retreat. All just moments to pristine ocean beaches. [[Rental Registration # Pending]] Rental Terms: Other / Short Term - Year Round: $375,000

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$375,000 EC / month
5bedrooms
5bathrooms
land 0.2ha

By Sotheby's International Realty - East Hampton Brokerage

Nearby
10

House with pool and terrace Water Mill (United States)

Beautifully built, fresh, sunny and spacious, this shingled traditional is sited on 1 1/2 acres of mature trees and grounds. There is a gracious living with a fireplace and double height ceilings, a library with a fireplace, formal dining area, a professionally equipped kitchen with pantry, and 5 bedrooms with 4.5 baths including a oversized master with a study. This is a very comfortable country retreat includes a heated gunite pool. [[Rental Registration # RP170055]] EH RR #: RP170055 Rental Terms: June/July: $120,000 August - Labor Day: $100,000 Memorial Day - Labor Day: $220,000 June: $50,000 July: $100,000 September: $60,000 October: $60,000 July - Labor Day: $190,000 November: $60,000

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$60,000 EC / month
6bedrooms
5bathrooms
land 0.6ha

By Sotheby's International Realty - Southampton Brokerage

Nearby
34

House with pool and terrace Hampton Bays (United States)

A sleek Mid-Century home...Escape to this stunning 3-bedroom, 2-bathroom beach house located in the peaceful Shinnecock Hills area of Southampton. With a private setting on a quiet cul de sac, this professionally designed home offers a seamless blend of indoor and outdoor living, ideal for relaxation and entertainment. Property Highlights: 3 Bedrooms, 2 Bathrooms - Comfortably sleeps 6 Heated Pool & Hot Tub - Relax poolside or unwind in the hot tub after a day at the beach Spacious Outdoor Living - Enjoy sunny days on the large deck, perfect for entertaining or simply relaxing Large Outdoor Shower - Refresh after a swim in the pool or a day at the beach Beautiful Gardens - Professionally landscaped for a serene, private environment Interior Features: Primary bedroom with King bed and ensuite bathroom Two guest rooms with Queen beds, shared bathroom with tub & shower Cable TV & WIFI - Stay connected during your vacation Open Concept Living Areas - Bright and airy spaces, perfect for family gatherings Location & Convenience: Walk to the Shinnecock Bay Beach - Enjoy peaceful days by the water, just a short stroll away Minutes from Southampton Village & Hampton Bays - Only 10 minutes to charming shops, restaurants, galleries and attractions Close to Iconic Beaches - A short 10-minute drive to the beautiful beaches of Southampton and Hampton Bays Wine Country - Located near both the South Fork and North Fork of Long Island's famous wine regions Family Fun Nearby - Take the kids to the Riverhead Aquarium or enjoy a shopping spree at Tanger Outlets, just 20 minutes away. This beach house offers the best of both worlds - a private retreat with all the amenities you need, yet minutes from the vibrant action of Southampton and the natural beauty of the Hamptons. Perfect for those looking for a tranquil getaway with easy access to everything the area has to offer, including boating & water sports. Minutes to the Shinnecock Canal, which offers marinas, many waterside restaurants and a world class spa at the Five Star Canoe Place Inn & Restaurant. Don't miss out on this rare opportunity to stay in one of Southampton's most desirable areas. Book your stay today! [[Rental Registration # RP170644]] EH RR #: RP170644 Rental Terms: June: $25,000 Two Weeks: $18,000 August - Labor Day: $39,000

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$18,000 EC / month
3bedrooms
2bathrooms
land 0.3ha

By Sotheby's International Realty - Southampton Brokerage

Nearby
18

Seaside house with pool and terrace Water Mill (United States)

360-degress water views from every room at this delightful beach house perched on Flying Point with direct "put-in" access to Mecox Bay. This house offers an ideal open floor plan with powder room on the first floor and on the second floor, the primary en suite, two guest bedrooms and the second full bathroom. Easy, breezy, beachy living in a prime location. Amenities include a fully-modern kitchen with stainless appliances, water-facing decks on two levels with views to Channel Pond and the ocean, an outdoor shower, and its own private walkway to Mecox Bay. Only one property separates this house from ocean beach access at Flying Point, and the private walkway makes kayaking and paddle boarding easy. Very bright and beautifully furnished. Available for August and/or September as well as many other months in extended season. [[Rental Registration # RP260252]] EH RR #: RP260252 Rental Terms: September: $35,000 November: $12,000 Other / Short Term - Year Round: $220,000 August: $72,500 August - Labor Day: $75,000 October: $18,000

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$18,000 EC / month
3bedrooms
3bathrooms
land 0.3ha

By Sotheby's International Realty - Southampton Brokerage

Nearby
31

House with pool and garden Water Mill (United States)

This rental offers 3 bedrooms and 3 baths located in Water Mill South on 1+/- acre and bordering 34 acres of reserve. It is the perfect summer rental with pool house, heated gunite pool and detached 2 car garage. [[Rental Registration # RP251502]] EH RR #: RP251502 Rental Terms: June: $13,000 July: $50,000 August - Labor Day: $60,000

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$13,000 EC / month
3bedrooms
3bathrooms
land 0.4ha

By Sotheby's International Realty - Bridgehampton Brokerage

Nearby
27

Seaside house with pool and terrace Water Mill (United States)

This perfect modern beach house with large heated pool on coveted Flying Point Road is available for August through Labor Day 2026. With 360 degree water views, it's light makes this house one of a kind as well as large front yard and location. The sun rises on Mecox Bay and sets on Channel Pond, and the house sited on 2 acres overlooks both as well as the Atlantic Ocean right across the street. There are a total of 6 bedrooms with both first floor and second floor primary bedrooms in addition to a sitting room, TV room, living room and open kitchen/dining room. There is also a walk-out lower level bedroom. There are 3 different outdoor decks on various levels and they face different locations for view/sun optimization. There is even an outdoor fireplace, spa and outdoor shower. Very bright and furnished in easy haute beach style makes 1030 Flying Point, the ideal summer rental. [[Rental Registration # RP240380]] EH RR #: RP240380 Rental Terms: August - Labor Day: $250,000

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$250,000 EC / month
6bedrooms
8bathrooms
land 0.8ha

By Sotheby's International Realty - Southampton Brokerage

Nearby
49

House with pool and terrace Water Mill (United States)

This very high-end, newer construction home is available for rent from July 1-Aug 15th, for 2-3 weeks or 1 month. Gorgeous architecture, landscaping and stylish designer interiors are hallmarks of this classic estate. The private gated home sits on a full-lawn property on a quiet street, buffered by fields in front and a pretty tree farm in back. The inside features high-end, custom-designed furnishings and art curated by Mabley Handler, one of the Hamptons most sought-after designers. The nearly 9000SF home offers the ultimate backyard--with an oversized pool with overflowing Hot Tub, and thousands of feet of patios and terraces. You have your choice of entertainment areas, including covered porches, pergolas, open terraces, a fireplace area and a pool house area. Nestled in the heart of Water Mill's horse country on a quiet cul-de-sac, this sleek shingle-style transitional home offers the finest in Hampton's living. Beyond the private gated entrance, the 6 Bedroom home (all with ensuite baths) spans 6300 feet above ground, with a 2500 SF, gorgeously finished lower level. The home features a dramatic 2-story paneled foyer that opens to three different living rooms--a great room, living room and TV room. The kitchen is enormous, designed by Bakes & Kropp kitchen, with a large breakfast area overlooking the yard and a butler's pantry that leads to the formal dining room. The second floor features an enormous primary suite with adjoining sitting room/office and a terrace with views. There are 4 additional ensuite designer bedrooms upstairs. The lower level is truly gorgeous and an extension of teh upstairs. If offers an expansive windowed entertainment space, including a living room, new theater, and an additional bedroom with ensuite bath. There is a state-of-the-art gym, spa bath, sauna and steam room. Spend each day relaxing on the expansive, south-facing terrace with all day sun. The pool house--with kitchenette, living room, outdoor shower and laundry--offer every amenity at your fingertips. The house is controlled by a fully integrated Control 4 Smart system. [[Rental Registration # Pending]] Rental Terms: Two Weeks: $95,000 June: $125,000

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$95,000 EC / month
6bedrooms
9bathrooms
land 0.4ha

By Sotheby's International Realty - Bridgehampton Brokerage

Nearby
43

House with pool and garden Water Mill (United States)

Summer or Year Round Living Perfectly positioned south of the highway in one of Water Mill's most desirable locations, this beautifully maintained contemporary offers effortless single-level living on a private, beautifully landscaped acre. A gated entrance and mature plantings create a welcoming sense of arrival, while bright, open interiors with soaring ceilings and walls of glass fill the home with natural light. The thoughtfully renovated kitchen flows seamlessly into the spacious living and dining areas, creating an inviting setting for both everyday living and entertaining. The home offers four bedrooms and four full baths, including a gracious primary suite tucked into its own private wing with double walk-in closets, an oversized spa-like bath, and direct access to the outdoor living spaces. Two guest bedrooms also open directly to the rear deck, creating an ideal layout for hosting family and guests, while a separate study provides the perfect home office or quiet retreat. Designed to embrace the Hamptons lifestyle, expansive decking surrounds the sparkling heated pool, where eastern exposure welcomes beautiful morning light throughout the day. Multiple outdoor entertaining areas, cheerful landscaping, and an exceptional stretch of lawn provide plenty of room for everything from summer gatherings to a game of frisbee or Sunday football. A partially finished lower level offers additional overflow living space, a full bath, laundry area, and generous storage, providing flexibility to suit a variety of needs. Offering privacy, style, and an exceptional south of the highway location, this turnkey Water Mill retreat seamlessly blends easy single-level living with outstanding indoor and outdoor entertaining. [[Rental Registration # RP260361]] EH RR #: RP260361 Rental Terms: Other / Short Term - Year Round: $200,000 Memorial Day - Labor Day: $160,000

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$200,000 EC / month
4bedrooms
4bathrooms
land 0.4ha

By Sotheby's International Realty - Southampton Brokerage

Nearby
22

House with pool and terrace Water Mill (United States)

Ideally situated in the heart of Water Mill, this beautifully renovated four-bedroom home offers the perfect balance of privacy, comfort, and effortless Hamptons living. Set on a full acre with peaceful, unobstructed natural views, the property provides a serene escape just minutes from the best of the East End. Renovated in 2018, the light-filled interiors feature an inviting open-concept kitchen and living area, thoughtfully designed for relaxed summer days and easy entertaining. The primary suite opens directly onto the outdoor deck, creating a seamless connection between indoor and outdoor living. Outside, expansive, fully fenced grounds surround a sparkling in-ground pool, while a comfortable deck with outdoor dining provides the perfect setting for gatherings or quiet afternoons in the sun. The generous property offers exceptional privacy, with open space and tranquil natural surroundings. Conveniently located just minutes from ocean beaches, Southampton Village, and Bridgehampton Village, with their renowned restaurants, boutiques, and cultural attractions, this inviting retreat offers the best of Hamptons summer living. **Available Memorial Day through Labor Day 2027 or annually.** [[Rental Registration # RP260066]] EH RR #: RP260066 Rental Terms: Memorial Day - Labor Day: $85,000 Other / Short Term - Year Round: $125,000

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$125,000 EC / month
4bedrooms
3bathrooms
land 0.4ha

By Sotheby's International Realty - Southampton Brokerage

Nearby
36

House with pool and garden Water Mill (United States)

This recently renovated and impeccably maintained Water Mill residence with five bedrooms and four-and-a-half baths, located on a quiet cul-de-sac, offers the ideal setting for entertaining and relaxing. Sited on over an acre, the property features a beautifully landscaped, private rear yard with a heated, lighted 20' x 40' Gunite pool surrounded by a heat-resistant patio, with an outdoor kitchen featuring fridges, Lynx Infrared searing barbeque for summer grilling, expansive rolling lawn, and two firepits perfect for star-filled evenings with a Sonos sound system inside and outside. The main level includes a welcoming den with a gas fireplace, a comfortable living room, a gourmet kitchen outfitted with Viking professional appliances, dual dishwashers, wine fridge, ice maker, water cooler, and a generous center island, along with a spacious dining area for hosting family and friends. Upstairs, the serene primary suite offers a king-sized bed, Peloton, and a luxurious bath complete with a soaking tub, Toto Washlet, and double vanities. The second floor also includes an ensuite guest room, two additional bedrooms sharing a hall bath, and a convenient laundry room. The finished lower level with 10-foot ceilings includes a second laundry area, fridge, microwave and sink. It also provides a fifth bedroom, full bathroom, recreation room with pool table, ping pong, and an extensive game system, as well as a gym with a treadmill, free weights, incumbent bike and TV. Located moments from farm stands, world-class ocean beaches, transportation, and the vibrant communities of Southampton Village, Bridgehampton, and Sag Harbor - known for their marinas, dining, cultural venues and shopping - this Water Mill retreat delivers the very best of Hamptons vacation living. Rental Terms: Two Weeks: $25,000 Other / Short Term - 5/22/2026 - 6/26/2026: $50,000

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$50,000 EC / month
5bedrooms
5bathrooms
land 0.5ha

By Sotheby's International Realty - Bridgehampton Brokerage

Nearby
50

Seaside house with pool and garden Water Mill (United States)

This brilliant Water Mill South estate is now offered for summer and off-season time periods. When you think of a luxury Hamptons rental, this offering "ticks all the boxes." Sited on over two acres, this estate offers seven bedrooms, nine full baths, three half baths, the main residence scaling some 13,000 square feet, a pool, pool house, and tennis court. With views of Mecox Bay and the Atlantic Ocean, this property features amenities that create unmatched resort-style living, including the indoor gym, home theater, the 30'x50' heated Gunite pool with spa, and sunken clay tennis court. The property and home feature the highest attention to detail and state-of-the art technologies including Control 4 home automation, Lutron lighting, Sonos audio system, and top appliances by Wolf, Sub-Zero, and Miele. The gated drive leads to the covered front entry that opens to the double-height reception foyer and the light-filled, first floor offering myriad spaces to entertain: The great room, living room, and gourmet eat-in kitchen with breakfast area, all of which open to covered porches and terraces, making indoor-outdoor living and entertaining seamless. A generous ground floor guest suite opens to the back patio and pool area. The attached heated garage offers one space, and opens to the rear service areas and back staircase. The main stair case rises to the second level with the primary suite that occupies the south wing and which includes an office, private deck with glorious views of Mecox Bay and the ocean, and an over-sized, spa-like, marble bathroom. This second level also offers five additional guest suites, two with walk-in closets, and laundry room. The finished lower level features the home theater with seating for ten or more, a recreational hangout with a full bar, and full gym with steam room and sauna. The spacious pool house offers a lounge space, kitchenette, full bathroom, and laundry (summer rentals only). Truly, a spectacular residence and property, ready right now for multiple time periods. [[Rental Registration # RA261802]] EH RR #: RA261802 Rental Terms: June/July: $500,000 Two Weeks: $100,000 March: $100,000 May: $150,000 January: $100,000 February: $100,000 June: $200,000 July: $300,000 Other / Short Term - 5/28/2027 - 7/31/2027: $550,000 April: $100,000

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$100,000 EC / month
7bedrooms
12bathrooms
land 0.8ha

By Sotheby's International Realty - Southampton Brokerage

Nearby
39

House with pool and garden Water Mill (United States)

Indulge in the ultimate Hamptons experience at Historic Box Farm, a magnificent 6-bedroom, 6-bath estate meticulously renovated in 2024. Set on rolling manicured lawns framed by mature trees, this property offers an unparalleled blend of timeless elegance and modern comfort. Grand Heated Pool (20' x 40') - the centerpiece for sun-soaked afternoons and moonlit swims Prime Water Mill Location - minutes from pristine ocean beaches and the world-class dining and boutiques of Southampton, Bridgehampton, and Sag Harbor Three king suites, two queen bedrooms, and a full-size guest room for effortless hosting. Pet-Friendly - Discerning owners will consider pets upon request Outdoor Entertaining - Expansive deck with grilling station, perfect for sophisticated soirées and alfresco dining Multiple Indoor & Outdoor Lounges - curated spaces for intimate conversations or lively gatherings Modern Amenities - TVs in every room, premium cable, and high-speed connectivity [[Rental Registration # Pending]] EH RR #: RP170644 Rental Terms: August: $45,000 August - Labor Day: $50,000 July: $45,000 June: $38,000

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$38,000 EC / month
land 0.4ha

By Sotheby's International Realty - Southampton Brokerage

Nearby
30

Seaside contemporary house with pool and terrace Bridgehampton (United States)

Dramatic Contemporary in a beautiful location, with wide Mecox bay views to the north and the sandy ocean beach to the south. This top notch, well equipped and maintained contemporary features a huge living room accessing ocean or bay decks, a formal dining area, a media room, a gourmet's eat in kitchen, a private master suite with a deluxe bath featuring a shower with ocean views and an office, a full gym, 6 additional bedrooms and 9 additional baths, a heated pool and spa surrounded by spacious decking and overlooking the ocean completes this special home. [[Rental Registration # RP190323]] Also, available for annual rental, price upon request. EH RR #: RP250632 Rental Terms: July: $495,000 Memorial Day - Labor Day: $1,300,000 Two Weeks: $350,000 August - Labor Day: $595,000

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$595,000 EC / month
7bedrooms
10bathrooms
land 1ha

By Sotheby's International Realty - Southampton Brokerage

Nearby
26

House with pool and garden Water Mill (United States)

Spend your summer in a coveted South of the Highway Mecox waterfront community, surrounded by $5 to $10 million homes and tucked away on a quiet one way lane just moments from Mecox Bay and the ocean beaches. This stylish 3 to 4 bedroom retreat offers classic Hamptons interiors with an eat in kitchen that flows seamlessly into a dramatic living room with soaring cathedral ceilings and abundant natural light, while a wrap around front porch and expansive rear deck overlook the beautifully landscaped grounds and inviting pool. The layout includes a convenient first floor primary bedroom, two additional bedrooms upstairs, and a finished lower level with a spacious TV room and adjacent full bath that can serve as a fourth bedroom, bonus rooms with sliding glass doors to the backyard, plus a laundry room, wine storage, and flexible office or gym space with direct access to the pool area. Just a few doors down is a neighborhood dock for launching your paddleboard or kayak into Mecox Bay, and you are only two miles from three stunning ocean beaches including Scott Cameron Beach, with Water Mill and Bridgehampton Villages just five minutes away for dining, shopping, and farmstands, making this the perfect setting for an effortless and unforgettable Hamptons summer. [[Rental Registration # ra241558]] EH RR #: ra241558 Rental Terms: August: $55,000

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$55,000 EC / month
3bedrooms
4bathrooms
land 0.1ha

By Sotheby's International Realty - Bridgehampton Brokerage

Nearby
48

House with pool and garden Water Mill (United States)

Located in a desirable "South of the Highway" Water Mill location, this architecturally significant shingle-style farmhouse offers a blend of historical elegance and modern luxury on an incredibly rare 3 +/- acres. Originally dating to 1785 and thoughtfully renovated and expanded, 265 Mecox Road is designer-decorated and one of the most unique rental offerings in all of the Hamptons. The main house is complemented by a gunite pool, a pool house, a Har-Tru tennis court, an elegant reflecting pond, all surrounded by mature gardens and ancient Linden trees, and behind mature privet hedges for privacy. The main home is designed in a nautical-inspired blue and white palette that enhances its understated sense of style. The 5 bedrooms and 4.5 bathrooms are in an ideal floor plan configuration, offering privacy from one another. The chef's kitchen is well-equipped with commercial-grade appliances by Thermador and Sub-Zero with an oversized center island. Modern conveniences are seamlessly integrated, including Sonos audio throughout the property. Outside, the living experience is enhanced by a classic bluestone patio, an oversized outdoor pavilion with a fireplace capable of accommodating over 20 guests, and an outdoor kitchen with built-in Wolf grill under a pergola of ivy, perfect for summer entertaining. The pool house also offers a kitchenette, full bathroom and covered dining area. Positioned just minutes from the famed Mecox Beach and perfectly situated between the villages of Southampton and Bridgehampton with their many dining, retail and cultural offerings, 265 Mecox Road offers a summer holiday of unparalleled privacy and seclusion for which the Hamptons is known. [[Rental Registration # Pending]] Rental Terms: August - Labor Day: $165,000 July - Labor Day: $330,000 July: $165,000

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$165,000 EC / month
5bedrooms
5bathrooms
land 1.3ha

By Sotheby's International Realty - East Hampton Brokerage

Nearby
50
Video

House with pool and garden Water Mill (United States)

PLEASE NOTE: This property is available for US Open dates June 15th- June 22nd. Beautifully renovated Gambrel on 1.17 acres +/- bordering two reserves. This custom classic includes 3 Master suites, one downstairs and 2 upstairs master suites up. Main floor has a living room with vaulted ceiling, dining room, library/office, open kitchen to lounge / dining area and many possibilities for outdoor dining accessed from kitchen and living room. Upstairs there is a large secondary gathering room, outdoor lounging and dining on deck and 5 guest rooms.The lower level has a separate staff room,full bathroom and super-sized playroom with wet bar, bathroom, rock climbing wall, gym and more bunk beds.. A new heated salt water gunite pool is surrounded by beautifully landscaped grounds, built in BBQ, many outdoor decks and a putting green. Private flag lot with farm field views and 3 fireplaces. Stunning!!! [[Rental Registration # RP260815]] EH RR #: RP260815 Rental Terms: August: $225,000 July: $225,000 Other / Short Term - 7/1/2027 - 8/31/2026: $450,000

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$225,000 EC / month
8bedrooms
11bathrooms
land 0.5ha

By Sotheby's International Realty - Southampton Brokerage

Nearby
16

House with pool and terrace Water Mill (United States)

Nestled south of the highway between Bridgehampton and Water Mill, this enchanting, beautifully restored cottage offers the perfect blend of timeless Hamptons charm and modern comfort. Surrounded by lush, mature gardens and idyllic landscaping, the property provides a peaceful retreat just moments from world-renowned ocean beaches, boutique shopping, and acclaimed restaurants. Inside, the home features four inviting bedrooms and two beautifully appointed baths, along with a spacious living room centered around a cozy fireplace. The gourmet kitchen has been thoughtfully updated while preserving the home's original architectural character, seamlessly blending period details with today's modern conveniences. Step outside to enjoy the serene beauty of the grounds, where expansive lawns, colorful gardens, and a picturesque stream create an unforgettable setting. Dine al fresco beneath the stars, relax by the large oval-shaped heated pool, or simply unwind in the tranquil surroundings that define the Hamptons lifestyle. A rare opportunity to experience the romance of a classic Bridgehampton cottage with all the comforts of contemporary living, this exceptional property is available as an exclusive luxury rental. Rental Terms: August: $70,000 August - Labor Day: $70,000

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$70,000 EC / month
4bedrooms
3bathrooms
land 0.3ha

By Sotheby's International Realty - East Hampton Brokerage

Nearby
35

House with pool and garden Hampton Bays (United States)

Welcome to 60 Lynncliff, a chic Hamptons home with every amenity. This three bedroom two bath recently renovated gorgeous enclave is private, comfortable and full of natural light. Enjoy morning coffee on the deck, back yard bbqs, soaking in your hot tub or swimming in the gorgeous in-ground pool. This home is an exceptional option as a Hamptons home base during the US Open in June, being held at Shinnecock Hills. With close proximity to the golf course, enjoy all of the excitement of tournament week! Spend your summer among beautiful Hamptons beaches, shopping and dining. Available June-27k, July-29k and Aug-29k

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$27,000 EC / month
3bedrooms
2bathrooms
land 0.2ha

By Daniel Gale Sotheby's International Realty

Nearby
29

House with pool and garden Water Mill (United States)

Perfectly positioned in the heart of Bridgehampton South, this beautifully designed six-bedroom, five-and-a-half-bathroom home embodies effortless Hamptons living in every season. Filled with natural light, the home offers elegant, sun-drenched interiors, sophisticated yet relaxed furnishings, and a seamless flow between indoor and outdoor spaces. Thoughtfully designed for both comfort and style, expansive living and dining areas create the perfect setting for everyday living, entertaining, and weekends with family and friends. Beautifully landscaped grounds offer multiple outdoor seating and dining areas, while a tucked-away fire pit provides an inviting place to gather on crisp fall evenings or cool spring nights. Designed with every member of the family in mind, the property also features a basketball court, trampoline, playground, and garage, offering plenty of space for recreation and relaxation throughout the year. Located moments from Bridgehampton's renowned restaurants, boutiques, farm stands, ocean beaches, and equestrian facilities, the home offers an ideal balance of privacy, comfort, and convenience - from quiet fall weekends and cozy winters to spring on the East End and the arrival of summer. An exceptional opportunity to experience Bridgehampton living through the seasons. [[Rental Registration # Pending]] Rental Terms: March: $15,000 February: $15,000 January: $15,000 Other / Short Term - 9/12/2026 - 6/30/2027: $195,000 November: $30,000 October: $35,000

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$15,000 EC / month
6bedrooms
6bathrooms
land 0.4ha

By Sotheby's International Realty - Bridgehampton Brokerage

Nearby
8

House with garden and terrace Bridgehampton (United States)

This 4 bedroom, two bath, air conditioned vacation home is situated on over an acre of well landscaped property, dock and offers stunning views of Sam's Creek and Mecox Bay as well as the surrounding area. You can enjoy all the views while relaxing outside on the fully equipped deck, or inside thanks to magnificent floor to ceiling windows. The spacious lawn allows ample room for all sorts of outdoor activities or take the boat out for a cruise in Mecox Bay. Also available May for $30K; June for $50K; September for $35K; October for $25K; any two consecutive weeks during summer season for $50K. Rental Terms: July - Labor Day: $200,000 August - Labor Day: $150,000 July: $100,000 Memorial Day - Labor Day: $200,000 Other / Short Term - May or September: $50,000

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$150,000 EC / month
4bedrooms
2bathrooms
land 0.4ha

By Sotheby's International Realty - Bridgehampton Brokerage

Nearby
24

House with pool and garden Bridgehampton (United States)

Ideally situated South of the Highway in Bridgehampton, this exceptional rental offers the quintessential Hamptons lifestyle on a beautifully cleared, one-acre parcel. Tucked away on a quiet cul-de-sac, the property offers a rare combination of privacy, tranquility, and convenience, just moments from ocean beaches, horse farms, world-class dining, shopping, and everything the Hamptons has to offer. The light-filled residence is designed for effortless summer living and year-round enjoyment, with generous spaces for relaxing and entertaining. A welcoming living room with fireplace, updated kitchen and dining area, which flows seamlessly to a grand oversized screened-in porch. The first floor also features a comfortable junior primary bedroom, and a dedicated home office area overlooking the pool. Upstairs, the gracious, private primary suite is joined by two additional guest bedrooms, providing comfortable accommodations for family and guests. Outside, a heated gunite pool with fencing takes center stage amid mature landscaping and expansive, fully cleared grounds. There is abundant room to lounge poolside, dine al fresco, entertain, or simply enjoy the serenity of the property. Additional amenities include a two-car garage and generous parking. With its coveted South-of-the-Highway location, peaceful setting, spacious interiors, resort-style pool, and proximity to the ocean, this is a distinctive opportunity to experience Bridgehampton at its best. Available as a summer or year-round rental. [[Rental Registration # RP230864]] EH RR #: RP230864 Rental Terms: Other / Short Term - Year Round: $250,000 June: $35,000 August - Labor Day: $75,000 Memorial Day - Labor Day: $175,000 July: $65,000

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$75,000 EC / month
4bedrooms
4bathrooms
land 0.4ha

By Sotheby's International Realty - Bridgehampton Brokerage

Nearby
50

House with pool and garden Water Mill (United States)

Consisting of two single and separate properties with a combined acreage close to 5 acres, offering beauty, privacy, and grand entertaining possibilities. This symmetrically laid out elegant compound abutting a 200+/- acre land preserve consists of an expansive 10,000 SF+/- main residence, 7 bedrooms, 5 full and 1 half bathrooms, a Givenchy-inspired guest house, a special 5 car carriage-style garage with basement, room for tennis and sensational farm and golf course views. The property is conveniently located between all major hamlets such as Bridgehampton, Sag Harbor, East Hampton, and Southampton with easy access to the most beautiful ocean beaches. In close proximity to prestigious golf courses such as Atlantic (1 mile), The Bridge (3 miles), Shinnecock Hills, and The National. The main house offers soaring ceilings of 13' to 30' in height. The home's elegant interior contains graceful common parlors surrounded by oversized, handmade mahogany windows and antique French doors, flooding the rooms with natural light and impressive views of the courtyard. Custom millwork is present throughout the home, alongside exquisite 200-year-old honed marble tile, limestone, and French oak wood flooring as well as 4 wood-burning fireplaces with antique marble and limestone surrounds. An old school, state-of-the-art chef's kitchen comes fully equipped with two SubZero refrigerators, 3 dishwashers from Bosch/Fisher and Paykel, built-in ice machine, wine cooler, and Bluestar 8-burner commercial stove, as well as butler's pantry, wet bar and dog bath. The upper-level landing gives way to a spacious primary suite, graced by unobstructed afternoon light, a sitting room with fireplace, and luxurious, very spacious primary bathroom with special feature marble soaking tub. On the same level, you will find 3 additional, gracious guest bedrooms. The property offers cherry, apple, and hibiscus trees surrounding a recently renovated 20' x 40' heated gunite pool with blue stone edging. Enjoy mature landscaping and meticulous gardens with boxwoods, hydrangeas, and ornamental trees dotting the ample lawn space. Two blue stone covered patios with unrivaled views of the expansive terrain make up the exquisite outdoor living and dining space. This and much more, offered co-exclusively. Rental Terms: Other / Short Term - Year Round: $850,000

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$850,000 EC / month
7bedrooms
6bathrooms
land 2ha

By Sotheby's International Realty - Bridgehampton Brokerage

Nearby
43

House with pool and terrace Bridgehampton (United States)

57 Jobs Lane, a magical very special 2 house property on 2 park like acres mere moments from the Ocean and Bridgehampton town. The property offers charming parlors, 4 guest rooms, 2 baths, and primary suite complete with a private deck and sitting area within the main house. The open kitchen seamlessly connects to a grand living room, while a dining room leading to alfresco outdoor dining, oversized 75ft pool and the most enchanting guest house with ensuite bedroom, living room, a well-appointed kitchen and its own private outdoor patio. [[Rental Registration # RP260545,RP260546]] EH RR #: RP260545, RP260546 Rental Terms: September: $75,000 Memorial Day - Labor Day: $250,000 August - Labor Day: $150,000 July: $90,000 June: $35,000

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$35,000 EC / month
6bedrooms
5bathrooms
land 0.8ha

By Sotheby's International Realty - Bridgehampton Brokerage

Nearby
50

House with pool and garden Bridgehampton (United States)

This five bedroom, 6.5 bath home, located on a private cul-de-sac street approximately 1 mile from the ocean, is perfectly sited on a beautifully landscaped acre. The front door opens onto a large, bright foyer. To the left is the living room with fireplace, baby grand piano, and 2 sets of doors leading to the covered porch facing south and the deck facing west. To the right of the foyer are the formal dining room and elegant powder room. Overlooking the rear yard is the fully equipped, renovated eat-in kitchen with stainless steel appliances including a Sub-Zero refrigerator, gas range, 2 dishwashers, and wine cooler. Down a short hallway are the family room with a fireplace and high ceilings and a room serving as the pool cabana, featuring a refrigerator, washer/dryer, and full bath. The main staircase in the foyer leads upstairs to the primary bedroom suite with a king-size bed, walk-in closet, and luxurious bathroom; an en-suite bedroom with a king-size bed; 2 additional bedrooms, each with a queen-size bed, which share a hallway bath; and a second laundry with washer/dryer. The 2nd staircase by the family room leads to a private 2nd floor en-suite bedroom with a king-size bed and to a separate office. The lower level has a finished recreation room and a full bath. Outside, there are multiple seating areas: the south-facing covered porch; the deck facing west with a Weber grill and large teak dining table for 12; and a patio surrounding the gunite pool with a variety of wicker furniture and comfortable lounge chairs. The grounds are lushly landscaped with spectacular gardens and ample grassy areas. Adjacent to an agricultural reserve, the property offers spectacular sunset views. [[Rental Registration # RP241855]] EH RR #: RP241855 Rental Terms: July: $89,500

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$89,500 EC / month
5bedrooms
7bathrooms
land 0.4ha

By Sotheby's International Realty - Bridgehampton Brokerage

Nearby
25

House with pool and garden Water Mill (United States)

This elegant and stylish new home has every prerequisite to spend a luxurious summer in the Hampton's. With 7 bedrooms, 8 baths, designer kitchen with marble quarried in Italy, top of the line appliances, formal dining room, beautiful living room and inviting outdoor patio for entertaining. Magnificent finishes throughout, exquisite attention to detail plus a movie theatre, gunite pool, and tennis, all on a beautiful 3 acre lot. [[Rental Registration # RP200840]] EH RR #: RP261401 Rental Terms: Two Weeks: $85,000

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$85,000 EC / month
7bedrooms
8bathrooms
land 1.2ha

By Sotheby's International Realty - Bridgehampton Brokerage

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