luxury real estate for rent East Hampton, United States (page 5)

An architecturally distinguished modern barn, this three-bedroom residence offers a rare fusion of artistic design, refined finishes, and resort-level privacy. Set behind meticulously curated landscaping, the home presents a sculptural silhouette and interiors defined by soaring volume, gallery-like light, and a sophisticated contemporary palette. The main living spaces flow effortlessly to the outdoors, framing views of the property's lush grounds. A fully finished loft-ideal as a private office, studio, or additional lounge-elevates the home's versatility and provides a serene, sunlit retreat separate from the primary living areas. The backyard functions as a private resort, anchored by a pristine pool surrounded by native plantings that create a sense of seclusion and seasonal beauty. The outdoor living and dining areas offer elegant settings for both intimate relaxation and open-air entertainment. Perfectly positioned between Sag Harbor and East Hampton Village, the property allows equal access to luxury boutiques, acclaimed dining, marinas, and the Hamptons' most coveted ocean beaches. This is modern East End living at its most polished-where architectural artistry, privacy, and premier location converge. [[Rental Registration # 24-1449]] EH RR #: 24-1449 Rental Terms: October: $30,000 Two Weeks: $15,000

Located within a few blocks of the village, this well maintained farmhouse offers comfortable living. The main floor is open and bright with living, dining and kitchen. Dining area opens to an outdoor patio. The upper floor has 2- ensuite bedrooms. Nicely furnished and uncluttered. The 1.2 acre property is private and set at the end of a cul-de-sac. [[Rental Registration # RentalRegistry26-24]] EH RR #: Rental Registry 26-24 Rental Terms: Other / Short Term - Year Round: $6,350

This East Hampton charmer is moments away from Main Street East Hampton and ocean beaches. It has four bedrooms and two full baths, beautiful open kitchen and dining overlooking the beautiful backyard. Convenient location, moments to town where you will find great restaurants, shopping to explore, close to ocean beaches and transportation via The Jitney and Long Island Railroad. [[Rental Registration # 24-864]] EH RR #: 24-864 Rental Terms: August: $30,000 Other / Short Term - Year Round: $120,000 July: $30,000 August - Labor Day: $40,000

A modern retreat, cradled in a park-like oasis, where privacy and style intertwine in effortless harmony. Originally crafted in 1966 and thoughtfully renovated, this hidden gem awaits those who seek beauty and tranquility. Nestled along a storybook street and moments from the breathtaking shores of Louse Point, the home invites nature to dance within. Wide wraparound decking blurs the line between indoors and out, while golden light spills through every space, illuminating vaulted cottage-style ceilings that seem to breathe with the breeze. With two serene bedrooms, two spa-like baths, and a whimsical loft accessed by a library-style ladder, the home is both intimate and enchanting. Meandering pathways wind through the lush grounds, leading to a glistening pond, secluded seating nooks, and a fire pit encircled by Adirondack chairs-each moment here designed for quiet wonder. An automated driveway gate ensures a sanctuary of privacy. A place where time slows, light lingers, and every corner whispers serenity. Simply perfect. [[Rental Registration # 26-368]] EH RR #: 26-368 Rental Terms: July - Labor Day: $64,500 August - Labor Day: $33,500

RR#: 21-560, Exp 05/23/2023 Also Available October 2023 $6K This stylish cottage lies within steps from the East Hampton Grill and East Hampton's Main Street . The floor plan provides 2 bedrooms and 2 baths, renovated kitchen and baths, breakfast room with roughly 1200 sq ft of living space. The gated and fenced property offers privacy with great outdoor entertaining space under the wisteria covered pergola with beautiful gardens abound. The comfortable interior is perfect for summer days and nights. A hidden gem, close to everything. EH RR #: 21-560 Rental Terms: Other / Short Term - September : $6,000

Located just 2 blocks from Sammy's Beach, in East Hampton, unwind at this stunning original Mid-Century home. This freshly renovated two story, three bedroom, two bath house was built with oak floors, cedar clad walls and ceiling, and antique details for a luxurious yet charming feel.It features a double height living area with floor to ceiling windows, wood burning stove, and integrated fully equipped kitchen and dining areas. Sliding glass doors lead to the expansive wraparound deck with Barbecue, dining and lounge areas, outdoor shower, and the large yard with seating and a fire-pit. The bedrooms are generously proportioned with 2 king and 1 queen beds, and upstairs there is a dedicated office and work out area with its own walkout balcony.Though quiet and elegant in nature, the home is modern where it counts. It features two large flatscreen TVs, 1 GB wi-fi and unlimited music and sound capabilities in every room. Enjoy long days on the beach, paddle board or kayak in Three Mile Harbor, or hikes through the nearby 116 acre Sammys Beach Nature preserve. Conveniently located 2 blocks from Sammys Beach, 7 minutes to East Hampton Village and only 10 minutes from Sag Harbor, the home is a true East End escape. [[Rental Registration # Pending]] Rental Terms: February: $2,975 July - Labor Day: $39,000 September: $4,500 June: $9,900 April: $2,975 March: $2,975 November: $3,200 Other / Short Term - Dec: $3,200 October: $3,200 August - Labor Day: $22,000 Memorial Day - Labor Day: $49,000 August: $18,000 January: $2,975 July: $18,000 May: $3,975

Handsome classic estate house with sensational sunset views over Maidstone Club and Hook Pond. Period beams and paneling, large sun room with wet bar. Game room with ping pong, pool table and big TV. Newly renovated kitchen with dining for 8 and a comfortable sitting area with flat screen TV. Great location in East Hampton. The house can accommodate 12 -15. The property is a stone's throw from the ocean. A special place for 2, 3, or 4 weeks vacation. Rental Terms: August - Labor Day: $175,000

Also Available: Two Weeks between Aug 1 - Aug 31 28K This very private and dreamy Alfred Scheffer restored home and cottage circa 1967 is surrounded by reserve and views of Accabonac Harbor. Exposed wood beams and an expansive back yard create an atmosphere and environment that set the tone of this great scenic property. It is living with nature at its best. The Barn inspired main house is sited to take advantage of the forever field views and is filled with light. There is a 1st floor ensuite primary bedroom, a kitchen meant for cooking and a barn chic great room. What's special about the living arrangement is the guest cottage creating a true compound and privacy with 2 bedrooms and 2 full baths in addition to a high ceiling studio or gathering spot. The outdoor spaces on 2 acres include a pool, fire pit area, sweeping pastoral vistas and a lovely patio for entertaining off the main house. EH RR #: 25-34 Rental Terms: August: $50,000 Two Weeks: $28,000 August - Labor Day: $55,000

Set deep within a private, wooded enclave of Amagansett, 41 Deep Wood Lane offers a rare opportunity to experience one of the East End's most cherished natural settings with remarkable tranquility. Approached by a long, secluded drive and enveloped by mature trees and lush plantings, the property feels deeply peaceful, yet remains moments from Amagansett's beloved farm stands and its world-class ocean and bay beaches-pristine, sought-after stretches of shoreline that define the area's enduring allure. Inside, the home carries an atmosphere of relaxed refinement. Sunlight pours through magnificent windows, illuminating interiors layered with soft tones and natural textures. The aesthetic is collected and organic, inviting, unforced, and quietly elegant. Multiple living spaces offer room to gather or retreat, each shaped by the surrounding landscape. The home features six generously sized bedrooms and five-and-a-half bathrooms, including a main primary suite privately positioned upstairs, a serene sanctuary among the treetops, and a second primary suite on the main level offering its own sense of ease and comfort. A dedicated gym, indoor sauna, and a second prep kitchen on the lower level further enhance the home's thoughtful, restorative nature. Outdoors, the property unfolds into a series of beautifully considered spaces, each deserving its own attention. A stunning gunite, pool with a bluestone surround anchors the grounds, framed by generous seating and lounging areas that invite long, unhurried afternoons. A separate firepit area, complete with its own seating, creates a natural gathering place as the day softens into evening. A large, private outdoor shower offers a refreshing post-beach ritual, while a wisteria-draped pergola provides a shaded, romantic setting for outdoor dining. An outdoor grilling area completes the experience. Everywhere, mature trees and dense greenery create a sense of privacy and immersion in nature. This is a home that feels deeply connected to its surroundings-soulful, secluded, and effortlessly livable. A true Amagansett retreat for those who value quiet luxury, natural beauty, and proximity to some of the most pristine beaches on the East End. [[Rental Registration # RR-26-242]] EH RR #: RR-26-242 Rental Terms: August - Labor Day: $120,000 August: $110,000

Stylish contemporary featuring 3 bedrooms and 2 baths, lovely grounds and heated pool. Located in East Hampton's Clearwater Beach community. Living room is open with double height ceilings and fireplace. Dining is open also. Hardwood floors, plenty of light.Perfect summer living. [[Rental Registration # 24-1402]] EH RR #: 24-1402 Rental Terms: Memorial Day - Labor Day: $55,000 August - Labor Day: $25,000 June: $10,000 July: $20,000 July - Labor Day: $45,000

Rental Reg #: 22-1105, Expires 06/29/2024. Chic modern 4 bedroom, 4 bath plus den/office on beautiful 2.4+/- acres located at the edge of East Hampton Village. Enter the double height living room with walls of glass overlooking the patio and child-secure heated gunite pool and spa. The living room kitchen-dining area, principal bedroom and one guest room open to the patio. A fourth bedroom not shown can be set up as guest bedroom. The den/office is set aside for privacy at the front corner of the house. The rolling and expansive lawns are bordered by mature trees and plantings for exceptional privacy. EH RR #: 22-1105 Rental Terms: Other / Short Term - 7/17/23-7/31/23: $36,000

Soak in sweeping views of Three Mile Harbor from this idyllic waterfront retreat, where unforgettable sunsets paint the sky each evening. The first floor features a light-filled open living and dining area with stunning water vistas, a fully equipped kitchen, and a spacious primary suite with a private en-suite bath. Upstairs, you'll find three comfortable guest bedrooms and a full bathroom-perfect for hosting friends and family. Step outside to enjoy al fresco dining overlooking the harbor, rinse off in the outdoor shower after a day in the sun, or head down the stairs to your private waterside lounging deck with easy access to the bay. Launch your paddleboard, go for a swim, or simply relax and watch the boats drift by. This serene oasis offers the best of waterfront living, all just minutes from East Hampton Village, local Springs eateries, and pristine bay beaches. [[Rental Registration # 24-1085]] EH RR #: 24-1085 Rental Terms: Other / Short Term - Year Round: $7,200

Located on an iconic East Hampton Village lane is this incredible home with 5 en-suite bedrooms, plus 2 half baths. Luxe beach vibe decor surrounds you in comfort and style. Open concept living with first floor living room, dining area, centralized cook's kitchen and an oversized den that leads outdoors to secluded grounds with a heated, gunite pool, large patio and an outdoor shower. Upstairs find a spacious primary bedroom with sitting area and a fireplace plus 3 additional en-suite bedrooms. Want more? Head down to the finished lower level for media, recreation, Peloton, free weights, powder room and another en-suite bedroom. This home has all you could want or need for a perfect summer experience! Rental Terms: Memorial Day - Labor Day: $250,000 June: $55,000 August - Labor Day: $110,000 July: $100,000 July - Labor Day: $200,000 Other / Short Term - Year Round: $300,000

Enjoy August in this sweet, cozy, updated home with pool. Chef's kitchen, open floorplan with 3 bedrooms, and 2 baths, this home is close to bay beaches. [[Rental Registration # 26-1149]] EH RR #: 26-1149 Rental Terms: Two Weeks: $10,000

Nestled within the coveted Georgica Estates enclave of East Hampton and just moments from the iconic sands of Georgica Beach, this five-bedroom, four-bath residence offers an opportunity to experience one of the Hamptons' most treasured settings with remarkable ease. One of East Hampton's original homes, it carries a sense of history and authenticity that feels increasingly rare. Privately positioned among extraordinary neighboring estates, the property is embraced by mature trees, sweeping lawns, and established gardens, creating a tranquil sanctuary in a premier location. The proximity to Georgica Beach allows for effortless daily rituals - early morning shoreline strolls as the light rises over the Atlantic, spontaneous afternoons by the water, and golden sunset returns as the sky softens into evening. The rhythm of the ocean becomes part of everyday life. Inside, the atmosphere is relaxed and quietly elegant. Sunlight fills the interiors, doors open naturally to the outdoors, and coastal breezes drift through the rooms. The aesthetic is collected and organic - inviting, personal, and uncontrived - offering a refreshing sense of ease. This is a home where sandy towels are draped casually, a place to gather, to read late into the afternoon, and to return from the beach with sandy feet and salt in the air. Lovingly maintained and artist-owned, the home carries a soulful presence. Its aesthetic reflects a collected, organic sensibility - layered, personal, and inviting - offering a refreshing alternative to more polished environments. It is a place to exhale, to gather, to read late into the afternoon, and to return from the beach with sandy feet and salt in the air. A true Georgica retreat for those who value privacy, proximity to the ocean, and the quiet luxury of simplicity. Available August through September. Rental Terms: August - Labor Day: $80,000 July: $75,000

Now available for a few 2 week periods! This spacious and pristine traditional home boasts over 3900+/- square feet of living space that includes 4 bedrooms, 4.5 bathrooms, formal dining room, an intimate study with large flat screen TV, and an impressive, light-filled two-story great room with fireplace and glass doors that open to the deck. The first floor primary suite with fireplace also opens to the deck area. There's a large, open kitchen with countertop seating and a window lined breakfast room. Everything you need for that perfect entertaining. There's also a first floor living space with an office/ den, and additional ensuite bedroom. Upstairs on the second level you'll find 3 guest rooms and a comfortable media room. The half-acre property has been beautifully landscaped with seclusion in mind and boasts a heated pool, a new, spacious mahogany deck with outdoor shower and new hot tub. A convenient location not far from East Hampton Village and ocean beaches complete the picture. A summer home to enjoy! [[Rental Registration # 24-1422]] EH RR #: 24-1422 Rental Terms: June: $35,000

Sensational, grand and elegant 5,000 sq. ft. shingled home. Open concept living/ dining/ kitchen, with soaring ceilings, works well for entertaining. There are two first floor guest bedrooms which share a full bath, and beautiful den/office with its own full bath. Second floor has three bedrooms, two of which are primary bedrooms ensuite. There is a full unfinished basement, two car garage, heated gunite pool set in expansive lawn surrounded by exquisite landscaping. Secluded area only 5 minutes to East Hampton Village and close to Sag Harbor as well. Owner is open to other periods. [[Rental Registration # 25-132]] EH RR #: 25-132 Rental Terms: Two Weeks: $30,000 July - Labor Day: $160,000 Memorial Day - Labor Day: $200,000

Available for the first time, this charming 3-bedroom, 2-bathroom home presents a rare opportunity just moments from East Hampton Village. Ideally located only one mile from the village center, 1.9 miles from pristine ocean beaches, and 2.5 miles from Amagansett Village, the property offers the perfect balance of convenience and coastal living. Sunlight pours into the home, enhancing its fresh, airy interiors and relaxed beachside aesthetic. The thoughtfully designed single-level layout provides effortless flow throughout, with sliding glass doors from the living room opening onto a spacious new deck-ideal for indoor-outdoor living and entertaining. The outdoor space is equally inviting, complete with an outdoor shower-perfect for rinsing off after a day at the beach. Enjoy easy access to world-class dining, boutique shopping, and the natural beauty that defines the Hamptons lifestyle. OWNER WILL REPLACE TWIN BEDS WITH FULL/QUEEN UPON REQUEST. [[Rental Registration # 26-395]] EH RR #: 26-395 Rental Terms: July: $15,000 August - Labor Day: $19,000

Bates Masi's renovation and expansion of Harry Bates's 1967 house in East Hampton, New York, salvaged much of the home's original cypress decking and incorporated subtle additions to the exterior. The main living area boasts skylights that allow for just perfect light filtering in. The interior has a slatted motif throughout reminiscent of a ship. This home has been published in numerous design magazines both for its thoughtful renovation and for timeless design. From Dwell - "This sleek kitchen hits warm notes with red lacquered cabinetry, cypress woodwork, and a leafy backyard vista...The extra space from the stairway addition allowed for an equally wide, handsome blue sandstone shower. The blue sandstone, which hails from northern New York, is one of three elements chosen for their minimal palette. The patio, kitchen, and bathroom run together along an east-west axis, each room bearing a different finish of the same blue stone. This allows for a subtle contrast in texture, but it also carries the overall theme throughout the space, making it feel more expansive yet sharply defined." There is beach access for residents of Barnes Landing just a quick moment away. A recently added barrel sauna completes the rental experience. [[Rental Registration # Pending]] Rental Terms: April: $6,000 May: $7,000

Jeremiah Baker built this house in the 1850s from proceeds gained during the California Gold Rush. He later became an entrepreneur operating the first daily stage coach mail from Sag Harbor to East Hampton. Today the house has been renovated to its original splendor, rightfully reclaiming its position as one of the first and most prominent houses in the history-rich hamlet of Amagansett. Combining historical detail and provenance while maintaining right-sized proportions of house, rooms and garden, this property features modern high end appliances and bathrooms ranges from SubZero, LeFroyBrooks, Jura, Waterworks, Steamster, and Wolf. A heated gunite pool, 4 bedrooms and 3.5 bathrooms allow for an immersion into history without sacrificing comfort and convenience. Walking distance to Atlantic and Indian Wells beaches as well as all village restaurants allow for ease of access without planning. This historic house covering 170 years of Atlantic ocean living embraced by mature trees on 0.83 acres offers sunshine and shade, serenity during lazy afternoons of the East End summer, and the perfect venue for wonderful meals in a surrounding that focuses on the irreducible human values of rich conversation and measured elegant timeless aesthetic. [[Rental Registration # 25-824]] EH RR #: 25-824 Rental Terms: September: $40,000

Just over three miles from East Hampton Village and less than a mile from the harbor entrance, this newly renovated four-bedroom, four-bathroom residence is set on two beautifully landscaped acres, offering the perfect blend of privacy, luxury, and convenience. Thoughtfully redesigned from top to bottom, the home features an effortless flow throughout. A welcoming living room with a fireplace opens seamlessly to the light-filled kitchen and dining area, where expansive views overlook the lush grounds beyond. The first floor also includes a dedicated guest wing with two spacious bedrooms and a full bath, providing comfort and privacy for family and visitors alike. Occupying the entire second level are two generously sized primary suites, each with its own beautifully appointed en-suite bathroom, creating a peaceful retreat for guests. The finished lower level, complete with a separate entrance, offers additional space for relaxation and entertainment. Featuring a spacious lounge area with a foosball table, bar, dining area, full bathroom, and laundry facilities, it is perfectly suited for casual gatherings and extended stays. Outdoors, multiple areas for lounging, dining, and entertaining invite you to enjoy the property's tranquil setting. From the expansive deck to the bluestone patio surrounding the oversized heated gunite pool, every detail has been designed for effortless indoor-outdoor living. Private and serene, yet moments from the beaches, marinas, fine dining, and cultural attractions that make East Hampton one of the most sought-after destinations in the Hamptons, this exceptional property is the ideal summer escape. [[Rental Registration # 26-1039]] EH RR #: 26-1039 Rental Terms: August - Labor Day: $40,000 Other / Short Term - Year Round: $135,000

This chic contemporary was just renovated, and is available to rent for the first time. The backyard was completely reimagined with a brand-new, heated saltwater gunite pool surrounded by privacy landscaping, overlooking a protected conservation easement for privacy. The home features 3 bedrooms and 2.5 baths, with a first floor primary, and two bedrooms upstairs, one versatile as an office/guest room. There is a bright and cheerful feeling inside this home with its open living floorplan. Cathedral ceilings with skylights bring fantastic natural light. The living room has sliding glass doors that connect the deck and outdoor dining area, for easy indoor/outdoor living. And for chefs, a renovated kitchen awaits...Viking stainless steel appliances, 2-inch quartz countertops and a prep area. Functional as it is practical, the kitchen opens to the dining area so you won't miss a beat at the table. Rounding out the first floor is a powder room, with laundry in the lower level. The house is on a quiet street, just a short drive to both East Hampton and Sag Harbor Villages. [[Rental Registration # 24-531]] EH RR #: 24-531 Rental Terms: September/October: $15,000 Winter Season: $40,000 Per Month

Perfectly located in a community of 12 houses with private tennis and mid way between the villages of East Hampton and Sag Harbor, this stunning modern farmhouse is the owner/artist's 20 year dream, fully realized! Situated proudly on a beautifully landscaped acre at the top of Hilltop Lane and overlooking a 23 acre reserve, this natural gem doesn't disappoint. The property's extraordinary features are highlighted by a ten foot wall of windows across the back of the house with glass doors that open to expansive decking and access to the heated pool with views of the natural woods beyond. A 44 foot saltwater gunite pool is nestled nicely within the site and gets full sun every daylight hour of the summer. The spectacular designer kitchen has Italian quarried stone countertops, a ten foot custom made oak island, and a huge 7 burner La Canche Farm stove, a chef's dream! A dramatic open living room with 18 foot ceilings shares a mason's oversized two sided fireplace with the den. Five bedrooms and 6 baths provide individual comfort and privacy. Each room has it's surprises from the custom molding, European switches, antique envisioned hardware to the special lighting throughout and much more. Robert Moses said, "If you build it, they will come". As beautiful as the beach is, as beautiful as the farmland is out East, this private dream house captures how an artist wants to live. By sharing views and ideals on the landscape - Enjoy this vision of living. [[Rental Registration # 24-1405]] EH RR #: 24-1405 Rental Terms: Other / Short Term - Short-Term: $25,000

Experience the ultimate Hamptons retreat at this stunning waterfront rental, part of the famed Briar Patch Compound on Georgica Pond. Set on 11.2± acres of pristine, landscaped grounds with expansive pond frontage, this luxurious rental offers privacy, tranquility, and sweeping water views-all just minutes from East Hampton Village and the ocean. Designed by renowned architect Peter Marino, the second residence features three bedrooms, four full bathrooms, a powder room, den, kitchen, and an elegant living room with coffered ceilings and a fireplace. Thoughtful architectural details and timeless design make this a truly special summer home. Enjoy exclusive access to the estate's property and amenities, including a heated gunite pool and spa ideal for relaxing or entertaining. Nature trails wind through the mature landscaping, and a private path leads directly to Georgica Pond, where you can kayak or paddle across to the beach. With breathtaking sunset views, complete privacy, and access to the best of the Hamptons, this property offers a rare opportunity to enjoy a world-class estate setting without compromise. Rental Terms: June: $60,000 July: $75,000

Newly renovated, spacious and stunning 4 bedroom, 5 bath home in the heart of East Hampton Village. This open concept home has abundant natural light throughout, further enhancing the welcoming, yet sophisticated decor, indicative of a bespoke East Hampton Village beach home. Perfect for entertaining or your exclusive enjoyment, the main floor flows seamlessly from the open kitchen with marble counter tops, top-of-the-line appliances and large center island with plenty of seating, to the dining area and the cozy living room with fireplace. The main floor also includes the primary ensuite bedroom with luxurious bathroom including a tub, one of three guest bedrooms, two additional full bathrooms, an office/den, and mudroom with washer and dryer. The second floor hosts two large guest bedrooms, one with king bed and ensuite bathroom, and the other guest bedroom with two twin beds, also with its own ensuite bathroom. This exceptional property affords both beauty and privacy with mature perimeter evergreens, rows of limelight hydrangeas, annuals and complementary greenery. Perfect for outdoor entertaining, the backyard features a new bluestone patio and heated pool with atmospheric outdoor lighting, outdoor shower and gas fire pit. Highly sought after location in East Hampton village on a tree lined street with sidewalks right near East Hampton Library, Guild Hall, Dopo, Oma, Mary's Marvelous and transportation. You're perfect Hamptons retreat awaits!! Rental Terms: September: $15,000 Winter Season: $49,000 Per Month Other / Short Term - Year Round: $215,000