luxury real estate for rent East Hampton, United States

This bright, inviting home is located 350' off the southside of Amagansett Main Street, down a long driveway, thereby affording privacy at home, while having easy access to local shops, restaurants, and beautiful ocean beaches. The front foyer opens onto the living room with built-in bookshelves and a welcoming fireplace. At the rear of the living room area are a large dining table, the chef's kitchen, and the spacious sunroom/den with sliding glass doors leading to decks and overlooking the heated pool and ample lawn. There are four ensuite bedrooms: a junior primary ensuite bedroom on the first floor, and two guest ensuite bedrooms and the primary ensuite bedroom on the second floor. This home offers "easy-living" in one of the best locations in the Hamptons - Amagansett! [[Rental Registration # 25-274]] EH RR #: 25-274 Rental Terms: July: $50,000

Privacy and charm pervade this lovely one-story ranch located at the end of a secluded cul-de-sac in the Springs. Tasteful amenities of this pristine home include three bedrooms, two baths, open concept living-dining areas with cathedral ceilings, and a wood-burning fireplace. The private yard features a large heated pool, grassy lawn, gas barbecue, and mature trees. Enjoy your private oasis while remaining close to East Hampton shops, restaurants and ocean beaches. [[Rental Registration # 22-1479]] EH RR #: 24-1377 Rental Terms: September: $15,000

Timeless East Hampton Estate has been recently renovated with old world charm, style, and a true Hampton flare. The 1st floor of the main house features an open living area with fireplace, media room, library/sitting area, formal dining room with fireplace, country kitchen with breakfast nook, fireplace and seating area. The second floor is highlighted by 6 stylish bedrooms and 4 baths. The 3rd floor offers an additional guest bedroom, private office, and an inviting primary suite with ocean views, a drawing room, and fabulous primary bath. The grounds are accented by wrap around porches, an out door grilling station with outdoor fireplace and dining pavilion. The hedged for privacy pool area offers a 2 bedroom guest house, heated gunite pool, another dining pavilion, and lawn areas perfect for the afternoon soccer match. Your vacation will be magical as ocean breezes relax you. Electric Car ready with a 220 voltage outlet, this home is understated perfection. EH RR #: village Rental Terms: Two Weeks: $125,000 Other / Short Term - Weekly: $62,500

With direct views of the water and access to Gardiners Bay, this newly refreshed beach cottage exudes a chic and pared-down simplicity, making it the perfect waterfront retreat for relaxing days that feel like a true getaway from it all. Nestled in the serene natural surroundings of Gerard Drive in East Hampton Springs, this light-filled two-bedroom, two-bathroom cottage features central air conditioning and an abundance of outdoor activities, and the beach right on your doorstep. An outdoor shower provides a convenient way to rinse off after swimming or kayaking in the Bay or hanging out at the beach on Gerard Drive. Additionally, there's a fire pit with beach chairs on the bulkhead, offering a cozy spot to unwind at the end of a perfect day in the Hamptons. Please inquire about custom off-season dates . [[Rental Registration # RR-25-785]] EH RR #: RR-25-785 Rental Terms: August: $36,000 Other / Short Term - 11/1/2026 - 4/30/2027: $30,000 September: $20,000 October: $10,000

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

Art History lives here. Former home and art studio of American Abstract Expressionist painter Conrad Marca-Relli, this rustic circa 1800's compound sits near The Pollock-Krasner House, and rolling pastures and farmland. Affectionately named Squirrel Hall, the main house boasts an addition of a beautiful saltbox barn gifted from art patron Adelaide deMenil. Surrounded by meadow and preserve in the rear of the property, this place offers magnificent landscape views. A wonderful retreat replete with history; Marilyn Monroe rented while married to Arthur Miller, and Willem de Kooning and Jackson Pollock gathered frequently. The House offers 2 bedrooms, one on the first floor and a 2nd floor vaulted ceiling spacious bedroom. The free standing cottage offers a bonus space. This is a one-of-a-kind property for someone seeking old school authebtic Springs living with a hint of how things used to be. [[Rental Registration # 25-570]] EH RR #: 25-570 Rental Terms: July - Labor Day: $35,000 August - Labor Day: $20,000 July: $15,000

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

Peaceful Summer Getaway Amazing summer rental opportunity! Spectacular 3 Bedroom, 3.5 Bath contemporary Hamptons home with perfect indoor/outdoor entertaining spaces. Lush 1.6+/- private acres with an extremely private & fenced rear yard. Private sleeping quarters with 2 Main Bedrooms, one upstairs and one downstairs both with en suite baths. The third bedroom located on the main floor also has a full bathroom. Wake up and have breakfast in the sunroom or use the Peloton that is available. Enjoy the heated pool or relax on the deck that is equipped with Sonos sounds system. Want to go out? This home is conveniently located between East Hampton and Sag Harbor just minutes from all the shopping, restaurants, and best beaches the South Fork has to offer. Coming back from exploring and need to recharge? Make use of the Tesla car charger available in the oversized driveway outside the garage. End the evening relaxing in your 2nd floor fully enclosed sunroom, enjoying the peace and tranquility this home has to offer. Your perfect summer awaits! [[Rental Registration # Pending]] EH RR #: 24-284 Rental Terms: Memorial Day - Labor Day: $97,000

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

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 May: $30,000 Two Weeks: $30,000 Other / Short Term - 6/15/2026 - 7/6/2026: $30,000 June: $30,000

Lovely cape located on a quiet street, convenient to all the wonderful things East Hampton village has to offer. Tastefully decorated living room and formal dining room, fully equipped kitchen with adjacent breakfast area, 4 bedrooms and 2.5 baths. The property offers plenty of room for fun and entertaining. Rental Terms: September: $25,000 June: $35,000

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

Discover waterfront living at its finest within this extraordinary all custom home. The mesmerizing panoramic views flow seamlessly throughout with spontaneous access to the private wide sandy beach. Set on the shores of iconic Gardiner's Bay, this property provides a beach access staircase, gated marina, lifeguarded beach and spectacular direct sunsets that fill the evening sky. Widely regarded as one of East Hampton's premier waterfront properties, this extraordinary home delivers an unparalleled coastal lifestyle. Designed for effortless luxury, the beautifully appointed five-bedroom residence combines elegant interiors with continuous water and beach views throughout. The spacious interior holds living room with stone fireplace, a formal water view dining area, also with fireplace. Additionally, a lovely sitting area with fireplace is situated off a chef's dream kitchen. Thoughtfuly designed, it has an open wall space over the kitchen counter for effortless serving indoor and outdoor dining and to invite in the waterviews. The professional appliances include a full size Sub Zero refrigerator & freezer unit, a Wolf stove, two dishwashers, ice maker and many other amenities. There are five ensuite bedrooms on various separate wings including a lavish primary bedroom with fireplace and private access to its own expansive waterfront deck with forever views. Also included are a zen-like massage and exercise room and a large entertaining room with fun activities including billiards, bar, ping pong with an oversized flat screen. The three level expansive decking provides various vantage point choices to view the surrounding water views and meandering beach. Just steps from the sand to create memories of swimming, sunsets, kayaking, boating, or deep relaxation by the shore. Experience an unparalleled beachfront lifestyle moments from waterfront restaurants and the charm of East Hampton Village. [[Rental Registration # 22-101]] EH RR #: 22-101 Rental Terms: August: $95,000

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

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

Experience the private island ambience from this three story modern design by renowned architectural award recipient. Perfectly sited for panoramic waterfront views and stunning direct sunsets, it has a private path for spontaneous access to a secluded meandering beach. The open interior hold five bedrooms including two primary suites, seven bathrooms, a waterside enclosed porch, media room, gym, sauna, cold plunge ice bath and massage room. Walls of glass exhibit continuous water views throughout while inviting in soothing coastal air. The water view salt water pool has multiple surrounding decks, covered porches and pool house with bath. Various additional gathering areas include a fire pit with seating quietly nestled in a dune by the Bay. A private marina, waterfront restaurants and the charm of East Hampton Village are moments away. A magical setting, this is waterfront living at its finest. [[Rental Registration # 24-1446]] EH RR #: 24-1446 Rental Terms: Other / Short Term - Short-Term: $125,000 November: $50,000 September: $60,000 October: $50,000

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

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

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

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

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

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

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

Beautifully and stylishly renovated cape in East Hampton Springs is offered for summer. This sunny and cozy home offers a bedroom on the first floor, two on the second. Great deck with hot tub and a large green lawn. Close to Maidstone Beach, Springs General Store, and restaurants and coffee shops. [[Rental Registration # 25-1018]] EH RR #: 25-1018 Rental Terms: September: $8,000 August - Labor Day: $17,000 Memorial Day - Labor Day: $38,000 July - Labor Day: $30,000 July: $17,000