luxury real estate for rent Amagansett, United States (page 2)

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

Spend an unforgettable summer in Amagansett in this brand-new, custom modernist masterpiece! Located just a short stroll to Amagansett Square and Indian Wells beach, this chic 5,400 square foot home features 6 bedrooms and 5 full baths with resort-like amenities and art spread beautifully across two floors. With dramatic 18-foot ceilings in all common areas, this light-drenched home is an entertainer's dream, blending indoor and outdoor spaces centered around a manicured courtyard and a heated 40-foot gunite saltwater pool. The chef's kitchen-featuring Wolf and Sub-Zero appliances-is perfect for dinner parties. It includes a cozy fireplace and a hideaway butler's pantry for cocktails, coffee, and an additional refrigerator. The sound-proofed office off of the kitchen allows the family to take care of work during the day (and includes a queen-sized sofa bed) while the soaring living room with a second fireplace sets the scene for entertaining in the evening. The Primary Suite is set apart for privacy, connected to the common areas by a 45-foot long art gallery. It features a spacious dressing room with an automated garment steaming closet, wine cooler, coffee center, and a stunning bathroom featuring floor-to-ceiling travertine stone and a steam shower. For fitness-minded guests, the lower level features a professional-grade gym with a Rogue Fitness FM-6 cable system, squat rack, Peloton Tread+, Concept 2 rowing machine, Assault Bike, dumbbells, and even a sauna. In the Theater Room, there is an additional workspace and a massive 120" projector for curling up with a movie at night. This high-tech home allows you to control the music, lights, shades, security cameras, security system, and even the vacuum with your voice or from your phone. Outside, pergolas provide a shaded outdoor lounge and a picture-perfect dining area is perched under a 100 year-old oak tree for entertaining your guests. There is a grill/smoker and a "Green Egg" style BBQ for the aspiring chef. Children can enjoy playing in the lush, fenced-in backyard while the adults get s'mores ready at the fire pit, and there is even an outdoor shower for rinsing off the sand when you bike back from the beach with the two provided bicycles. One of the six bedrooms is currently set up as a nursery, but can be converted to a queen bedroom upon request. The home was designed with single-floor living in mind and has no-step transitions for those who prefer it. There is also a built-in EV charger in the driveway. [[Rental Registration # 25-342]] EH RR #: 25-342 Rental Terms: August: $160,000 August - Labor Day: $180,000 July - Labor Day: $330,000 Other / Short Term - Year Round: $750,000

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

Sited at the end of a quiet cul-de-sac in East Hampton Village Fringe, this stylish two-story home is an ideal oasis for your summer holiday. A covered porch with its own swing welcomes you into the beautiful entry foyer where high ceilings permeate throughout the house, with highlights of the first floor including an open concept design of a generous living room with a wood burning fireplace, a separate chef's kitchen with a large island, high-end appliances, and an adjacent dining area, a bright sun room with windows overlooking the backyard, an en-suite bedroom/office with full bath, and a half bath. A dramatic staircase with glass walls leads to the second floor, which plays host to the substantial primary bedroom with vaulted ceilings and an en-suite bath, three additional guest rooms, each featuring their own en-suite bath, and a large loft space equipped with multiple desks and a window seat to enjoy the view. The lower level offers another entertainment experience, with a chic sectional couch and large screen TV, a gym area, and full walkout access to a private sitting area and outdoor fireplace. A long, gated driveway leads to the front of the home and provide a sense of welcome to the classic cedar shake exterior. The backyard is highlighted by a large, heated saltwater Gunite pool with an attached spa tub, a stylishly furnished pool house complete with a recreation area and full bath, an outdoor shower, and an alfresco kitchen with a built-in barbecue and serving stations. A bluestone patio, sundecks, outdoor furnishings, large lawn, and shaded seating areas complete this spectacular home. This secluded locale offers the dual advantage of privacy while remaining close to Amagansett and East Hampton village restaurants, shops, transportation and beautiful ocean beaches. [[Rental Registration # RR-25-1042]] EH RR #: RR-25-1042 Rental Terms: July: $85,000

Rental Reg# 22-1532 expires 11/10/24 Also available August $70K Superb, new 5 bedroom, 4.5 bath traditional prominently sited on 1.5 acres in Amagansett's Bell Estate, convenient to town, ocean and bay beaches. Custom architectural features enhance the 4,400 sq.ft. interior flooded with natural light. Impressive 60' Salt Water pool and home stereo wired throughout including outside. Extended season - upon request. EH RR #: 24-1381 Rental Terms: August: $75,000 August - Labor Day: $80,000 Memorial Day - Labor Day: $180,000 July: $70,000 September: $40,000

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

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

Renovated both inside and out, this beautiful Amagansett Dunes cottage has it all! Located just around 400 feet to ocean beach walkway, this charming house has just been completely landscaped including a brand new lawn, blue stone patio in back with all new outdoor furniture including dining table and chairs, gas BBQ, and entertaining area with sofa and chairs. The new blue stone walkway leads both around the house and heated pool. Pristine and recently updated, the interior first floor includes living room with fireplace and large screen TV, kitchen and dining area that overlook the back patio, a full bathroom, den/office with sofa sleeper. Separated for privacy, the large primary ensuite bedroom opens to an expansive deck with heated pool, lounge chairs and second entertaining area. The second floor includes two additional guest bedrooms, 1 with Queen bed, the other with twin beds, and a full guest bathroom. [[Rental Registration # 24-1987]] EH RR #: 24-1987 Rental Terms: July - Labor Day: $130,000 August - Labor Day: $70,000 July: $60,000

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

A stone's throw from the heart of East Hampton Village, this fully renovated and thoughtfully designed home offers the perfect Hamptons escape. Privately set behind mature landscaping and a gated entry, this new rental delivers a rare combination of charm, convenience, and turnkey ease. Inside features two well-proportioned bedrooms and two full baths, complemented by a spacious living room and eat-in kitchen. Outdoors, enjoy a private yard ideal for relaxing or entertaining after a day at the beach. Minutes to village shops, dining, and the area's most desirable ocean beaches. [[Rental Registration # RR-26-353]] EH RR #: RR-26-353 Rental Terms: June/July: $25,000 July - Labor Day: $38,000 August - Labor Day: $28,000 July: $16,000 Memorial Day - Labor Day: $45,000

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

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

This picturesque traditional on East Hampton Village's Osborne Lane is now available for two weeks at summer's end. Just doors away from Newtown Lane and the heart of village attractions, this lovely home offers a wonderful combination of summer charm and local convenience. Highlights of the first floor include a large entry foyer, a double-height living room with wood burning fireplace, a spacious chef's kitchen with high-end appliances and center island, a stylish dining room, a separate den, a screened-in porch, a half bath, and the primary bedroom with a gas fireplace, two walk-in closets, and an en suite marble bath. The second floor includes three large guest rooms, each with its own en suite bath. The lower level has been finished and offers another living space with TV, wet bar, and wine refrigerator, a gym outfitted with Peleton, Pilates, and free weight equipment, a bonus room, and additional full bath. The backyard is highlighted by a large gunite pool surrounded by bluestone, an expansive lawn, tall evergreens providing ample privacy, a hot tub, and extra decking and patio space - both ideal for entertaining. This exceptional property affords a wonderful sense of warmth and enjoyment while remaining close to world-class restaurants, shops, transportation, and beautiful ocean beaches. [[Rental Registration # 24-941]] EH RR #: 24-941 Rental Terms: Two Weeks: $75,000

This charming cottage on East Hampton Village's Osborne Lane is available for rent. Just doors away from Newtown Lane and the heart of village attractions, this lovely home offers a wonderful combination of provincial appeal and local convenience. The recent renovation includes a first floor that features a living room with a wood burning fireplace, a large kitchen, a dining room, a primary bedroom with en suite bath, and a laundry room. The second floor features two guest bedrooms and a full bath with a clawed foot soaking tub. The backyard is very private and has a hot tub, an outdoor shower, and cheery patio furniture shaded by a large tree. This property offers the dual advantage of peace and quiet while remaining close to village shopping, restaurants, transportation and fine ocean beaches. Authentic charm throughout. [[Rental Registration # Pending]] EH RR #: 24-941 Rental Terms: July - Labor Day: $68,000 June: $20,000 Memorial Day - Labor Day: $80,000 July: $35,000 August - Labor Day: $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

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 modern Bayfront masterpiece designed by renowned architect Robert Barnes, perfectly situated on a Dune for panoramic water and meadow views, instantly captivates. The dramatic walls of glass invite in continuous water views throughout with stunning exterior environs. On 1.16+/- acres of complete privacy, it is enveloped by 10+/- acres of pastoral meadows with spectacular evening sunsets and sunrises. The terraced structure holds a dramatic floating second story creating a bridged covered patio with flowing natural light overlooking a 50' saltwater pool. The huge stone outdoor fireplace and pool house complete a perfect setting for memorable gatherings. Exquisitely landscaped grounds abound in the tranquility of nature. Designed by Thomas Balsley, delight in the splendor of a stone pond, exquisite gardens, specimen plantings and native grasses. The interior separation of space was well planned for privacy with various wings. The primary bedroom suite and water view balcony are located on a private level with four guest bedrooms on separate wings. A custom chef's dream kitchen with Subzero and Wolf appliances has a curvature design featuring oversized windows to maximize the extraordinary surrounding views. Additionally, there is a library and media room. The 500+/- square foot waterside deck extends from kitchen along entire length of the living room to primary suite. Immediate beach access provides a meandering sandy shore for therapeutic waters of iconic Gardiner's Bay. Experience inspiring waterfront living at its very finest. EH RR #: 25-831 Rental Terms: July: $135,000 July - Labor Day: $270,000 August: $135,000

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

A perfect village summer retreat awaits at this new 3 bedroom, 2.5 bath home right in the heart of East Hampton's village. High end kitchen, sophisticated and well appointed baths, plus three well proportioned bedrooms. There is also a large upstairs den that can double as a bedroom. Gorgeous yard and winning location make this one a real delight. Rental Terms: July: $32,000 Other / Short Term - June: $15,000 August - Labor Day: $35,000 Memorial Day - Labor Day: $80,000

Situated on a spacious 2 acre property just minutes to East Hampton or Amagansett Villages and the ocean, this easy living one level contemporary offers 4 bedrooms, 3 new baths, newly renovated kitchen and a central living and dining area that open onto a spacious covered porch that is a living room unto itself. A large pool with generous decking and a great big yard are the perfect place for everyone to gather and enjoy summer and extend summer activities. [[Rental Registration # Pending]] Rental Terms: July: $28,000 August: $28,000 August - Labor Day: $30,000 July - Labor Day: $58,000

New to the rental market, this four bedroom, 3 1/2 bath retreat has been freshly decorated and beautifully finished. Tasteful amenities include central air, hardwood floors, renovated kitchen, formal dining room, large living area with fireplace and renovated baths. An expansive wraparound porch highlights the sun-filled backyard that comes complete with a heated pool and blue stone patio. Beautiful specimen trees and perennial gardens complete this special home that is close to many Springs and town attractions. [[Rental Registration # 23-1344]] EH RR #: 23-1344 Rental Terms: August - Labor Day: $35,000

Set South of the Highway in East Hampton, this pristine traditional offers an idyllic Hamptons retreat just moments from Main Beach and East Hampton Village. Beautifully maintained throughout, the home features four generously sized bedrooms, an inviting open living room with fireplace and built-in library, and an eat-in kitchen that flows seamlessly into a cozy sitting area. A formal dining area with sliding glass doors creates an effortless connection to the outdoors and an ideal setting for entertaining. Just off the primary suite, a private study offers flexibility as a home office or fifth bedroom. Set on 1.2 acres of lush, rolling lawn framed by mature specimen trees, the property offers exceptional privacy and a peaceful setting in one of East Hampton's most desirable locations. Rental Terms: August - Labor Day: $50,000

Ideally situated south of the highway, just half a mile from East Hampton's renowned Main Beach, this beautifully reimagined historic residence offers a sophisticated blend of timeless character and contemporary luxury. Meticulously renovated throughout, the home retains its classic Village charm while introducing refined finishes and modern comforts for effortless Hamptons living. The thoughtfully designed interiors feature three bedrooms and two-and-a-half bathrooms, with gracious living spaces that feel both intimate and inviting. The main level offers two distinct sitting rooms, a dining area, and a beautifully appointed open kitchen featuring premium appliances. Beyond, a screened-in porch provides a seamless transition to the outdoors, where a newly installed bluestone patio and enclosed lawn create a private setting for alfresco dining, entertaining, and quiet relaxation. Upstairs, three well-appointed bedrooms include an en-suite primary bedroom, offering a serene retreat. Perfectly positioned along one of East Hampton's most desirable Village corridors, the residence enjoys exceptional proximity to the ocean, as well as the celebrated boutiques and restaurants of East Hampton Village. A rare combination of historic charm, thoughtful modernization, and an exceptional south-of-the-highway address, this distinguished Village residence captures the understated elegance of East Hampton living. Rental Terms: May: $15,000 Winter Season: $20,000 Per Month August - Labor Day: $50,000 Other / Short Term - Extended Season: $15,000 June: $25,000 April: $10,000 August: $40,000 November: $8,000

Located south-of-the-highway at the end of a 160 ft. gated driveway on a secluded 1 acre oasis is this stylish beach house with sophisticated indoor/outdoor living. Recently renovated and re-designed, the house offers 3,100 sq. ft. of pristine living space across three levels finished to the highest standard. The first floor is comprised of spacious open floor plan with eat-in chefs' kitchen, dining and living area, media room, and first floor bedroom. The second story is made up of a primary bedroom with walk-in closet and ensuite bathroom, plus two additional guest bedrooms with vaulted ceilings and a shared full bathroom. The lower level is perfectly finished with playroom, two additional guest bedrooms, a full bathroom, and laundry. Accordion doors off the living room open 40 ft. wide seamlessly connecting indoor environs to expansive outdoor mahogany decking with gas fireplace, heated pool, outdoor shower, and barbecue area. Rolling green lawn leads down to 250 sq. ft. pool house cabana with half bathroom outdoor shower, and connected two car garage. The manicured grounds are surrounded by specimen trees and mature plantings for ultimate privacy. Only a short distance to Georgica Beach and East Hampton Village restaurants and shopping. Rental Terms: August - Labor Day: $80,000 July: $65,000 Two Weeks: $40,000 Memorial Day - Labor Day: $160,000 June: $30,000 June/July: $85,000 July - Labor Day: $145,000

Rental Registration # Pending Also available: Aug 1st - 31st '24 $55k, Sept 1st - Sept 30th '24 $20k Located deep at the end of a private driveway on a shy 2 acres holds this beautiful renovated contemporary with extraordinarily unique design features. The open flow interior with dramatic height ceilings and continuous expanses of glass provide fantastic abundant natural light throughout. The gourmet kitchen and dining area glide effortlessly to the spacious sun room oasis. The living room has a gas fireplace and wet bar for entertaining. The separate guest wing, perfectly situated for privacy, holds a second primary bedroom with bath and two additional bedrooms each en-suite with baths. The expansive primary suite occupies the entire second floor with over-sized primary bath and walk in closet. To complete this perfect outdoor lifestyle is expansive mahogany decking, new heated gunite pool, and north south tennis court. In addition, there is a 3 car detached garage. This unique offering is located moments to East Hampton Village and Ocean beaches. Also available 09/06/2022 - 09/30/2022 for $20K. EH RR #: 26-389 Rental Terms: August - Labor Day: $65,000 Memorial Day - Labor Day: $160,000 July: $65,000 June: $35,000 June/July: $95,000 Other / Short Term - Year Round: $220,000 July - Labor Day: $125,000