luxury houses with pool for rent East Hampton, United States (page 3)

Escape to an ultra-private, newly and beautifully furnished beachfront retreat. This modern residence showcases sweeping open-bay vistas, walls of glass, and soaring double-height ceilings that create a stunning sense of light and space. Outside, a secluded 20' x 40' heated gunite pool invites relaxed summer living, while a private staircase leads directly to the sandy beach below. The home offers four bright, spacious bedrooms-each with an ensuite bath and glass balconies framing captivating water views. A first-floor junior suite is ideal for guests, and an additional fifth bedroom, currently styled as a cozy den, features a queen sleeper sofa and private bath. The custom contemporary kitchen provides generous prep and serving areas, perfect for entertaining. Occupying its own private level, the primary suite is a serene sanctuary with a fireplace, sitting area, and a glass-enclosed outdoor terrace showcasing panoramic bay views. The luxurious primary bath includes a soaking tub overlooking the water and a steam shower. Residents also enjoy access to a private community beach and marina. [[Rental Registration # 25-155]] EH RR #: 25-155 Rental Terms: June/July: $190,000 July: $125,000

Also Available: December for $40K, This stunning recently renovated 7 bedroom 7.5 bath traditional home located on prestigious Davids Lane south of the highway on a beautifully landscaped and gated private 1+/- acre with an oversized pool house and heated saltwater gunite pool make this the perfect retreat. This elegant home has retained its original and historic charm while blending seamlessly with modern living spaces that offer tasteful high-end furnishings for living and entertaining. The new luminous kitchen includes custom cabinetry with an 11' eat-at island, high end appliances, all adjoining both a formal dining room and outdoor deck with BBQ and Balinese thatched gazebo. There is a powder room off the entrance Hall, a Den/ Living room with fireplace and newly installed wet bar nook. The first floor also has a junior primary bedroom suite which opens to a Zen-like garden room with covered porches and a formal pond edged with white perennials and evergreens for privacy. The newer West wing offers a Great Room with 18' ceilings, full height windows with western exposure and leads to the large, covered Veranda, and beyond to pool area. The second floor includes the primary bedroom suite with 15' ceilings, balcony and a black and white art deco-inspired bathroom. Additionally, there are 5 more guestrooms and 4 bathrooms. The finished lower level has a sleeping loft with double bed, full bathroom, media room with 60" smart TV, ping pong table, and access to white-washed stucco patio with Moroccan-inspired outdoor shower and external staircase. The generously sized Pool house includes a sitting area, wet bar, a cyclical trainer and treadmill, one and a half bathrooms, large covered stone patio, and an outdoor shower. One-car attached garage. Rental Terms: Memorial Day - Labor Day: $550,000 July - Labor Day: $465,000 Other / Short Term - Year Round: $795,000 August - Labor Day: $350,000 October: $85,000 July: $350,000 August: $350,000

Perfect gut renovation and expansion of a classic cottage in the heart of East Hampton Village combines the best of old and new. Sunny living room with fireplace and beautiful furnishings opens to a gourmet kitchen with an over-sized island and large dining area with fireplace. An open floor plan brings sunshine throughout the first floor and access to a charming patio and garden. Master bedroom on the first floor with stunning spa like bathroom plus two guest bedrooms on the second floor, each with bath. Exterior features include a new heated gunite pool, pool house with A/C and inviting area for outdoor dining and gathering. The finished lower level offers plenty of light, a media room, bedroom and extra den/bedroom. Rental Terms: August - Labor Day: $85,000

East Hampton Village Prime - An Architecturally Significant Summer Residence on Mil Hill Lane Set on one of East Hampton Village's most coveted streets, this extraordinary home offers a rare summer retreat of architectural pedigree and quiet sophistication. Set moments from the Atlantic and the historic village centre, the property occupies an unusually generous .52-acre triple lot, affording both privacy and presence-an increasingly scarce combination in East Hampton Village. Recently and meticulously re-envisioned by Thomas Puckett Designs, the residence preserves the integrity of its Tudor Revival origins while introducing a refined contemporary sensibility. The interiors are calm and considered: exposed timber beams, a sculptural gas fireplace, and a restrained palette of soft neutrals create an atmosphere that is at once elegant, warm, and distinctly coastal. A custom-designed entrance hall and mudroom with radiant heated floors provides a functional yet beautifully resolved transition from outdoors to in. Designed for elevated summer living, the home flows effortlessly into a stylish den and casual dining space that opens directly to the outdoor entertaining terrace. The chef's kitchen is a true centerpiece-featuring custom cabinetry and hardware, top-of-the-line Wolf appliances, a dedicated coffee bar, and an oversized, hand-crafted walnut island that invites gathering, entertaining, and relaxed coastal evenings. The upper level comprises three private bedroom suites, each with its own ensuite bath. The primary suite is notably serene, defined by vaulted ceilings and dual north- and east-facing exposures that allow natural light to move gently through the space throughout the day. Its bath is finished in porcelain with radiant floors and a deep soaking tub, offering a quiet, spa-like experience. Two additional guest suites-one with a king bed, the other with twin beds and a discreet work area-are finished to the same exacting standard. Outdoors, the property is designed for a refined summer rhythm. Mature trees and thoughtful landscaping frame a south-facing heated saltwater gunite pool, shaded dining areas, and multiple lounging zones. An outdoor shower completes the experience-ideal after mornings at the beach or afternoons spent poolside. Located in one of the most iconic and walkable villages in the Hamptons, this home is just minutes from multiple ocean beaches, boutique shopping, and East Hampton's finest dining. An exceptional offering for the most discerning summer renter-this is East Hampton Village at its absolute finest. Rental Terms: Two Weeks: $55,000

Beautifully maintained elegant home situated near beautiful bay beaches. Entry leading to spacious living spaces: Living Room; Dining Room; Eat in Kitchen: Den . . . Finished Lower Level with it all! Heated gunite pool, and great places to relax and enjoy your Hamptons retreat! [[Rental Registration # 25-130]] EH RR #: 25-130 Rental Terms: August - Labor Day: $75,000

Pristine and Fresh. This newly renovated shingled traditional offers a serene and sophisticated escape, blending classic Hamptons style with crisp, contemporary décor. Bright, clean, and beautifully designed, the home features four bedrooms plus a den/family room.. The spacious primary suite provides a peaceful escape, while the newly finished lower level adds extra living space and a versatile bonus room. The updated kitchen, with sleek granite countertops, flows seamlessly into the open living area and out to the expansive lawn. Outdoors, stunning stonework and lush landscaping frame the pool, creating a private oasis that backs up to preserved East Hampton Town land-ensuring forever-protected views.Ideally located near both bay and ocean beaches, as well as the villages of Amagansett and East Hampton, this pristine home is the perfect summer getaway. [[Rental Registration # 25-260]] EH RR #: 25-260 Rental Terms: July: $30,000 August: $30,000 Memorial Day - Labor Day: $75,000 August - Labor Day: $35,000 Two Weeks: $18,000 July - Labor Day: $65,000

Tucked into a full acre of greenery, this East Hampton home offers four bedrooms, a private pool, and a quiet five minutes to the Village - with ocean beaches just ten minutes beyond. The setting feels secluded without being remote. The great room is the heart of the house - vaulted ceilings, oversized windows, and a wood-burning fireplace, with wide glass doors that open directly onto the lawn and pool. The space is furnished with new designer pieces in a clean, organic palette - linen, natural wood, jute - that feels calm and considered from the moment you walk in. The kitchen is brand new and thoughtfully designed for easy summer living: Miele appliances, a farmhouse sink, butcher block island, and open shelving. Bright, immaculate, and genuinely a pleasure to cook in. Four bedrooms are spread across two levels, including a primary suite upstairs with high ceilings that fill with light through the day. The whole house has a happy, peaceful quality - the kind of place that instantly feels like summer. The layout works well for families - the pool is fully fenced, and a crib, bassinet, and high chair are available on request. THE DETAILS: - 4 bedrooms · 2 levels - 5 min to East Hampton Village - 10 min to ocean beaches - Private pool with safety fence (unheated) - New Miele appliances throughout - New designer furniture throughout - Full-size washer & dryer - Central A/C & heating - Wood-burning fireplace - Teak outdoor dining & loungers - Garage + generous driveway parking - Crib, bassinet & high chair available on request Rental Terms: June/July: $60,000 June: $25,000 July: $40,000

On one of the prettiest parts of one of the prettiest and most peaceful lanes in East Hampton village, this meticulously renovated beauty is the perfect perch for a long summer vacation. With a well-conceived indoor/outdoor layout across three levels, the house has four (en suite) bedrooms, four and a half baths, and many lovely spots in which to gather or be apart. Beautiful finishes and thoughtful touches abound, making a stay here both memorable and comfortable. The peaceful and private backyard features a large heated pool, a freestanding gym and lovely plantings, and backs up to a 1.4 acre reserve. Spend an unforgettable month here right in the heart of the village. [[Rental Registration # RR-25-432]] EH RR #: RR-25-432 Rental Terms: August - Labor Day: $75,000

Escape to this serene and stylish East Hampton Village home-available for July or August Ideally located south of the highway and set on a private acre beside a scenic tree farm, this stunning seven-bedroom, seven-and-a-half-bath contemporary offers over 5,000 square feet of luxurious living space. Thoughtfully designed for relaxation and entertaining, the home features a sun-drenched great room with vaulted ceilings, a wood burning fireplace, and a seamless flow into the chef's kitchen with a large center island and counter seating. Floor-to-ceiling glass doors open to a covered outdoor dining area, a sprawling sundeck, and a 20' x 40' heated Gunite pool with salt water filtration system, complete with chaises longues and plush cabana chairs-your own private oasis. The primary suite is accessed via a private stairway and includes a sitting room with office area, a walk-in closet, and a spa-like bathroom with soaking tub and separate shower. Upstairs also includes two additional light-filled guest bedrooms with a shared bath. The downstairs offers four beautifully appointed guest rooms, each with glass doors leading to the expansive rear deck and lush, fenced lawn-perfect for guests seeking privacy. Additional highlights include a fully fenced, landscaped yard for maximum privacy, outdoor shower, ping pong table, separate laundry in the pool cabana for beach towels, one-car garage, all in close proximity to world-class beaches, shopping, dining, cultural attractions, and transportation. This home delivers the best of Hamptons living-modern comfort, timeless style, and an unbeatable location. [[Rental Registration # tbd]] EH RR #: tbd Rental Terms: August - Labor Day: $85,000 Two Weeks: $45,000

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 - Labor Day: $270,000 August: $135,000 July: $135,000 June: $85,000

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

Also available Year Round and Winter months Rental Reg # 22-834, Exp 5/23/24 [[Rental Registration # 26-664]] EH RR #: 26-664 Rental Terms: Other / Short Term - Year Round: $185,000 August - Labor Day: $50,000

Perched along one of the most sought-after stretches of Georgica Beach, this oceanfront property on impeccable West End Road offers an extraordinary Hamptons lifestyle with sweeping views of the ocean and Georgica Pond and timeless character. The beautiful shingle-style residence spans about 4,500 square feet and includes five ensuite bedrooms and two staff rooms off the kitchen with a jack and jill bathroom. The kitchen features generous quartz work surfaces and professional-grade stainless steel appliances, making it ideal for entertaining or relaxed seaside living. Just beyond a Dutch door lies an oceanfront outdoor dining space to host one-of-a-kind summer dinners. A private boardwalk leads directly to one of the best surfing spots in the Hamptons. The property also features a heated gunite pool and pool house. Inside, the home embodies style, warmth, and old-world charm. Architectural details such as exposed beams, wide-plank floors, and rustic sliding barn doors create a welcoming and character-filled atmosphere. A separate guest house with lodge like style offers 2 ensuite bedrooms and privacy from the main house. Just outside a glass door is a patio with ample seating and a barbecue area. With its privacy, secluded feel, artistic charm, and unforgettable views of ocean and pond, this special Georgica Beach residence offers a rare opportunity to experience refined coastal living in an idyllic Hamptons setting. Rental Terms: August - Labor Day: $325,000 July: $325,000 July - Labor Day: $600,000

Enjoy a luxurious summer in this magnificent Robert A.M. Stern designed Georgica traditional, nestled in the heart of East Hampton's estate area on two gracious, quiet acres with mature plantings. Grand entertaining spaces alternate with cozy private nooks, giving everyone lovely spaces in which to be together or apart. Entertaining options abound with extensive indoor and outdoor venues, while there are plenty of private spots to work from home. Three en-suite guest rooms, a staff room and bath, a Primary Bedroom featuring its own WBFP and private deck sleep 8-10. A finished lower level is fully furnished with a Media Room, Fitness Center, Pool table and Laundry Room, as well as a staff kitchenette and bedroom and full bath with its own entrance. A heated, gated Gunite pool and pool house, security system, recently updated systems, and automated driveway gates make this a stress-free, safe and private oasis in which to spend the summer or the year. Rental Terms: Year-Round: $300,000 July - Labor Day: $175,000

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

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

On a private cul-de-sac in Northwest Harbor, this sunny 3BR home is the perfect summer retreat in East Hampton. Primary bedroom on the first floor, 2 additional guest bedrooms upstairs, pool and pool house, and beautiful landscaping throughout the property grounds. [[Rental Registration # 25-168]] EH RR #: 25-168 Rental Terms: September: $10,000

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

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

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

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

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