luxury houses for rent Southampton, United States (page 2)

Newly Renovated! Private setting in Water Mill offers 5 bedrooms, 4.5 baths, an open living and dining area, newly renovated eat in kitchen with high end appliances, finished lower level with media room, new heated 50 foot gunite pool, a large inviting yard and an electric vehicle charging station.. Close to town and ocean beaches. [[Rental Registration # RP241443]] EH RR #: RP241443 Rental Terms: June: $40,000 Memorial Day - Labor Day: $176,000 September: $35,000

Be the first to experience this brand new modern twist to a classic Hamptons home. This high-end construction flawlessly combines modern and sophisticated interior finishes with a classic exterior design. This beautiful 6 bedroom, 8 bathroom home situated on 1.6 =/-acres, features a sunken Tennis court, oversized Gunite Pool and Pool House. All within minutes of stunning Southampton beaches and Southampton, Watermill and Sag Harbor world-class dining making this the perfect Hamptons getaway. Experience elegant European living with cathedral-style ceilings and an open layout throughout the ground level, while the hidden pocket doors still make each room feel private. Each of the living spaces has direct access to the bluestone terrace with a pergola and retractable awning. The first floor also has a primary bedroom suite, den, formal dining room, and large eat-in kitchen. The expansive living room can be admired from the second-floor gallery. The four bedrooms on the second floor are all en-suite with walk-in closets. The lower level has an additional two bedrooms, gym/spa, home theater, wine cellar, Laundry, and ample natural light with a generous walk-out lounge area. [[Rental Registration # RP230526]] EH RR #: RP230526 Rental Terms: July: $190,000 June: $200,000 September: $150,000

RENTED June 24th- July 31st!! Open, Bright Contemporary Beach House South of the Highway in Water Mill with 6 bedrooms, and 5.5 bathrooms overlooking a large 27+/- acre Ag. Reserve. All situated on a beautifully landscaped 1.3+/- acre parcel. Two master suites (one upstairs with balcony and one downstairs), a large guest suite/work studio separated from the rest of the home, and a downstairs sitting room/6th en suite bedroom. All bedrooms have king beds. [[Rental Registration # RP250736]] EH RR #: RP250736 Rental Terms: Other / Short Term - Weekly: $25,000

Exquisite renovation, highest standards, this elegant manor offers 6 bedrooms and 7 bathrooms. In the main house, there are 4 bedrooms, 4 bathrooms, including a primary bedroom on the first floor. A spacious foyer leads to the living room with fireplace, dining/den and a great state-of-the-art eat-in Smallbone kitchen. Additional features include TOTO toilets and a whole-house water filtration system that filters all water throughout both the main house and the guest house/cottage, including showers. On the second floor there is ample room with high ceilings, 3 bedrooms and 2 bathrooms. French doors lead to the patio and lovely garden. The equally exquisitely renovated 2-bedroom, 3-bathroom guest house overlooks the heated saltwater gunite pool with new outdoor furniture and is joined by a 1-car garage with EV charging station. [[Rental Registration # Pending]] Rental Terms: August - Labor Day: $250,000

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

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

This light-filled residence is quietly set on a gated and exceptionally private two-acre property in coveted Water Mill. Recently renovated with a natural, timeless aesthetic, the home features sanded oak floors and a thoughtful layout with five beautifully appointed bedrooms across two distinct wings. A welcoming foyer opens to a spacious living and dining area, highlighted by a wall of sliding glass doors that seamlessly connect to the deck and outdoor living spaces. First-floor guest suite enjoys direct access to the deck and pool. Upstairs, the primary suite and an additional guest ensuite share a balcony, alongside a dedicated workspace ideal for focused productivity. A separate wing offers a media / playroom and two additional bedrooms, including one with bunks, served by a full bath-perfect for guests of all ages. Outdoors, enjoy a heated pool and relaxed al fresco dining surrounded by mature landscaping, hydrangeas and natural tranquility. Ideally located just eight minutes from Southampton Village's renowned restaurants, shops, and ocean beaches, this serene and special property offers privacy, comfort, and effortless Hamptons living. Please call with questions or to make an appointment to view this serene and special property! [[Rental Registration # RA260488]] EH RR #: RA260488 Rental Terms: August - Labor Day: $65,000 August: $55,000

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

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

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

Newly renovated in 2018, this bright and airy four-bedroom home is set on a full acre bordering a private preserve, offering rare tranquility and uninterrupted natural views in the heart of Water Mill. The home is filled with natural light throughout, featuring an open-concept kitchen and living space designed for easy summer living and seamless entertaining. The primary suite opens directly to the outdoor deck, creating a true indoor-outdoor lifestyle. Outside, enjoy expansive, fully fenced grounds, a sparkling in-ground pool, and the privacy that comes with backing onto preserved land. Privacy with just sun, space, and calm. Ideally located minutes from ocean beaches, Southampton, and Bridgehampton villages, and top restaurants, this home delivers both convenience and escape. A clean, modern Hamptons rental that actually feels like a getaway. Available August through Labor Day. [[Rental Registration # RP260066]] EH RR #: RP260066 Rental Terms: August - Labor Day: $38,000

Great home for entertaining. Very attractive contemporary in country setting. Five bedroom, four bath home in Water Mill with heated gunite pool plus entertainment room in lower lever. [[Rental Registration # RP201246]] EH RR #: RP250236 Rental Terms: June: $35,000 August - Labor Day: $70,000 July: $60,000 July - Labor Day: $125,000 Memorial Day - Labor Day: $150,000 September: $30,000

This exceptional residence is ideally situated near to Shinnecock Bay and only moments from the ocean. Enter through a welcoming foyer into a light-filled, open-concept living space featuring a fireplace and a striking custom paneled ceiling. The thoughtfully designed eat-in kitchen is fully equipped and seamlessly connected to the dining area, creating an inviting setting for both everyday living and entertaining. The first floor offers a well-appointed primary suite with private bath, an additional guest bedroom, a full bathroom, a cozy library or sitting nook, a laundry room, and a powder room. Throughout the home, exquisite marquetry craftsmanship, stained glass windows and panels, and curated artwork highlight the home’s unique character and attention to detail. Upstairs, the second level provides two additional guest bedrooms and a full bathroom. A covered walkway connects the main house to an impressive 20’ x 50’ indoor, ozone-treated swimming pool, complete with a full bath and sauna—perfect for relaxing on rainy days or unwinding after a day at the beach. Outdoors, a private inner courtyard patio with pergola offers multiple spaces for al fresco dining and lounging, along with a barbecue area ideal for hosting family and friends. The fully finished lower level adds even more versatility, featuring a full gym and dedicated Pilates room. The private backyard setting invites evenings gathered around the fire pit after days spent by the bay or ocean. The home also includes bikes, kayaks, and a small boat, making it an ideal retreat for outdoor and water-sport enthusiasts. All of this is just a short drive to the shops, restaurants, and entertainment of Hampton Bays and Southampton. Available for summer and even a potential US Open stay. MD-LD: $85,000, July-LD: $65,000, Aug-LD: $35,000, Short Term: $20,000.

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

Perfectly positioned in the heart of Bridgehampton South, this beautifully designed six-bedroom, five-and-a-half-bathroom home embodies effortless Hamptons living in every season. Filled with natural light, the home offers elegant, sun-drenched interiors, sophisticated yet relaxed furnishings, and a seamless flow between indoor and outdoor spaces. Thoughtfully designed for both comfort and style, expansive living and dining areas create the perfect setting for everyday living, entertaining, and weekends with family and friends. Beautifully landscaped grounds offer multiple outdoor seating and dining areas, while a tucked-away fire pit provides an inviting place to gather on crisp fall evenings or cool spring nights. Designed with every member of the family in mind, the property also features a basketball court, trampoline, playground, and garage, offering plenty of space for recreation and relaxation throughout the year. Located moments from Bridgehampton's renowned restaurants, boutiques, farm stands, ocean beaches, and equestrian facilities, the home offers an ideal balance of privacy, comfort, and convenience - from quiet fall weekends and cozy winters to spring on the East End and the arrival of summer. An exceptional opportunity to experience Bridgehampton living through the seasons. [[Rental Registration # Pending]] Rental Terms: Other / Short Term - 9/12/2026 - 6/30/2027: $195,000 February: $15,000 May: $40,000 October: $35,000 November: $20,000 September: $60,000 January: $15,000 April: $20,000 March: $15,000 June: $75,000

Experience world-class coastal living in this extraordinary modern estate, perfectly suited for US Open visitors seeking privacy, space, and proximity to the Hamptons' premier destinations. This stunning property offers 8 bedrooms and 9 full bathrooms on over an acre, featuring direct private beach access and breathtaking ocean views. Designed for both relaxation and entertaining, the home includes a chef's kitchen, expansive open-concept living areas, and floor-to-ceiling windows that flood the space with natural light. Each bedroom is a luxuriously appointed suite, ensuring comfort and privacy for guests. Additional amenities include elevator access, a spectacular oceanfront pool, and a rooftop entertaining area with panoramic views-perfect for hosting or unwinding after a day at the tournament. Located in a private and secure setting in the heart of the Hamptons, this home offers convenient access to golf courses, beaches, dining, and US Open event venues. Special Notice: This property is available for select short-term rental periods. Pricing and availability shown under June are for reference only and do not guarantee full-month availability. Portions of June may be unavailable at the listed rate. All dates, rates, and availability are subject to change. Please inquire for confirmed pricing and specific rental dates. [[Rental Registration # RP251520]] EH RR #: RP251520 Rental Terms: June: $350,000

This impeccably renovated and newly furnished Hamptons retreat offers a rare blend of total privacy, resort-style living, and effortless access to the best of the East End. Set on a shy acre bordering the scenic Red Creek Park trail system, the property feels like a private estate while placing you steps from premier recreational amenities, including newly built pickleball and tennis courts, basketball and baseball fields, volleyball courts, a skate park, and miles of wooded walking trails. Spanning over 4600 sq. ft. of thoughtfully designed living space the residence is ideal for extended summer stays and elevated entertaining. The home offers 6 bedrooms, 3.5 bathrooms, and plenty of room to spread out across two finished levels. A grand, double-height marble foyer sets the tone, flowing into expansive living and entertaining spaces anchored by a sun-filled living room, a cozy den with gas fireplace, and a generous upstairs lounge. The custom eat-in kitchen is designed for gathering with a center island and breakfast area that connects seamlessly to formal dining. Two bedrooms and 1.5 bathrooms round out the first level. Upstairs the primary suite is a true private sanctuary, complete with a balcony overlooking the wooded grounds, a custom walk-in closet, and a spa-inspired bath with radiant heated floors and a jetted soaking tub - offering a true resort-level experience at home. An additional 3 bedrooms and bathroom are on the second level. Outside, the deck and patio features room for dining, conversation and lounging. The mature specimen landscaping frames the 20' x 40' heated saltwater pool with waterfall feature - creating an elevated private resort atmosphere. With effortless access to the highway - marinas, dining, shopping, and beaches across the Hamptons and North Fork are all within an easy drive. This property delivers the ultimate East End rental experience: private, polished, and designed for elevated coastal living. [[Rental Registration # Pending]] EH RR #: RA260624 Rental Terms: July: $45,000 August: $45,000 August - Labor Day: $55,000

Set against the exquisite backdrop of Little Peconic Bay, this unique waterfront home offers a harmonious blend of modern sophistication and waterfront beauty. With 180-degree bay views and resort-style amenities, the property is a sanctuary of elevated living. The main residence is a striking five-bedroom, four-and-a-half-bath haven, thoughtfully designed for both intimate entertaining and quiet relaxation. The great room is a striking yet welcoming space where architecture and setting work in harmony. Exposed beams and a stone fireplace ground the room with timeless style, while whitewashed ceilings and broad-plank floors keep the atmosphere open and airy. Expansive windows and sliding glass doors frame sweeping bay views, inviting the water and horizon into daily life. With sunlight streaming in by day and a cozy glow by night the space provides an ideal setting for both relaxed gatherings and peaceful retreat. The home includes a sun-drenched bay-facing breakfast table, a gourmet chef's kitchen, and a generous primary suite with a beautiful private waterfront covered deck. Four additional guest bedrooms provide accommodations for family and visitors alike. Step outside to discover a heated gunite swimming pool, a pool house, and a stunning waterfront gazebo-perfect for sunset gatherings or peaceful mornings by the shore. Located with close proximity to the Elizabeth A. Morton National Wildlife Refuge. [[Rental Registration # RP250018]] EH RR #: RP250018 Rental Terms: Two Weeks: $60,000 August - Labor Day: $120,000 Other / Short Term - 8/7/2026 - 9/7/2026: $120,000

Also available: June for $35K; June/July for $125K Enjoy the beauty of this recently renovated five bedroom, five-and-a-half bath traditional in Bridgehampton's horse country. This 4,500+/- square foot home sits on a beautifully manicured full acre with open lawns and a 20' x 40' gunite pool. A large double-height foyer and beautiful staircase greet you as you enter the home while a chef's kitchen and spacious, nicely appointed primary suites on both levels are just some of the other amenities featured in this summer oasis. Close proximity to town, shops, restaurants and beaches complete this spectacular property. Reach out now to secure this wonderful home for summer 2023. Rental Reg #: RP230579 EH RR #: (RP251002) Rental Terms: July: $110,000 June: $50,000 August - Labor Day: $135,000

Rebuilt in 2000 and maintained to the highest standards, this exquisite Victorian farmhouse is newly available as a first-time rental. Set along one of Bridgehampton's most sought-after corridors, Ocean Road, the property offers immediate access to the best beaches and village amenities. The main residence features 4 exceptionally laid out bedroom suites, multiple living parlors, and 8 fireplaces. Ample entertaining spaces, includes a chef's eat-in kitchen equipped with premium Viking appliances and custom cabinetry, while several bar and kitchenette areas create effortless flow for hosting. Upstairs, the bedroom suites offer generous proportions, walk-in closets, and spa-style baths, with select rooms featuring fireplaces, ceiling fans, and beautiful views of the gardens. Additional living areas include a billiards room, lower-level entertainment room with bar, and wraparound porch. Enter the 1-acre property to beautiful specimen trees, including 5 Japanese Maples. The main house offers outdoor eating area and leads to a stone wall separating it from the heated gunite pool and guest cottage. The fully equipped cottage consists of one bedroom, a separate living room, and outdoor al fresco eating area. Special bonus: one car with beach pass included. Rental Terms: September: $100,000 August: $200,000