luxury houses with terrace for rent Southampton, United States

Recently, Freshly renovated Beach House with new kitchen and new bathrooms. The main house has 4 bedrooms on the second floor with a total of 3 baths in main house. The legal accessory apartment houses the bunk room and full bath. Extensive new mahogany decking and an outdoor shower. Beautiful, private yard with a gunite heated swimming pool and lush lawn areas. In close proximity to ocean beaches and Village amenities. Rental Terms: July - Labor Day: $169,000 June/July: $129,000 September: $50,000 July: $80,000 August - Labor Day: $90,000 June: $50,000 Memorial Day - Labor Day: $185,000 August: $80,000 April: $10,000 Other / Short Term - Year Round: $250,000 May: $20,000

Stylishly renovated and beautifully appointed, this Southampton village home has it all. Spacious gourmet eat-in kitchen, two living rooms, media room, fireplace, sunporch, and finished lower level with gym (including Peloton Bike+ and Hydrow Rower). Four bedrooms and four baths in main house. Multiple seating and dining areas outside amidst the stunning landscape, provide perfect entertaining spaces both under the sun and protected. The newly redone pool house offers sophisticated living space. Heated gunite pool, lovely lounge furniture, market umbrellas, retractable awning, wisteria covered pergola, outdoor shower, customer gas bbq, there's nothing that has been overlooked for those seeking the amenities of a 5 star vacation hideaway just minutes to Main Street. Rental Terms: Memorial Day - Labor Day: $250,000 Other / Short Term - Year Round: $290,000

Convenience at its best. Newly constructed and first time available for rent. This pristine traditional home is located in the heart of Southampton village. The main floor has an open layout with lots of natural light. Gourmet kitchen, living room with fireplace, wet bar and dining area. There is a first floor en-suite bedroom. Second level has 2 guest bedrooms with a shared bath, master suite and laundry room. Lower level has a sitting area, bedroom and bathroom. There is a heated gunite pool, out door fireplace, outdoor pool bath and detached one car garage. Rental Terms: August - Labor Day: $135,000 July: $120,000 Memorial Day - Labor Day: $245,000 July - Labor Day: $230,000

Best location. Best house in best condition. Best waterfront views on Lake Agawam, gated, waterside pool, porches, balconies, multiple living parlors. Great kitchen, dining, offering 7 bedrooms, 2-car garage, on 2 beautiful acres. Very private. Rental Terms: Other / Short Term - Year Round: $850,000 July - Labor Day: $600,000 Memorial Day - Labor Day: $700,000

Welcome to 4 Scrimshaw Drive, located in the sought-after Whalebone Landing community, where summer feels calm, private, and effortlessly beautiful. Enjoy the private bay beach and tennis courts just moments away, and quick access to the boutiques, restaurants, and harbors of both Southampton and Sag Harbor. Designed for luxury summer living, this home features a heated gunite pool, sun-filled interiors, and three levels of finished living space ideal for both relaxation and entertaining. Coastal-inspired details throughout the home create a natural sense of ease and timeless Hamptons elegance. With convenient proximity to the U.S. Open PGA at Shinnecock Hills Golf Club in June 2026, this residence offers a refined retreat for those seeking to experience the very best of the Hamptons with style, privacy, and comfort.

Perfectly located on a quiet flag lot in Southampton Village, just minutes from Main Street and the world-famous Coopers Beach, this meticulously maintained seven-bedroom, six-full and two-half-bath Hampton classic offers the very best of Village living. Complete with a heated gunite pool, spa, outdoor shower, 2-car garage and beautifully landscaped grounds, this elegant shingled home is designed for effortless summer enjoyment. Bright, airy interiors and seamless access to the expansive rear deck and pool area create an inviting atmosphere. An impressive double-height entry foyer welcomes you to the main level, featuring a spacious living room, formal dining room, gourmet kitchen with a large center island and multiple seating areas, a comfortable tv den, powder room and main floor laundry. Upstairs, the generous primary suite overlooks the pool and includes a luxurious ensuite bath. Four additional guest suites, one of which serves as a home office, complete the second floor. The thoughtfully designed lower level offers a media and television area, an additional guest suite and a guest bedroom. With direct access to the pool area as well as an additional powder room, the lower level is ideal for family and guests alike. Surrounded by mature hedging and lush landscaping, the private backyard is an oasis. With heated gunite pool, spa, outdoor shower, expansive deck, gas grill, vegetable garden and multiple seating areas, this property is the perfect setting for entertaining and relaxed summer living. Enjoy the summer in privacy, comfort, and convenience in one of the Hamptons' most desirable locations. Rental Terms: July: $125,000

Welcome to 50 Rosko Lane in The Fields, Southampton's premier luxury enclave. This west-facing new construction offers abundant natural light, and over 6,000 sq. ft. of beautifully designed living space. With 7 bedrooms, 7 baths, and a finished lower level, the home balances refined Hamptons style with modern comfort. The airy main level showcases soaring ceilings, wide-plank floors, and a chef's kitchen that flows seamlessly to the dining area, accented by a striking built-in wine display. Walls of glass open to a private backyard with a heated gunite pool, bluestone patio, and landscaped grounds. The serene primary suite features a spa-like bath and generous closets, while the lower level adds a media lounge, recreation space, guest suites, and an impressive gaming lounge with four high-end stations, Xbox Series X and PlayStation 5 consoles, and award-winning Secret lab chairs-perfect for entertaining all ages. A two-car garage, proximity to Southampton Village, and world-class beaches complete this exceptional offering-luxury, convenience, and resort living at its finest. [[Rental Registration # RP250841]] EH RR #: RP250841 Rental Terms: August - Labor Day: $125,000 September: $75,000

This gorgeous newly constructed 3,700 +/- sq. ft. shingled home is the perfect residence for the Summer 2024 rental season, or next Fall and Winter. The property is situated on a quiet lane South of the Highway in the heart of Southampton Village and just over one-half mile to the ocean beaches. This sun-filled custom residence offers an impressive great room with professional kitchen, living room, double-sided fireplace to back patio, large glass enclosed wine closet, and high ceilings, along with a media room, study, and sun room on the first floor. A spacious primary bedroom suite and two bedrooms and bath are located on the second floor, and the top floor offers an ensuite bedroom. The outdoor living space includes a salt-water gunite pool, blue stone patio with fireplace, and sunny lawn. The 500+/- sq. ft. pool house features a room with fireplace, kitchenette, full bath, and den. Substantial wall moldings, customized closets, second floor laundry, Nest thermostats, top of the line security system with remote cameras, Sonos, central vacuum, professional landscaping and extensive irrigation complete this impeccably finished house, which is a short distance to the ocean and to Village shops and restaurants. EH RR #: na Rental Terms: Other / Short Term - Dec: $16,000 August: $100,000 November: $16,000 February: $16,000 June: $50,000 January: $16,000 August - Labor Day: $115,000 March: $16,000

The peacefulness and serenity of a summer on the East End awaits you in this fully renovated Southampton home. Offering breathtaking views of Peconic Bay and Bullhead Beach, this four bedroom home features 3 over-sized bedrooms each with their own private bath, an open concept main floor with a brand new kitchen, dining room, and a massive great room with vaulted ceilings, gas fireplace and wet bar. Outdoor amenities include a 20'x 40' custom inground pool surrounded by an oversized deck with lush landscaping throughout. If golf is your game, this home literally is surrounded by the top three courses on Long Island (Shinnecock Hills, Southampton and National) Luxury shopping and world class dining are both minutes away in the village of Southampton. This home is the perfect escape from hectic city life, yet it is conveniently located for those in need of a quick return to the hustle and bustle of greater New York City. [[Rental Registration # RP260397]] EH RR #: RP260397 Rental Terms: Memorial Day - Labor Day: $110,000 July: $45,000 August: $45,000 July - Labor Day: $90,000 June: $25,000 August - Labor Day: $50,000

Experience the best of Village living in this recently renovated, impeccably maintained estate, ideally located just moments from renowned restaurants, boutique shopping, and ocean beaches. Set behind mature specimen trees and surrounded by lush lawns and vibrant gardens, the property offers exceptional privacy and a true resort-like setting. Designed for both entertaining and comfortable everyday living, the home features a dramatic two-story entry and great room, formal and casual dining areas, and a chef's kitchen with double Sub-Zero refrigerators and a large center island. Additional highlights include two spacious family rooms, seven bedrooms, and seven-and-a-half baths, including separate staff quarters. Enjoy an array of premium amenities, including a fully equipped gym, home office/library, detached two-car garage, and an oversized heated saltwater Gunite pool. Outdoor living is elevated with an expansive slate patio, a new covered poolside lounge complete with a gas fireplace, and an outdoor shower, creating the perfect summer retreat. Rental Terms: July: $145,000 Memorial Day - Labor Day: $375,000 August - Labor Day: $185,000 July - Labor Day: $300,000 Other / Short Term - Year Round: $450,000

Be one of the first to enjoy this beautifully renovated compound set on over half an acre in the heart of Southampton Village, now offered as a rental, with all new furnishings from Home Nature, Serena & Lily and CB2. Just moments from the iconic Gin Lane beaches and charming village shops, the main residence welcomes with a lovely entry foyer featuring a wood-burning fireplace on one side, and the den on the other. The foyer leads to the dining area and then over sized living room with fireplace, dine-in chef's kitchen, and powder room. The family room that has informal dining table as well opens fully onto the outdoor deck. Upstairs, you'll find a spacious primary suite (king bed) with a private office and three additional en-suite bedrooms ( 1 king and 2 queen beds). Downstairs, the French doors to the back deck, making indoor-outdoor living easy, open to lovely views of well-tended gardens and heated Gunite pool. The guesthouse provides exceptional flexibility with its living room, dining area, kitchenette, full bath and laundry, and upstairs two additional bedrooms with full bath. One room has two twins that can become a king, and the other a day bed with an office. The guesthouse back terrace overlooks the expanse of the long rear yard. This offering combines functionality and location, a true "get" in the Hamptons--less than 1/3 mile to Little Plains Beach and 1/2 mile to Southampton's Main Street. [[Rental Registration # N/A]] EH RR #: N/A Rental Terms: July: $135,000

Brand new furnishings await the discerning tenant at 18 Spring Pond located in a quiet, private community. The 2 story home offers a heated, gunite swimming pool and community tennis court. The house is freshly painted, updated and boasts brand new furnishings including pool lounges. Great open floor plan from the kitchen to indoor and outdoor entertaining spaces. There is a junior en-suite bedroom on the first floor in addition to a powder room. The second floor holds the private primate suite with floor to ceiling windows overlooking the private property. There is a private balcony, shower bath, walk in closet and an adjacent den that can serve for relaxation, working. There is a third en-suite guest room with two twin beds and the laundry room on the second floor. [[Rental Registration # RP260246]] EH RR #: RP260246 Rental Terms: Other / Short Term - Dec: $15,000 April: $15,000 July: $40,000 September: $18,000 March: $10,000 November: $10,000 June/July: $60,000 May: $15,000 January: $10,000 October: $10,000 February: $10,000 Winter Season: $60,000 Per Month

Discover the perfect summer oasis at this contemporary beach house overlooking Fresh Pond. With its open floor plan, this residence features a spacious and bright living room, fully equipped kitchen, formal dining area, 3 bedrooms, and 2.5 bathrooms. Sliding glass doors on both levels open to expansive decking, offering tranquil water views. Enjoy a private dock and nearby private beach access, completing the coastal experience. [[Rental Registration # RP240846]] EH RR #: RP240846 Rental Terms: August - Labor Day: $35,000

This sun-filled 5 bedroom newer construction home is the perfect rental. Just purchased, the home features new designer-picked furniture...a rare find at this price. The home offers a chef's kitchen with Calcutta counters and Viking appliances, and large formal living and dining rooms with cathedral ceilings. A gracious family room with French doors accesses a large private back yard, with an attached blue stone terrace for entertaining and 40' heated gunite pool. A king-sized master bedroom features high ceilings and includes a dressing area (or home office) and master bath with Jacuzzi. There are 4 additional bedrooms on the top two floors. The location is the best of both worlds, only 2 miles north of Southampton village, but on a quiet cul-de-sac of newer homes, backing to farm. Just a half mile away, the Southampton Recreation Center offers tennis, yoga, pilates, basketball, track and a full gym. [[Rental Registration # RP220522]] Rental Terms: July: $50,000 August - Labor Day: $65,000 July - Labor Day: $115,000 Other / Short Term - Jun 1 - Jun 30: $30,000 Memorial Day - Labor Day: $160,000

Tucked away on one of the most iconic private streets off world-famous Gin Lane, this classic Southampton residence offers timeless charm, privacy, and exclusive beach access. Set on beautifully landscaped grounds, the property is surrounded by lush greenery, creating a serene oasis just moments from the ocean. Inside, the home is filled with natural light, with large windows and French doors that invite the outdoors in. The main house features five bedrooms and six bathrooms across two levels, including a sun-drenched primary suite with dual baths, walk-in closets, and a private terrace. A separate guest wing offers additional space and comfort for visitors. Gracious living and dining rooms, a bright and functional chef's kitchen, and a cozy den all open to the gardens, perfect for relaxed summer living. Outdoors, the covered porches and patios are ideal for entertaining, while a heated gunite pool is nestled among mature landscaping. With private access to one of the most beautiful beaches in the Hamptons, this is a rare opportunity in the heart of Southampton Village. Rental Terms: August - Labor Day: $165,000 August: $160,000 July: $140,000

This modern and chic four bedroom, four bath home has a gourmet kitchen with Miele appliances. The first floor primary suite opens onto the pool terrace. There is also a den on the main floor with ""en suite"" bathroom. Three bedrooms and two baths upstairs. Heated gunite pool surrounded by beautiful manicured gardens. Located by beautiful Conscience Point and bay beaches. All you need for a perfect summer. [[Rental Registration # RP240339]] EH RR #: RP240339 Rental Terms: August - Labor Day: $41,000

On over half an acre just minutes from Southampton Village and ocean beaches, this turn-key home offers an exceptional combination of style, privacy, and land. 3 bedrooms, 3 bathrooms, an open living and dining area with wood-burning fireplace and abundant natural light define this truly special residence. The grounds include mature hedging, established trees, an in-ground heated pool, and generous deck. Rental Terms: September: $15,000

This fabulous property has just been recently renovated by a leading artist. Overlooking a bucolic horse farm, and just outside Southampton Village, this pristine home offers Hamptons living at its finest. The first floor is flooded with natural light, with plenty of living space for cozy conversation or quiet reflection. Newly installed chef's kitchen with barn doors leading to the large front yard will make any cook smile. EIK and formal dining room look out on the expansive, manicured grounds. Formal Living Room with built in library is perfection and heavenly! French doors lead outside to the fantastic oversized newly built heated gunite lap pool. Revel in the peacefulness of the adjacent farm, with endless views, all so near to Southampton Village and beaches. Truly a unique and gorgeous home. Also available September for $65K. Rental Terms: Memorial Day - Labor Day: $360,000 Other / Short Term - May: $81,000

New to the rental market, this recently updated home is on a very desirable street in the village. 4 bed, 4 1/2 baths and a bright finished lower level. There is a new salt water heated pool with underwater speaker. A pool house and finished space above the garage. Extremely convenient to the train, bus and village shops. Other / Short Term - Last two weeks in August: $25,000

This exceptional new 7000+/- sq.ft. home, sited on over 3 acres with pool and over-sized pool house/pavilion has several distinct and superbly-designed living spaces that are perfectly suited for gathering and entertaining family and friends. Constructed by a well-known local builder, this custom-designed home offers seven bedrooms, eight full, and two half-baths between the main residence and pool pavilion. A private drive leads to the shingle-sided Hamptons home with circular drive, and separate service drive to the garage bays. The residence opens with an elegant, double-height ceiling off of which is the powder room, and direct view to the comfortable living room with fireplace. The living room is part of the open-plan living/dining/kitchen, all with superb finish and luxe furnishings. The fully-equipped chef's-level kitchen includes a Fisher Paykel refrigerator, beverage cooler, Bertozzi range/oven, microwave/convection oven, and two dishwashers. The separate formal dining room will seat 8-10 persons. French doors line the entire rear of the house, including the first floor junior primary suite with fireplace, off of which are two covered patios, and outdoor fireplace. From the second floor landing, the primary suite occupies one side with French doors out to its private deck. A sitting area and three more bedroom suites complete the second floor. The finished lower level offers a media room, a sixth bedroom suite, a full bathroom, an additional bedroom, the laundry room with double washer/dryers, and access to the over-sized two-car garage. Among the amenities offered: in-home and outdoor surround sound systems; black-out shades; WiFi; four Eisyrood "cruiser" bicycles, and an Addmotor electric tricycle. Lower level storage closets contain a surplus of labeled luxurious linens for the household. A landscaped glade leads up to the pool area, with its in-ground, 20'x40' heated Gunite pool with bluestone surround and six Euro-style lounges and three "Cape" umbrellas. The outdoor entertaining areas offer a "pizza" kitchen with a Green Egg, and an under-pergola dining area that will accommodate a dozen people. Inside the pool house, a large kitchenette, half bath, and separate changing room. This is a property where every day feels like a retreat and every evening is an invitation to unwind. Offered for various time periods this summer and off-season. [[Rental Registration # RP252030]] EH RR #: RP252030 Rental Terms: November: $15,000 Two Weeks: $50,000 October: $15,000 March: $10,000 January: $10,000 February: $10,000 May: $45,000 Other / Short Term - Dec: $10,000 June: $100,000 April: $10,000

Hampton Traditional. Nestled down a private cul-de-sac on 1.2 +/- acres in Southampton North's desirable estate section, Farrel lbuilt home, approximately 6,500 sf, multiple living areas, 5 plus bedrooms, 6.5 marble baths, and a heated Gunite pool. The first floor features a double-height foyer, great room with fireplace and wet bar, living room with fireplace, gourmet kitchen with breakfast area, formal dining room, and a junior primary suite. The second floor offers 5 ensuite bedrooms, including the primary with its own fireplace, laundry, and a bonus room. Additional amenities include coffered ceilings, French doors, top-of-the-line appliances, sound system, 2-bay attached garage, patio, covered porch, over-sized backyard. Beautifully decorated and perfect for summer fun! [[Rental Registration # 230144]] EH RR #: RP250229 Rental Terms: Two Weeks: $60,000 July: $90,000 June: $70,000

Southampton home centrally located yet convenient to ocean beaches along with a private setting backing a peaceful reserve. The inviting open & bright floor plan consists of a cooks kitchen, sunroom/playroom, stylish living room & dining room with multiple sliding glass doors leading to the pool and generous poolside deck with new patio furniture perfect for outdoor entertaining. Particulars include: CAC, 4 bedrooms & 4 baths.. Flexible on dates, also available short term off season. [[Rental Registration # RP250807]] EH RR #: RP250807 Rental Terms: August - Labor Day: $60,000 March: $15,000 November: $10,000 September: $15,000 June: $35,000 April: $15,000 October: $15,000 Memorial Day - Labor Day: $125,000

This gated, 10,000 square foot on 5 park-like acres is the perfect Southampton retreat. The home feels like a true "estate," completely secluded on a private cul-de-sac of high-end homes, well off the main road. The recently refreshed interior is grand, with 5500 square feet of 2-story living space, all on one level, plus an additional 4500 square feet of finished lower level with every amenity. The spacious home offers a 2-story foyer and 2-story living room, with a 20' wall of glass as your first impression. There is plenty of room to spread out. A large eat-in kitchen overlooks the enormous yard. There is dining overlooking the yard, formal dining, and enormous great room with fireplace. A grand primary suite and 3 additional ensuite bedrooms (one can have a queen bed or be a second den with a sofabed) round out the first floor. Given the enormous footprint above, the downstairs affords tremendous living as well. There are two additional guest bedrooms, 2 full baths, theater, game/recreation room and gym area. The gated grounds are simply magnificent--gorgeously manicured, with expansive lawn. The focal point is a 60 x 30 show-stopper pool, surrounded by massive patio and gardens on all sides. An outdoor kitchen with barstools is perfect for entertaining. There is ample outdoor furniture for lounging and dining. The location is convenient, only 1.4 miles to perhaps the Hamptons' prettiest sandy bay beach, Towd Point, 4 miles to Southampton or Water Mill Villages, and 5.5 miles to a dozen ocean beaches. [[Rental Registration # RP250976]] EH RR #: RP250976 Rental Terms: July: $75,000 October: $15,000 February: $15,000 May: $15,000 August - Labor Day: $85,000 Other / Short Term - Year Round: $240,000 April/May: $30,000 April: $15,000 November: $15,000 August: $80,000 January: $15,000 September/October: $35,000 June: $40,000 September: $25,000 March: $15,000 Memorial Day - Labor Day: $185,000

Western facing sunsets will be magical from this waterfront home with dock. Features 4 bedrooms, 3 baths, open living areas with plenty of room to entertain. Rental Terms: August - Labor Day: $45,000