luxury houses for rent Southampton, United States

Charming Post Modern home offers an open floor plan with 4 bedrooms, 4.5 baths, dining area, living area with french doors leading on the back deck, hardwood flooring throughout, heated pool. Cul de Sac privacy. Perfect for year round living. Rental Terms: Year-Round: $125,000

Tucked away on a quiet and private block in Shinnecock Hills, this serene two-bedroom, two-and-a-half-bath bayfront retreat offers a truly special summer escape. Overlooking Shinnecock Bay with open views stretching to the Atlantic Ocean beyond, the home captures some of the most beautiful water vistas in the area. Set within a peaceful enclave along the bulkheaded shoreline, this original Sears Craftsman cottage has been lovingly maintained and offers a rare opportunity to enjoy classic Hamptons waterfront living. The inviting open floor plan allows natural light and bay views to fill the living spaces, creating a calm and relaxed atmosphere throughout. The home features two comfortable bedrooms, two and a half baths, central air, and a welcoming three-season porch-an ideal spot to take in the ever-changing light over the water. Outdoors, enjoy the fresh bay breeze from the porch, dine al fresco using the gas grill, or rinse off after a day by the water in the outdoor shower. A wood-burning fireplace adds warmth and ambiance for cooler evenings. With a 75-foot bulkhead along Shinnecock Bay and unobstructed views to the ocean beyond, the setting is both peaceful and inspiring. Perfect for couples, friends, or a small family seeking a quiet waterfront getaway, this special home offers the kind of restorative Hamptons summer experience that is increasingly hard to find. [[Rental Registration # (RP260026)]] EH RR #: (RP260026) Rental Terms: August - Labor Day: $30,000 July - Labor Day: $55,000 July: $25,000

Located in Southampton's prestigious estate section, this 5-bedroom, 4-bath waterfront home offers expansive, light-filled interiors with generous living and dining spaces. 3 fireplaces and a chef-oriented kitchen support seamless indoor-outdoor entertaining. The property is framed by flowing landscaping, gunite pool, and pool house-providing ideal privacy and gorgeous views. Perfect as the 2026 U.S. Open returns to Shinnecock Hills, with convenient access to Southampton Village and ocean beaches. Rental Terms: May: $75,000

Introducing a newly enhanced Southampton retreat, now offering an elevated level of luxury living. This exceptional property has been thoughtfully updated to include a fully equipped private gym and a ground-level walk-out living space designed for effortless entertaining, complete with a bar, additional lounge, and dining area. Set on 1.10+/- acres and surrounded by 7.4+/- acres of protected land, the home delivers both privacy and a refined, boutique-style experience reminiscent of five-star living. The interiors are light-filled and sophisticated, with a seamless flow throughout the open-concept design. A dramatic great room with 22-foot ceilings, fireplace, and a wall of glass creates a striking focal point while framing views of the lush grounds. The residence features six bedrooms, including four en suite, highlighted by a gracious and expansive primary suite. Two additional bedrooms share a well-appointed bath, offering flexibility for guests. A second-floor landing provides additional space for lounging or a home office. The kitchen and dining areas open to a covered porch for outdoor dining, while a separate media room offers a relaxed setting for entertainment. Outdoors, a 40' x 20' pool is surrounded by mature landscaping, creating a serene and private setting for summer living. Perfectly located near Southampton's ocean beaches, restaurants, and golf, this offering combines scale, style, and amenities in a way that feels both luxurious and effortless. Registration Code: RA240922 [[Rental Registration # RA240922]] EH RR #: RA240922 Rental Terms: June: $75,000

Also available: Winter 11/1/23 - 4/30/2024 for $3,800 Newly renovated and furnished in a laid back beach style, this adorable cottage located in Southampton Cove is the perfect getaway. Located across the street from the neighborhood marina, enjoy water views from the deck and a convenient launching spot for kayaks and paddle boards. High ceilings, wide plank wood floors, white walls and glass doors that open on to a shaded deck give the cottage a breezy, open feeling. First floor has kitchen, open living and dining area, two guest bedrooms, full bath and laundry. Second floor has two guest rooms (one with a twin trundle bed, one with a full bed) separated by a cozy lounging area. Serene and peaceful, the perfect place to relax and kick off your flip flops. Just seconds away from bay beaches with sunset views, a full service marina, restaurants and farm stands. A short drive to Southampton Village. [[Rental Registration # Pending]] EH RR #: RP251234 Rental Terms: Other / Short Term - Year Round: $75,000

Set south of the highway on a long private country driveway, this distinctive Southampton retreat offers a rare blend of creativity, privacy, and effortless summer living. A spectacular heated gunite pool, sauna, and fully outfitted tiki hut create an exceptional outdoor setting designed for sun-filled days and relaxed evenings. Upon entry, the home unfolds with a natural entertaining flow-an inviting living room to the left, perfect for pre-dinner cocktails, and a dining room to the right, ideal for long, leisurely dinners. Both spaces are bright and welcoming, and a piano adds a playful, social element-perfect for impromptu sing-alongs and easy summer entertaining. The kitchen features a European-inspired aesthetic with expressive design details and a charming Dutch door opening to the outdoors, allowing for seamless indoor-outdoor living all season long. With four ensuite bedrooms plus a powder room, including a first-floor primary suite with direct garden access, the layout is both comfortable and well-suited for guests. Upstairs, a separate bonus room offers a relaxed retreat for movie nights or additional gathering space. The lower level offers the ultimate workout space with a fitenss center. Outdoor living takes center stage, with multiple areas for dining and lounging-perfect for daytime lunches by the pool, afternoons under the tiki hut, and evening barbecues. The grounds feel private and relaxed, offering a true summer escape. A deeded waterfront parcel on Middle Pond provides direct access for kayaking and paddleboarding, with routes leading out to Shinnecock Bay and beyond. Located just minutes from Southampton Village, ocean beaches, and several of the area's premier golf courses, this property captures the ease and style of a Hamptons summer. Rental Terms: July: $55,000 June: $40,000 July - Labor Day: $115,000 Memorial Day - Labor Day: $130,000 August - Labor Day: $65,000

Also available: Two weeks: Jun 1 - Jun 25 $15K, Two weeks: Sep 9 - Sep 30 $20K As featured in Hampton Cottages and Gardens, located on a quiet Village lane, this exquisite three bedroom three bath plus powder room oasis on one level provides maximum privacy yet is in close proximity to Village shops, restaurants and famous ocean beaches. From entering the home, the foyer leads into the open light filled living spaces that invite for entertaining and relaxing. The living spaces easily flow from the Chef's kitchen with a large island into the dining room, living room and covered airy porch. The three bedrooms either have an en-suite bathroom or a full bath in close proximity. A wonderful, carefree Village home ready to spend memorable summer weeks. Rental Terms: Other / Short Term - Short-Term: $18,000 August: $50,000 September: $33,000 Two Weeks: $18,000 June/July: $82,000 July: $48,000 July - Labor Day: $98,000 August - Labor Day: $54,000 Memorial Day - Labor Day: $135,000 June: $38,000

Located in the heart of the Village with easy access to restaurant, shops and the ocean beaches, this recently renovated, pristine home offers complete privacy with tall matured specimen trees, ample lawn areas and a colorful flowering garden. Particulars include: a 2 story entrance and great room, formal and informal dining rooms, professional kitchen with double sub zeros & center island, 2 spacious family rooms, a total of 7 bedrooms and 7 1/2 baths including staff quarters, fully equipped gym, home office/library, detached 2 car garage, oversized heated, salt water, gunite swimming pool and a very spacious slate patio plus new covered poolside patio with a gas fireplace & outdoor shower. Rental Terms: August - Labor Day: $180,000 August: $150,000 Other / Short Term - Year Round: $450,000

Enjoy this tastefully decorated, eight-bedroom, eight-bath Traditional home just around the corner from Gin Lane and the ocean. A wonderful opportunity to spend a summer in a perfect European-styled home in the Southampton Estate Section. The house has an open floor plan on the first floor offering a the state-of-the-art kitchen, breakfast area, formal dinning, wet bar and a downstairs bedroom. The six, wonderfully furnished, additional upstairs bedrooms, each with a bathroom and some with private terraces, are accessable through two different staircases. The basement is setup with a staff area and a brand new, huge media room. There is plenty of outdoor entertaining terraces with fireplace, a beautiful pool and nicely landscaped gardens. Rental Terms: July: $160,000 June: $80,000 Winter Season: $100,000 Per Month September: $50,000

Exceptional home located in one of the most desirable streets in the Southampton Estate Section. The home just went through an immaculate renovation and the elegant floor plan includes a grand foyer with windows overlooking the grounds, two oversized and separate living rooms, both accessing terraces and areas of the garden, a beautiful den off the pool, an elegant formal dining room, a TV/media room and a new gourmet state-of-the-art kitchen with a large, sunny and inviting informal dining area. There are nine en suite bedrooms. The master suite features a fireplace, private terrace, two baths and two dressing rooms, and a study overlooking the grounds. All principal rooms have access to the stone patio surrounded by beautifully landscaped and private grounds. There is a heated swimming pool, spa and a tennis court. Additional rooms include a professionally equipped gym, play room and virtual golf practice area. The wonderfully landscaped 2 +/- acre property offers plenty of space for elegant entertaining. Beautiful and a truly relaxing environment, this fabulous home will delight even the most discerning tenant. Rental Terms: October: $150,000

Ideally situated in the heart of Southampton Village this 8 bedroom, 7 1/2 bath home has been lovingly restored to its original excellence with modern amenities. The first floor offers an open and bright Living Room, a sunny family room, a guest bedroom with a bath, a very large and open kitchen with walls of windows and glass doors that lead to the large stone patio, a formal dining room, and a game room. The second floor has a large master suite with 2 baths and a private deck, and 3 large guest bedrooms with 2 baths. The charming third floor has 3 additional guest bedrooms and bath. The lower level has a media room, a full bath, and a laundry room. There is a heated gunite pool, a pool house with a bath and outdoor shower, and a detached 2 car garage. Just a short block from Main Street and Jobs Lane and less than a mile to the ocean beach this home exemplifies summer living at its best. Fabulous, luxurious and light filled, it's the perfect summer retreat. Rental Terms: June: $60,000 August - Labor Day: $160,000 August: $150,000

Newly renovated and perfectly located. This 6 bedroom home is immaculate in Design, style and finishing's. Entering through an elegant foyer the first floor has a bright open living room with glass doors leading to the outdoor entraining area, a beautiful eat in kitchen equipped with all a professional chef could dream off, and a formal dinning room. The second floor includes a large main bedroom with a Spa like Bathroom and two additional bedrooms, and the charming third floor features two more bedrooms . The lower level is fully equipped with an en suite bedroom, sauna room with ice tank, and state of the art gym including an infra-red wall This home has plenty of nooks and window seats to get comfortable in. The beautiful terraces overlook the heated pool and wonderful landscaped, private gardens. This home is the perfect example of elegance and comfort all within a few minutes of Southampton beautiful village and desirable beaches. Rental Terms: Two Weeks: $70,000 June: $60,000

Renovated 2-bedroom cottage with water views and access to Big Fresh Pond for swimming, kayaking and paddle boarding. A serene location to unwind and enjoy great sunsets. Open concept living area with dining area, eat-in & fully stocked kitchen, and living room - all with water views. Outdoor BBQ grill & outdoor shower. Kayak & bikes available. Bonus: Piano in living room! [[Rental Registration # RP251276]] EH RR #: RP251276 Rental Terms: Memorial Day - Labor Day: $37,500 October: $4,000 September: $6,000 July: $17,000 June: $9,000 August - Labor Day: $19,000

This classic center-hall traditional home is situated on a beautifully landscaped half-acre property that features mature hedges and expansive green lawns. It is conveniently located within a short distance of beautiful beaches and the Southampton Village Center. The home boasts fine architectural features both inside and out, including nine-foot ceilings, and has been lovingly refreshed in 2023 with every room redecorated with beautiful, and comfortable furnishings that are perfect for easy Hamptons living. The main level includes a large foyer, a living room with a fireplace, a formal dining room, a library with a fireplace, a sunroom, a powder room, a large eat-in gourmet kitchen equipped with commercial-grade appliances, and a pantry/laundry/mud room. A covered porch on the east side of the house provides access to the den/study and overlooks a private, lush lawn. A stone patio spans the rear of the house and connects the central hall, living room, sunroom, and kitchen to the pool area. The second floor features a gracious landing leading to four bedrooms, including a large master suite with a fireplace, two baths, and two dressing rooms that open onto a covered porch. There are three additional bedrooms, each with its own bath. This special home also includes a 38-foot-long gunite heated pool with a pool house and changing rooms. This rental property is perfect for all seasons and is sure to go quickly. Rental Terms: Other / Short Term - Year Round: $375,000

Experience the epitome of coastal living just steps from the serene shores of Towd Point Beach. Featuring newly refinished white oak flooring, farmhouse kitchen, Central A/C, BBQ slate patio & deck, hammock, outdoor shower, large lawn and bloom filled gardens. And of course easy access to the beautiful Towd Point beach for swimming and stunning sunsets. Kayaks included and Pet Friendly too! [[Rental Registration # RP260737]] EH RR #: RP260737 Rental Terms: May: $8,000 Two Weeks: $8,000 June: $12,000 August: $19,000 July: $17,000

Welcome to your dream rental house located in the heart of Southampton Village. This charming four-bedroom home offers a perfect blend of comfort and style, featuring whitewashed floors and beachy details that create a relaxed, coastal vibe. Step outside to discover a lush backyard oasis with a sparkling pool and a stylish pool house, perfect for entertaining or unwinding. Additionally, a separate one-bedroom cottage provides extra space for guests or a private retreat. Experience the best of Southampton living in this delightful home, where every detail has been thoughtfully designed to provide a serene and inviting atmosphere. Rental Terms: Other / Short Term - Year Round: $230,000

This 2,610+/- sqft traditional home has gone through an extensive gut renovation, and full landscaping overhaul. Located in the Village of Southampton on a quiet street, offering 4 bedrooms including a primary suite on the first floor, three additional large bedrooms on the second floor and four new bathrooms. The expansive open kitchen with cathedral ceilings features a Wolf gas range, two Miele dishwashers, a Subzero refrigerator and a large island with seating for four. Skylights and large windows throughout, the home lets in the perfect amount of sunlight. Relax indoors in the living room or library, or take a dip in the new 10x26 heated gunite pool. This home provides the perfect place to enjoy and entertain, with repeat rental history, while being minutes to famed Ocean beaches. Rental Terms: March: $5,000 January: $5,000 July - Labor Day: $140,000 September: $25,000 February: $5,000 October: $20,000

Welcome to this exquisite rental property - a custom-built home boasting six bedrooms and seven and a half baths, infused with a modern flair and adorned with high-quality finishes in the Hampton's Style. Situated on a serene cul-de-sac on half an acre, this residence offers expansive outdoor living spaces including a pool house, a built-in BBQ kitchen area, and meticulously landscaped grounds. The effortless flow from the eat in kitchen to the double high ceiling living room makes this the perfect home for entertaining while still feeling compfortable and intimate. The sleek kitchen is a culinary haven, equipped with two Thermadore ovens, an induction cooktop, a built-in coffee machine, and an informal dining area. A butler's pantry connects the kitchen to the formal dining room, enhancing the ease of entertaining. Adjacent to the kitchen is a cozy den and a convenient laundry room. The luxurious primary suite is on the main level, featuring a spacious walk-in closet, a rejuvenating soaking tub, a steam shower, and direct access to the pool area for ultimate relaxation.The centerpiece of the home, a stunning floating staircase, floods all three levels with natural light, creating an ambiance of elegance and warmth. On the second level, four additional bedrooms await, including a king-size room with a balcony that could easily function as a secondary primary suite.The lower level and discover a bunk room, a media room, a gym, and a wine cellar, offering an array of leisure and entertainment options. Rental Terms: April: $15,000 March: $15,000

This handsome residence is situated on a well-landscaped acre. A bright living room with fireplace and double-height ceiling, dining area, eat-in kitchen, four bedrooms with primary on first floor and three baths provide good living space. Central air-conditioning, two-car garage, outdoor deck, and heated pool complement this home. Located minutes from the Village of Southampton, this property is close to all beaches, shopping and restaurants. [[Rental Registration # RP240739]] EH RR #: RP240739 Rental Terms: June: $18,000 July: $30,000 August - Labor Day: $35,000 September: $15,000 Memorial Day - Labor Day: $65,000 July - Labor Day: $60,000

This is a unique opportunity to rent two separate 2-bedroom / 1-bathroom cottages with water views and water access on Big Fresh Pond. Enjoy captivating sunsets, swim, kayak and fish on this private and very quiet property. BBQ, Outdoor shower, Bikes and Kayaks included. Piano included in cottage #1. Potentially available off-season, please call with inquiries. [[Rental Registration # RP251276]] EH RR #: RP251276 Rental Terms: August - Labor Day: $34,000 Memorial Day - Labor Day: $75,000 October: $11,000 June: $16,000 July: $30,000 September: $14,000