luxury houses for rent Southampton, United States (page 3)

This beautiful classic white shingled three-story house with six bedrooms,6 bathrooms, two half-baths, gorgeous backyard, heated pool and spa is the perfect summer rental in Southampton Village. Enter the large foyer and experience the spacious nature and high ceilings that exist throughout the house. The main floor offers an elegant and spacious living room that opens onto the patio and gardens, a wonderful bright sunroom, and a den with fireplace that opens onto a west-facing furnished porch to catch the "golden hour". In addition, there is a state of the art eat-in kitchen with marble and stainless steel counters that opens to a covered porch for informal dining, as well as indoor formal dining room and mudroom. Almost every room on the first floor opens to a porch. Up the wide staircase and onto the second floor, you will find the large primary bedroom including two large walk-in closets, two bathrooms and a beautiful covered porch. In addition, there are two guest bedrooms with ensuite bathrooms, an office, and second floor laundry room all accessed from the large landing with sitting area. The third floor has three more large guest bedrooms and two more bathrooms as well as an additional sitting area. The indoor/outdoor living is what makes this house so special with the multiple covered porches, heated Gunite pool, spa, pool house with changing room and bathroom, outdoor shower and three-car garage surrounded by special mature landscaping. All this and just 1.3 miles to Main Street and 1.1 miles to beautiful Old Town and Wyandanch beaches. Rental Terms: Two Weeks: $110,000 August: $180,000 August - Labor Day: $210,000

The 2020 completed, as good as new construction home has all the bells and whistle of luxurious, modern living at its best. Open public spaces flow from one room to the next into the gourmet chef's kitchen with island seating, breakfast area. Sliding glass doors open to the vast property with lawn areas and a proper patio and in-ground, gunite swimming pool. The home offers 7 bedrooms including the oversized primary bedroom with walk-in closet. The finished lower level offers a media room, exercise room with sauna and storage. A must see and experience! [[Rental Registration # RP250582]] EH RR #: RP250582 Rental Terms: June: $65,000 November: $30,000 Other / Short Term - Year Round: $295,000 August - Labor Day: $105,000 July: $100,000 October: $30,000 Memorial Day - Labor Day: $260,000 April: $20,000 July - Labor Day: $200,000 May: $40,000

Charming Southampton Village home retains many of its original features, built-in 1870, including wood floors along with more recent additions and upgrades completed in 2020. This 4 bedroom, 4.5 bath house is in the most desirable location in the heart of Southampton Village, a few short blocks to all shops and restaurants as well as the beach! Spacious entertaining areas, library and home office with privacy pocket doors, front sitting room with a wood-burning fireplace, formal dining room, and gourmet eat-in Kitchen including new Subzero fridge, Miele Coffee machine, Miele speed oven, wine beverage center and new stove with adjacent family room w/ wood-burning fireplace overlooking the garden. Light and bright this house has it all! The master suite with a sunny outdoor deck overlooking the garden and 3 additional bedrooms with 2 full baths are on the 2nd floor along with a laundry room. Lots of closets! Completing the main floor is a large and cozy 2nd family room with a full bathroom and French doors that open up to the patio. The entire home and backyard are set up with Bluetooth SONOs speakers. In the private backyard, there is a heated and new resurfaced gunite pool, a covered terrace with sofa seating, outdoor dining, and a built-in state of the art BBQ. Deep driveway for ample parking and a one-car garage complete with bicycles and beach chairs. Rental Terms: August - Labor Day: $115,000 August: $110,000 Other / Short Term - Year Round: $250,000

New to the 2021 rental market: 6 BR, 5 bath modern Hampton home with fabulous pool house and an inground, heated gunite swimming pool. Several outdoor entertaining spaces and in- and outdoor fireplace. This home offers an open concept floor plan with a large gourmet chef's kitchen, dining area that flows effortlessly into the living/family area with fireplace. On the second floor are 5 bedrooms, 3 bathrooms including the sumptuous master suite with soaking tub and rain shower. Only minutes to Village shopping, restaurants and ocean beaches. [[Rental Registration # RP251145]] EH RR #: RP251145 Rental Terms: August - Labor Day: $90,000 September: $25,000 May: $50,000 June: $40,000 Memorial Day - Labor Day: $249,000 Other / Short Term - Year Round: $290,000

This chic designer decorated 4BD, 4 1/2 BA with around 3,000 sq ft living space over three floors offers coveted location and stunning features throughout. Located on a charming and quiet one-way street in Southampton Village and just minutes from Main Street, this sophisticated and modern house thrills with millwork that creates an effortless flow throughout. From the moment you enter, you'll be engaged by the bright and light feel and open floor plan, the perfect backdrop for a fabulous summer vacation. The first floor includes a professional kitchen with large island, dining area, butler's pantry, powder room, and generous living room with an inviting gas fireplace, perfect for a cool evening. The second floor includes three beautifully appointed bedrooms, the primary offering an en-suite bathroom and walk-in closet. The second-floor landing provides a bonus, light-filled study/workspace. The tastefully appointed finished lower level provides a generous media/entertainment room, 4th bedroom, full bath and laundry room. Outside, enjoy the perennial gardens and beautiful grounds that provide privacy for the heated gunite pool and pool house. The pool house is complete with a kitchenette, daybed and full bath, as well as an outdoor shower. This spectacular offering truly embodies the perfect Hamptons retreat! Please call with any questions or to set up an appointment to view. No pets sorry. Rental Terms: July: $60,000 Other / Short Term - 6/25/2026 - 7/30/2026: $65,000

Enjoy the month of July from this traditional Southampton home on prestigious Moses Lane. This charming and stylish cottage offers 3 bedroom, 1.5 baths and a separate artist studio with full bath. Recently renovated, every attention to detail has been met! Perfect flow for vacationing! Rental Terms: Other / Short Term - Year Round: $85,000

This one has it all! Spectacular Southampton waterfront offers heated pool with spa and rolling manicured lawn leading to large private dock. Situated on 1.2 acres of privacy, home includes 5 bedrooms, 4 baths, living room with amazing view, fireplace and exquisite art work, a true chef's kitchen with top of the line commercial appliances, incredible glass enclosed dining, extensive decking, central air, well equipped gym, gazebo and garage. Primary suite has it all: water views, balcony, additional private gym, sauna, jacuzzi, wet bar, private bath, office and walk-in closet. There's even an electric vehicle (EV) charger in the driveway! Sought after community offers private beach, tennis courts, basketball and baseball diamond. Bring your boat, kayaks are waiting. [[Rental Registration # RP170421]] EH RR #: RP170421 Rental Terms: Other / Short Term - Year Round: $275,000 August - Labor Day: $85,000 July: $85,000 August: $80,000

Wonderfully decorated, 7,000 +/- square foot, seven-bedroom, eight-bath Gambrel Traditional is located in the world-famous Southampton Estate Section. A well-considered floor plan, superb finishes and all new elegant decor are combined to provide the ultimate in summer comfort and elegance. A lovely paneled entry leads to a living room, den, custom kitchen with a welcoming sitting area, dining room and screened porch. Upstairs, the generous master with double baths and closets is augmented by three additional guest suites. A new added guest wing offers 2 additional bedrooms with ensuite baths, a well equipped gym and a large office/sitting area. Outdoors, the one-acre +/- property offers a large heated gunite pool, stone patios and a spacious lawn. Mere minutes to legendary Southampton Village ocean beaches, chic shops, and fine dining. Rental Terms: June: $85,000 July: $150,000 August: $200,000

Escape to this stunning Southampton village rental, where coastal elegance meets modern luxury. This beautifully appointed 3-bedroom, 2.5-bathroom home is your gateway to a serene Hamptons lifestyle. Located just moments from both the world famouse beach and Village, this Southampton gem offers the best of both worlds-seclusion and proximity to the ocean's beauty. Don't miss your chance to experience Hamptons living at its finest. Rental Terms: June/July: $80,000 Memorial Day - Labor Day: $165,000 July: $60,000 July - Labor Day: $130,000 August - Labor Day: $80,000 August: $75,000 June: $35,000

Extraordinary oceanfront estate on coveted Meadow Lane presents a rare opportunity to experience true Hamptons waterfront living. Set on 2.3± private acres with 200 feet of pristine ocean frontage, the property captures sweeping Atlantic views and offers direct beach access just beyond its private dune. Perfectly positioned south of the highway, it combines exceptional privacy and scale with close proximity to Southampton Village. The 5,900± square foot main residence, designed by Beyer Blinder Belle with interiors by renowned French designer Andrée Putman, blends classic English influence with clean, contemporary interiors. Spanning three levels, the home features seven bedrooms, seven full baths and one half bath, along with multiple living and entertaining spaces anchored by five fireplaces. Hardwood flooring runs throughout, while expansive decking and private ocean-view terraces create seamless indoor-outdoor living. The grounds are equally impressive, offering a heated gunite pool with spa, a private tennis court, detached garage, and studio space, all set against a rolling lawn that stretches to the ocean. Located on prestigious Meadow Lane in Southampton, this is a rare opportunity to rent a true oceanfront compound offering privacy, design pedigree, and the very best of Southampton summer living. Rental Terms: Winter Season: $500,000 Per Month Other / Short Term - Year Round: $2,000,000

This newer construction is a rare find. The inside features high-end, custom furnishings rarely available in a rental at this price. Gorgeous architecture, interior design and mature landscaping will impress. The 7 Bedroom home (all with ensuite baths) spans 5800 feet above ground, plus 2550 feet of finished lower level. The First floor features a dramatic 2-story foyer, 2 spacious living rooms, a chef's kitchen, bar area. There is a Junior Primary, and a mudroom with pool bath. The Second Floor features a Primary suite with terrace, fireplace, and luxurious white marble bath. There are 4 additional ensuite bedrooms and a second laundry. The lower level offers expansive entertainment space, including a theater, living room, and playroom with ping pong. There is a 7th ensuite bedroom with 2 queen beds. Outside, a South-facing large terrace with overlooks a beautifully landscaped, 1-acre property, with farm views. The yard is private and includes a 40' pool, new sunken hot tub and generous patio space for entertaining. The house sits in a very quiet cul de sac of newer homes, 2 miles to Southampton Village, with Southampton beaches just beyond. The property is a short bike ride or walk to the Southampton Rec Center (SYS) which offers a fantastic children's camp, tennis, gym, basketball, track, yoga, and pilates. Its also 1.5 miles to Towd Point Beach, one of the Hamptons prettiest bay beaches. [[Rental Registration # RP230864]] EH RR #: RP230864 Rental Terms: April: $15,000 February: $15,000 Other / Short Term - 1/1/2027 - 4/30/2027: $60,000 November: $25,000 September: $45,000 October: $30,000 January: $15,000 March: $15,000 Winter Season: $90,000 Per Month

Experience the best of Southampton Village living from this beautifully renovated Gin Lane estate rental, ideally located south of the highway just one block from the ocean. Set on 4 lush acres at the corner of Little Plains Road and iconic Gin Lane, this private summer retreat offers timeless Hamptons style, expansive entertaining spaces, and exceptional proximity to the beach, village boutiques, and renowned restaurants. Recently renovated in 2020, the 8-bedroom, 6-bath traditional residence spans approximately 5,800 +/- sq. ft. and features a bright open-concept layout designed for effortless summer living. Interior highlights include a spacious living room with fireplace, great room with open dining area, updated chef's kitchen with staff area, den/office, first-floor primary suite, and multiple gathering spaces ideal for entertaining guests or extended stays. Outdoor amenities include a heated 40' x 20' Gunite pool, expansive west-facing patio ideal for outdoor dining and entertaining, covered porch, mature landscaping, attached 2-car garage, and sweeping manicured lawns set across 4 private acres. Offering exceptional privacy in a premier Southampton Village location, the property is moments from ocean beaches, world-class shopping, and acclaimed village restaurants. Perfectly suited for Hamptons summer rentals, extended seasonal stays, or year-round living, this Southampton Village estate combines location, scale, privacy, and classic Hamptons charm in one of the area's most coveted ocean-block settings. Rental Terms: Other / Short Term - Year Round: $500,000

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

Coopers Hill offers you the perfect blend of convenience and style in a prime location. This elegant townhouse, with ample natural light from three sides, ensures your privacy. Upon entering, you'll notice the high ceilings of the main level and the beautiful tasteful furnishings. A formal entry leads to a spacious great room that includes a living area, dining space, fireplace, and access to a covered patio and garden. The first floor also features a cozy den and a well-equipped kitchen with modern appliances, custom cabinets, a custom pantry, and beautiful granite countertops. Upstairs, the second floor hosts a private master suite with recently added California Closets and two additional en-suite guest bedrooms, along with a laundry area. An elevator connects all floors, from the basement to the attic, making life easier. Plus, there's a one-car garage for added convenience. This exceptional rental offering presents a stylish home in a highly desirable location, just moments from Southampton Village Center, where boutique shopping, charming cafés, and acclaimed dining are effortlessly within reach-no car required. Don't miss out on Coopers Hill living - it's a perfect match for your lifestyle. Rental Terms: July: $30,000 June: $30,000 August - Labor Day: $30,000

Spend the summer on one of the most iconic private streets in Southampton Village. The classic Beach House was completely renovated and brought up to todays high standards. The elegant, sunny house offers eight wonderful bedrooms, some with ocean views, and six baths spread out over three floors. The ground floor features a formal dinning room, eat in kitchen with living space, grand entrance hall, and a living room with French doors that go to a covered outdoor living space. The beautifully manicured yard is the perfect place to spend your summer. The in ground heated pool is already fenced in with a rose covered picket fence. The true highlight of this property is the private beach access. Rental Terms: June: $80,000 July: $180,000

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

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

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

This beautiful home spans approximately 2,500 sq. ft. and is situated on 0.32 acres of land. It boasts an excellent location, in very close proximity to the Atlantic Ocean and a short distance from Southampton Village Center. The property is surrounded by mature hedges and landscaping, ensuring maximum privacy. This classic home exudes charm and is exquisitely furnished with meticulous attention to detail. The house features a spacious and welcoming living room with a fireplace, a den/4th bedroom, a formal dining room with French doors to the patio and beyond, a sunny kitchen equipped with professional appliances, four bedrooms, three and a half baths, a 1st-floor laundry room, a large flat-screen TV, indoor and outdoor stereo systems, lush flowering gardens, a heated swimming pool, a pool cabana with a bathroom, and an outdoor shower. Looking for a serene getaway? This Southampton Village retreat is just what you need! Rental Terms: Other / Short Term - Year Round: $285,000

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 with separate, private cottage, all 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. Also included is the private cottage with its own bathroom. A wonderful, carefree Village home ready to spend memorable summer weeks. Rental Terms: July: $48,000 Other / Short Term - Short-Term: $18,000 Two Weeks: $18,000 June: $38,000 August - Labor Day: $54,000 August: $50,000 June/July: $82,000 Memorial Day - Labor Day: $135,000 July - Labor Day: $98,000

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

Located at the end of a quiet cul-de-sac is this pristine 5470 sq.ft. custom-built traditional on .76 acres that is constructed and finished to the highest standards. Just off the welcoming foyer is an elegant formal dining room and comfortable den. The open plan has a chef's kitchen with custom cabinetry, and high-end appliances, dining and living area with fireplace. Upstairs is a spacious en-suite primary bedroom with attached bonus office and gym. Also on the second floor are three additional bedrooms and bath. The finished lower level has a media room, den, full bath and recreation room with pool table and video games. Great entertaining outdoor space with a 20x40 heated gunite pool and spa, large slate patio with covered dining area. The property borders a preserve and is especially peaceful. The home is minutes away from the Southampton Recreation Center with pickle ball, community tennis, full gym, track, basketball, exercise classes and a day camp. Southampton Village and beaches are an easy drive making this an ideal summer home. Rental Reg. # RP220457 Reg. Expires 5/13/2024 [[Rental Registration # RP220457]] EH RR #: RP220457 Rental Terms: August - Labor Day: $67,000 July - Labor Day: $120,000 Memorial Day - Labor Day: $130,000 July: $59,000 August: $63,000

Perfectly curated, fully renovated, and designed for effortless summer living, this Hamptons retreat delivers a rare combination of style, comfort, and resort-level amenities. From professionally manicured landscaping to a fully updated, expanded designer interior, the home sets a high standard from the moment you arrive. Inside, an expansive family room anchors the living space with a pool table, fireplace, bar and dedicated TV lounge, flowing seamlessly into another more intimate sitting area with fireplace which leads into the open-concept chef's kitchen featuring high-end appliances, counter seating, and a full dining area-all framed by abundant natural light and views through the oversized picture windows and glass doors. The home offers four en-suite bedrooms. The primary suite is a true retreat, complete with distant water views, a private walk-out balcony, fireplace, and a spa-inspired bath with a generous soaking tub. For added convenience, laundry is located on both the second floor and in the lower level. Outdoors, the property feels like a private resort, featuring a heated saltwater pool, updated decking, and thoughtfully designed dining and lounge areas ideal for entertaining or relaxing in total privacy. A truly special offering designed for elevated Hamptons summer living. [[Rental Registration # RP260341]] EH RR #: RP260341 Rental Terms: Two Weeks: $40,000

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