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

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: $150,000 July: $140,000

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

Located in Parrish Pond just outside the Village of Southampton is this 5 bedroom, 4.5 bathroom traditional. Professionally decorated, this home offers a well-appointed first floor master bedroom and attractive entertaining spaces. Outdoor amenities include a heated Gunite pool and spa, a bocce court, a surround sound system and open grounds and mature landscaping. A five-minute drive to the Village of Southampton and its beaches. Available two weeks in August. THIS PROPERTY IS NOT OFFERED ON AIRBNB, VRBO, OR ANY OTHER HOME-SHARING SITE. [[Rental Registration # RP251741]] EH RR #: RP251741 Rental Terms: Two Weeks: $35,000

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

Terrific Southampton Estate Section rental property, sited one "country" block to ocean beaches offers gracious living with six bedroom suites, a full house-length patio, heated Gunite pool, pool house, and attached three-car garage. The 1.05-acre property, accessed by two driveways and semi-circular drive presents a classic clapboard, shingle-sided traditional residence, with covered, columned front entrance. The entry reception offers a powder room, and straight-line access to the residence wings on either side. Recently renovated and expanded, the south wing offers the family/game room with fireplace, that steps down to the over-sized, sun-filled living room with fireplace. The formal dining room seats 10+, and a pantry connects to the dine-in kitchen with breakfast nook and all top appliances. Numerous full-height doors open to the swimming pool area and full house-length back patio with fireplace. A second larger pantry connects to the den/office with full bath. The ground floor guest suite, garden room with dishwasher second fridge and freezer, and utility area with laundry room complete the ground floor. Up the main stair, the primary suite occupies one side, and a guest suite is on the other. The upstairs north wing offers three more guest bedroom suites and sitting/hangout space. Immaculate and spacious, this rental property is perfect for any time of the year. Rental Terms: August: $225,000 August - Labor Day: $260,000

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 recently renovated and professionally decorated cottage features 3 bedrooms on 0.40+/- acres. The immaculate interior is welcoming and chic, while maintaining the desirable comfort of a beachy summer home. Minutes to both Sag Harbor Village and Southampton, this retreat features new appliances, fresh and stylish furnishings, and interior rooms bathed in natural light. Bar-B-Que on the back deck, swim in the heated pool or in the bay just a short distance away. As part of the Southampton Shores community, the house enjoys access to The Colony Club's private bay beach, pavilion, community tennis and basketball courts. Entertain and enjoy your summer months amidst the private grounds of this attractive Hamptons home. [[Rental Registration # RP260131]] EH RR #: RP260131 Rental Terms: Memorial Day - Labor Day: $65,000 June: $15,000 August - Labor Day: $25,000

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

Nestled along the tranquil waters of Far Pond Road lies a hidden gem- a sanctuary for nature enthusiasts and water lovers alike. This enchanting home seamlessly blends serene living with the timeless allure of nature. With picturesque views of Honey Pot Pond, Far Pond, and the stunning vistas of Shinnecock Bay, residents can indulge in mesmerizing sunsets while hosting an evening barbeque on a large two-tiered deck. Step inside the thoughtfully crafted home to discover an open living room bathed in natural light, perfect for unwinding after a day spent on the water. The eat-in kitchen invites culinary adventures while offering a casual dining experience. This double A-frame features three bedrooms and two bathrooms. In addition, there is a full-height basement for a shop, hobbies, and storage. Whether you're unwinding in the living area or soaking in the outdoor ambiance from the deck, this home radiates tranquility. Enjoy the sounds of songbirds and Ospreys and the sight of shorebirds wading in the estuarine pond. The home's proximity to Southampton Village offers easy access to upscale dining, boutique shopping, ocean beaches, and cultural attractions. Four Shinnecock Hills golf clubs are nearby. Shinnecock Bay is steps away, providing opportunities for waterfront leisure and recreation. This is old Southampton, offering the true essence of coastal living. Don't miss the opportunity to make this enchanting retreat your own-schedule a private viewing today and unlock the endless possibilities awaiting you in this idyllic coastal haven. [[Rental Registration # RP250097]] EH RR #: RP250097 Rental Terms: August - Labor Day: $15,000 September: $10,000 July: $18,000

Just moments from the iconic Shinnecock Hills Golf Club, this inviting Southampton home offers the perfect Hamptons escape. Featuring 4 bedrooms and 3 baths across approximately 2,200 square feet, the residence is set on a beautifully landscaped property ideal for relaxed indoor-outdoor living. A wonderful opportunity to enjoy classic Southampton charm in a highly sought-after location. Rental Terms: Other / Short Term - Weekly: $20,000 Two Weeks: $30,000 June: $60,000

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

A rare opportunity to rent this sunlit three-bedroom townhouse in close proximity to all conveniences in Southampton Village. Renovated and in pristine condition, this beautiful home boasts French doors off of the living and dining areas which lead one to the private garden affording green views and sunlight throughout the day. Ideally planned for summer season entertaining, the modern open kitchen is spacious with a large center island with seating and high-quality, top-end appliances. The spaces are clean and modern and provide views to the garden, patio, and afternoon sunsets. There are two, large en-suite bedrooms on the second floor and one first floor bedroom with adjacent full bath. Each has large windows affording garden and tree views. The finished lower level has a large gym, home theater/recreation area and powder room. The detached one car garage is nearby. It is not often that an opportunity to rent in this lovely community becomes available. Rental Terms: Memorial Day - Labor Day: $125,000 Two Weeks: $30,000

Experience the ultimate Hamptons summer in this exceptional newly constructed luxury rental in Southampton Village, offering resort-style living just moments from ocean beaches, fine dining, boutique shopping, and the best of Southampton Village. Designed for effortless summer living and entertaining, this modern Hamptons rental features three finished levels with custom Ciuffo cabinetry and millwork, expansive open-concept living spaces, and natural gas fireplaces in both the living room and primary suite. The finished lower level is designed for recreation and relaxation with polished concrete floors, a private gym, guest suite, full bath, state-of-the-art Full Swing golf simulator, and temperature-controlled wine and spirits room. Smart home technology is seamlessly integrated throughout with Control4 automation, Cat6 and fiber connectivity, premium audiovisual systems by HTE, and J-Geiger motorized shades. Outdoors, enjoy a heated gunite saltwater pool with auto-cover, Bullfrog M6 spa, sunken firepit lounge, and fully equipped outdoor kitchen with DCS gas grill and Evo Affinity grill, all surrounded by beautifully landscaped grounds and luxury outdoor lighting. A rare Southampton Village summer rental combining new construction, modern luxury, privacy, and premier Hamptons amenities in one of the most sought-after village locations. Rental Terms: July: $150,000 August - Labor Day: $180,000 June: $90,000 Memorial Day - Labor Day: $420,000

Enjoy all the benifits of living heart of Southampton Village while still having privacy, this meticulously updated home offers the perfect blend of elegance, comfort, and modern convenience. The main house features five bedrooms, including one on the first floor, while the remaining four-each with ensuite bathrooms, including a luxurious primary suite-are located upstairs. Natural light fills the home, highlighting the spacious eat-in kitchen, formal dining room, and multiple living areas, each with its own fireplace. A wrap-around deck provides the perfect spot for morning coffee or evening entertaining. The lower level is designed for relaxation, with a cozy living room, laundry area, and a foosball table, making it an ideal space for rainy days. A separate guest house offers a 750-square-foot apartment with two bedrooms, a full kitchen, and a private living area, perfect for guests or extended stays. Outside, the beautifully landscaped backyard is both private and serene, featuring a heated gunite pool surrounded by lush greenery. Located just minutes from the best beaches, shopping, and dining, this home is an exceptional retreat in one of the Hamptons' most sought-after locations. Rental Terms: July: $180,000 June: $80,000

A Refined Hamptons Retreat - Available for the U.S. Open in June** Discreetly positioned amid rolling farm fields, this sophisticated Water Mill residence offers an exceptional blend of elegance, comfort, and timeless summer living. Thoughtfully designed and furnished, the six-bedroom, six-bath home with one powder room welcomes with sun-drenched interiors, gracious proportions, and beautifully curated finishes throughout. The main living spaces flow effortlessly to a covered porch overlooking the impeccably maintained grounds, where an in-ground, heated gunite pool and spa create a serene outdoor sanctuary ideal for both intimate relaxation and refined entertaining. A fully finished lower level adds an additional layer of leisure and versatility, enhancing the home's sense of ease and livability. Perfectly situated between pristine ocean beaches, distinguished Hamptons villages, renowned dining, and coveted local amenities, this residence provides the convenience of proximity while preserving the tranquility of a private country setting. An immaculate offering for discerning summer guests - and a premier opportunity for those seeking a luxurious stay during the U.S. Open this June.** [[Rental Registration # Pending]] Rental Terms: Other / Short Term - 7/15/2027 - 9/6/2027: $185,000 August - Labor Day: $125,000 July: $115,000

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

This newly refreshed Southampton Village Home is conveniently located a short two blocks from the shops and restaurants of Main Street and Jobs Lane and only 1 mile to Little Plains Beach. The kitchen is brand new for 2025 and looks over the great room with vaulted ceilings and a dining area. The cozy living room features a fireplace and TV area. The three bedrooms on the first floor include a king-size primary suite, a queen size en-suite guest bedroom, and a queen size guest bedroom with access to a full hall bath. Laundry is also located on the first floor off of the mudroom entry. The lower level offers additional finished space and provides extra room for guests and a full bathroom. The backyard is fully-hedged and private - a perfect place for outdoor dining and swimming in the heated gunite pool. Rental Terms: March: $5,500 May: $15,000 February: $5,500 January: $5,500 April: $6,500 August - Labor Day: $45,000 July: $35,000 October: $10,000 June: $20,000 Memorial Day - Labor Day: $90,000

A rare opportunity to own a luxury Southampton home offering complete privacy and timeless elegance - tucked away on nearly 10 acres just five minutes from Southampton Village and Hamptons beaches. This gated Southampton estate combines European sophistication with classic Hamptons style; a 9,000+/- square foot residence designed for year-round living and entertaining. Highlights include a dramatic formal dining room with cathedral cedar woodwork, a spacious living room with fireplace, a cozy library, and a gourmet eat-in kitchen with banquet seating, French doors, and its own fireplace. Seven bedrooms and eight full baths span two wings, including a master suite with private balcony, fireplace, spa-like bath, and dressing room. The finished lower level offers resort-style amenities with a game room, wine cellar, fitness area, and bonus spaces. Outdoor living is just as extraordinary, with a heated pool, expansive porches, and direct access to trails. With nearly 10 acres of manicured grounds, this Southampton property offers endless expansion possibilities-tennis court, pool house, or compound-style estate with room for guests. Whether as a year-round retreat or Hamptons summer compound, 11 Edge Avenue delivers the ultimate in privacy, luxury, and convenience. This highly sought-after Southampton traditional estate is a rare offering designed to welcome guests with elegance, comfort, and style on a grand scale. [[Rental Registration # Pending]] Rental Terms: July: $165,000 June: $85,000 Memorial Day - Labor Day: $400,000 June/July: $210,000

Located in a Southampton-North waterfront community, this recently redecorated shingle-style traditional home has been refreshed and decorated with light and bright furnishings, offering comfort and ease in every room. Set on almost a half-acre with in-ground heated pool, the covered front deck opens to an open floor plan starting with the living room with large flat screen TV, and doors out to the large deck. The fully-modern kitchen with stainless steel appliances and stone counters opens to the dining area, and includes a pantry. A separate laundry room, office area, and full bath complete the ground floor. Upstairs, the master bedroom features a flat screen TV, fireplace, and oversized bath. Three more comfortably-appointed bedrooms and full bath finish the second floor. A green yard and attached one-car garage complete the property, and a community gazebo and waterfront area are part of this community. [[Rental Registration # RP261254]] EH RR #: RP261254 Rental Terms: August - Labor Day: $40,000 July - Labor Day: $75,000 July: $35,000

New to the market is this 2018 constructed 6 bedroom all en-suite Traditional home. Stately foyer leads into the great room, open floor plan for easy entertaining overlooking the very spacious back yard. Covered porches overlook the lawn areas and oversized heated swimming pool with build in lap feature. First floor also offers a formal dining and living room. The second floor offers 5 all large, bright en-suite bedrooms including the master suite. The finished lower level houses an additional en-suite bedroom. Also, several entertaining areas from a game room to a state of the art theater. Rental Terms: September: $75,000 October: $40,000 November: $30,000

Located in Parrish Pond just outside the Village of Southampton is this 5 bedroom, 4.5 bathroom traditional. Professionally decorated, this home offers a well-appointed first floor Master Bedroom and attractive entertaining spaces. Outdoor amenities include a heated gunite pool and spa, a bocce court, a surround sound system and open grounds and mature landscaping. A five-minute drive to the Village of Southampton and its beaches. Available for rent any two week period from 08/08/19 through 09/03/19 - $25,000. Other / Short Term - Any two weeks 08/08/19-09/03/19: $25,000

Also available: Any two weeks in August $18k, Sept 6-30 $20k Charming & magical waterfront property with spectacular views in prime Hamptons location off North Sea Harbor. Minutes to Southampton Village and Sag Harbor. Less than a mile to Towd Point Beach. The property is 65+/- feet on the water and features a private dock with room for a 22 ft. boat as well as a jet ski floating dock, and is completely navigable to North Sea Harbor, Peconic Bay and the ocean. Renovated and newly furnished with a nautical/coastal vibe, the house features an open concept kitchen, dining, living room & bathroom on the first floor. The second floor has three bedrooms and two bathrooms as well as another office/den area with pull-out sofa. The primary has an en-suite bath, walk-in closet and lovely Juliet balcony. All bedrooms and living spaces are equipped with TVs. Luxury bedding and linens are provided. Every room in the house directly faces the water and has stunning views. Swans and ducklings are daily visitors. Enjoy dining al fresco on the beautifully furnished outdoor patio equipped with fire pit and Tiki torches. Roast marshmallows, grill fresh seafood and watch the sunsets in a sublime setting. Paddleboards & kayaks are provided and ready to launch directly from the private dock. Boats and jet skis are available for rent from a local marina minutes away. Front yard has a basketball hoop and grassy lawn. Laundry room with new washer/dryer on first floor. Extremely private and quiet location. Visit local farms and wineries. Sailing, yoga, golf, tennis, jet skis and fishing are just some of the many possibilities in this upscale and bucolic setting. RP230332 Exp 4.10.2025 EH RR #: RP250440 Rental Terms: November: $8,000 August - Labor Day: $45,000 Other / Short Term - Dec: $6,000 August: $40,000 September: $25,000 July: $30,000