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

Enter the well-appointed property from the foyer into dramatic, sun-drenched, double height open plan living and dining areas that open to the garden and pool beyond. Casual living room seating areas with views of the garden and pool are complemented by the elegant, modern profile of a feature stone clad fireplace. The home's wide plank oak finish floors are further accented by the kitchen's clean, modern wood finish and white lacquer kitchen cabinetry, sleek white countertops, white ceramic cooktop and a subzero refrigerator. Designed for ease, the kitchen's open serving peninsula is the heart of the kitchen - equally convenient for morning coffee with your family or an impromptu cocktail gathering with friends. The beauty of the home's open plan layout on the ground floor is further accentuated by a prized, second story retreat featuring garden views, a balcony overlooking the pool and wall-to-wall built-ins that are move-in ready as a private office, library, or recreation room. A sprawling, double-height first floor master suite, adjacent to the living room, adds drama with a Palladian window and sliding glass doors that open to the deck and cutting garden. The inviting master suite bathroom showcases a dramatic ceiling height, soaking tub, steam shower and double vanity. A spacious bedroom with 3 cabin beds and an en suite bathroom boasting generous windows and daylight. Two distinctive ground floor guest bedrooms with garden views share a pristine bathroom. The finished lower level is home to generous storage space, cedar closets, laundry and ample, carpeted space for additional fitness with a treadmill and weights, playroom with ping pong table, hockey table, basketball hoops, or service use. The attached 2-car garage is the finishing touch on this uniquely accommodating and private Water Mill estate. [[Rental Registration # 240523]] EH RR #: 240523 Rental Terms: August - Labor Day: $100,000 Other / Short Term - Year Round: $350,000 June: $65,000 August: $85,000

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

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

Ideally situated in the heart of Water Mill, this beautifully renovated four-bedroom home offers the perfect balance of privacy, comfort, and effortless Hamptons living. Set on a full acre with peaceful, unobstructed natural views, the property provides a serene escape just minutes from the best of the East End. Renovated in 2018, the light-filled interiors feature an inviting open-concept kitchen and living area, thoughtfully designed for relaxed summer days and easy entertaining. The primary suite opens directly onto the outdoor deck, creating a seamless connection between indoor and outdoor living. Outside, expansive, fully fenced grounds surround a sparkling in-ground pool, while a comfortable deck with outdoor dining provides the perfect setting for gatherings or quiet afternoons in the sun. The generous property offers exceptional privacy, with open space and tranquil natural surroundings. Conveniently located just minutes from ocean beaches, Southampton Village, and Bridgehampton Village, with their renowned restaurants, boutiques, and cultural attractions, this inviting retreat offers the best of Hamptons summer living. **Available Memorial Day through Labor Day 2027 or annually.** [[Rental Registration # RP260066]] EH RR #: RP260066 Rental Terms: Memorial Day - Labor Day: $85,000 Other / Short Term - Year Round: $125,000

Indulge in the ultimate Hamptons experience at Historic Box Farm, a magnificent 6-bedroom, 6-bath estate meticulously renovated in 2024. Set on rolling manicured lawns framed by mature trees, this property offers an unparalleled blend of timeless elegance and modern comfort. Grand Heated Pool (20' x 40') - the centerpiece for sun-soaked afternoons and moonlit swims Prime Water Mill Location - minutes from pristine ocean beaches and the world-class dining and boutiques of Southampton, Bridgehampton, and Sag Harbor Three king suites, two queen bedrooms, and a full-size guest room for effortless hosting. Pet-Friendly - Discerning owners will consider pets upon request Outdoor Entertaining - Expansive deck with grilling station, perfect for sophisticated soirées and alfresco dining Multiple Indoor & Outdoor Lounges - curated spaces for intimate conversations or lively gatherings Modern Amenities - TVs in every room, premium cable, and high-speed connectivity [[Rental Registration # Pending]] EH RR #: RP170644 Rental Terms: August: $45,000 August - Labor Day: $50,000 July: $45,000 June: $38,000

Dramatic Contemporary in a beautiful location, with wide Mecox bay views to the north and the sandy ocean beach to the south. This top notch, well equipped and maintained contemporary features a huge living room accessing ocean or bay decks, a formal dining area, a media room, a gourmet's eat in kitchen, a private master suite with a deluxe bath featuring a shower with ocean views and an office, a full gym, 6 additional bedrooms and 9 additional baths, a heated pool and spa surrounded by spacious decking and overlooking the ocean completes this special home. [[Rental Registration # RP190323]] Also, available for annual rental, price upon request. EH RR #: RP250632 Rental Terms: July: $495,000 Memorial Day - Labor Day: $1,300,000 Two Weeks: $350,000 August - Labor Day: $595,000

Spend your summer in a coveted South of the Highway Mecox waterfront community, surrounded by $5 to $10 million homes and tucked away on a quiet one way lane just moments from Mecox Bay and the ocean beaches. This stylish 3 to 4 bedroom retreat offers classic Hamptons interiors with an eat in kitchen that flows seamlessly into a dramatic living room with soaring cathedral ceilings and abundant natural light, while a wrap around front porch and expansive rear deck overlook the beautifully landscaped grounds and inviting pool. The layout includes a convenient first floor primary bedroom, two additional bedrooms upstairs, and a finished lower level with a spacious TV room and adjacent full bath that can serve as a fourth bedroom, bonus rooms with sliding glass doors to the backyard, plus a laundry room, wine storage, and flexible office or gym space with direct access to the pool area. Just a few doors down is a neighborhood dock for launching your paddleboard or kayak into Mecox Bay, and you are only two miles from three stunning ocean beaches including Scott Cameron Beach, with Water Mill and Bridgehampton Villages just five minutes away for dining, shopping, and farmstands, making this the perfect setting for an effortless and unforgettable Hamptons summer. [[Rental Registration # ra241558]] EH RR #: ra241558 Rental Terms: August: $55,000

PLEASE NOTE: This property is available for US Open dates June 15th- June 22nd. Beautifully renovated Gambrel on 1.17 acres +/- bordering two reserves. This custom classic includes 3 Master suites, one downstairs and 2 upstairs master suites up. Main floor has a living room with vaulted ceiling, dining room, library/office, open kitchen to lounge / dining area and many possibilities for outdoor dining accessed from kitchen and living room. Upstairs there is a large secondary gathering room, outdoor lounging and dining on deck and 5 guest rooms.The lower level has a separate staff room,full bathroom and super-sized playroom with wet bar, bathroom, rock climbing wall, gym and more bunk beds.. A new heated salt water gunite pool is surrounded by beautifully landscaped grounds, built in BBQ, many outdoor decks and a putting green. Private flag lot with farm field views and 3 fireplaces. Stunning!!! [[Rental Registration # RP260815]] EH RR #: RP260815 Rental Terms: August: $225,000 July: $225,000 Other / Short Term - 7/1/2027 - 8/31/2026: $450,000

This 4 bedroom, two bath, air conditioned vacation home is situated on over an acre of well landscaped property, dock and offers stunning views of Sam's Creek and Mecox Bay as well as the surrounding area. You can enjoy all the views while relaxing outside on the fully equipped deck, or inside thanks to magnificent floor to ceiling windows. The spacious lawn allows ample room for all sorts of outdoor activities or take the boat out for a cruise in Mecox Bay. Also available May for $30K; June for $50K; September for $35K; October for $25K; any two consecutive weeks during summer season for $50K. Rental Terms: July - Labor Day: $200,000 August - Labor Day: $150,000 July: $100,000 Memorial Day - Labor Day: $200,000 Other / Short Term - May or September: $50,000

57 Jobs Lane, a magical very special 2 house property on 2 park like acres mere moments from the Ocean and Bridgehampton town. The property offers charming parlors, 4 guest rooms, 2 baths, and primary suite complete with a private deck and sitting area within the main house. The open kitchen seamlessly connects to a grand living room, while a dining room leading to alfresco outdoor dining, oversized 75ft pool and the most enchanting guest house with ensuite bedroom, living room, a well-appointed kitchen and its own private outdoor patio. [[Rental Registration # RP260545,RP260546]] EH RR #: RP260545, RP260546 Rental Terms: September: $75,000 Memorial Day - Labor Day: $250,000 August - Labor Day: $150,000 July: $90,000 June: $35,000

Tucked away down a long, private driveway is this spectacular cottage in Bridgehampton South. Conveniently located just behind the village, this one-story home has been recently renovated and refreshed with crisp new furniture. A cozy front porch and stunning cherry blossom tree welcome you, while interior highlights include an open concept living and dining room highlighted with a wood-burning fireplace and lovely reading nook illuminated with Venetian lanterns. A new backsplash adorns the separate kitchen that opens via a pass-way into the dining area. The primary bedroom has sliding glass doors and a newly renovated en-suite bath with beautiful tile and separate shower. Two additional guest rooms and another renovated bathroom complete the interior space of this finely decorated home. The backyard is tastefully landscaped and adorned with bamboo and tall specimen trees, including a spectacular weeping willow, to help ensure privacy. A large heated pool is flanked by a sunny patio and added decking for great entertaining, all with easy proximity to Bridgehampton shops, restaurants, transportation and ocean beaches. [[Rental Registration # RP220699]] EH RR #: RP261324 Rental Terms: July: $45,000 August - Labor Day: $55,000

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

Also Available: May 23rd - Jun 30th $35K, Jan 1st - May 23rd 35K A gated, private entrance leads to this well-appointed 5 bedroom home with 2 primary suites. The home is set on a gorgeous 1.3 acre property, with grounds that impress all. A fully renovated, newly furnished interior features a double height living room with fireplace, open kitchen, dining room with private courtyard and new gym! One of the two primary suites is on the first floor. There is a second primary with large balcony upstairs, plus 2 additional generous bedrooms. Conducive for working or learning from home, the owners built out an office and reading nooks and detailed carpentry. A newly finished lower level has a TV room with large screen TV and 5th bedroom. An attached garage with bikes is an added bonus for exploring this quiet neighborhood. Completing the estate-like setting, there is over 2000 square feet of decking and an impressive Tortorella-designed gunite pool with waterfall. Located in prestigious Northside Hills, within the coveted Sag Harbor School district. [[Rental Registration # RP231033 - 10/03/2025]] EH RR #: RP231033 Rental Terms: Other / Short Term - 11/1/2026 - 3/31/2027: $50,000 September/October: $27,500 January: $9,000 March: $9,000 November: $9,000 February: $9,000 October: $10,000

The 5-Acre private estate with sunken Tennis is in a league of its own in Sag Harbor. Be the first to rent this magnificent new build with brand new designer interiors and furniture. Perched on its own hill, this luxurious estate overlooks 278 acres of manicured golf course and reserve on three sides, for privacy and rolling vistas. The expansive backyard is spectacular, with an oversized lawn, landscaping by Marders, and open vistas. It features a resort-like 50' pool with spa, sunbed, waterfall, and firepit. The home spans 3 stories, with 10,500 +/- feet of living space and 7 ensuite bedrooms. High ceilings, 16' sliding glass doors and transom windows contribute a unique sense of light and volume. Other special features include 2 true primary suites (both 1st and 2nd floors), an elevator, custom theater, gym, wine cellar and lower level family room with wetbar (sited off the pool area). The smart home features LED lighting, a 30-speaker sound system, video surveillance and remote-controlled air conditioning and pool. Located in Sag Harbor, the home is minutes to Long Beach and local marinas. It is also equidistant to Southampton, Sag Harbor, Watermill and Bridgehampton. [[Rental Registration # RP241500]] EH RR #: RP241500 Rental Terms: Winter Season: $200,000 Per Month October: $40,000 September: $60,000 January: $30,000 Other / Short Term - Dec: $30,000 May: $50,000 April: $35,000 September/October: $85,000 November: $30,000 June: $50,000 February: $30,000 March: $30,000

Nestled on a quiet cul-de-sac among expansive three-acre estates, this beautifully landscaped Hamptons retreat offers the perfect blend of privacy, recreation, and convenience. Backing directly to Noyac Golf Club and surrounded by more than 135 acres of scenic hiking and jogging trails, the property is an ideal escape for summer living. Designed for effortless indoor-outdoor entertaining, the home features a dramatic double-height living room, a newly renovated kitchen, and a spacious dining room with seating for 12. A wall of sliding glass doors fills the home with natural light and opens to the expansive patio, heated gunite pool, and Har-Tru tennis court. The thoughtfully designed layout includes six bedrooms and six bathrooms, all above ground, with two en-suite guest bedrooms conveniently located on the first floor and a spacious primary suite upstairs, along with three additional guest bedrooms. Furnished with two king beds and five queen beds, the home comfortably accommodates up to 14 guests. Ideally situated just minutes from Towd Point Beach, Long Beach, marinas, and several popular waterfront restaurants, and only 12 minutes from the villages of Southampton, Bridgehampton, and Sag Harbor, this exceptional property offers easy access to the very best of the Hamptons while providing a peaceful country setting. Rental Registration #RP160829. [[Rental Registration # RP160829]] EH RR #: RP160829 Rental Terms: July: $70,000 August - Labor Day: $70,000 July - Labor Day: $140,000