luxury house with pool for rent Westhampton, United States

Set on 1.19 private acres in Westhampton, this 6 bed contemporary retreat is designed for effortless East End living with resort style amenities and a layout that is ideal for hosting. Spend summer days by the heated 32 x 16 pool, gather on the expansive decking, or play on the Har Tru tennis court. Tucked away from the main outdoor entertaining areas, a private courtyard with a fireplace and Adirondack chairs creates the perfect setting for relaxed evenings under the stars. Inside, the home offers a bright open layout connecting the kitchen, dining area, and living room, creating an easy central gathering space. A glass sunroom, furnished as a sitting area, brings in natural light and adds the perfect spot for morning coffee or quiet reading. The bedroom layout is thoughtfully designed with three separate wings for privacy. The primary en suite is set apart from the rest of the home and features sliders that open directly to the backyard and pool area. A second wing offers two additional bedrooms and a full bath. The third wing includes three bedrooms, with two on the main level plus a loft bedroom, along with another full bath. Minutes to the ocean and Westhampton Beach Village, with easy access to the best of the Hamptons. Available May 20K, June 25K, July 45K, August 50K, September 20K, plus utilities/services.

OFF-SEASON RENTAL | October 15, 2026 - May 15, 2027 Discover the tranquility of Westhampton’s off-season in this exceptional 2020-built contemporary residence at 50 No. Quarter. This immaculate 5-bedroom, 4.5-bath home offers the perfect blend of modern luxury and Hampton sophistication. The heart of the home features a stunning open-concept layout where a gourmet kitchen flows seamlessly into elegant dining and living areas—ideal for both entertaining and everyday living. Ascend to the third floor to find three beautifully appointed en-suite bedrooms, each boasting generous walk-in closets and private bathrooms. The fully finished basement provides versatile additional living space to suit your lifestyle needs. Step outside to your private oasis featuring a heated in-ground saltwater pool, offering a touch of luxury even during cooler months. This pristine property presents a rare opportunity to experience Westhampton’s serene off-season while enjoying all the amenities of a premier Hamptons residence. Available exclusively October 15, 2026 through May 15, 2027

This stunning Mediterranean-style waterfront home is the perfect summer retreat, offering breathtaking views over Moriches Bay. Designed with elegance and comfort in mind, the open-concept layout seamlessly blends indoor and outdoor living. The main level features a spacious gourmet kitchen that flows into the dining area, and a bright, large great room with soaring ceilings and fireplace. Expansive glass doors lead to multiple decks, a patio, and a beautifully designed outdoor entertaining area, complete with a heated pool, spa, and a private dock. Upstairs, the primary suite showcases unmatched water views, while two additional ensuite bedrooms provide luxurious accommodations. A spacious loft den adds to the second floor, offering extra space for relaxation or work. Available for Memorial Day-Labor Day ($155,000), July ($60,000), or August-LD ($70,000). Short-term stays considered with a two-week minimum.

This impeccably renovated and newly furnished Hamptons retreat offers a rare blend of total privacy, resort-style living, and effortless access to the best of the East End. Set on a shy acre bordering the scenic Red Creek Park trail system, the property feels like a private estate while placing you steps from premier recreational amenities, including newly built pickleball and tennis courts, basketball and baseball fields, volleyball courts, a skate park, and miles of wooded walking trails. Spanning over 4600 sq. ft. of thoughtfully designed living space the residence is ideal for extended summer stays and elevated entertaining. The home offers 6 bedrooms, 3.5 bathrooms, and plenty of room to spread out across two finished levels. A grand, double-height marble foyer sets the tone, flowing into expansive living and entertaining spaces anchored by a sun-filled living room, a cozy den with gas fireplace, and a generous upstairs lounge. The custom eat-in kitchen is designed for gathering with a center island and breakfast area that connects seamlessly to formal dining. Two bedrooms and 1.5 bathrooms round out the first level. Upstairs the primary suite is a true private sanctuary, complete with a balcony overlooking the wooded grounds, a custom walk-in closet, and a spa-inspired bath with radiant heated floors and a jetted soaking tub - offering a true resort-level experience at home. An additional 3 bedrooms and bathroom are on the second level. Outside, the deck and patio features room for dining, conversation and lounging. The mature specimen landscaping frames the 20' x 40' heated saltwater pool with waterfall feature - creating an elevated private resort atmosphere. With effortless access to the highway - marinas, dining, shopping, and beaches across the Hamptons and North Fork are all within an easy drive. This property delivers the ultimate East End rental experience: private, polished, and designed for elevated coastal living. [[Rental Registration # Pending]] EH RR #: RA260624 Rental Terms: July: $45,000 August: $45,000 August - Labor Day: $55,000

This exceptional residence is ideally situated near to Shinnecock Bay and only moments from the ocean. Enter through a welcoming foyer into a light-filled, open-concept living space featuring a fireplace and a striking custom paneled ceiling. The thoughtfully designed eat-in kitchen is fully equipped and seamlessly connected to the dining area, creating an inviting setting for both everyday living and entertaining. The first floor offers a well-appointed primary suite with private bath, an additional guest bedroom, a full bathroom, a cozy library or sitting nook, a laundry room, and a powder room. Throughout the home, exquisite marquetry craftsmanship, stained glass windows and panels, and curated artwork highlight the home’s unique character and attention to detail. Upstairs, the second level provides two additional guest bedrooms and a full bathroom. A covered walkway connects the main house to an impressive 20’ x 50’ indoor, ozone-treated swimming pool, complete with a full bath and sauna—perfect for relaxing on rainy days or unwinding after a day at the beach. Outdoors, a private inner courtyard patio with pergola offers multiple spaces for al fresco dining and lounging, along with a barbecue area ideal for hosting family and friends. The fully finished lower level adds even more versatility, featuring a full gym and dedicated Pilates room. The private backyard setting invites evenings gathered around the fire pit after days spent by the bay or ocean. The home also includes bikes, kayaks, and a small boat, making it an ideal retreat for outdoor and water-sport enthusiasts. All of this is just a short drive to the shops, restaurants, and entertainment of Hampton Bays and Southampton. Available for summer and even a potential US Open stay. MD-LD: $85,000, July-LD: $65,000, Aug-LD: $35,000, Short Term: $20,000.

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

Escape to the heart of the North Fork in this beautiful, spacious four-bedroom home, perfectly designed for entertaining and hosting. Inside, you'll find ample living space complemented by a fully finished basement—ideal for extra lounging or movie nights—while the private backyard oasis features a sparkling heated pool for endless summer fun. Centrally located just one mile from Breakwater Beach, this home offers unbeatable access to the very best of the region, putting you just minutes away from the charming shops on Love Lane, premier local vineyards, and acclaimed farm-to-table restaurants. Book your stay today and secure the perfect central base for your ultimate retreat!

Spacious and airy Home in the Estate Section of Southampton Village in desirable South of the Highway location. A long private drive takes you to this charming and stylish home featuring a spacious living room with fireplace and beamed cathedral ceilings, a handsome library/media room, dramatic dining room with curved glass wall overlooking the rolling lawn. There are 5 bedrooms and 4 baths in this beach home as well as a media room, sauna, Jacuzzi, and central air for maximum relaxation and comfort. The Primary Suite, also with cathedral ceilings and fireplace, overlooks the serene, private swimming pool. Patio doors lead the way directly onto the patio pool area. Enjoy the large heated gunite pool for swimming laps or fun in the sun. Additionally, there is a detached tea house and lovely rolling lawn and gardens. There is an additional, separate entertaining space available or a private office space . Privacy Galore in a highly desirable location! Rental Terms: September: $40,000 April: $20,000 Other / Short Term - Year Round: $299,000 October: $20,000 January: $20,000 June: $40,000 November: $15,000 February: $20,000 August - Labor Day: $75,000 July: $60,000 Winter Season: $100,000 Per Month March: $20,000

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

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

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

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

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

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

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

This residence truly has it all. Step inside and be greeted by a dramatic double-height foyer that sets the tone for the home's grand yet inviting design. The open, light-filled floor plan flows effortlessly, perfect for both everyday living and entertaining. Ideally situated just moments from Southampton Village and the pristine ocean beaches, this shingled traditional sits on a generous 0.72-acre Village lot. Offering 5,300 square feet of above-ground living space, plus an additional 2,500 square feet on the beautifully finished lower level, the home provides ample room for all occasions. Outdoors, enjoy extensive bluestone patios, lush landscaped gardens, a 45' x 20' gunite pool, and a 10' x 10' spa. A 468-square-foot pool house completes the resort-like setting, featuring a full bath, sitting room, and wet bar. The gourmet kitchen is a chef's dream, anchored by a statuary marble island and outfitted with top-tier appliances including two Sub-Zero refrigerators/freezers, a wine cooler, and double ovens. The first floor also offers a formal dining room, powder room, formal living room, casual living room with fireplace, and a junior primary suite. Expansive glass doors along the south wall open seamlessly to the partially covered patio, pool, and private backyard for effortless indoor-outdoor living. Upstairs, the primary suite impresses with 11' vaulted ceilings, a fireplace, private balcony, spacious walk-in closet, and a spa-like bath with radiant heat, steam shower, and stand-alone tub. Three additional ensuite guest bedrooms and a large laundry room with dual washers and dryers complete the second floor. The lower level is designed for recreation and relaxation, featuring a glass-enclosed gym, state-of-the-art theater, powder room, seating area, space for a wine cellar, and two bright guest bedrooms with an adjoining bath. This is a rare opportunity to enjoy a Southampton Village home that combines timeless style, modern luxury, and a truly exceptional location. Rental Terms: August: $180,000

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: July - Labor Day: $130,000 August: $70,000 July: $60,000 September: $15,000 Memorial Day - Labor Day: $145,000

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

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

Enjoy the ease of being only moments away to Southampton Village and Gin Lane Beaches from this charming and chic compound on one of the main streets in Southampton Village. A private and expansive backyard between the two homes provides exquisite outdoor entertainment and al fresco dining along with a heated gunite pool to enjoy the long summer days. A total of 8 bedrooms between the two homes, one can experience either a multi-family situation or simply enjoy the opportunity to have guests in another home that is joined by the gardens. A secluded, home office is available in the loft space above the garage for those who need the space to work in peace and quiet. The main house has 2 guest bedrooms on the main floor and 2 additional guest bedrooms on second floor. On this same floor, a fabulous outdoor deck is set up for lounging, or morning coffee/ afternoon cocktails which overlooks the lush back yard. The 3rd floor is set up as music/gym den (which could be a private office as well) and the newly renovated designers' cottage has 4 bedrooms, (incl staff bedroom on main floor),2 bathrooms, outdoor fireplace, and 2nd chef's kitchen. Garage not included. Dogs are allowed case by case. Rental Terms: July: $100,000

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

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 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

Available 2025: April: $12,000, May: $17,500, June: $22,500, July: $35,000. Vacation at this spectacular, completely renovated 4 en suite bedroom home this summer located in the desirable Fleet's Neck neighborhood with 2 gorgeous beaches moments away! Entertain in the open concept living area featuring a large island overlooking the family and dining area, perfect for large gatherings. The first floor features 2 bedrooms with 2 full baths with glass sliders leading out to the deck. Downstairs has 2 more ensuite bedrooms with glass sliders leading out to a patio. Soak up the sun and relax by the saltwater pool, rinse of the sand with the spacious outside shower or enjoy the patio where there is plenty of room to entertain throughout any time of the day.