luxury houses with pool for rent New York, United States

Spend your summer in the heart of Westhampton Beach at 9 Ocame Avenue — a chic, four-bedroom, three-bath retreat designed for effortless coastal living. This bright and stylish home offers the perfect blend of charm, comfort and Hamptons convenience, all moments from Main Street, world-class beaches, boutiques and dining. Step inside to sun-filled living spaces, a well-appointed kitchen, and comfortable bedrooms ideal for hosting gatheirngs. Outdoors, enjoy everything that makes summer special: a welcoming front porch, patio for dining and lounging, sparkling pool, pool house and a refreshing outdoor shower for after beach. Available June, July, and August, this home is an exceptional option for those coming out for the U.S. Open in June—providing the perfect Hamptons home base within close reach of Shinnecock Hills and all the excitement surrounding tournament week. Available 2026: June-July $52, June $20k, July-LD $70k, July $34k

Live and experience Rye from this turn key rental property ~ Nestled between Rye and Greenwich, this stunning 5+ bedroom Colonial in the coveted waterfront enclave Greyrock on the Sound, blends quality craftsmanship with modern luxury. Tucked away at the end of a cul-de-sac, the home's wraparound porch, many windows and resort-inspired salt water pool, seamlessly integrate indoor and outdoor spaces providing a luxurious sanctuary whether you work from home or a city nearby. Step into the main level and be greeted by a double height entry foyer where adjacent formal living and dining rooms, each with coffered ceilings, make for easy living and gracious entertaining. Walk down the entry hall to an open-concept kitchen equipped with top-of-the-line stainless steel appliances (including a gas cooktop, dual wall ovens, and a wine fridge), custom cabinetry, marble counters, a large center island, a breakfast area, and a walk-in pantry. The kitchen opens to a family room with 3 exposures and a wood-burning fireplace with a sleek marble surround. An adjoining office with ensuite bathroom, and close by mudroom/laundry room and 0.5 bathroom, complete the main floor. Take the front or rear stairs to the second level which features a large primary suite with a sitting area, spa-like bathroom, and spacious walk-in closets. Three additional bedrooms are well proportioned, each with its respective ensuite bathroom. The second floor also includes a large bonus room which is perfect for movie and game nights. The finished lower level boasts a gym on one side, and an apartment-style renovation on the other, complete with a kitchen and full bathroom. A walkout staircase leads you from the lower level to the flat backyard. The perfectly sized backyard is outfitted with a tv, outdoor speakers, a patio, and a saltwater pool (with heating, LED lighting and fountain options). Your home, with a 3-car heated garage, sits on 0.5 acre of manicured lawns bound by mature evergreen trees. Stroll down to Greyrock's private beach, kayak on the Sound, enjoy sitting on the dock... experience it all. Conveniently located to downtown Rye and the Metro North train station (38 minutes to NYC). 15 min stroll to the Rye train station. Greyrock on the Sound is a hidden gem that can be found off of Grace Church Street where the City of Rye welcomes you. 16 Hilltop Drive is the one you've been waiting for! Enjoy this waterfront community :)

Situated in the quaint hamlet of Remsenburg on charming south of the highway Rogers Lane, this fully furnished home is privately nestled on a 1.39 acre waterfront property and completely renovated. The home offers an airy double-height living room with a new propane fireplace, open floor plan, 4 bedrooms, and 2.5 baths. Sliders in the living room and the dining room lead out to the sunny, spacious deck with inground heated pool, Weber grill, outdoor furniture and gorgeous views of the backyard oasis. Enjoy your own private cat walk to the water. 90 minutes from NYC, 10 minutes to village shopping, dining and beautiful beaches.

Totally renovated, this bright and beautifully updated town house in The Arbors has it all! The wonderful open eat-in kitchen with custom cabinets, stainless steel appliances, caesarstone counter tops and a breakfast bar opens to an airy dining area, living room and den. There are new hardwood floors and all baths and electrical have been updated. This gorgeous home is situated on a quiet cul-de-sac with a large fenced patio. The Primary Suite bedroom/sitting room features 2 fitted walk-in closets. The Arbors community with it's beautifully landscaped setting and convenient location boasts many amenities; which include a wonderful clubhouse with living room/kitchen/gym/, pool, tennis and paddle courts, and a playground. This great town house and community in the Blind Brook School District must be seen to be truly appreciated! Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car Attached,

Northport , WATERFRONT. Gated and enchanting waterfront retreat unlike no other. Fully FURNISHED & renovated Mediterranean inspired home nestled in the heart of Long Islands famed North Shore. Panoramic water views of the Long Island Sound & Connecticut. Foyer w/ sitting area and access to private deck. Open floor plan w/ views from every room. Large scale living/dining room combination. Upgraded EIK with stainless steel appliances. First floor w/ two en suite bedrooms and half bath. Lower level features large scale primary suite with renovated bathroom & steam shower. Additional en suite bedroom w/renovated bathroom. Lower level laundry w/ exterior access. The property features lush landscaping, in-ground pool and and covered cabana/ summer wet bar. Private Beach Access (HOA).

2026 Rates: May $26,000; June $29,000; July $36,000; September $27,000; October $24,000. Experience North Fork summer living in this newly constructed gem! Nestled in the sought-after Stirling Eastern Shores community, this impeccably designed modern farmhouse offers exclusive access to a private Long Island Sound beach, just a five minute walk from the property. Step inside to discover a light-filled and meticulously styled interior adorned with contemporary finishes and furnishings. The heart of the home is the chef's kitchen seamlessly integrated into the Great Room and anchored by a cozy gas fireplace. On the first floor, you'll find a convenient half bath, a junior en-suite bedroom, a spacious mudroom, and a sizeable 2-car garage. Ascend to the second level to encounter two additional guest bedrooms sharing a full bathroom, along with a stunning primary en-suite bedroom. The primary bath boasts a luxurious double vanity, a walk-in shower, a soaking tub, and an expansive walk-in closet for added convenience and indulgence. Outside, the property showcases a captivating landscape featuring a sprawling stone patio enveloping a 20x40 heated salt-water pool, complemented by an outdoor shower - an ideal setting for hosting gatherings and enjoying the summer sun.

Discover the finest rental that Quogue Village has to offer. A Contemporary with Zen vibes, offering 5 bedrooms, 5.5 baths an open floor plan that opens to a dining room to entertain over 10 guests. Chef's kitchen has 2 ranges, a 4-burner gas range and a Viking 6 burner gas range, sub-zero refrigerator, 2 dishwashers, and of course, a wine refrigerator. To top it?off, an island with seating for 6 adds more entertaining space. First floor ensuite bedroom, second floor, primary ensuite with private balcony, designer bathroom with soaking tub, walk-in shower. The fully furnished lower level offers media room, full scale gym, and wet bar. Outside enjoy the heated Gunite pool, tennis, and a hard court with basketball hoop. the 16x16 gazebo offers a fireplace for those special evenings in the Hamptons. Option to rent mini moke for those drives to the exclusive Quogue Village Beach. What a spectacular summer in Quogue. Available July 2026 only

Vineyard Views. Modern Farmhouse on private 1 acre located on the only private, working vineyard in Orient Village. 16x32 heated pool, newly renovated chef's kitchen & baths. The home features 3 bedrooms, 3 full baths. Ground floor designed with open common space and designer furnishings for luxurious entertaining, featuring living room with cathedral ceiling & sliders to pool and deck, eat-in kitchen and dining room with sliders to vineyard deck. Den with pull out queen bed, bedroom with queen bed, 2 full baths, laundry and screened porch complete the ground floor plan. Second floor has 2 additional bedrooms; master with king bed, and 3rd bedroom with 2 full beds, and full bath. Amenities include central air, fully stocked kitchen with Aga stove, high speed internet, TVs with streaming video, gas grill. Walk to Village, Yacht Club & steps to association Willow Terrace bay beach. Embrace the North Fork lifestyle. Offered June $25,000; July $45,000; Aug $50,000; Sept $30,000. Permit #0516.

2026 NO LONGER AVAILABLE; 2027 RATES COMING SOON This substantial post-modern residence offers the perfect North Fork retreat for those seeking space, comfort, and effortless entertaining. From the moment you enter, the home’s expansive layout welcomes you with bright, open living areas designed for relaxing and hosting with ease. With five generously sized bedrooms and three well-appointed bathrooms, there is plenty of room to accommodate guests throughout your stay. Inside, the home features beautiful hardwood floors, detailed custom moldings, and two inviting fireplaces that create a warm and refined atmosphere. Multiple living spaces allow guests to gather comfortably or enjoy quiet moments throughout the home. Step outside and experience a truly exceptional outdoor setting designed for summer living. The backyard is centered around a heated 20' x 44' saltwater pool w/ electric cover and surrounded by multiple outdoor dining and lounging areas perfect for entertaining, relaxing, and enjoying long summer evenings. Whether hosting a casual poolside barbecue or an elegant outdoor dinner, the setting provides the perfect backdrop for memorable gatherings. This property offers the ideal combination of space, comfort, and resort-style outdoor living—perfect for enjoying the very best of the North Fork.

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.

2026 Rates: April $7,500; May $12K; June $15K; July $25K; A1-LD $27,500; Sept $12,500; October $10K: This beautifully curated home away from home, blends modern design with warmth and style. Experience elegant comfort in your private retreat with natural light, modern decor and thoughtful touches throughout. Nestled on a quiet, tree lined street, this special haven features a front porch, fully equipped open kitchen, and spacious backyard with a pool and fire pit. Enjoy all season living in this home away from home just a 10 minute walk to The LIRR station, Hampton Jitney, and The North Ferry.

Entertain poolside in this stylish Mid-C Modern set on 2 acres, with views of Orient Harbor & the Sound. Handsomely furnished with master bedroom with full bath plus 2 additional bedrooms & full bath, large gourmet kitchen, den, spacious living room/dining room/common space opening to wrap-around deck overlooking pool. Walk to Village, Latham's farm stand. July 16-30 $15,000; Aug 1-15 $17,500; Aug-LD $35,000. Permit# 0321.

Diamond contemporary home with 4 bedrooms, 3.5 bathrooms, and a full basement. Featuring a large living room, dining room and an eat-in-kitchen. Beautiful in-ground pool and pool house, surrounded by park-like grounds.

Spacious Traditional Home with 4 bedrooms, 2.5 baths near Orient State Park and Cross Sound Ferry. The private landscaped backyard features a pool with patio and lounge chairs and a large deck with glass doors to the kitchen. The first floor has a private living room space and a kitchen/family room open plan for entertainment. The second floor has a master ensuite with full bath overlooking the backyard and pool. There are three additional bedrooms and full bath off landing. The basement level is finished with a large recreation space. This home is ideal for enjoying Nort Fork summers. Offered June $12,000; July $25,000; Aug $25,000; Sept $15,000. Permit# 1330

No expense was spared on this Brand-New, 10,000+/- sq. ft. gated, Custom Construction. Available for the first time for June/July, 2024. This is perhaps the nicest estate rental offering available just outside Sag Harbor Village, only a 1/2 mile to Long Beach. The home itself is magnificent, custom designed, with no detail overlooked. It has every amenity--7 ensuite bedrooms, elevator, magnificent custom-designed Kitchen, glass Breakfast Room, oversized Great Room and Living Room with Wet-bar. The first floor also features a luxurious Bar Room/Butler's Pantry and a large 1st-floor Office with TV. The lower level offers a Gym, Game Room, and Hotel-like Spa, with Steam Shower, Soaking Tub, Shower, and Sauna. The majestic property offers 1.5+/- acres of full lawn--gated and fully enclosed. It includes a Pickleball Court, Basketball, 45' Pool, Hot Tub, Outdoor Living Room, and Outdoor Kitchen/Bar. The property is perfect for family outdoor living and entertaining. And for local daily activities, the offering is also only moments to Community Tennis, two gorgeous Beaches, Sag Harbor Marinas and the Shelter Island Ferry. Rental Terms: September: $48,000 September/October: $65,000 Other / Short Term - Year Round: $650,000 November: $30,000 Winter Season: $135,000 Per Month

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.

Stunning waterfront shingle style home overlooking Long Island Sound with private beach access. Waterview, heated pool. Wrap-around porch. Original beach stone fireplace, vintage beadboard walls, large, updated gourmet kitchen, open common area, 5 bedrooms, 3 bathrooms, large master ensuite with private screen water view balcony. Beautiful interior furnishings, with teak rocking chairs, chaise lounges and picnic table on porch and pool area for entertaining. Close to Orient Village amenities, marinas, Country store, Yacht Club, and bay beaches. Offered June 3-27 $28,000; Sept 2-16 $14,000. Permit# 1108.

Welcome to this stunning furnished 1999 Colonial situated on 2 picturesque, level and private acres. Outdoor features include a heated gunite pool/hot tub, stone terraces and a summer kitchen. A gracious entry hall offers a view through arched entry into the formal dining room. An elegant living room with fireplace and adjacent terrace connects to the office. The gourmet chef's kitchen opens into the breakfast area and Family room. French doors throughout the 1st floor and garden level offer access to the stone patios, summer kitchen and gorgeous grounds. A dramatic curved staircase leads to a stately Primary Suite with fireplace and balcony and 4 additional bedrooms, 3 of which are en suite. The lower level offers a 2nd family room and accommodates exercise, art projects and has a bedroom and full bath. This home abounds in luxuries and is ideal for cozy family events as well as large-scale entertaining. The ideal location is convenient to schools, the Purchase Community House, train stations and the Towns of Rye, Harrison and Greenwich. Come and take a look. You won't want to leave!