300 houses for rent in Tuckahoe, Southampton town Suffolk County New York

Welcome to 57 Nash Street in Flanders, a light-filled waterfront retreat that captures the essence of easy Hamptons living. This charming 2-bedroom, 1-bath home with outdoor shower is perfectly positioned just steps from a sandy beach, offering the ideal setting for unforgettable summers by the water. Sunlight pours through the home, creating bright, airy living spaces that invite relaxation after a day spent swimming, boating, or enjoying the shoreline. The open and welcoming layout is designed for effortless coastal living, with comfortable gathering spaces and peaceful bedrooms. Wake up to gentle waterfront breezes and spectacular sunrises. Spend afternoons at the beach just moments away, and end your evenings watching the sky change colors over the water. Whether you're searching for a perfect summer escape, a serene waterfront getaway, or a place to create lasting memories by the beach, 57 Nash Street offers the best of relaxed seaside living in a truly special setting. June 9k I

This newly renovated home features thoughtful details and top-of-the-line finishes. Upon entering, you'll find a bright, open-concept living room, dining room, and custom kitchen with new cabinetry, stainless steel appliances, and stone counters. The home includes 3 bedrooms, with an en-suite master, plus two additional bathrooms and a office. Glass sliding doors open to a private, fully fenced, landscaped yard with a 16x32 gunite pool and an all-season hot tub. Nearby are local shops, and ocean beaches. Additional information: Appearance: Mint+, Interior Features: Efficiency Kitchen. Great for the US Open. Only 12 miles to Shinneck Hills

Tucked away on a peaceful cul-de-sac in Westhampton Beach, this beautifully maintained traditional home offers the perfect blend of privacy, comfort, and classic Hamptons living. Situated on 0.7-acre lot, the property provides exceptional privacy along with ample driveway parking, and spacious accommodations. Inside, the home offers approximately 3,000 square feet of living space with an inviting layout that includes a spacious living room, formal dining room, eat-in kitchen, officeu002Fgym space, play room and laundry on the second floor. The generously sized primary suite features a walk-in closet and private en-suite bath, while 2 additional second floor bedrooms provide comfortable accommodations. A finished lower level adds flexible living space with an additional bedroom, bath, and lounge area—perfect for extended stays or visiting friends. Outside, the backyard is designed for maximizing summer living. Enjoy a fully fenced and private setting complete with an in-ground heated po

Beautiful whole house rental centrally located in Hampton Bays. Recently renovated, upgraded and move in ready. HGTV style kitchen with granite counter tops and stainless steel appliances. Complete with Three spacious bedrooms, two full bathrooms. Great sized yard, perfect for entertainment. Close proximity to Squires Beach, Sunrise Highway and All Major Shops!,Additional information

Southampton Village Gem in mint condition with beautiful gardens, mature landscaping and Gunite pool. This home and property are turn key. It offers 1025 square feet of entertaining space between the main residence and the fabulous pool house. The home and property are wonderfully appointed and located on a quiet lane in Southampton Village just moments from the shops and ocean beaches. Available $5,000 monthly. February, March or April 2026 $10,000 May 1st to 31, 2026 $25,000 June 1st to 30, 2026 $40,000 July 1st to 31, 2026 $45,000 August 1 to Sept 7, 2026

Offered as seasonal rental (not year round). Welcome 19 Pine Tree Lane, East Quogue, your quintessential Hamptons getaway in the heart of Tiana Shores. This fully renovated home is perfectly positioned for sun, beach and relaxation. The generous six bedroom five full bath layout boasting approximately 2,870 square feet of living space across the main level, upper level and full finished basement has both great flow and function. The home was recently renovated offering more space to this fantastic opportunity to larger groups wanting that stay with privacy around enjoyment. Enjoy an open design for both casual family living and outdoor entertaining. The backyard is privately fenced with a rear deck, an in ground heated pool fully paved all around and level landscaped lawn. Located in beloved East Quogue, you’re minutes from fantastic restaurants, ocean beaches and all the charm of The Hamptons

This beautifully maintained postmodern was renovated to perfection in 2012, offering a stunning four-bedroom, four-bath home on 1.16+u002F. Acres in the private community of Southampton Pines. Theis spacious residence features a several living areas. Some with a woodburning fireplace, family room, formal dining room, and an open chef's kitchen with stainless steel appliances and sliders to the back patio. The master suite includes a luxurious bath and walk-in closet. Outside, the expansive patio and custom heated gunite infinitity pool overlook the meticulously manicured yard. A finished walk-out lower level offers a wet bar, billard l room and Theatre for entertaining friends and family. The private outdoor slader opens to another spacious patio with sitting area and spa. Also available for the 2026 us open golf championship at shinnecock. The home is complete with a 2 plus-car garage and central Au002FC BBQ Areas. Fountains and Streams. Firepit Help complete this Private Retreat!,Add

MINUTES TO TOWN & THE BEACH Escape to the Hamptons for the summer in this charming Quogue cottage, ideally located just minutes from Main Street and the Quogue Village Beach. Tucked away, in a secluded setting south of the highway, this three-bedroom, one-bath home (newly renovated in 2025 with a walk-in shower) offers the perfect blend of comfort and coastal charm. Inside, you'll find an open kitchen, cozy family room with TV, in-home laundry, and three inviting bedrooms: one with a twin bed and two each with queen sized beds. Step outside to enjoy the private yard with BBQ, rinse off in the outdoor shower after a beach day, or relax on the quaint enclosed porch. Dedicated parking, WiFi, and thoughtful amenities make this a true Hamptons gem. Available September only. $7500+ Utilities

Amazing Winter Rental with a Perfect Location in Sag Harbor Welcome to your new Sag Harbor lifestyle! Tucked away on a quiet cul-de-sac, this home is the perfect blend of peaceful living and prime location, just moments from everything you love about the Hamptons. The moment you step inside this charming beach cottage, you're greeted by an open floor plan bathed in natural light, creating a bright and inviting atmosphere. The design is all about effortless coastal living, with a seamless flow that leads you out to a spacious deck and a lush, level backyard perfect for outdoor relaxation and entertaining. This is a rare opportunity to live in one of the most desirable areas of Sag Harbor, with the privacy of a cul-de-sac and incredible proximity to the bay beaches, community tennis courts, and playground. This property is available for a winter lease from October 1st to April 30th for just $4,500 per month and also Summer 2026. Check Price and Availability. Experience the best of Sag Ha

685 Orchard Street, New Suffolk Experience effortless North Fork living at this charming traditional home, ideally located in the heart of New Suffolk. Offering 4 bedrooms and 2 bathrooms, this inviting residence blends classic coastal character with everyday comfort. Set in a prime location, the home is just a short distance to the beach and local water access, as well as New Suffolk’s beloved waterfront restaurants and village amenities. Bright interiors, comfortable living spaces, and a relaxed layout. A rare opportunity to enjoy the best of the North Fork lifestyle—beaches, dining, and coastal charm—all just moments from your door

Experience a private, luxury waterfront retreat just 19 minutes from Shinnecock Hills Golf Club, perfectly positioned for the US Open. This beautifully updated home showcases soaring ceilings, a sun-drenched open layout, and refined coastal finishes throughout. The designer chef’s kitchen features premium stainless steel appliances, custom cabinetry, and a spacious center island ideal for entertaining. The home offers multiple elegant living areas, a sleek fireplace, and oversized windows that capture serene water views. Spacious, hotel-quality bedrooms provide a relaxing escape, including a stunning primary suite with vaulted ceilings and a spa-like feel. Step outside to your own waterfront getaway with a private dock—perfect for boating, paddleboarding, or enjoying sunset evenings after the tournament. Set on a quiet, secluded stretch with ample parking and elevated privacy, this is a rare opportunity to secure a high-end Hamptons rental that delivers both luxury and convenience for

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, 4 person sauna, all weather tennis court, 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. Rental prices 2026: MD-LD $155k, July

Sag Harbor Village | Summer 2026 |. Week of the U. S. Open & a 2 Week Period in July July 1. July 15, 2026 Offering: A light-filled serene retreat set in the heart of Sag Harbor Village. Set on. 70 acres where you are surrounded by peace, quiet, and chirping birds but just moments from the bustling Sag Harbor Village. Listen to the birds at this design-centric retreat offering in the heart of Sag Harbor Village. This stylishly designed 4-bedroom, 5.5-bath residence spans three levels, offering a seamless blend of refined coastal living and understated luxury-crafted as both a sophisticated and inviting place to call home. Sunlit interiors unfold across a thoughtfully designed layout. The main living room is expansive and elegantly appointed, flowing effortlessly into a dining room anchored by a wood-burning fireplace and seating for ten. Glass doors open to an outdoor dining terrace with seating for twelve and a gas grill, all conveniently connected to the kitchen-creating an ideal set

SHORT TERM ONLY (price refelcts a two week rental). New to market. Endless waterfront vistas & iconic sunsets. Water views from almost every room! This sprawling home has it all. Open concept floor plan perfect for entertaining. Main floor features larger than life eat in kitchen, sun room, sunken living room, open concept living and dining, powder, laundry, extra large primary suite with walk in closet and XL en suite bathroom. 2nd floor features five bedrooms including a primary suite with private deck and four full baths. Lower level comprised of kitchenette, full bath, and walk out access to a heated gunite pool overlooking Peconic Bay. Additional features include a palatial, partially-covered deck with lounge and outdoor dining, massive backyard, and a private boat launch for kayaks, jet skis, and small watercraft. Minutes to Sag Harbor, Bridgehampton, and Water Mill

Southampton waterviews rental registration #: rp250564. Located just outside the Village of Southampton is this three bedroom and two full bath cottage. Chiquely decorated, the updated interior has central air conditioning, two living rooms for entertaining. A brand new heated gunite pool, patio and decks that look over Old Fort Pond and the Shinnecock Bay. Immediate water access for canoe or kayaking. One car garage for storage. The ideal Summer retreat

Available for the summer season and off-season as well as u. S. OPEN JUNE-$17,000, 4 AUG-31 AUG $27,500, 4 AUG-LD $30,000 OFF SEASON. Call for pricing updated open floor plan tiana shores east quogue. 4 bedroom dr 3 bath. Golf practice area. HEATED POOL This updatedu002Ffurnished open floor plan 4 bedroom 3 bath home is located in the quiet community of Tiana Shores. The property is meticulously landscaped and features a heated in ground pool with outdoor entertaining area as well as a golf practice area. The lower level is finished with a media room, play area, bar and storage. Tiana Bay access is only 2 blocks away. Conveniently located in the hamlet of East Quogue and close to Hampton's beaches, waterfront restaurants and shopping

Nestled in the heart of Water Mill, this beautifully newly renovated 4-bedroom, 3-bath home offers the perfect blend of modern comfort and Hamptons charm. Thoughtfully updated throughout, the residence features bright, open living spaces, a stylish kitchen with contemporary finishes, and seamless indoor-outdoor flow ideal for both relaxing and entertaining. The spacious bedrooms provide a peaceful retreat, while the updated bathrooms showcase clean, elegant design. Set on a quiet trail, the property offers privacy without sacrificing convenience. Ideally located just minutes from Southampton Village and Sag Harbor Village, you'll enjoy easy access to world-class dining, boutique shopping, and pristine ocean beaches. A turnkey opportunity in one of the Hamptons' most desirable locations-perfect for year-round living or a summer escape. July 35K I August. LD 45K I June 25K. They do not want to rent the whole summer so are open to 2 weeks rentals andu002For alternative starting dates for

Offered as seasonal rental (not year round). Welcome to 6 Rolling Hill Rd, Hampton Bays! This beautifully appointed single story ranch offering 1,697 sqft of stylish living space encompasses three bedrooms, three full baths and office with hardwood floors throughout thoughtfully arranged in a split floor plan ideal for those who appreciate their own conditions. In the expanded ranch styled build you'll find the master bedroom, kitchen, jr master bedroom, living space and laundry all on the main level. Set within lush surroundings, the expansive. 53 acre fenced lot is lined with well manicured landscaping, privacy and room to roam. Also offered in the backyard is a heated in-ground vinyl pool, deck ideal for lounging or grilling and wide open yard for all. Nestled in West Tiana side of town you're in close proximity to Tiana Beach Club and some of the best local restaurants including North 1, Centro, Tony's Asian Fusion and Stone Creek Inn. 6 Rolling Hill Road combines privacy, elegance

Down a private lane awaits this hidden gem. Open and filled with light the first floor hosts a great room with fireplace and built-in bookcases, a large renovated kitchen, a junior primary en suite bedroom, two guest bedrooms, hall bath and a powder room. The spacious primary suite with spa bath is set on the second floor for added privacy. An expansive deck is perfect for outdoor entertaining. A heated gunite pool, outdoor shower and a recently added outdoor pergola with a living room area create the perfect summer getaway. Access to the residents-only Quogue Village Beach

Welcome to your private coastal escape. Set on 2.75 secluded acres overlooking the Long Island Sound, this sun-filled 3-bedroom, 1-bath retreat offers sweeping water views, mid-century bungalow charm, and a sense of quiet luxury. Enjoy morning coffee on the expansive deck, take in unforgettable sunsets each evening, with private stairs offering direct access to the secluded beach, enhancing an already exceptional waterfront experience. Clean, open interiors make relaxing effortless, while a full basement and 1-car garage add everyday convenience. This is a true seasonal sanctuary where the North Fork’s natural beauty becomes your daily backdrop. Available July, September, and October 2026. Ask about additional months. Southold Town Rental Permit #1247

Welcome to 807 Union Avenue, Riverhead u002F Aquebogue. A beautiful and fully furnished home offering space, comfort and prime North Fork living. This expansive residence features 4 bedrooms, 2 full baths and 2 half baths, thoughtfully designed for both everyday living and entertaining. Inside, enjoy 2 spacious living rooms, a formal dining room and an eat-in kitchen, providing multiple areas to relax and gather. A private guest suite with an attached full bath offers flexibility for visitors or extended stays. Step outside to a fully fenced backyard oasis complete with a heated in-ground swimming pool, perfect for summer entertaining or quiet relaxation. The home also includes an attached two-car garage equipped with a Tesla electric car charger, adding modern convenience. Ideally located close to renowned North Fork vineyards and just a short drive to the Hamptons and Montauk, this property offers the best of coastal and wine country living. Perfect as a yearly rental or seasonal ret

Waterview Cedar Shingle Beauty with dock across the street and close Peconic Bay beach in your back yard. Additional information: Appearance: Mint, Interior Features: Combo Kitchen & Dining area. This is a two week rental June 15, 2026 to June 30, 2026 for the US Open Golf Event

Available 2026: May 1-21 @ $16,000; June 1-14 at $12,000; June 1-26 at $24,500 and Sept 21-Oct 4 $11,000 Open Bayfront! Updated beach house offering 3 bedrooms, 3 renovated bathrooms, granite kitchen, central air conditioning, hot tub and deck overlooking the bay! Outstanding water views and sunset! Access to ocean beach!

Discover Your Ideal Hamptons Retreat. This recently renovated and beautifully appointed 4 bedroom, 3 full bath home is ideally located in the heart of Westhampton Beach, just a short stroll to the village’s vibrant Main Street with its upscale boutiques, acclaimed restaurants, weekly farmers market, and the Westhampton Beach Performing Arts Center. World-style Dune Road ocean beaches are only a short drive away. The home features an open floor plan designed for relaxed coastal living, highlighted by a light-filled great room with fireplace that flows seamlessly into the dining area with bar and a remodeled chef’s kitchen. An inviting sunroom with French doors and sliders opens to two private patios, perfect for barbecuing, entertaining, or simply enjoying the outdoors. The newly added primary suite, located off the sunroom, offers exceptional privacy and a spa-like bath. Three additional bedrooms, one en-suite, are situated on the opposite side of the home, providing a thoughtful and f

Enjoy your summer in Westhampton in this spacious 5 bedroom, 3 1u002F2 bath home perfect for entertaining, both indoors or out. It is a comfortable & immaculate house, with finished basement. Play tennis on its private court, take a swim in the heated pool or lounge on the pool patio. Dine al fresco on the expansive deck, which also features a pergola for shade & sectional sofa for relaxing. A great spot for fabulous summer fun. Convenient to Westhampton Beach village shops, restaurants, and spectacular beaches