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

Elegant quogue south rental available june 2026. This historic residence, known as 'Estling, ' is the main house of a very private, 14 acre compound south of the highway in Quogue. The first floor of the recently renovated, 4 BRu002F2.5 BA residence includes an elegant dining and living area with a wood-burning fireplace; an inviting study filled with comfortable seating and a piano; and a modern kitchen with stainless-steel appliances and seating for six around a farmhouse table. Upstairs are four well-appointed bedrooms. A spacious screened porch is ideal for entertaining, or just enjoying the view of the property's expansive lawns, gardens, and woods. The compound also features several antique barns and outbuildings. Close to beach, shops, and Hampton Jitney, this magnificent property is a supremely private getaway, unlike any other. Available June ($25k) or any two weeks in June ($15k)

Welcome to your tranquil summer haven. Where hiking, biking, kayaking, fishing and stunning water views await. Immerse yourself in the sound of nature. Just in time for summer. Completely remodeled new kitchen and bathrooms. This home boasts 4 beds and 3 full bathrooms, one being the primary suite. Ductless AC Units in all bedrooms and living space and water views from every room and a Gas Fireplace in the living room. Kayaks available for use, bring your bikes and golf clubs! Near Southampton and Shinnecock Golf Club. Available for rent by the week or month and for the 2026 US Open. April $15,000 May $20,000 June $30,000 July $25,000 Aug RENTED September after Labor Day $20,000 available October and November for weekly or monthly rental too!

Looking for the perfect getaway? Look no further than this charming 3 bedroom, 2 bath seasonal rental, located just minutes away from everything you need to make your vacation unforgettable. With its prime location just a short walk from New Suffolk Beach, Legends & Minnow restaurants, the New Suffolk Marina, and local wineries, golf, and farms, this rental is the perfect home base for all your adventures. With three bedrooms, two baths, and plenty of space for everyone, there's plenty of room to spread out and enjoy your vacation. And when it's time to entertain, the back deck and yard are perfect for gathering. Available in Summer as well as the off-season. Rental Permit #: 0933

Step inside this charming 2 bedroom, 1 bath bungalow nestled on the serene shores of Great Pond in Southold. This cozy waterfront retreat offers tranquil water views and is just around the corner from Kenny's Beach and the popular Little Fish restaurant. Enjoy kayaking, paddle boarding, and fishing right from your backyard. Centrally located in the heart of the North Fork, you're perfectly positioned to enjoy all the area has to offer: from farm stands and vineyards to boutique shopping, golf, and endless outdoor activities. May: $4,500, June: $5,000, July $6,000, Aug. LD $8,000, MD-LD $18,000 STP#: 1302

New quogue south cottage rental new construction. Enjoy your summer vacation in this completely rebuilt, immaculate 3 bedroom, 3 bath beach cottage south of the highway in Quogue. The open floor plan allows for easy one-level living and effortless entertaining. The bright, modern kitchen features an oversize island, high-end appliances, dining for 6+, and a two-sided fireplace that opens into the living room. The primary suite has a king bed and spa bath; there's also a guest bedroom with en-suite bath, and a third bedroom with bunks that can be converted to a full bed. Situated on a quiet cul-de-sac, just two blocks from village shops and barely two miles to the Quogue Village Beach, this pristine cottage is the ideal home base for summer fun! Available July ($35k) andu002For August 1-31 ($35k)

One Story Contemporary in the Heart of the Village Offering Open Living. Dining Area with Marble Fireplace, Eat-in-Kitchen with Granite Counters, Primary Suite and Bath with Jacuzzi Tub, plus 2 Bedrooms, Den and 2 Additional Full Bathrooms. Private, Fenced Yard with Heated Swimming Pool, 2,000 sq ft of Decking, Hot Tub and Enclosed Outdoor Shower. Access to Village Beach! Available 2026: August @ $36,000 or August-LD @ $42,500

2026 Rates: July 20-31; A1–LD: $22,500; Sept 1–30: $7,500; October: $7,500: Pristine Mid Century Modern Waterfront with 200' Of Private Sugar Sand Beach on sprawling 2 acre parcel! Property Features Breathtaking Views Of Robins Island, Southampton And Nassau Point. Chic Furnishings Adorn This Lovely Home Along with Interior Panoramic Views Of The Great Peconic Bay. Open Living Space with High Ceilings, Primary Master Suite, 3 Additional Bedrooms, An Eat-In Kitchen And an additional 2.5 Baths. If you're looking for privacy, ideal water access and one of the best location the North Fork has to offer, this is not to be missed!

Year-round or summer rental. Secure your stay in the Hamptons today! Just a quick 5 minute drive to Meschutt Beach in Hampton Bays. This cozy, recently renovated home offers everything you need to live in The Hamptons! This home is located in Squire Wood, and is surrounded by an acre of fenced in backyard. For outdoor entertainment and relaxation, the property offers a brand new luxurious 16' x 40' in-ground pool and an area complete with comfortable pool furniture, including an enormous Webber Summit 4 burner grill. There is also an optional griddle and side burner available for your outdoor cooking needs. Furthermore, you can enjoy the new Stainless Steel Solo bonfire fire pit and table surround, complete with toasting forks and a spatter shield for your safety. To add to your leisure activities, the property provides seven new Tommy Bahama beach chairs and a cooler for your use, as well as a pair of new corn hole toss games for outdoor fun. You will also find an outdoor sectional fr

Situated on a flag lot on nearly an acre of land down a quiet cul-de-sac street, this gorgeous 4000+sf home features 4 bedrooms, 3.5 bathrooms, open floor plan, gym and hardwood floors. The main level includes a study, formal dining room, a large den, eat in kitchen area, gourmet kitchen with professional appliances and a center island, a laundry room, powder room, and access to the attached two car garage. The ensuite bedroom can be found on the second level with a large bathroom, jacuzzi tub, oversized glass-enclosed shower, dual sinks, and a vanity. Three additional bedrooms along with 2 more bathrooms complete the 2nd level. Outside, the property has all the amenities one could wish for a summer rental; a covered front porch with rocking chairs and swinging love seat. The covered back porch has a sectional and overlooks the heated pool, a grapevine pergola and teak dining table with seating for 8, an outdoor shower, a Hotspring 6 person hot tub and plenty of secluded lawn space

Waterfront Beach House | Shinnecock Bay, East Quogue Dock your boat at your private dock! This stunning two-story beach house is perfect for all your summer activities. Nestled along the shimmering shores of Shinnecock Bay, it offers panoramic water views to the east, south toward Dune Road, and west, providing serene sunrises and captivating sunsets. Located within an exclusive private beach community with residents-only access, this home is designed for effortless summer living. Expansive decks on both levels create inviting spaces for entertaining and enjoying peaceful relaxation by the water's edge. A bulkhead with plenty of space to dock your boat enhances the true bayfront lifestyle, complemented by four community docks for added convenience and community beach. Some of the photos are for illustration only. MD-LD $80,000 May 22nd. Sep 7th 2026 Available June $15,000 Jun 1st. Jun 30th 2026 Available Custom $10,000 Jun 14th. Jun 22nd 2026 Available July $35,000 Jul 1st. Jul 31st 20

Perfect summer getaway! 3 bedrooms, 2.5 bathrooms, in-ground pool, close to beach, business district, vineyards and restaurants. 30 day minimum stay

Escape for the summer to Westhampton, nestled just moments to town. Indulge in the convenience of a fully equipped open kitchen with granite counter tops & stainless steel appliances, ideal for culinary enthusiasts using fresh produce from the property's garden. With 3 bedrooms (+bonus room) & 3 baths, there's space for everyone. The primary bedroom offers a king sized bed & is complete with an ensuite bath with walk-in shower. Two additional bedrooms (queen beds) are on the main level, as well as a full bath. Below, the finished, walk out lower level boasts a family room, two work from home areas with desks, a full bath with access to & from the pool, as well as an additional room. The garage is also accessed from the lower level. Outdoors, dive into luxury with a pristine heated pool. In addition, there is an expansive deck with BBQ grill & automatic retractable awning, overlooking the spacious & fully fenced backyard. Available July at $28k

Welcome to 57 Newtown Road, the ideal summer getaway in the Hamptons. For the first time, this brand-new 2025 coastal-modern house by the water in Hampton Bays is for rent. Featuring a heated pool, a finished basement, four bedrooms, three and a half bathrooms, and an exquisitely designed open living area. This lovely house is perfect for your seasonal vacation because it has something to offer everyone. With a covered front porch and back deck, as well as a light-filled, open design with high ceilings, large windows, and wide-plank white oak floors throughout, you can enjoy seamless indoor-outdoor living. Perfect for summer entertaining, the modern, fully furnished kitchen has stainless steel appliances, quartz countertops, and a wine refrigerator. Everyone is comfortable in the spacious, sun-filled bedrooms upstairs, which include a gorgeous main suite with a walk-in closet and spa-like bathroom. Enter your private backyard haven, complete with a bluestone patio, heated pool, outdoor

A Sweet Ranch Style Home in Breakwater Beach Community Available for Summer 2026. The 2 Bedroom, 1 Bath Home is Set within the Neighborhood and Just Around the Corner from the Local Beach and Numerous Other Beach Accesses. The Home has an Open Concept with 2 Designated Living Spaces, a Dining Area and a Cathedral Kitchen Overlooking All. The Home Faces South Lending to Great Natural Light Throughout. The 1 Full Bath with Shower is in the Hall of the Home. The First of the 2 Bedrooms is on the Front of the Home with a Queen Bed and Furnishings. The Second Bedroom is Two in One. The Main Bedroom Space has One Twin Bed and Bureau then there is a Step Down to 2 Additional Twin Beds for Slumber. Sleeping a Total of 5 as per Permit #1191. Wood Floors throughout Home. Central Air. Laundry in Basement with Outside Access. Rear Deck with Barbeque. Spacious Yard for Further enjoyment. Memorial to Labor Day for $20,000, June for $6,000, July for $7,000 and August through Labor Day $8,000. Utiliti

This Cozy Renovated Cape is Now Available For A Last Minute Labor Day Retreat or Secure and Hold It For Next Season! Equipped With 3 Bedrooms, One Being The Primary Bedroom Located on The 1st Floor With a Queen Sized Bed, 2 Additional Bedrooms Have a Twin Bed, a Full Size Bed and One With a Trundle Bed, Comfortably Sleeping 6 Guest. 2 Full Baths, Central AC, Full Renovated Kitchen With all the Necessities to Prepare Meals. Large Living Room With New Hardwood Floors. Separate Mud Room With Laundry. Covered Rocking Porch. Entertainers Size Rear Deck With Pool. Plenty Of Private Off Street Parking. Short Distance To Main Street Where You Will Find Restaurants, Sports Bar, Cafe

Escape to the serene charm of New Suffolk this summer with this beautiful rental property! Offering ample space for all, this delightful home boasts 5 bedrooms and 3 bathrooms, ensuring everyone's comfort. Step outside onto the expansive wrap-around patio, perfect for summer evenings and al fresco dining. An outdoor shower provides a refreshing touch after a day at the beach, and the large, lush yard offers plenty of space for recreation and relaxation. Whether you're a culinary enthusiast grilling up a feast or simply enjoying the company of loved ones in the spacious kitchen, this home is designed for entertaining and creating lasting memories. Nestled in the coveted New Suffolk community, you'll be just moments away from the area's most stunning beaches. Embrace the quintessential summer lifestyle in this lovely retreat, where comfort and convenience meet coastal charm. Seasonal Rates: June $13,500 | August $16,000 | September $13,500

Escape to this stunning 3-bedroom, 2-bathroom beach house located in the peaceful Shinnecock Hills area of Southampton. With a private setting on a quiet cul de sac, this professionally designed home offers a seamless blend of indoor and outdoor living, ideal for relaxation and entertainment. Property Highlights: 3 Bedrooms, 2 Bathrooms – Comfortably sleeps 6 Heated Pool & Hot Tub – Relax poolside or unwind in the hot tub after a day at the beach Spacious Outdoor Living – Enjoy sunny days on the large deck, perfect for entertaining or simply relaxing Large Outdoor Shower – Refresh after a swim in the pool or a day at the beach Beautiful Gardens – Professionally landscaped for a serene, private environment Interior Features: Primary bedroom with King bed and ensuite bathroom Two guest rooms with Queen beds, shared bathroom with tub & shower Cable TV & WIFI – Stay connected during your vacation Open Concept Living Areas – Bright and airy spaces, perfect for family gatherings Location & C

Rented july & august 2026 This is a special delimiter sentence. This is a special delimiter sentence [2026 Availability & Pricing as Follows: Off Season October 1st. April 30th: $5,500u002Fmo. May (Incl Memorial Day): $10,000. June: $12,000. July 1-31: $15,000. August. Labor Day: $21,000. September (not including LD): $10,000. Escape to the North Fork and enjoy the perfect blend of comfort & coastal living in this meticulously maintained 3-bed, 3-full bath home. As you step inside, you'll be greeted by living space adorned with nautical-inspired decor, plenty of natural light, and a gas fireplace. The fully equipped kitchen is a chef's delight, with stainless steel appliances and ample counter space for culinary creations. The open-concept design ensures a seamless flow between the kitchen, dining, and living areas, creating an ideal space for entertaining. Upstairs you'll find the primary king suite with views of Mattituck Inlet and a private spa-like bathroom off the expansive walk-i

NEW SUFFOLK SEASONAL RENTAL: Just three blocks from the sandy bay beaches and restaurants of historic New Suffolk on the North Fork, this inviting home offers the perfect blend of charm and comfort in the heart of the hamlet. Filled with natural light, the interior features high ceilings, 4 bedrooms and 2.5 baths including a primary en-suite. The renovated kitchen is ideal for both everyday living and entertaining, while central air conditioning ensures comfort. Outside, enjoy a welcoming front porch, a backyard with dining patio, outdoor shower, gas grill. Memorial Day. Labor Day $40,000; May $6,000; June $10,000; July $15,000; first 2 weeks August $10,000; Sept. After LD $10,000; October $6,000. Rental permit 1427

Cedar Shingle Cottage on Private Road that has bayfront access at the end of the street. Aprox. 2 miles to Ocean Beach. Home features vaulted ceiling open living roomu002Fdining area. Granite Countertop Kitchen with Stainless Appliances. Primary Bedroom Suite with Primary Full Bath. Second bedroom & hallway full bath. Denu002Fwith slider to Sundeck. Outdoor Shower. Private Backyard. Available for Winter Rental beginning September 15, 2026 to May 15, 2027

Just 600 feet from Shinnecock Bay, this well-appointed cottage is designed for effortless living. Step into a living room offering double-height ceilings and oversized windows that bring in plenty of natural light. Off the hall are two bedrooms and a full bath, while beyond the living room, the eat-in kitchen opens to the deck and rear yard with a heated pool—ideal for relaxed summer living. The second floor features an en suite bedroom and an oversized loft with a private balcony, providing flexible space for guests or a lounge area. Off the garage, a spacious pool house includes a kitchenette and a versatile bonus room, perfect for additional living or entertaining space. Enjoy bay access for swimming and boat launch just at the end of the street. Located in Shinnecock Hills, this inviting Hamptons retreat combines light, comfort, and coastal ease—and is conveniently within close proximity to the 2026 U. S. Open. Don’t miss the opportunity! June $24k $July $20k Aug-LD $24K. Md-ld $65

Located on a quiet lane in Hampton Bays, this charming year-roundu002Fsummer rental offers a rare combination of privacy, outdoor space, and proximity to both bay and ocean beaches. The residence features two bedrooms and one and a half bathrooms, complemented by water views and a fully fenced, hedged yard that creates a private outdoor retreat. The property includes a private driveway and an enclosed yard ideal for outdoor dining, relaxation, or quiet enjoyment. Interior spaces are well laid out for comfortable year-round living, while the surrounding landscaping enhances the sense of seclusion. Conveniently located just minutes from local restaurants, marinas, and beaches, this home offers easy access to all that Hampton Bays has to offer while maintaining a peaceful residential setting. A well-situated rental offering privacy, charm, and lifestyle convenience in one of the Hamptons' most accessible locations. Year Round $3750u002Fmonth | June $6k | July $12k | August $12k | Aug. Ld

Offered as seasonal rental (not year round). Welcome to 32A Vail Ave, East Quogue, your spectacular East Quogue seasonal retreat with 4,442 sqft designed for endless summer living. With 4 bedrooms, 5 baths and elegant common spaces this home offers room for multigenerational families or groups seeking comfort and style. Step through the foyer into a luminous open floor plan where soaring ceilings, recessed lighting and hardwood floors enhance the flow between living, dining and relaxation. The gourmet kitchen features quartz countertops, stainless steel appliances and an eat-in area ideal for casual meals or children’s crafts. Entertain effortlessly in the formal dining room or gather by the fireplace in the main living area. All four bedrooms are generous sized rooms with one having an en suite bathroom. The master bedroom includes an office work desk, walk in closet and full bath with shower and jacuzzi tub. Additional interior amenities include central air, smart thermostat, central

Welcome to this stunning estate, where timeless charm meets modern luxury. Upon entering the main entrance, you’re greeted by a grand staircase that sets the tone for the home’s elegant flow. The first level boasts a spacious formal dining room, cozy den, oversized chef’s kitchen, inviting living room, and a tranquil reading room. A large stone fireplace anchors the main living space, offering panoramic views of the adjacent vineyard. An added bonus on the first floor is a private guest wing or in-law suite with its own kitchen, den, two bedrooms, and two full bathrooms — ideal for extended family or long-term guests. Additional amenities on the main floor include a half bathroom, laundry room, built-in coffee maker, Wolf double oven range, drawer-style washeru002Fdryer units, and top-of-the-line refrigeration — fully equipped for all your culinary and entertainment needs. Upstairs, the main landing leads to three spacious bedrooms that share a beautifully designed full bathroom. At th

East Quogue. Open Bayfront Exclusive! This immaculate home is located in the prime waterfront community of Hampton Point. Enjoy your own sandy beach, unobstructed bay views and amazing sunsets. This shingled, 2-story home features an open concept for easy living. There is a custom gourmet kitchen with stainless steel appliances, a gas stove and marble counter with bar stools. Large living and dining areas overlooking a spacious rear deck. Completing the first floor is a bedroom, bath and denu002Foffice. The private primary suite is situated on the second floor and overlooks the Shinnecock Bay, along with 2 additional bedrooms and a full bathroom. There is also a waterside enclosed porch for dining and relaxing! Additional amenities include central air conditioning, detached garage, a rear balcony and boat dock at community beach! The perfect Summer Retreat! Available 2026: May $12,000; August. LD $37,500; Aug 1-Sept 30 $45,000; Sept 9-30 $15,000; October $12,000