luxury house for rent Jamesport, United States

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!

Escape to the North Fork in this beautifully situated 3 bedroom, 3 bath home set on an acre of property surrounded by peaceful farmlands. This bright and airy home features an open floor plan designed for relaxed summer living and effortless entertaining. Large windows bring in natural light, while spacious indoor and outdoor areas provide the perfect setting to unwind and enjoy the beauty of the East End. Ideally located just minutes from Cherry Creek Golf Links and conveniently close to the Hamptons, this home offers easy access to both North Fork charm and South Fork attractions. Enjoy nearby wineries, farm stands, beaches, restaurants and shopping, this home offers the perfect blend of privacy and accessibility for a summer getaway or seasonal retreat. 2026 Availability: June $7,000, July $9,500, August $10,000, August through Labor Day $11,000, September $7,000, October $6,000

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

Summer Rental in New Suffolk! Enjoy summer on the North Fork in this well-appointed New Suffolk rental featuring partial water views, a spacious yard, and easy access to local beaches, dining, wineries, breweries, and farm stands. The home offers flexible living spaces, three bedrooms, two full baths, and multiple indoor and outdoor areas for relaxing and entertaining. Amenities include an eat-in kitchen, dining room, outdoor shower, charcoal grill, fire pit, washer/dryer, dishwasher, parking for four vehicles, and a large yard with outdoor seating. The first-floor layout includes a private bedroom, full bath, and adjoining sunroom, while the second floor offers additional bedrooms, a full bath, and a separate lounge area. Conveniently located near New Suffolk waterfront attractions and just minutes from the many vineyards, restaurants, and recreational opportunities throughout the North Fork. Summer 2026 Availability -June (2 week minimum) - $3000 per week, July and August (2 week minimum) - $4000 per week

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.

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!

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.

A sleek Mid-Century home...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 & Convenience: Walk to the Shinnecock Bay Beach - Enjoy peaceful days by the water, just a short stroll away Minutes from Southampton Village & Hampton Bays - Only 10 minutes to charming shops, restaurants, galleries and attractions Close to Iconic Beaches - A short 10-minute drive to the beautiful beaches of Southampton and Hampton Bays Wine Country - Located near both the South Fork and North Fork of Long Island's famous wine regions Family Fun Nearby - Take the kids to the Riverhead Aquarium or enjoy a shopping spree at Tanger Outlets, just 20 minutes away. This beach house offers the best of both worlds - a private retreat with all the amenities you need, yet minutes from the vibrant action of Southampton and the natural beauty of the Hamptons. Perfect for those looking for a tranquil getaway with easy access to everything the area has to offer, including boating & water sports. Minutes to the Shinnecock Canal, which offers marinas, many waterside restaurants and a world class spa at the Five Star Canoe Place Inn & Restaurant. Don't miss out on this rare opportunity to stay in one of Southampton's most desirable areas. Book your stay today! [[Rental Registration # RP170644]] EH RR #: RP170644 Rental Terms: June: $25,000 Two Weeks: $18,000 August - Labor Day: $39,000

Welcome to 60 Lynncliff, a chic Hamptons home with every amenity. This three bedroom two bath recently renovated gorgeous enclave is private, comfortable and full of natural light. Enjoy morning coffee on the deck, back yard bbqs, soaking in your hot tub or swimming in the gorgeous in-ground pool. This home is an exceptional option as a Hamptons home base during the US Open in June, being held at Shinnecock Hills. With close proximity to the golf course, enjoy all of the excitement of tournament week! Spend your summer among beautiful Hamptons beaches, shopping and dining. Available June-27k, July-29k and Aug-29k

Introducing a newly enhanced Southampton retreat, now offering an elevated level of luxury living. This exceptional property has been thoughtfully updated to include a fully equipped private gym and a ground-level walk-out living space designed for effortless entertaining, complete with a bar, additional lounge, and dining area. Set on 1.10+/- acres and surrounded by 7.4+/- acres of protected land, the home delivers both privacy and a refined, boutique-style experience reminiscent of five-star living. The interiors are light-filled and sophisticated, with a seamless flow throughout the open-concept design. A dramatic great room with 22-foot ceilings, fireplace, and a wall of glass creates a striking focal point while framing views of the lush grounds. The residence features six bedrooms, including four en suite, highlighted by a gracious and expansive primary suite. Two additional bedrooms share a well-appointed bath, offering flexibility for guests. A second-floor landing provides additional space for lounging or a home office. The kitchen and dining areas open to a covered porch for outdoor dining, while a separate media room offers a relaxed setting for entertainment. Outdoors, a 40' x 20' pool is surrounded by mature landscaping, creating a serene and private setting for summer living. Perfectly located near Southampton's ocean beaches, restaurants, and golf, this offering combines scale, style, and amenities in a way that feels both luxurious and effortless. Registration Code: RA240922 [[Rental Registration # RA240922]] EH RR #: RA240922 Rental Terms: Memorial Day - Labor Day: $235,000 June/July: $125,000 July: $95,000 June: $45,000 August: $115,000

Enjoy a relaxing North Fork Summer at 875 Deefoot Path, a beautifully appointed four bedroom, four bath home conveniently located near Nassau Point Causeway Beach. The home features 2 primary ensuites, one located on the first floor. The spacious layout offers comfort, privacy and an ideal setting for a summer getaway. Spend your days at the beach, wineries, restaurants and return home to unwind and enjoy all this property has to offer. Summer 2027 rates: June $10,000, July $17,500, August $19,500, August-LDW $22,500, MDW-LDW $49,500 Off season pricing and available upon request.

Custom-built, new home in a Shinnecock bay front community, now offered as a summer rental. This two-story, energy-efficient, open-plan home offers four bedrooms and three bathrooms, of which one bedroom and bathroom are located on the main floor. The covered front deck opens to the foyer and open living featuring the kitchen with quartz counters and high-end Bosch stainless steel appliances. The over-sized living area includes its own south-facing deck. Upstairs, the second floor offers three bedrooms and two baths, one of which is ensuite. At grade, the lower level houses the one-car garage with its own entry. Well-landscaped with retaining walls, the property features an in-ground, heated salt water pool, is just up the street from the bay front, and a short drive to Southampton Village and ocean beaches. An on-point Hamptons escape, this rental property's location is outside of the summer weekend traffic rush. [[Rental Registration # RP260163]] EH RR #: RP260163 Rental Terms: September: $9,000 August - Labor Day: $35,000 Two Weeks: $15,000 October: $6,000 August: $30,000

So bright, sunny and cheerful with all of the amenities to make this home feel like you have arrived home. Perfect retreat designed for solitude as well as entertaining ease. Living room with fireplace, high ceilings overlooking grand deck, heated pool and tennis court. Dining, open islanded kitchen and primary bedroom share the same views as well. Four separated bedrooms allow for nice privacy, Centrally located. Near it all. Wow factor! Come see! *Some images virtually staged. [[Rental Registration # RP260847]] EH RR #: RP260847 Rental Terms: Two Weeks: $16,000

2026 Rates: A1-LD $17,500, September $6,500, October $7K Charming Nassau Point Cape Cod. Enjoy sprawling private grounds with community beach access as you enjoy the summer months in this ideal 3 bedroom 2 bathroom escape. The main level features and open dining/, kitchen leading to wood deck, main floor bedroom, full bathroom and living room. The second floor features 2 additional bedroom and 1 full bathroom. Don't let this amazing East End retreat slip away!

Brand new furnishings await the discerning tenant at 18 Spring Pond located in a quiet, private community. The 2 story home offers a heated, gunite swimming pool and community tennis court. The house is freshly painted, updated and boasts brand new furnishings including pool lounges. Great open floor plan from the kitchen to indoor and outdoor entertaining spaces. There is a junior en-suite bedroom on the first floor in addition to a powder room. The second floor holds the private primate suite with floor to ceiling windows overlooking the private property. There is a private balcony, shower bath, walk in closet and an adjacent den that can serve for relaxation, working. There is a third en-suite guest room with two twin beds and the laundry room on the second floor. [[Rental Registration # RP260246]] EH RR #: RP260246 Rental Terms: Other / Short Term - Dec: $15,000 April: $15,000 July: $40,000 September: $18,000 March: $10,000 November: $10,000 June/July: $60,000 May: $15,000 January: $10,000 October: $10,000 February: $10,000 Winter Season: $60,000 Per Month

The 2020 completed, as good as new construction home has all the bells and whistle of luxurious, modern living at its best. Open public spaces flow from one room to the next into the gourmet chef's kitchen with island seating, breakfast area. Sliding glass doors open to the vast property with lawn areas and a proper patio and in-ground, gunite swimming pool. The home offers 7 bedrooms including the oversized primary bedroom with walk-in closet. The finished lower level offers a media room, exercise room with sauna and storage. A must see and experience! [[Rental Registration # RP250582]] EH RR #: RP250582 Rental Terms: June: $65,000 November: $30,000 Other / Short Term - Year Round: $295,000 August - Labor Day: $105,000 July: $100,000 October: $30,000 Memorial Day - Labor Day: $260,000 April: $20,000 July - Labor Day: $200,000 May: $40,000

Sunny, bright, and tastefully furnished, this designer’s Victorian offers five bedrooms and two updated full baths, with a seamless flow between the main living spaces. The professionally landscaped front and rear gardens include a heated saltwater pool, dining and barbecue patios at both the front and poolside, three hammocks, and an outdoor shower. Nassau Point Beach is at the end of the road, and a marina is nearby. Every detail has been considered to make relaxing and entertaining easy. Offered for August 2027 for $40,000. Permit #1501.

Stunning Renovated Craftsman in Nassau Farms – North Fork Summer Retreat- Enjoy the perfect North Fork escape in this pristine, renovated Craftsman home located in desirable Nassau Farms, just moments from Nassau Point Beach. Designed for relaxed summer living, the bright and airy great room features an open-concept layout filled with natural light. The chef’s kitchen is beautifully appointed with granite countertops, custom cabinetry, and high-end appliances — ideal for entertaining family and friends. Lovely Primary en-suite with 2 additional guest bedrooms. Step outside to your private backyard oasis complete with a bluestone patio, built-in outdoor sound system, stone fireplace, and full outdoor cooking area. Whether you’re hosting sunset dinners or enjoying quiet evenings under the stars, this home delivers the ultimate vacation experience. A private path offers easy access to nearby kayaking, and you’re conveniently close to all North Fork attractions including beaches, wineries, farm stands, and charming local shops. Available Summer 2026 -( June – $10K , July – $15K, September – $15K. Off-season rates available upon request. Permit #0283

Spend your summer immersed in award winning design and natural light in this newly renovated architectural retreat in the heart of Southampton. This Eugene Futterman designed residence embodies a distinctive modernist spirit, thoughtfully reimagined with interiors by designer Timothy Godbold. This is more than a summer rental. It is a lifestyle experience for the creatively inclined. Luxe Magazine 2024 Winner for Residential Excellence in Design Awards, this home was transformed using a refined palette of natural tones and materials including wood, stone, and custom stainless steel detailing, creating an atmosphere that feels both grounded and inspiring. Clean architectural lines, curated furnishings, and artful details invite a sense of discovery throughout the three bedroom, two bath layout. The living room is anchored by a striking fireplace inspired by a Mayan ziggurat temple, serving as a sculptural focal point and natural gathering space. Original furnishings and artwork, carefully curated by the designer, reinforce the cohesive aesthetic and creative energy that defines the home. The sleek open kitchen flows to expansive outdoor areas of 700 +/- sq. ft. of decking designed for connection and retreat. Surrounded by verdant gardens, the property offers multiple settings to unwind. Relax in the built in hot tub, host evenings around the enchanting fire pit, or dine al fresco beneath the open sky. Ideally located just minutes from tranquil bay beaches and Southampton's premier golf courses, as well as the Villages of Southampton and Sag Harbor, this residence offers a summer defined by inspiration, recreation, and coastal ease, all within ninety minutes of New York City. [[Rental Registration # Pending]] Rental Terms: August - Labor Day: $45,000 July: $40,000 July - Labor Day: $85,000

This modern and chic four bedroom, four bath home has a gourmet kitchen with Miele appliances. The first floor primary suite opens onto the pool terrace. There is also a den on the main floor with ""en suite"" bathroom. Three bedrooms and two baths upstairs. Heated gunite pool surrounded by beautiful manicured gardens. Located by beautiful Conscience Point and bay beaches. All you need for a perfect summer. [[Rental Registration # RP240339]] EH RR #: RP240339 Rental Terms: August - Labor Day: $41,000

Single story waterfront home offering 3 bedrooms, 2 baths & South of 27! [[Rental Registration # 241322]] EH RR #: 241322 Rental Terms: July: $22,000 July - Labor Day: $55,000 Other / Short Term - Year Round: $80,000 Winter Season: $4,100 Per Month

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

The peacefulness and serenity of a summer on the East End awaits you in this fully renovated Southampton home. Offering breathtaking views of Peconic Bay and Bullhead Beach, this four bedroom home features 3 over-sized bedrooms each with their own private bath, an open concept main floor with a brand new kitchen, dining room, and a massive great room with vaulted ceilings, gas fireplace and wet bar. Outdoor amenities include a 20'x 40' custom inground pool surrounded by an oversized deck with lush landscaping throughout. If golf is your game, this home literally is surrounded by the top three courses on Long Island (Shinnecock Hills, Southampton and National) Luxury shopping and world class dining are both minutes away in the village of Southampton. This home is the perfect escape from hectic city life, yet it is conveniently located for those in need of a quick return to the hustle and bustle of greater New York City. [[Rental Registration # RP260397]] EH RR #: RP260397 Rental Terms: Memorial Day - Labor Day: $110,000 July: $45,000 August: $45,000 July - Labor Day: $90,000 June: $25,000 August - Labor Day: $50,000

Nestled along the tranquil waters of Far Pond Road lies a hidden gem- a sanctuary for nature enthusiasts and water lovers alike. This enchanting home seamlessly blends serene living with the timeless allure of nature. With picturesque views of Honey Pot Pond, Far Pond, and the stunning vistas of Shinnecock Bay, residents can indulge in mesmerizing sunsets while hosting an evening barbeque on a large two-tiered deck. Step inside the thoughtfully crafted home to discover an open living room bathed in natural light, perfect for unwinding after a day spent on the water. The eat-in kitchen invites culinary adventures while offering a casual dining experience. This double A-frame features three bedrooms and two bathrooms. In addition, there is a full-height basement for a shop, hobbies, and storage. Whether you're unwinding in the living area or soaking in the outdoor ambiance from the deck, this home radiates tranquility. Enjoy the sounds of songbirds and Ospreys and the sight of shorebirds wading in the estuarine pond. The home's proximity to Southampton Village offers easy access to upscale dining, boutique shopping, ocean beaches, and cultural attractions. Four Shinnecock Hills golf clubs are nearby. Shinnecock Bay is steps away, providing opportunities for waterfront leisure and recreation. This is old Southampton, offering the true essence of coastal living. Don't miss the opportunity to make this enchanting retreat your own-schedule a private viewing today and unlock the endless possibilities awaiting you in this idyllic coastal haven. [[Rental Registration # RP250097]] EH RR #: RP250097 Rental Terms: August - Labor Day: $15,000 September: $10,000 July: $18,000