luxury farmhouse for rent Greenport, United States

2026 Rates: June $8,500/week; July and August $10,000/week (Two Week Minimum For All Rentals). Spend your summer in style at this exquisite brand-new modern farmhouse, offering the perfect blend of luxury, comfort, and North Fork charm. Located just minutes from Greenport Village, local farmstands, renowned wineries, and pristine beaches, this home is the ideal summer retreat. Set on a full 1-acre lot, this spacious and sun-filled residence features an open-concept layout with elegant hardwood floors throughout. The heart of the home is a high-end chef’s kitchen, fully equipped for entertaining and flowing seamlessly into a stylish living area complete with a gas fireplace—perfect for unwinding after a day on the Sound. The first-floor primary ensuite bedroom offers a serene private escape, while the second floor includes a junior ensuite and two additional guest bedrooms with a shared full bath—providing ample space and comfort for family and friends. Step outside to your own private oasis featuring a 20x40 heated in-ground pool, surrounded by lush landscaping and plenty of space for outdoor dining and lounging. Whether you’re sipping wine under the stars, enjoying a day at the beach, or exploring nearby Greenport’s vibrant shops and restaurants, this stunning farmhouse offers the ultimate summer experience.

Offered as a Year Round Rental! Welcome to 435 Lupton Point Road, a beautifully appointed coastal residence tucked within a private Mattituck waterfront community offering direct water access to Deep Hole Creek and a private dock. Spanning approximately 2,700 square feet, this thoughtfully designed home features a spacious open floor plan ideal for both everyday living and entertaining. At the heart of the home is a chef’s kitchen, complete with generous counter space and seamless flow into the dining and living areas. A wood-burning fireplace anchors the living room, creating a warm and inviting atmosphere year-round. The home offers four well-proportioned bedrooms, two and a half bathrooms, and a dedicated home office, providing flexibility for remote work or guests. Natural light fills the interiors, enhancing the home’s airy coastal feel. Step outside and enjoy the rare convenience of water access with a private dock, perfect for boating, kayaking, or simply enjoying the peaceful creekside setting. The property’s location offers the best of North Fork living—just minutes from Love Lane’s shops, cafes, and farm stands, as well as New Suffolk Beach, making it an ideal full-time residence or weekend retreat. A unique opportunity to enjoy privacy, water access, and timeless North Fork charm in one exceptional offering.

Excellent Location near town and beaches. 2 Bedroom 1st floor unit with hardwood throughout. Open layout between the kitchen and family room with a butcher block counter top separating the two. Both bedrooms are nicely sized and the unit comes with an updated central full bathroom. Additional storage space in the basement with easy access from the hall. Available immediately.

Offered for July $22,000; Aug $22,000; July-Aug $40,000; Sept $10,000. Welcome to the Lemuel B. Hallock Homestead Farmhouse, gracefully set on 2 pastoral acres with lush gardens, mature trees, and private grounds bordering farmland. This meticulously restored home presents an expansive great room with a soaring ceiling, where the living room with a wood-burning fireplace transitions effortlessly into the dining area and spacious eat-in kitchen with a glass door to a patio, perfect for morning coffee. A first-floor ensuite bedroom with a full bath, a wraparound covered porch spanning the front and side of the home, and a laundry room complete the main level. Upstairs, a dramatic two-sided balcony overlooks the living room below and offers two inviting seating areas. Completing this level is a sitting room with bathroom, and two ensuite bedrooms with full baths adding spaces for quiet respite. The home and its grounds are perfectly suited to both sophisticated entertaining and quiet relaxation, creating a setting of enduring North Fork charm. Enjoy the season in this authentic and captivating home.