luxury farmhouses for rent New York, United States

Discover a relaxing North Fork retreat in the heart of Baiting Hollow, perfectly positioned to enjoy nearby farm stands, wineries, beaches, golf courses and spectacular sunsets from the front porch. Inside, you'll find two spacious en-suite bedrooms, providing comfort and privacy for guests along with a versatile flex room on the main living level that can accommodate a variety of needs. Thoughtfully designed with modern finishes and an open layout, the home blends style and comfort throughout. Outside, the wraparound porch and landscaped grounds create the perfect setting for al fresco dining, morning coffee or enjoying the sun set over the North Fork. Conveniently located near many of the area's most popular destinations, this exceptional seasonal rental offers the ideal setting for a memorable stay.

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.

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

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.

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.

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.

Welcome to 3 Old Shop Road—a timeless yet beautifully updated farmhouse that captures the essence of relaxed country living. Set on a sprawling, storybook property with lush lawns, mature trees, and a sparkling pool, this five-bedroom, five-bath residence offers the perfect blend of character, comfort, and charm. From the moment you arrive, you'll feel the magic of this home's setting—ideal for hosting garden parties, family gatherings, or intimate dinners beneath a canopy of trees. The outdoor spaces are a dream: a stone patio for summer entertaining, expansive grounds for play and leisure, and a pool that invites long, languid afternoons. Inside, the home balances antique soul with modern ease. The heart of the house is the kitchen—warm and welcoming with custom cabinetry, a relaxed layout, and a farmhouse table that invites conversation. The living room is anchored by a handsome fireplace and bathed in natural light, perfect for cozy evenings and lively weekends alike. The first-floor primary suite is a true retreat, featuring its own fireplace and direct access to the stunning grounds—so every morning feels like waking up in a private park. Rich in charm and tailor-made for modern living, 3 Old Shop Road is a rare offering in the coveted Cross River community.