Houses for Rent in Greenport, NY

This beautifully renovated 2-bedroom, 2.5-bath farmhouse offers 1,452 sq ft of comfort and style. Perfectly located near picturesque bay beaches, it’s an ideal retreat for summer getaways. Enjoy modern amenities and chic finishes in a serene setting, making it easy to unwind and relish coastal living.

This beautifully appointed 4-bedroom, 3.5-bath Colonial home, set across 2,000 sq ft, offers the perfect blend of comfort and luxury for summer living. Enjoy sunlit days with views of Shelter Island and peaceful evenings on the enclosed porch. The open-plan layout is designed for entertaining, while a finished bonus space in the basement provides a private retreat for guests. Close to the heart of Greenport Village, this home is an ideal spot for unforgettable coastal gatherings.

Experience upscale living in this stunning 4-bedroom, 4.5-bath home featuring 3,800 sq ft of luxurious space. With a heated inground pool and exclusive bay beach just three blocks away, this modern oasis is perfect for relaxation. Enjoy a thoughtfully designed interior spread across two floors, complete with a home office and elegant hardwood finishes. Centrally located near golf and the charming Greenport Village, this property is ideal for year-round or seasonal enjoyment.

Enjoy year-round living in this spacious 3-bedroom, 4-bath home boasting breathtaking views of Sterling Harbor. Spanning 3,500 sq. ft., this well-appointed residence features modern amenities including in-unit laundry and central air. Ideal for entertaining, the inviting layout includes ample living space and beautiful water vistas. Available for $5,000/month or seasonally from Memorial to Labor Day for $60,000, with utilities included during the seasonal term.

This immaculate 3-bedroom, 4-bath home combines comfort and luxury with a stunning saltwater pool and outdoor dining area. The spacious kitchen and family room are perfect for entertaining, while the first-floor bedroom and bath offer convenience. The second floor features a primary ensuite with a Juliet balcony and a cozy second bedroom. A lower-level recreation/media room adds more living space. Enjoy the best of North Fork living in this charming Colonial just steps from pristine beaches.

Experience coastal charm in this 3-bedroom Greenport bungalow, featuring a unique enclosed sun-porch and refreshing outdoor shower. Just blocks from a bay beach, it offers easy access to local dining, vineyards, and shops. Perfect for those seeking a serene retreat with modern conveniences like air conditioning and in-unit laundry.

Experience coastal living in this stunning 6-bedroom, 5.5-bathroom contemporary rental with 6,600 sq ft of meticulously renovated space. Situated on 1 acre directly on Long Island Sound, this home features a master suite with a jacuzzi and steam room, breathtaking balcony views, and a spacious basement with additional living areas. Enjoy a ground pool, outdoor sound system, and easy beach access in this beautiful seasonal escape. Ideal for luxury living on the North Fork!

Enjoy summers by the Long Island Sound in this chic 3-bedroom, 2-bath ranch home featuring an open floor plan and modern finishes. With a waterside pool and seamless indoor-outdoor spaces, this 1,800 sq. ft. residence is perfect for relaxation. Located just minutes from local beaches, farm stands, wineries, and dining in Greenport Village, it offers an ideal retreat for both weekend getaways and longer stays. Flexible rental terms available for added convenience.

This completely renovated Victorian masterpiece, built in 1879, features soaring cathedral ceilings and stunning European stained glass windows. Spanning 1,306 sq ft, this unique property includes a brand new kitchen and full bath, nestled in the heart of Greenport Village. Enjoy easy access to top restaurants, trendy shops, and local beaches, while experiencing a blend of history and modern amenities that make every stay memorable.

Embrace North Fork living in this charming 1-bed, 1-bath waterfront cottage. Enjoy hardwood floors, an eat-in kitchen, and a cozy living room with pullout sofa. The property boasts a shared saltwater pool, private dock for boats up to 35ft, and stunning Peconic Bay sunrises. A tranquil yet accessible escape on the Harbor Knoll grounds, ideal for a serene summer retreat.

Experience summer on the North Fork in this beautifully maintained farmhouse featuring 4 spacious bedrooms and 3 full bathrooms. The inviting eat-in kitchen is ideal for gatherings, complemented by a primary ensuite and a cozy den/home office. The finished basement offers a recreation room and a full bath, while the outdoor shower and rear deck overlook manicured landscaping. Just minutes from downtown Greenport's restaurants, shops, and local beaches, this 2,800 sq ft home is your perfect retreat!