Houses for Rent in Greenport, NY

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.

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!

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.

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.

This beautifully maintained 2-bedroom, 1-bath bungalow offers comfort and style in the heart of Greenport. With a full basement and a fully fenced backyard, enjoy year-round living just moments from boutique shops, restaurants, and beaches. Experience the peaceful charm of the North Fork while having easy access to local vineyards and waterfront sunsets. Ideal for those seeking a cozy retreat in a vibrant community.

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.

Immerse yourself in history at this unique 1-bed, 1-bath rental, a former 1879 religious structure, now beautifully renovated. Enjoy soaring cathedral ceilings, mesmerizing stained glass windows, and a brand-new kitchen. Perfectly situated in Greenport Village, moments from beaches, top dining, and transport links. This Victorian-style retreat offers both character and modern comfort for an unforgettable stay.

This delightful 3-bedroom, 2-bathroom ranch home offers 2,200 sq. ft. of comfort just steps away from a beautiful bay beach. Enjoy central air conditioning, two spacious decks, and a lovely yard for outdoor enjoyment. Perfect for seasonal stays, with flexible rental options available. A fantastic getaway with room for relaxation and fun!

This charming contemporary home spans 1,800 sq ft, featuring generous rooms, high ceilings, and ample storage space. The detached 2-car garage includes a full-size loft, ideal for a studio or extra storage. Enjoy the serene coastal living just a short distance from Greenport’s vibrant seaside village, filled with shops, galleries, and picturesque harbor views. Perfect for those seeking a blend of comfort and beach community charm.

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!

Embrace the charm of this quaint 2-bedroom, 1-bath cottage, located just minutes from Greenport Village's shops, restaurants, and parks. With a lovely kitchen, family room, and convenient washer/dryer, this home offers comfortable year-round living. Enjoy a spacious property perfect for relaxation.

Nestled in Greenport Village, this 3-bedroom, 1.5-bath home features an open-concept layout with first-floor bedroom, half bath with laundry, and an expansive deck for relaxation. Upstairs, two roomy bedrooms and a luxurious bath with separate shower await. Enjoy proximity to Mitchel Park and Marina, embracing North Fork's finest offerings. The mint condition property offers privacy and comfort with modern amenities like air conditioning and a dishwasher.

This like-new 3-bedroom, 4-bathroom home offers stylish contemporary design and abundant space for relaxation and entertainment. Enjoy a bright living room, cozy reading room, and a large media room indoors. Outdoor features include a dining area and lounging space by the sparkling saltwater pool. Nestled in a tranquil neighborhood, it’s just minutes to stunning Bay and Sound beaches, vibrant downtown Greenport, renowned restaurants, and fresh farm stands. Perfect for an idyllic getaway!

Nestled in Greenport's historic district, this excellent 3-bed, 2-bath cottage offers panoramic water views from its cozy deck. Just a block from the village’s lively maritime community, enjoy proximity to restaurants, beaches, and wineries. With 1,700 sq ft, hardwood floors, and in-unit laundry, this cottage combines charm with modern comfort for a delightful stay near all essential transport links.

Fully renovated Greenport home features a new 20' x 40' heated saltwater pool in a private yard. The expansive 1,800 sq ft layout boasts a large eat-in kitchen, a spacious living room, and 3 bedrooms, each with modern touches. With two ensuite baths, a standalone bathroom, and proximity to the village, beaches, and more, this residence offers luxurious living and ultimate convenience.