Holiday Rentals in Greenport, NY

This house is located in Greenport, within a 1.6 km walk of Eastern Long Island Hospital and Stony Brook Eastern Long Island Hospital, and a 2.4 km walk from the Greenport Farmers' Market, Camera Obscura, and Greenport Carousel. Greenport Station is a 2.2 km walk away, making it easy to explore the town and surrounding areas. The house has received excellent ratings for location, cleanliness, and overall user experience, indicating a comfortable and enjoyable stay.
This property offers a spacious living area, a fully equipped kitchen, a garden, and a terrace. Enjoy amenities such as a swimming pool, a spa, parking, and free Wi-Fi, perfect for a relaxing and enjoyable getaway.

This three-bedroom, two-bathroom house in Hay Beach, Shelter Island Heights, is located a short 6.4km drive from Gardiner's Bay Country Club and Shelter Island Whale's Tail Recreation Park.
The property sleeps six guests and boasts a fully equipped kitchen with dishwasher and microwave, in-unit laundry facilities, Wi-Fi, air conditioning, and on-site parking, plus access to BBQ grills and a fitness centre.

This charming farmhouse is located just 1.6 kilometres outside of Greenport's town centre, offering sweeping views over the Island's End Golf & Country Club. The property has received excellent ratings for its cleanliness, location and overall user experience.
This spacious property provides three bedrooms and three bathrooms, comfortably accommodating up to nine guests. Enjoy a range of amenities, including a private patio, fenced yard, a game room with a pool table, and a kitchen equipped with a fridge, freezer, microwave oven and dishwasher.

This Greenport holiday home is centrally located, within 1.6km of Eastern Long Island Hospital, Greenport Farmers' Market, and Greenport railway station, with attractions such as the Camera Obscura and Greenport Carousel within a 2.4km radius.
The 158 square metre property offers three bedrooms, two bathrooms, sleeping up to five guests, and features a private fenced garden, gas grill, fully equipped kitchen, and is a smoke-free dwelling.

This apartment is located in Greenport, New York, just a short distance from the town centre, wineries, and the ferry to Shelter Island and the South Fork, offering easy access to the North Fork's charming atmosphere. The accommodation has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is a comfortable and spacious property, sleeping up to six guests in its two bedrooms and living area. It offers a range of amenities, including a private bathroom, a fully equipped kitchen, and access to the resort's heated pool, BBQ grills, and private beach.

This two-bedroom apartment is situated on a small bluff overlooking the Long Island Sound, just a short walk from Greenport's town centre and its array of farms, wineries, restaurants, and shops. The apartment offers stunning waterfront views, direct access to a private beach, and a shared pool, perfect for relaxing and enjoying the beautiful surroundings.

This luxury park model is situated on over 9.1 hectares at the eastern tip of Long Island's North Fork, offering a secluded escape near Greenport.
This two-bedroom, one-bathroom lodge accommodates up to six guests and features air conditioning, internet, a kitchen, and parking, with access to resort amenities including a heated pool and pickleball courts.

This charming house is situated in Greenport, just a short walk from the Greenport Farmers' Market, Railroad Museum of Long Island, and Camera Obscura, offering easy access to the town's attractions. The area is peaceful and provides a relaxed atmosphere.
The house spans 251 square metres (2,700 square feet) and features three bedrooms, three bathrooms, a fully equipped kitchen, and a spacious living area. Guests can enjoy a private pool, a garden, a Jacuzzi, a terrace, barbecue facilities, and free Wi-Fi.

This Greenport apartment is located in the Cliffside Resort Condominiums on the North Fork of Long Island, just a short walk from the beach. The apartment has excellent user, location, and cleanliness ratings.
The apartment, which is 65 square metres in size, has two bedrooms, two bathrooms, and can accommodate up to six guests. It offers a range of amenities including a private balcony and deck, a well-equipped kitchenette, and access to a private beach, swimming pool, and spa.

Cliffside Resort Condominiums, a Greenport aparthotel, offers direct beach access and is situated within 4.8 kilometres of Kontokosta Winery, 67 Steps Beach, and Norman E. Klipp Marine Park.
This resort provides pet-friendly apartments with air conditioning, Wi-Fi, swimming pool, garden, parking, and furnished balconies, featuring fully equipped kitchenettes, two bathrooms, and a seating area, with barbecue grills and a picnic area available for guests.

This East Marion flat is situated a 7-minute walk from Island's End Golf and Country Club and a 2-minute drive from Kontokosta Winery, offering convenient access to local attractions.
This 4-bedroom, 3-bathroom apartment accommodates up to 10 guests and features a well-equipped kitchen with a microwave and dishwasher, air conditioning, Wi-Fi, and on-site parking, with a barbecue grill available for outdoor cooking.

Vacation resort listing with an excellent rating of 95% based on 30 reviews. Your accommodation will be based in Greenport.
Facilities and services: a kitchen, a fridge and a terrace. Take advantage of the Free Parking with this resort in Greenport!

This Greenport holiday home, a converted 1870s schoolhouse, is conveniently located near Greenport village, Kontokosta Winery, and Safe Harbor Stirling.
Sleeping seven guests across three bedrooms and two bathrooms, this self-catering property boasts a fully equipped kitchen, a large private garden with a deck, fire pit and hammock, plus in-home entertainment including a Roku TV and games consoles.

This Greenport apartment is ideally located in the village centre, just a short walk from the ferry, train station, and a selection of restaurants, bars, and shops. It has received excellent ratings for location, cleanliness, and overall experience.
The two-bedroom flat can comfortably accommodate up to six guests and comes equipped with a modern kitchen, air conditioning, a terrace, and a garden, making it perfect for families or groups of friends looking to explore the area.

This charming house is located just a short walk from Greenport's waterfront and a few blocks from the charming downtown area, offering a peaceful retreat close to the action. The property has received excellent ratings for its cleanliness, location, and overall experience.
The house is laid out over two floors and can accommodate up to four guests. Enjoy a fully equipped kitchen, a private patio, and a family room with a sofa bed, plus a two-car driveway, air conditioning, and a garden.

This luxury apartment in Shelter Island Heights offers private access to a community beach, swimming area, dock, and kayak storage, and is a short walk or drive from Crescent Beach, Sunset Beach, Wades Beach, and dining at The Pridwin and Leon.
Spanning 195 square meters, this property accommodates up to six guests across four bedrooms, including a finished basement with a queen pullout sofa, and features a chef's kitchen, multiple decks, and a screened-in porch for enjoying the coastal air.