Holiday Rentals in Greenport, NY

This Greenport holiday home is ideally located less than 0.8km from Greenport Farmers' Market, the Camera Obscura, and the Long Island Railroad Museum, with other attractions such as the East End Seaport Maritime Museum and Greenport Carousel within 1.6km.
The 139 square metre property boasts four bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, private patio, garden, barbecue, free Wi-Fi, and parking.

The Chequit is located in Shelter Island Heights, a short drive from the Shelter Island Country Club and Sylvester Manor, and within easy reach of Sunset Beach and Crescent Beach. The peaceful environment of Shelter Island Heights makes this hotel a great choice for travellers seeking a break from the hustle and bustle of city life.
The hotel offers 35 guest rooms, each equipped with blackout drapes/curtains, complimentary wireless internet access, and bathrooms with showers. The Chequit also has a restaurant, a coffee shop/cafe, and free self parking.

Resort listing with an excellent rating of 95% based on 30 reviews. Your accommodation will be located in Greenport.
Facilities and services include a terrace, a kitchen and a fridge.

This Greenport apartment is a 5-minute walk from the bustling Front Street and Main Street, where you'll find shops, restaurants, and bars, and is also located across from a park and playground. The apartment has excellent user, location, and cleanliness ratings.
The apartment has two bedrooms and two bathrooms, accommodating up to five guests. Enjoy the private outdoor dining on the rear deck, relax on the covered front porch, or unwind in the private yard with a BBQ, fire pit, Adirondack chairs, and lounge areas.

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 cottage is located 42 kilometres from Splish Splash and 76 kilometres from Long Island MacArthur Airport.
This spacious 158 square metre holiday home offers three bedrooms, two bathrooms, two living rooms, a dining area, a fully equipped kitchen, an outdoor pool, a sauna, an outdoor dining area, and a patio with a fireplace, accommodating up to 19 guests with a check-out time of 10:00 AM.

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 two-bedroom, two-bathroom condo offers a coastal retreat in Greenport, providing easy access to nearby beaches, dining establishments, and local attractions.
This apartment accommodates up to six guests and features air conditioning, a swimming pool, a private covered patio, a fully equipped kitchenette with a fridge, microwave oven, and dishwasher, and a bright, modern interior with beach-inspired décor.

This beachfront house is situated in Greenport, a short distance from the Soundview, offering easy access to restaurants, bars, and the North Fork's wineries, breweries, and farms.
The property, which can accommodate up to eight guests, boasts a private enclosed porch and back deck, providing stunning views of the Long Island Sound, and includes amenities such as paddle boards, bicycles, and beach chairs.

This apartment is situated in Greenport, just under 2.5 miles from the town centre and a short drive from the historic Hortons Point Lighthouse. The apartment has received excellent ratings for its location, cleanliness and overall experience.
The two-bedroom apartment is 51 square metres in size and offers a range of amenities including a private balcony with sunset views, access to a private beach, a swimming pool, a garden, parking, and a modern kitchen.

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 newly finished modern cottage in Greenport is located within easy reach of the village and its attractions.
This one-bedroom, one-bathroom cottage sleeps up to four guests and features a fully equipped kitchen, air conditioning, a swimming pool, a garden, and outdoor seating with a grill and fire pit.

This four-bedroom house on Shelter Island, off the eastern end of Long Island, New York, offers easy access to attractions such as the Greenport Carousel and Railroad Museum and is a short ferry journey from Greenport village.
The property sleeps up to 14 guests in a variety of bed types, including a queen, twin, and full-size bed, and features a microwave, air conditioning, Wi-Fi, and two bathrooms; local insider tips are provided by the hosts.

This waterfront property is located in Orient, just under 5 kilometres from Oysterponds Historical Society, Island's End Golf & Country Club, and Truman's Beach, offering a peaceful escape from the hustle and bustle of city life. It has received excellent user ratings, making it a popular choice for travellers.
This three-bedroom house comfortably accommodates up to six guests, perfect for families or groups. The property boasts a range of amenities including a swimming pool, tennis court, and a fully equipped kitchen, as well as a game room for entertainment, ensuring a comfortable and enjoyable stay.