Hotels in Southold, NY

This two-bedroom apartment is situated on Long Island Sound in Greenport, a short distance from the town centre and local wineries, offering a peaceful and scenic setting. The property has consistently received excellent ratings for its cleanliness, location, and overall user experience.
This self-catering accommodation comfortably sleeps up to six guests and features a spacious living room with a sofa bed, two private bathrooms, and a fully equipped kitchen. Guests can enjoy access to a range of amenities, including a heated swimming pool, a clubhouse, barbecue facilities, and a garden, as well as activities such as morning yoga and outdoor movie screenings.

This Southold waterfront property, situated a short distance from Greenport and Mattituck villages, offers direct access to a private sandy beach on Peconic Bay.
The five-bedroom house, sleeping up to twelve guests, boasts a billiard room, game room, screened porch with ocean views, and is close to over 40 Long Island vineyards.

Villa Sonore, a beachfront property in Greenport, Southold, offers direct access to the Long Island Sound and is within walking distance of Soundview's restaurants and bars.
This three-bedroom, two-bathroom holiday home sleeps eight, includes paddle boards and bicycles, and boasts an enclosed porch and back deck with stunning water views; nearby attractions include North Fork wineries and breweries, easily accessible by bicycle.

This apartment is situated on Main Street in the heart of Greenport, just a short walk from the waterfront, the Shelter Island Ferry, and the Hampton Jitney bus stop, making it an ideal base for exploring the town. It consistently receives excellent ratings for location, cleanliness, and user experience.
The apartment offers flexible accommodation options, sleeping up to 12 guests in a choice of studio, 2, 3, or 4 bedroom layouts. Amenities include a fully equipped kitchen, air conditioning, internet access, and a pet-friendly policy.