The Best Private family cottages in Southold, New York

Welcome to A Walk in the Woods Bed and Breakfast, a serene retreat nestled in the heart of nature at 9680 North Bayview Road, Southold, New York. Our charming lodging offers a unique escape surrounded by the tranquility of woods, wetlands, and abundant wildlife right at our doorstep. Explore the beauty of our 11 acres of private woods, seamlessly connected to 21 acres of public forest land known as The Tall Pines of Bayview. Wander along the pristine forest trails that lead you to the breathtaking Paradise Point. Just a short stroll further, you'll find yourself at Cedar Beach, where you can soak in the stunning views of Shelter Island and The Hamptons.

Terrace Cottage Colony is a charming and quaint institution located in Southold, New York, United States. Nestled in a peaceful and scenic setting, this colony offers cozy cottages for visitors looking for a relaxing getaway. Surrounded by lush greenery and beautiful gardens, Terrace Cottage Colony provides a serene and tranquil atmosphere for guests to unwind and rejuvenate. With its close proximity to the beach and various local attractions, this institution is the perfect destination for those seeking a peaceful and idyllic retreat. Whether you're looking for a romantic escape or a family vacation, Terrace Cottage Colony is the ideal choice for a memorable and enjoyable stay.

Welcome to Southampton Village Motel Nestled in the heart of Southampton, New York, Southampton Village Motel offers a quintessential Hamptons experience, blending timeless elegance with modern luxury. Located at 315 New York 27A, our newly renovated motel provides the perfect retreat for those seeking a serene and exclusive getaway.

Shorecrest Bed & Breakfast is a charming lodging located in Southold, New York. Situated at 54300 County Road 48, this cozy bed and breakfast offers a relaxing and peaceful retreat for guests looking to escape the hustle and bustle of city life. The institution features comfortable rooms, delicious breakfast options, and a warm and inviting atmosphere. With its convenient location and attentive staff, Shorecrest Bed & Breakfast is the perfect choice for a tranquil getaway in the beautiful surroundings of the North Fork of Long Island.