1050 Pine Ave

North Fork summers are defined by sun-soaked beach days, vineyard hopping, and slow evenings spent cooking under the open sky—and this charming 3-bedroom, 2-bath cottage captures it all.

Tucked away in Southold, this inviting rental places you right in the heart of the North Fork, perfectly positioned to experience everything the area has to offer. Spend your mornings browsing Southold’s curated home and lifestyle boutiques, your afternoons exploring nearby farm stands and wineries, and your evenings heading into Greenport for its vibrant dining scene and waterfront energy.

The home itself offers a relaxed, easy-living layout - bright beach interiors, cozy living spaces, and a large back patio that makes entertaining or unwinding effortless. Whether it’s morning coffee on the front porch with a peek-a-boo view of goose creek or in the garden for alfresco dinners as the sun sets, this is a space made for creating lasting summer memories.

What truly sets this cottage apart is its connection to the water. With direct access to Goose Creek across the street, you can launch your kayak and explore the calm, winding waterways at your leisure—perfect for peaceful morning paddles or sunset adventures. Just moments away, the Goose Creek sandy bay is yours to plant your umbrella and chairs for a day that is a serene setting for swimming, lounging, and taking in those iconic North Fork summer days.

This is more than just a summer rental—it’s your chance to experience the North Fork lifestyle at its finest. A perfect blend of charm, location, this cottage may be quaint in size, but it delivers in every way that counts. offering : June 10k / July 12k / August 14k. Rental Permit 1185