This carriage house is great. It has its own parking space with a furnished outdoor yard for entertaining. Inside you walk into the spacious kitchen with all the appliances and utensils you need. Upstairs is the living area, bathroom, and bedroom. The amount of light is great during the day. We stayed during a record cold weekend in February but took sanctuary in the cozy upstairs watching TV and reading. The frame of the house is beautiful and the owner appointed the inside really well - it still has character but is updated to be very comfortable.
We were greeted by the owner on a chilly Friday night, she is absolutely lovely and had great suggestions for us. She is close by in the house adjacent to the yard. As mentioned she put really nice touches to the house - the bathroom is really nice and we loved the kitchen.
The heart of town is very close - only a short stroll away so super convenient. Great sake bar/minimalist Japanese restaurant across the street on the main drag, and a supermarket only about 4 or 5 blocks away where we picked up snacks. The main strip curves into town where many of the restaurants were still open in winter - Greenport and the surrounding areas are definitely a must-visit in summer for us. Food was very good at each place, especially the tequila bar/restaurant, had amazing paella.
There are plenty of vineyards that are open year round that are only 15-20 minutes drive from here - just a ton of things to do. It's about as quaint as you can get for the North Fork and this house embodies that perfectly.