Town of Southold Town Holiday Rentals

"This is a beautiful place in a great town. Greenport has much to recommend it. Excellent restaurants, interesting shopping, and congenial places to hang around, have a drink, a pastry or coffee. The seafood, from shellfish to the top of the maritime food chain is fresh and abundant, and generally reasonably priced. The hotel provides a generous and varied continental breakfast buffet for its guests, and the staff is serious about hospitality with a smile. We very frankly now think of of the Harbor Front Inn as "our place in Greenport." "

"Rooms were great."

"Beautiful and very clean ….Close to everything "

"Great accommodation for our family of 4. Extended family rented next door. We were in town for a wedding and house was close to everything. Check in and communication were excellent. House was very clean and we enjoyed our stay. Was nice to be able to walk into town for meals and shopping. Would definitely recommend. Thank you!"

"They charged us for parking in front of our room. Unbelievable. We stayed there in April, off season, the motel was empty."

"Staying with Pat is like staying with friends or family, but without the drama. He is a great host, knowledgeable about fish, fowl, and fauna, and is a true delight. While there are separate residences on the property, the beach is available to all guests. Each morning we took our coffee down to the beach to sit and watch the water. We did our best to sit by the water twice a day. We walked to downtown Greenport in about 20 minutes. It is well situated to restaurants and general meandering. We happened to arrive when all the cherry trees were in bloom and that was a lovely treat as well.The Gate House has a retro vibe, with incredible natural light and comfy furniture. The kitchen has everything you could want, including garlic powder, red pepper flakes, cumin, etc. If you grew up washing dishes by hand with your cousins, you will appreciate the nostalgia of not having a dishwasher. We were only two people and don’t have a dishwasher at home so it was not a big deal for us.The bedrooms are upstairs and nicely appointed. The one bathroom is downstairs and off the kitchen. Something to keep in mind if you take a few trips to the bathroom each night.We had a wonderful, relaxing time and look forward to returning. Thanks, Pat!"

"We had a wonderful stay at this cottage. It was 2 of us and 2 dogs. The property was perfect for the pups, had beautiful views of the water and walking distance to town. Very relaxing and had everything we needed for our stay. Pat was a great host and we will be back in the future!"

"Very helpful staff. Room was very roomy (no pun intented) and appeared to be recently upgraded. Chit provided for continental breakfast at a local coffee shop that was very good. Definitely recommend."

"The property was gorgeous…brand new. Great location to the center of town including the carousel, Aldo’s coffee shop, and great bars/restaurants. The staff went above and beyond beyond! The bar was great…excellent cocktails, prestigious service, and FUN games to play too. A must stay for anyone going to Greenport! "