Private Holiday Homes in Town of Southold Town

"Great hotel. Staff were amazing! Loved that you could use their sister property by the beach and stay in town. Just did not like having to pay for overnight parking. "

"Many people from our large wedding party stayed at the Cliffside condominiums for two nights. The facilities were excellent. Beautiful beach and nice clean two bedroom two bath condos."

"We had a wonderful stay at this little hotel. The location is perfect. Everything is very walkable and the staff was incredibly friendly and helpful. My only suggestion is to update the website to show that the on property restaurant is not open."

"Feels like a remote vacation destination just a couple of hours from home. Self-contained property with private beach and pool away from crowds and tourists, but close to town."

"Convenient and close to everything! "

"The hotel was lovely"

"Staff was excellent. "

"We’ve stayed at several properties in the Greenport area and this was our first time at Silver Sands; we loved it! The rooms were updated, clean and cute. The beach access was a huge plus, as well as on site restaurants. They don’t charge for parking (as some hotels nearby are starting to do) and the location is central to Greenport Village and the wineries. We went for an anniversary trip and stayed in the motel section but would definitely come back with the kids and try out the bungalows! Overall great trip and would recommend to others; we will be back!"

"Beautiful house and trip to stay in the North Fork. Hosts are incredible. Highly recommend!! "