Located in Cutchogue, this welcoming cottage lets you experience it all. Waters Crest Winery is an easy 13-minute walk away, so you can leave your car at the property, which offers onsite parking, or jump in your vehicle to make short work of the 5-minute drive to Bedell Cellars.

This 3-bedroom, 1.5-bathroom rental features a living room, a BBQ grill, and air conditioning. Connect to the free WiFi, or get cozy in front of the TV. Be sure to check out the kitchen, stocked with paper towels. Other amenities include bed sheets, an ironing board, and heating.