Guest Houses in Sheboygan! For your holiday trip and travel needs we have great deals, budget, cheap, and luxury holiday guest houses in the Sheboygan tourism region and many short-term vacation and holiday venues in the area. You can browse our listings of holiday lodgings and guest houses in and near Sheboygan by clicking on the links below to get a personalized offer from a guest houses property owner that may be able to cater for your specific travel arrangements surrounding Sheboygan. They may have pictures of Sheboygan and their respective venues and you will also be able to contact the establishment directly to make online bookings and enquiries for a place to stay.