Thanks for those tips, and I do agree that an in-person visit to the courthouse is probably the best bet. Given the time and distance involved, I don't see that happening in the near future anyway.
After reviewing my old research notes, I realized that the 'physician' who ran the boarding house was identified as Stephen Shepherd Winegar. They can also be found in the 1850, 1860, and 1870 Census transcriptions. Apparently it is difficult to read their surnames. By looking at the names and occupations of the folks within the 1850 and 1860 households, it "looks like" they are running a boarding house of some kind. It isn't until 1870 that the place was labeled as such.
The Winegars are well documented in the early history of Morgan and Pike Counties. The MAGA website (Morgan Area Genealogical Association) listed these folks (surname Winegar) buried in Oakland Cem. in Meredosia. Emily (wife of S.S. Winegar), Hannah (wife of John Sr.), John Sr., S.S., and Wm. H..
I probably need to take this thread over to the Cass County message board, and see if I can stir-up any descendants of the Lippert family who might shed more light on Herman and Catherine.
Thanks so much for your interest and responses.