Don't know if this will help you or not but I have the following info on Cherryholmes:
(1) Deed Record in Tusc. Co. of William Cherryholmes and wife Polly to an Amzi Dmuce on 12th May 1828.
(2)Death records of the following in Fiscus Cemetery, Owen Co., IN
Elizabeth Cherryholmes 16 Dec. 1838 - 17 Oct 1871, w/0 G.L. Gabriel L. Cherryholmes 2 Feb. 8133 - 7 Sept 1902 ----------------- Some of my own line lived in Tusc. Co. area and later moved to Owen Co., IN . I suspect these Cherryholmes are related to your Jacob. I don't have anything else on them. They just happen to pop up as I was searching my own line. Happy hunting.