I just went to the Maine DMV, which defers to the Federal site on the subject, where it spells it out, but it's still not specific to somebody hauling "not for hire". It says people occasionally transporting personal property are exempt, but it's a little vague as to the degree of exemption.
In the past, I have had such questions, and went to a lawyer to ask. Most will address your question for no-to-minimal charge.
second do you know what the "C" stands for in CDL? -- commercial (not being an azz some people don't know)
third I have the emails from the WI DMV that state I do not need CDL if not in a COMMERCIAL vehicle. this was to drive a semi for personal use well over the 26000 lbs.
I know a lot of people get it all confused
I even listened to an RV saleman tell a potential customer he would need CDL to pull a camper.
if you want 1st hand knowledge go to the WI DMV site and they have a place for questions. ask there and they will respond in a day or two.
hope this helps
BTW just a quick think on it, I don't think 2 jeeps a pickup and a goose neck would be over 26K anyway.
now I will add, make sure the plates on your truck are the correct weight. they will ding you on that.
Asked my Father about this very question a few nights ago. As long as it's not Commercial (keyword) and doesn't have air brakes (non-RV), generally you are fine. (I didn't ask about length, might be a state thing).
He's an owner operator and is the 'go to guy', whenever someone the company he is leased to, has questions on this/that/other thing. He's been driving for over 40 years.