In my sailing days, and immediately after I'd purchased a brand new 25' sailboat, I told the dealer I was considering chartering it out to help defray expenses. He replied "that's an excellent way to make a new boat old pretty quickly". I took heed of that advice, and let the boat age according to MY usage. I never regretted it. I suppose if you could be confident your trailer would be as gently used as you did when renting, then it might be OK.
2009 Tacoma Crew Cab, TRD 4WD
2007 Tundra Double Cab TRD 4WD
2014 Escape 19
2007 Norwegian Elkhound "Baxter"