My brother and I rented the smallest U-Haul truck (12 ft?) we could tow a trailer with and brought a '66 Mercedes 200D from the Detroit area to Atlanta. It worked fine, and plenty of power. I drove most of the way because my brother's driving makes me nervous. 280 miles shouldn't take too long. Our trip was 750 miles.
I did look into a couple transporters recommended on the H.A.M.B. and they were reasonable, but we ultimately decided to do it ourselves.