i'd throw that tractor right on a single axle landscape trailer and roll with it. keeps your overall weight down. that 4.0 is going run out of power really quick towing that tractor plus a trailer that is going to be 1300+lbs more. you will never use the capacity a tandem axle trailer will have, as your "tow vehicle" is not not meant to handle that- especially with firewood. you will NEVER use capacity of that trailer.
i have owned 3 cherokees; a 2000, and 1997, and a 2001. the 97 was a standard, and pulled better than the autos. that being said, even towing two large atvs on a 6x12 landscape trailer, all 3 quickly ran out of power. the autos were always down shifting to maintain speed. no way would i tow anything that requirred a two axle trailer behind a cherokee. they are too short wheelbase, unibody, underpowered, etc.
not everyone needs a two axle trailer to move their small tractors.