Here is my take: I was in your same spot 2 years ago.

Bought a 400 ranger and loaded it in the bed for over a year into a dodge 2500 4x4. Got tired of loading into the truck due to how steep it was and bought a 6x12 trailer...over kill but everyone recommended going larger. Now, have a full size 800 and do not regret buying a trailer at all. Its much safer, gets lots of use at the lease and helps friends with moving.