have had all 3.
we now own a 24 ft trailer. the 5th was only 22 ft and we had to climb over each other in bed. we like the trailer because now we are older and bed is on floor. i have all the storage i need, and i carry two kayaks on top of cab. i also have a camper shell, and i just lock it.
it is possible if i had the money to buy a new 3/4 truck, i might be tempted to get a 5th wheel. our main camping grounds have limited length limits so we cant go to long. if length is not an issue i do like 5th, but they do weigh more.
good luck and have fun.