My short bed fits in the garage, something I couldn't do with a long bed. That probably saves me from a yearly hail damage claim here in South Dakota. Lots of hail here.
Tows our 38' Sabre just fine, including through the Black Hills, to Yellowstone, and Glacier National Parks. Headed over the Rockies to the Grand Canyon, Monument Valley, and Moab starting this weekend, with no concerns. With the cutaway corners on the Sabre, I don't even need a slider hitch. And the short bed gets around easier in parking ramps and tight parking lots. I had a dually a few years back, and the length caused me more parking issues than the big hips ever did, at least in the parking lots I see frequently.
The extra room in a long bed is nice. I miss that occasionally. But sometimes other considerations carry more weight. All depends on your circumstances.
Stick within your weights and either can work just fine. Comes down to personal preference.