The Square Stand actually includes a USB hub to plug the printer, cash drawer, and barcode scanner in via USB. It's much simpler than setting up everything to talk on the network.
It's all plug-and-play, there are no drivers, software installs or any other setup. You literally just plug the printer into your switch/router, the cash drawer into the printer, and pair the bluetooth barcode scanner with the iPad. Then they just work. I'm not sure how USB devices would even work with an iPad, or why anyone would want cables running across the checkout counter of their store.