It takes a while to gain the experience that makes towing "comfortable". First time you drive into a gas station, comfort goes out the window. Backing into sites and driveways takes a while to get used to. You might see what its like being a rookie with a Uhaul but I don't know if it'll make you comfortable.
If you do go this route, the Escape 19's have 2 axles, single axle and double axles are quite different animals. See if Uhaul has a double axle.
Think I'd just order the trailer, then setup for some lessons once you get it. You'll get the hang of it. It's not hard, just different.