Yes, you certainly want to avoid running a long extension cord through the house or landscaping. My cord is just to enable the EVSE to be positioned on a post central to four parking spaces (two in the garage, two outside). It runs under a protective curb.
However, setting up your EVSE to be plug-connected is a big plus for portability. I installed a NEMA 14-50 outlet very close to the breaker box in the garage (easy DIY, no in-wall studs to drill through), and run the extension cord from there. It only gets disconnected a few times per year, but the electrical components don't wear out from regular use- there's just a lot of insertion effort required for a 14-50, many of the plugs aren't very ergonomic, and some of the outlet boxes are not well secured, so will loosen up (plastic box nailed to a single stud and clamped to drywall by the cover plate).
Now that public EVSE is reasonably easy to find around the Puget Sound, I rarely carry the L2 EVSE, but did so frequently in 2012-14. If I was living someplace with less infrastructure, I'd certainly want a portable L1/L2 EVSE with variable amperage settings. My SPX (now Bosch Power Express) was the first such unit, though better options are out there now, like the dual-voltage TurboCord and the cheaper DoStar.
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