Yes the pressure switch is in the pump house.
In the past I only had 220 out there (2 hots and a ground) and it was hard wired to the pressure switch. The breaker in the main panel protected the pump and all the wiring running out to the pump.
I guess I could have (should have) installed a A/C type disconnect box out there but never did.
Now that I am old enough to be installing stuff the kids will have to deal with I take a differant out look on how I do it.
A little sub panel with a 220 breaker for the pump; and a 110 breaker for the light; future receptacle sounds like the way to go.