Being cheap is part of it, when it makes sense to go that route. I needed one (and will almost certainly never need another) adapter between ARM7 20-pin and 14-pin JTAG headers. Simple layout and several (ISTR three) fit on a scrap of stock so an etching booboo would have been a non-issue. Zip-zap and it was finished at essentially no cost, since I already had all the fixings to hand.
And part of it is craft. Anybody can buy "breakfast biscuits" at the local drive-thru but there's extra satisfaction in having your own batch come out of the oven just right.
But cross the line to tighter than about 15/15 rules, or beyond single-sided with a couple of jumpers, then going with a board house starts to make a lot of sense.