My tech illiterate parents ask me for help with all kinds of dumb things, but they fly at least four times a year and have never needed help booking an airline ticket.
Booking a hotel when traveling with spouse, or spouse and kids, and therefore having some level of expectations around quality, is a stressful lottery. Almost always some dimension (space, bed type/quality, noise, smell) had been misrepresented on the listing/photos to almost, but not quite, point of a bald-faced lie; without time spent on careful review of listings, all of them. When I travel solo, I don't care, so I don't mind.
Contrast that with shopping for any kind of item, even expensive - UX on some sites may be annoying, but at this point, as long as I confirm the site is legitimate and the listing shows the actual product I want to buy, I can safely drop $$$ and get what I want within advertised delivery time. No worries.