It depends on a lot of things. In a prior life, I took some month-long vacations with effectively no communication back home. (it was pre consumer Internet.) It's definitely qualitatively different from my more typical week or two intermittently online trip these days.
That said, I get antsy if I'm "in the office" (physically or otherwise) for too long and, when traveling, there does come a point where I'm ready to get back to my house rather than living out of a travel backpack.
These days I find it much more practical to take a couple of 1-2 week vacations and spend some time around business trips than to take a huge chunk of time off. But circumstances will vary.
That's kinda what I did. I wasn't head down on trying to build something, but I did write a novel while we were traveling, along with some freelance. We'd travel, moving from place to place frequently, then settle in somewhere with decent internet. We travelled through Peru and Chile, but lived in Buenos Aires for a month.
Travelled through much of SE Asia, but lived in Thailand for a couple months. India (travel) Spain (living) and so on.
To me 1-2 week vacations per year though is not a large enough chunk of time off. I sometimes wonder if I'd rather forgo weekends, accumulate all of that time and then take 2-3 months off all at once.