Not a random dude's home but a house with multiple apartments. There's nothing weird in getting in if the door isn't locked. Maybe you're visiting a friend or just want to warm up for a few minutes. I'm not talking about private houses, sneaking into those or even to the territory around is a trespassing and probably a crime, don't do that.

A meetup is much harder to organize and promote and there's no game element in it. Not everyone is a good speaker or a social person. If you can do that, go for it of course!