this kind of freedom, once possible, is now gone.

Is it? You just have to give up a lot for it. Perhaps you had less to loose back then, people were closer to this state of being, but that's not good, and it was probably much tougher to live like this at the time.

Thankfully the standard of living has been high enough for long enough for most people, that certain sacrifices are culturally unimaginable, but they are still there.

Freedom is not free.

If you refuse to make long-term commitments to other people and to society, you will loose the benefits of their commitments to you. Even ignoring other people, if you refuse to make long-term commitments to yourself or a certain goal, commitments that will require you to do lots of things you don't feel like doing, suspending your freedom, you will never build anything meaningful, anything that makes life worth living.

That's what being civilized is all about, collectively maximising our long-term freedom, instead of pursuing individual freedom at the expense of others freedom, instead of pursuing freedom in the present at the expense of greater freedom in the future. It's made us so much better.

Everyone still has the option to unplug from the matrix and go do whatever they feel like, good for you. But do not expect help if you don't help others, and do not expect much goodwill if you refuse to engage in our collective pursuit of making things better for all of us.

Do you mean in the US? There are many countries around Europe with large populations of traveling folks - they even have cars and setup camps only to move further when they feel like it. As far as I know there are many countries where no one asks anything if you set a tent and spend the night, especially in the mountains, but more generally on land that is not privately owned.

There are still plenty of homeless travelers who live in caves. We have plenty here in CA.

As long as you don’t litter and cause forest fires nobody cares if you live in the bush/caves. Hell, if you have a birth certificate you can get free health care here while living in the bush!