I have good camping gear, and stay in campgrounds. Minimal dripping thanks to good gear. Going to the bathroom and shower is a bit exciting in winter, but manageable.
That said, this is my own personal choice. I would not encourage any woman to do this. I can't afford housing. I cannot go in shelters which are more used as validation stations for certain groups of people. I will head out to a more sensible area after it thaws.
It sounds romantic, and fun. It's actually ok in summer, where showering, finding a camp spot, and the regular perils are the main problems. Winter is a different beast.
Getting moved on (despite paying), is a problem. People's shitty attitudes if you are seen to be homeless are pretty bad. Other homeless people who do get drunk and high can be intimidating.
I could not be city homeless, street based.
I'm really noone special. But I'm pretty upset that at a point when I needed shelter I found there were damn adult male bodied people in them.
Homeless with children, living this way isn't something to be admired. Please try and get conventional housing and help. If you are in the UK I'm sure there are women around here who can help you?