I know that some towns don't allow tiny homes. I'm currently visiting my mom in southern Illinois and this town (Carbondale) doesn't allow homes smaller than I think 800 sq ft. This is a university town and they did that to keep the 'transient' and 'ugly' mobile homes to a minimum long before 'tiny homes' were a thing.
The cottage I rented in Prescott, Arizona was about 320 square feet and other than being laid out poorly, it was a great size. Considering I'm living in my FWC now with two dogs (granted, one is cat-size) proves to me that size doesn't matter and it's all in how you use it
It is impressive how quickly 'stuff' builds up. I lived in that small cottage for about two years and I carted boxes of stuff to donate, and still have some in storage. I donated 12 or so banker boxes of books to the local VA ... and still have about 15 boxes in storage. (books are my achilles heel when it comes to 'stuff')
When I started the downsizing about a year and a half ago in anticipation of eventually moving again, I'd put a box in my front room and on occasion chuck some item in that I hadn't used in a while or didn't want anymore. Eventually the box would fill up, and off to donate it went. Wash, rinse, repeat. No pressure.
Oh, Vancouver Island is beautiful! I lived up on the Sunshine Coast for almost a year in the mid-1990's (Sechelt area).
So pretty. Such fun motorcycling roads.
So much snow.
The tiny house will be the least expensive part (well, I suppose one could spend a lot on a tiny house, but it doesn't have to be expensive). The land and the legal aspects will be the issue. I think some places allow mobile homes but not small houses, so as long as it stays mobile - on the trailer - it's okay. But most every county has different rules on them.
The nice thing about the tiny homes, just like with campers, is that you don't have to have any actual plumbing and really can be totally mobile. Composting toilets are great, solar, a few deep-cycle batteries, some water storage....
Thanks! I hope I do find my dream destination during my travels.