I've found this really cool website, called Help Exchange . It has listings from people all over the world who will allow you to stay (for free) at their house/guesthouse/farm etc. in exchange for a few hours of work a day. It would be a really cool experience and such a cheap and interesting way to travel. You would be able to see many different locales and learn from the locals!
There is another resource like this, called Couchsurfing . But I think working for someone would make me worry less about overstaying my welcome. Also, some of the jobs on Help Exchange sound like fun. Some may be a lot of work, but listings usually have the required amount of hours to work each day. So it should be manageable. Some of the guest accomodations sound lush as well! (Private cottages in the Italian countryside... )
In the same vien, another great site is WWOOF. Lets travellers travel the world and work on organic farms, while gaining free accomodation. I've heard good things about doing this to travel Japan (where housing can get quite expensive).
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