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Caretaking and Housesitting Vacations

Will wonders ever cease? I discovered a caretakers organization that prides itself on being the "number one" property caretaking source around. Caretaking in this context doesn't mean changing baby's diapers or live-in help for aging seniors; that's caregiving. Think travel, think vacation, think free. Can this be an actual industry?

If you've ever dreamed of playing host(ess) at a quaint inn, housesitting at a beachfront home, watching the condo and cat for someone who lives in a swanky loft with a cityscape vista, or being innkeeper for a small retreat center, take note.

Caretaker.org connects people willing to donate their time and sometimes skill or service with people in need of them. Families, couples, and individuals are all caretakers who travel for various lengths of time to plant themselves in a new locale and temporarily try on a new lifestyle. Free accommodations to boot. Of course, you'd have to figure out how to afford it. But if you apply for one of the caretaking "jobs" and time it with a family reunion in the same destination, in between jobs, or in an area where friends can easily visit for a weekend getaway, you just might have found nomadic nirvana.

If I find a European castle in need an innkeeper for a month, I might reconsider my current situation and start packing. Alternative travel. Gotta love it.

Or does this sound like pure hell? Anyone ever done a trip like this? Would you recommend it to others? Are there other sites or resources to find this type of opportunity?