Regardless, the Board adopted regulations that all but eliminated our options to rent the place, including a proposed $250 fee per rental for "administrative costs" and requirements that renters sign an extensive agreement about what they could and could not do on the condo common grounds. 

Setting up things the way you are means that you will need to learn 4 different state laws on short term rentals and property in general, 4 metro areas on STR rules and regulations, 4 different seasonal demand for STR rentals Not saying it can not be done but it will be harder than 4 rentals in one market.  

As far as Airbnb, as long as regulations are still favorable it might be a great addition.

She says this way I can regulate my gross income increase myself at the level that does not cause child support recalculation.I assume, this LLC option will require including LLC name on the house title, and refinancing the house.

I am thinking I can just not have the equity backed by an official note (the people who would be investing with me are a close friend and my family so they trust me) and that would be okay, but I am not sure how un-documenting this large sum of cash would mess with FINRA’s regulations...

When it's on wheels, it's regulated by the DMV, but when it's on a foundation, it's regulated by the city zoning laws, which often don't take kindly to the Tiny House.

@Tim Kanak The margins are better however it's also much more work from a management perspective due to the high turnover plus the potential of rental restrictions and regulations for vacation rentals and STR's.

Does anyone know the rules/regulations or where to look for starting an Air BB in Wheat Ridge CO/Jefferson County.

Crooks are always drawn to that moment where big money discovers something revolutionary that nobody yet knows how to regulate.

By educating yourself, you can become "sophisticated" enough to invest in syndicates that allow unaccredited investors under Regulation D, Rule 506(b) and by attending these events, you will likely meet other syndicators whose deals you can later participate in, perhaps as a member of the management team or as a passive investor (or both).