You will probably want to pay attention to the income tax basis to any proposed transactions as well as be wary of any transfers that cause a property tax reassessment, depending on whether that amounts to a big increase in taxes or not.Feel free to reach out if you would like referrals in San Diego County in order to work remotely.

Assuming I also use the Airstream for lodging while traveling for personal reasons, would I just take a pro-rated amount of depreciation for the amount of use that is business vs. personal?

Yes if you hold it long term (really long term), you may get back the same amount that you would have received by not paying capital gains, but you have to hold it long term AND have the house appreciate. 

They act as a fiduciary, and they charge a flat transaction fee regardless of investment amount.

My name is Dean and i'm a 22 year old with massive Real Estate dreams.

FYI after several months went by the non-performing partner filed a small claims lawsuit against me on the upper end of the amount allowed in our small claims (I believe around $6800) for charges on expenses they had placed on a personal credit card.

Another thing to add is the regulations, HOAs and Cities are imposing a lot of regulation on short-term rentals or rent by a room, I have seen some HOAs regulate the amount of people authorized to rent the property too.It requires to do a lot of due dilligence to begin with mainly in such big house. 

Suggest you check in with him/her on this additional service as your attorney is already intimately familiar with the file and you can often give them pre-authorized amounts to settle on vs trying to squeeze all the blood from that turnip. 

@Kareem Hammad With that amount of a down payment, I'd concur with @Julia Lyrberg suggestion about house hacking and expand from there. 

Competition with owner-occupants and the age of the homes (70-120+) will squeeze your margins and expose you to a fair amount of risk.