When I started, I interviewed local CPAs who had other similar clients.

I point them to the local watersports rental company that drops boats and ski's right at the local marina.

I'd check your local landlord associations to see what forms they have to get.

Local authorities actually did a great job!

As far as i know Janesville doesnt any local restrictions on either type of rentals currently.

To be successful as a real estate investor in any form - except maybe purchasing the Vanguard REIT index fund - an investor needs education, knowledge and understanding of real estate principles, real estate law, and real estate finance.  

IF you can't find information for your local area from a reliable source (ie government) that you are comfortable following, hire an attorney who does evictions.

Stick to the lease agreement and landlord-tenant laws—most headaches come from trying to make exceptions.

I highly recommend investing in a property management software, such as Hospitable, for syncing your calendar, automating messaging, and scheduling cleans, as well as a dynamic pricing tool, such as PriceLabs, for optimizing your pricing based on market demand, local events, and seasonality. 

They’ve dealt with complaints ranging from loud neighbors and strange odors to parking disputes and even tenants throwing eggs at cars.Another major consideration—especially in my local market—is that quality triplex and quadplex opportunities are rare.