A good E&O policy is a must. 

First, it depends whether the policy(ies) are in the Personal Lines area. 

Your owners/landlord/dwelling fire policy should cover loss of rent that you can recover 

I've taken some basic classes in a variety of things just aimed at homeowners doing some repairs and home projects (electrical, plumbing, drywall, woodworking classes), and I've long been interested in potentially finding some work / gig work as a construction helper or the like.

Long-term I would put up a fence and get an insurance policy! 

Hey guys, was just wondering what kind of overnight guest policy others may have when it comes to renting out rooms in your home?

However you should definitely worry about having a cashflowing property and that is definitely feasible and somewhat easy in Canada.I personally don't buy anything that doesn't cashflow minimum $500/month after all costs including repairs and capex and usually aim around $1000.

I put it in everyone of my leases to provide a copy of a current policy.

I’d like to understand if all lenders have the same policy, so I can work toward another alternative.

These include "this is a crime-free property," "smoke-free," how long a guest can stay and how frequently (sometime the guest isn't a guest but someone who has moved-in permanently), pet policy, specifics on reporting maintenance, and more.