"Additional Insured" on Insurance Policy to Property as CollateralHow specifically should a private lender be mentioned on the owner's insurance policy to a property used as collateral to a loan.

Many short-term rentals will rent monthly during the off-season.A quality REALTOR will help you determine what needs to be done to make the property more sellable.

Find the property that works for you and snatch it up.

Has anyone established a company (llc or other) to manage your own properties?

Maybe the tenant improved the property 13 years ago, in exchange for a 15 year lease.

Direct Mail is expensive, time-consuming, and doesn't have a high conversion rate based on the amount of money I'm spending as well as the amount of time I am spending sitting on Property Radar hunting for the leads. 

My thought is that we open a new LLC to run all property management activities (for existing rental property and cottage) along with new bank account, etc. for all activities. 

She recently presented an off-market property in need of significant rehab.

Quote from @Brad Neihardt: I want to rent out my primary property that I bought.

This year I tried just 7 day min with no mandatory check in/checkout date and had several 10 to 16 day stays at my properties.