The main criteria to evaluate this is when did you complete the start-up phase and became actively engaged in business?

I'm still struggling to get my first AirBnB but values are rising, gross annual yield is mainly above 10%

One of the main issues is insurance companies NOT insuring many of these areas.

We are actually thinking about moving into the smaller unit. we are thinking if we should rent the main unit for long term rental or STR like airbnb but im afraid with airbnb, the non occupied days we may miss out on cash if its not rented out. 

I’ve included a photo for reference of the kitchen which is the main attraction of the Mass home.Now I am looking to pursue REI long-term and am looking for tips on how those more experienced in the field have operationalized and scaled the property selection process.Our thinking for this first official investment is to either acquire a duplex/triplex and add our touch or acquire a single family where an ADU can be added.

But your main killers; road access, water access, fire hydrants, flood plain, storm sewers, Storm ponds, road surface requirements, etc. 

Go with all wood if you can on dining tables and chairs etc.

The main house will be house hacked for the first year and will turn into a co-living.   

This property is in the mountains and has electric heat, so the main bill comes in the winter when the heat is running.  

There are two main ways to utilize this exemption.