Be sure to consider properties with year around draw or make sure the seasonal nature can cover the payments in the off seasons.Here in Boise, Idaho; we have such a shortage of properties, I know people that have resorted to renting nightly rentals for months because they couldn't find anything else to rent or buy.

You should be able to get the tenant to sign an agreement that in exchange for the two extra weeks they will leave by end of that final day.Waiting to see what a tenant is going to do can be really aggrevating, but the eviction process should be a last resort, and shouldn't be started if you've accepted rent. 

Here is a link to SB608: https://olis.leg.state.or.us/l...Cash for keys is never a bad last resort to avoid eviction!

I found a hotel room at a small ski resort and lake town listed for $35,000.

Some mortgage companies will not lend less than a certain amount, so you have to resort to local smaller banks.

I think PropStream is what i may resort to using.

I'm surprised an STR would be viable in a place with a resort hotel on the property.

Also, CT has mountains for hiking, skiing, and beaches for sailing and swimming making it a great place to call home. 

Started telling everyone I knew I wanted to buy a vacation condo near a ski mountain in NH.

Along with rent collection issues and of course the 5 to 10k cash back was to be used for reserves.. but 90% of the buyers never thought about reserves and the next thing you know they bought a new Jet ski or car or took a trip.. so that left a lot of very week landlords going into the GFC and well you know the rest of the story foreclosures by the thousands in Detroit investors failing.. double whammy  underwater on mortgage inadequate reserves.