Applicant is ok to show me in person his account information on his laptop, but doesn’t want to put his user name and passwords to those sites into RentRedi application.

I would make a site visit to where they live now and see how they treat the current property.

HUD publishes the Median Fair Market Rent on their web site for the entire country.

According to people who study the stock market, there is a common theme, "buy the rumor, sell the news."

Starting smaller is fine, but the unit has to be spa like or you will likely fall victim to pricing wars or get lost in the booking sites algorithms. 

Look at Listed properties, open houses, for sale by owner (FSBO), wholesalers deals, any on site auctions you can find, and look at as many deals other investors own that they are willing to show you. 

I wouldn't be investing in any new city without spending a lot of time on that site first.

Go to crexi or similar site.

I still have a little more than three weeks left Yes, and the DIY sites are mentioned in the blog post I previously linked.

The area near the ski resort has few off-site accommodations and no hotel.