For the family market, you might want to do VRBO, Booking.com and you could also look at Furnished Finder to at least learn about the mid term market. 

Is short/mid trem rental arbitrage profitable?

The three properties referenced above: a) one turns into a mid-term allowing me to get higher than normal rents that cover everything; b) one turns into a short term; c) the third I focus on getting the highest dollar with short fall of may $100 per month and planning to raise rents in the next few years to cover that eventually.Problems: I have been a long time airbnb user.

Yup I owned 3 homes in Palo Alto I bought in the mid 80s each for well under 500k each.. talk about wishing I never sold LOL

A couple ideas below:- Have tenants pay utilities if they don't already- Refinance into lower rate- Increase rents (or convert to mid term/short term rental or rent by the room)- Call the county tax assessor's office to ensure there was no mistake in the tax increase- Call your insurance broker to get you other quotes- Sell the property and 1031 into a better market that does not have those issues- Self manage if you currently have a property managerHope these help!

Operators that are open and able to offer combined usages for slower seasons, such as mid term discounted extended stay rates in the winter, can improve lower estimated production in the off-seasons. 

We're going to do a mid-term/seasonal rental in the house, and a long term rental in the "caretaker" trailer.

Cant find anyone in NJ to work with... might have to move to miami to work with you lol Rentals in the mid-west has been and is still the play, I am from LI originally, have not touched that market in 15 years.

Rates in the high's to mid 7's.

I think if the market makes sense, you can also try mid term rentals or college student housing.