- as far flip and flop is concern or hold and rent ( short term, vacation rental ) ??

Yup, do it smart, as tenant's vacate, but I think your in the WRONG segment of REI.   

People on vacation or temporary work assignments. 

Going to be listing a new property soon by Lake Winnisquam in NH and Im looking for some recommendations /referrals for photographers & cleaners that specialize in ABnb / vacation rental property listings.Ideally they would have a lot of experience with short term rentals for both since they are much different than residential house cleanings and regular real estate photography for MLS listing.Anything helps!

We want to buy a few hours away in Ocean City, Maryland, where we grew up vacationing.

Quote from @Jesse Turner: Feel free to DM me about the AirDNA questions :) I'm looking for a community bank or portfolio lender who can offer a vacation home loan with a 10% down payment.

Did he give you proper notice that he was vacating the property?

30 yr fixed Vacation/2nd home loan with 10% down.

Here is quoted VRBO policy:"Vrbo, another vacation rental company, states that it does not allow any form of surveillance device inside a property, with the exception of smart devices that are allowed "as long as you have been informed of their presence and given the option to deactivate them."

I know alot of investors are looking at vacation markets in Kentucky to purchase STR.