If you're intentional with it, you may be able to include some travel deductions as well.

Considering traveling nurses/workers, as well as seasonal rental for ND home games (also a huge Fighting Irish family).

I am primarily hosting traveling medical personnel because there is a lot of demand for these professionals in our area and because my units are suited to their needs.

Short-term rentals can be a great starting point, especially in markets with high tourism or business travel.

EPA violations typically travel with ownership.   

Examples might include areas in the Midwest, Southeast, or Sunbelt regions.Multifamily Properties: Consider duplexes, triplexes, or small apartment buildings to increase unit count and spread risk across multiple tenants.Short-Term Rentals: If you’re comfortable with the management requirements, STRs in vacation or business travel markets can offer significantly higher cash flow potential than traditional rentals.Value-Add Properties: Look for opportunities to buy undervalued properties where you can force appreciation through renovations or better management.Decision FrameworkRun the Numbers: Compare the projected cash flow, equity growth, and tax implications of selling versus holding with a refinance or HELOC.

As a resident (who travels a lot) I would say the Midwest does not have the attractions like palm trees & beaches (the great lakes are cold) or amazing mountain ranges, which often come with some disadvantages like high cost of living or hut/humid weather, stroms etc. 

There are many more and many more personal goals such as getting married and starting a family, adopting my first GSP dog, traveling to Wyoming and Montana and spending more time in nature, just to share a few.

So Keep your property but don't mid-term unless it is very small house and would appeal to traveling nurses on 3 month gigs.

My answer would certainly be highly dependent on his own emotional make up, his desire to relax and travel, his willingness to delegate and outsource, etc.