Vacation rental, residential, commercial?
Buying the property isn't usually super difficult. There's a bit of red tape, but nothing all that onerous as long as you have everything together. If you're buying a vacation-type property, those areas are often set up well to assist with that (i.e. real estate agent will be more familiar with the process, there will be more lawyers in the area that specialize in cross-border transactions, etc.)
Taxes are similar. Not hugely onerous, but you'll need to get set up correctly to get taxed on a net basis, and then file in both countries.
Other than that, it would basically just be the normal issues with being a non-resident landlord. Those can be significant, either as a source of hassle (if you try to handle it yourself) or as an expense (if you outsource it). There are lots of property investors in the US, so to some extent you'll be competing with people who can manage it locally which puts you at a disadvantage.
And I would also keep in mind that there's far more disparity in most of the US between good neighborhoods and bad than there is in Canada. So make sure you really have a good handle on where you're buying.
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