Currently vacation rentals nationwide are  definitely experiencing a downturn, but eventually that will settle at some point, so do not let it prevent you from doing it.I would rather see you purchasing a 1 EXEPTIONAL property versus few mediocre townhomes - that way you are multiplying your problems.I would recommend maybe 9+ bedroom home, which is already themed, at least 5,000 sq ft with private pool and hot tub ( they are not that expensive) and look into a complex that has a LOOOOOT of amenities - lazy rivers, multiple pools, golf course, fitness center, game room, etc.The income from such property, will likely exceed the income from 2 or 3 properties purchased for the same price and your expenses are going to be less- you still have 1 kitchen, 1 pool, 1 set of appliances, etc. to maintain.Please DM me if you have more questions or need assistance- I would be happy to answer them for you.

I have tried to compare prices across Ontario and find Windsor the only place where you can get a gross rent multiplier below 6.

Meaning take all park owned rent and multiply times 0.5.  

Now don't multiply that to the price of the house. 

This fraction shall then be multiplied bythe Consumer Price Index percentage increase for the previous twelve (12) monthperiod in order to determine the percentage of increased rental to which the landlordis entitled.

I have multiply-handicapped adult son and long-term housing solutions are not readily available.  

If you have 1 and 2 bed units, you would typically divide bill by number of bedrooms, and multiply back the number in each unit.As for snow, personally, I always had tenants take care of any individual use areas, i.e. a small porch that directly access to only one unit, the tenant needs to shovel and salt that area.  

On a $450,000 house even if he clears  your optimistic $2,500 a month your talking about a gross rent multiplier of less then half a percent per month.  

Then take that taxable income of $3,701 and multiply that by your appropriate tax bracket %?

To be confident moving forward, I would check Rent comps for my terminal product's units, draw that up into GOI, calculate expenses or just multiply by 0.7-0.75 to subtract annual expenses (utilities, maintenance, taxes, insurance, etc) and arrive at NOI, then subtract my other expenses (like debt/loan payments) over the year, to see what we're looking at in potential CF once fully stabilized.