Record the income with the correct date in that account.

@Chris Seveney is correct though in this scenario your going to need cross collateral.

@Chris Seveney is also correct in saying "it depends."

But the previous poster was correct. 

What you’re describing, often called Residential Assisted Living (RAL), can definitely be a lucrative and rewarding strategy if done correctly.

The STR deal could be the best option if I understand your situation correctly, except I would probably do this as a cash-out refi and just use the combination of booking history + AirDNA projected income to qualify (if not operated as a STR for a year).

Real estate markets correct themselves and normally on a localized level.

Hostaway runs at $150/mo if I am correct plus like $8/mo or something like that for nightly rate management.

I haven't done any thorough research and my comment was not about the entire Canadian market, I can notice some correction in my local market anecdotally.

I try to read books on different kinds of realestate investing and house fliping and I do think that they are useful but the information never seems to have a correct fit.