My question is in regards to financing multi-family homes: Are there multiple types of loans that a Canadian can inquire about (other than the conventional bank loans)?

Couple other questions: Is it better to do an upfront conventional loan or pay upfront cash then do a cash out refi?

Alternatively, you could do a cash-out refi by putting a mortgage on House B which would be the cheapest money you could borrow since you would get owner occupied rates and a conventional loan. 

The inventory in the MLS is fairly dry for this type of property.

I think you mean conventional loans....Fannie/Freddie.

While the investment options of many conventional retirement plans are not amazing, as savings vehicles they have several advantages that will pay off in the long term.If you are in a 30% tax bracket, then when you make a tax-deferred contribution to your plan, you can put $10K in as compared to putting $7K in your personal control after paying taxes on income. 

@Macall Smith The max LTV you will get on a cash-out refi will depend on the type of loan - conventional, non-agency, bundled, etc. and seasoning.For a conventional 30 yr fixed loan you can get max 75% LTV (1-unit) and 70% LTV (2-4 unit).

My credit score is over 780 so I feel a 3% down conventional would be ideal, and within one to two years, have the HELOC on my condo (when I mention HELOC, it's the one on my condo)paid off and actually put down 20%-30% for an actual rental property.More experienced real estate moguls, what would you do to speed things along so I could buy another property sooner rather than later? 

I would watch out for places where there is loads of new inventory.

The rates are not really that much higher than conventional financing for investment purposes, although they are a bit higher than they would be for an owner occupant.