@Stephanie1244 Hey Stephanie!
I have noticed lately in the news most neighbours in the GTA are having issues/concerns/complaints about Airbnb guests when it's the entire house being rented (Host does not live on property) and mainly because hosts are not there to deal with issues/loud noise/partying, etc.
Based on your listings, I assume you rent one house, but with two separate units and you do not live on the property?
My one BIG suggestion (even if you live on the property).. GET CAMERAS! (Nest cameras are amazing). This shows the neighbours you have some type of security (especially if you don't live on the property). And you can use that to tell them "I have cameras and monitor my property while guests are here."
As for parking. You could always look into paying for a street parking permit for your own vehicle, and leave your driveway open for guests to use. That way you are on the street only taking up one spot. (Not sure the rules in Oakville for permits, but in Hamilton it's only $70 for the full year!) .
If Oakville has a bylaw that you need a short term accommodation permit then I would definitely get it so you are protected when a neighbour decides to report your rental to the city.
Best of luck! 🐵