If your residence is heated through oil or gas, it is always a good idea to get the supplier out around this time of the year, as they will be swamped later on in the season. If your rental property is heated through wood burning stoves or a fireplace, it is always nice of you to call and check in on your resident to make sure they have enough wood at least for now. Whether you are responsible for getting it or not, it is always nice to look in. This way they not only know that you care about them, but it may help to serve as a reminder for them if they have not purchased any yet. Prices will still be fairly low as it is early in the season and not too chilly yet in most places.
If you have a relationship with your tenant that allows you to talk often, then there is no harm in mentioning the cooling weather. If your rental property has baseboard heaters, it may be worth a moment to remind your tenants to clear things away from them in order to correctly circulate the heat and not ruin anything, including their own items.
Now is also a great time to replace the windows in your rental space to thermal ones which will provide insulation. This will cut down on heating costs, no matter who they go to. While they may cost a little more up front, they certainly save you in the long run. The difference is extremely noticeable not just for the resident, but also for the bill payer.
With the weather cooling down, there are a few things that you may want to do or check up on. Heat is certainly up near the top of that list for your rental space. After all, we never know exactly how cold it will get over the winter.