Someone local when you can’t be here.

Owning a home in Vermont is one thing. Keeping up with it when you live somewhere else is another. You can manage bookings, pay bills, and arrange repairs from your phone, but you can’t see a leak under the sink, notice a window left open after a storm, or tell whether the house feels right when you walk through the door.

I’m Stephen Hamilton, the owner of Route 100 Homewatch. I grew up in Vermont, went to Rutland High School and the University of Vermont, and now live near Killington. Before starting this business, I worked in property management for Equity Residential in Boston, where I developed a strong understanding of home systems and the day-to-day work involved in caring for a property.

I also own and operate two Airbnb properties here. I know firsthand how much goes into maintaining a home and running a vacation rental. Most of the work can be organized remotely. But when a guest reports an issue, a contractor says a job is finished, or the weather turns, there’s no substitute for someone who can go to the property and see it for themselves.

That’s why I started Route 100 Homewatch. I visit your home on a schedule, look for visible issues, and send you an update after each visit. If something needs attention, I can show you what I found and help you decide what to do next.

For second-home owners, that means knowing more about how your property is doing between trips. For vacation rental owners, it means having a local set of eyes when you’re managing the business from elsewhere.

You don’t have to be here every week to stay connected to your Vermont home. You just need someone here who will pay attention.

See our homewatch services