Whether your second home sits lakeside in southwest Michigan, tucked into the slopes of Park City, or basking in the Florida sun, the decision to work with a property manager isn’t one to take lightly. Here’s what to consider before you start booking cleaners and fielding midnight fridge repair calls yourself.
What to Ask When Interviewing a Property Manager
If you’re exploring property management, think of it like interviewing a caretaker for something you love—and possibly your most valuable asset outside your primary home. Here are some smart questions to ask:
- What’s your guest screening process like? Protecting your investment starts with knowing who’s walking through the door.
- How transparent is your reporting? You should always know how your home is performing (without needing a spreadsheet degree).
- How do you handle maintenance and emergencies? You want someone who can get the HVAC fixed faster than you can Google "emergency AC repair."
- Do you provide design or staging support? First impressions matter. A little polish goes a long way in photos and guest reviews.
- What’s your approach to pricing and occupancy? Great managers don’t just fill calendars—they optimize your revenue utilizing industry data + tools.
- What does guest communication look like? Responsiveness equals reviews, and reviews equal bookings. You always need to be available for guests.
At first glance, managing your vacation home yourself might feel like the frugal, “hands-on” approach. You know your home best, right? But let’s take a reality check:
- You’ll become the CEO of Everything. Housekeeping, landscaping, marketing, booking, accounting, guest support—it all lands in your lap.
- Vacations? Forget it. You’ll be fielding guest texts while trying to sip wine on your own getaway.
- Local logistics get tricky. If you don’t live nearby, who’s your go-to when the power’s out or the guest locks themselves out?
- It’s a full-time job. And unless you’re looking to switch careers, that’s a lot to juggle.
The Hidden Value of a Great Property Manager
- Maximize your earning potential while minimizing wear and tear.
- Anticipate guest needs and deliver five-star stays that turn into repeat visits.
- Handle emergencies, so you don't have to.
- Ensure your property stays sparkling and secure, whether it’s booked solid or sitting quietly in the off-season.
Looking for an Exceptional Fit?
We currently serve homeowners in:
- Southwest Michigan - from charming harbor towns to serene lakeside retreats
- Naples, Florida - where sunsets are luxurious and hospitality matters
- Lake Geneva, Wisconsin - timeless elegance and historic homes
- Park City, Utah - ski chalets and mountain escapes
- Whitefish, Montana - slopeside condos to national park remoteness
Not ready to rent? No problem. For homeowners who cherish their space but want professional oversight, our Home Watch program offers thoughtful, scheduled care without the commitment to being a vacation rental.
