House sitting can be a fantastic way to travel, save money, and earn some extra income. But what happens when you’re agreeing to stay in a total stranger’s home? Whether you’re new to the gig or a seasoned house sitter branching out to new clients, asking the right questions upfront can make all the difference.
Here’s a list of smart, essential questions to ask before saying yes to a house sitting arrangement — especially when you haven’t met the homeowners in person.
1. What are your expectations?
Are you just keeping the place safe and secure? Or are there tasks involved like watering plants, bringing in mail, or caring for pets? Some homeowners expect a live-in sitter who barely leaves the house, while others are fine with you being out all day. Clarify this early.
2. Do you have pets? If so, what’s their routine?
Pet care can range from easy feeding to full-on schedules, meds, and daily walks. Be honest about your comfort level and availability. If it’s a high-needs pet, make sure you’re prepared (and being fairly compensated, if it’s a paid gig).
3. Can you walk me through your home systems?
Things like the alarm system, Wi-Fi, thermostat, and garbage/recycling schedule should all be covered before you’re left in charge. Ask for a quick walkthrough or a printed “house manual” you can refer to later.
4. Are there any quirks or issues I should know about?
Maybe the front door sticks. Maybe the neighbor’s dog barks at 6 a.m. Maybe the power trips if you run the microwave and hair dryer at the same time. You don’t want surprises—ask about these “little things” ahead of time.
5. How should I reach you in case of an emergency?
Get their best contact info and backup contacts too (a local friend, neighbor, or family member). Know what counts as a “call me right away” issue versus “wait until I’m back” situation.
6. Will anyone else be coming by?
This includes house cleaners, landscapers, family members, or neighbors with keys. You should know who has access to the house and when they might show up.
7. What are the house rules?
Are guests allowed? Smoking? Using the homeowner’s car? Drinking their wine collection? Don’t assume anything—better to ask and avoid awkward misunderstandings.
8. What happens if plans change on either end?
Travel delays, emergencies, or illness happen. Ask what the plan is if your dates shift—or theirs do. Do they have a backup sitter? Are they okay if you need to leave a day early?
9. Can we do a video call or meet in person first?
This isn’t just about screening them—it’s also your chance to build trust, ask follow-up questions, and get a feel for their communication style. If they’re reluctant to talk face-to-face (even virtually), that’s a red flag.
10. Do you have a written agreement?
Whether it’s casual or professional, having a basic house sitting agreement protects both parties. It should include dates, expectations, emergency contacts, and any payment (if applicable). It doesn’t have to be fancy—just clear.
Final Thoughts
House sitting for someone you’ve never met can feel weird at first, but with the right prep, it can be a win-win. You get a place to stay (often in cool locations), and they get peace of mind knowing their home is in good hands. Trust your gut, ask the right questions, and be honest about your own expectations too. A good house sitting experience starts with a great conversation.