Can You Really Travel for Free with House Sitting? Real Examples & Math
"Free travel" sounds like influencer bait and in most cases, it is. House sitting is different, but only if you understand the math, the tradeoffs, and the actual constraints of the lifestyle.
This article breaks down exactly when house sitting is effectively free, when it's not, and why most people fail to make it work. Accommodation is typically 40–70% of travel costs. Removing it changes everything. If you're still deciding whether to join, read my honest breakdown of whether TrustedHousesitters is worth it.
What "Free Travel" Actually Means (And Doesn't)
- It does NOT mean: Free flights, luxury vacations on demand, or zero responsibility.
- It DOES mean: $0 accommodation costs, stable housing while traveling, and predictable food/living expenses instead of nightly hotel rates.
Scenario #1: The Slow Traveler (1–2 Sits/Month)
This is the most common path for digital nomads. You spend a few weeks in one location before moving on.
- Assumption: 14 nights per sit, 10 months per year.
- Hotel alternative ($100/night): $14,000 total.
- Membership cost: ~$200.
- Net savings: ~$13,800/year.
Even if you spend $2,000 extra on transport and occasional buffer hotels, you are still over $10k ahead compared to traditional travel.
Scenario #2: Full-Time Nomad (365 Days)
Skeptics usually say: "Sure, but you'll never cover the whole year." In practice, many sitters do—especially if they are flexible with location and apply strategically.
The Financial Flip
$100/night x 365 Days
Annual Membership
Even with 35 paid nights ($4k) for travel gaps:
Saved every single year.
Scenario #3: My Actual Experience
In the last 6 months (180 days), I paid for just 6 nights of hotels—and that was mostly by choice, not necessity. This is the part most people miss: House sitting compounds. The longer you do it and the stronger your reviews, the easier it becomes to string sits together back-to-back.
The math: That's $17,400 in hotel costs I didn't pay (180 nights × $100) for the cost of 6 nights ($600) plus my membership. Total savings: ~$16,600 in just six months.
The Hidden Costs
House sitting is not magic. Costs still exist:
- Transport: Flights or fuel costs remain your responsibility.
- Time: Applying for sits and managing your profile takes effort.
- Constraints: You have fixed dates and pet responsibilities.
The Hidden Benefits
While we're being honest about costs, it's worth mentioning that house sitting comes with unexpected perks beyond just free accommodation. Zero utilities, stocked homes, and location-specific benefits all add value that's hard to quantify in a spreadsheet but matters in real life.
Why Most People Fail
They treat it like Airbnb—browsing casually and applying whenever they feel like it. Success requires a different approach: strategic applications, flexibility with location, and a profile that builds trust instantly.
If you're struggling to land sits, read my guides on getting your first sit with no reviews and building a strong profile.
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F.A.Q.
For frequent sitters, it pays off through saved lodging. Consider your travel plans before committing.
It takes strategy. Most beginners fail by applying to high competition sits first. Start with shorter local sits.
I find almost all my month long stays through house sitting. It is by far the most sustainable way to see the country.