Naperville Short-Term Rentals: 2025 Investor Outlook

Naperville Short-Term Rentals: 2025 Investor Outlook

Boasting vibrant Riverwalk views and family-friendly attractions like Naper Settlement, Naperville short-term rentals remain a hot topic among property investors. Its unique blend of Midwestern charm and sought-after amenities draws both visitors and STR owners to the western Chicago suburbs.

Quick Takeaways

  • Over 250 active listings, most near downtown Naperville
  • ADR averages $180; peak summer rates climb to $240
  • Occupancy rates hover at 68% (2025 Q1)
  • YOY revenue growth: +7.5% in 2024–2025
  • Flexible cancellation policies remain popular
  • Local festivals (e.g., Naperville Ribfest) boost weekend demand

Strong Demand Amid Urban Appeal

Naperville short-term rentals enjoy steady demand, thanks to proximity to downtown Chicago and thriving local events. The surge in tourism for places like the DuPage Children’s Museum and seasonal events ensures consistent guest flow throughout the year.

Attractive Returns and Positive Outlook

STR investing in Naperville is buoyed by consistent ADRs and above-average occupancy. Properties close to North Central College and the Riverwalk command premium rates. Vacation rentals in Naperville near public transit or the city’s engaging restaurants outperform those farther out.

Regulation and Community Perspectives

Naperville permits well-managed vacation rentals, with regulations designed to minimize noise and disruption. The city’s responsive approach reassures both investors and neighbors, encouraging responsible STR growth.


StaySTRa Analyzer

If you’re evaluating a specific property or narrowing your investment focus, the StaySTRa Analyzer lets you plug in an address and see actual STR performance data. It’s free to use and built for investors.


Tech and Amenities Set Winners Apart

High-speed WiFi, smart locks, and self-check-in drive higher reviews and occupancy. Investors find that professionally staged interiors and five-star guest experiences keep their Naperville short-term rentals booked, especially during regional events and Naperville’s Last Fling Festival.

Booking Platforms & Local Experiences

Most investors list on Airbnb (see listings), plus VRBO and direct booking sites. Vacation rentals in Naperville near Naper Settlement or the DuPage Children’s Museum tend to draw family bookings.


To maximize your STR investment, monitor local regulations, tailor your property to guest needs, and use tools like StaySTRa Analyzer for data-driven decisions. Let’s get started on your Naperville STR journey.

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