Mid-Term Rental Management in Chicago
32+ Day Rentals for Owners Who Can’t Get a Chicago Short-Term Rental Permit
Chicago has strict short-term rental regulations, and many properties do not qualify for an Airbnb or vacation rental permit. If your property is affected by these rules, mid-term rentals (32+ day stays) offer a legal and profitable alternative.
At Allset, we specialize in mid-term rental management in Chicago, helping you secure reliable tenants for extended stays while ensuring compliance with local laws.
At Allset, we specialize in mid-term rental management in Chicago, helping you secure reliable tenants for extended stays while ensuring compliance with local laws.

Why Choose Mid-Term Rentals in Chicago?
A Legal & Profitable Alternative to Short-Term Rentals
Avoid HOA and city restrictions while still generating steady rental income with stays of 32 days or more.
Steady, reliable income
Monthly stays mean fewer turnovers and vacancies
Attract professionals, travel nurses, and corporate renters
Ideal for business professionals on assignment, families in need of temporary housing during a home renovation, and insurance companies seeking accommodations for their clients.
Hassle-Free, Full-Service Management
We handle everything—from marketing and guest screening to amenities, maintenance, and 24/7 emergency support—so you can enjoy passive income without the stress.
No BACP Shared Housing Registration Required
Unlike short-term rentals, mid-term stays don’t require additional permits, making it easier to stay compliant.
AllSet’s Mid-Term Rental Services Include:
Tenant screening
We find high-quality, vetted renters
Full-service optimized pricing for extended stays
Competitive rates to attract corporate and remote workers
Monthly property maintenance oversight
Ensuring the unit stays in great shape
Listing optimization for high occupancy
Promoted on platforms specifically geared toward renters seeking mid-term accommodations
“AllSet managed my three short-term and mid-term rental units for over five years, and it was a wonderful experience. They operate with professionalism and genuine customer care. The best turnkey rental management service in Chicago, for sure!”

Cory K.
Who Are Mid-Term Rentals Best For?
Chicago property owners who are ineligible for a Shared Housing Registration
Property owners seeking stable income with more control over who stays—without the hassle and costs of annual turnovers common with traditional long-term leases
Investors seeking to reduce risk by avoiding the regulations and unpredictability of short-term rentals
Turn Your Property into a Profitable Mid-Term Rental
Let's TalkFAQ
What types of renters do you attract for mid-term stays?
We focus on serving corporate travelers, digital nomads, healthcare professionals, relocating employees, families undergoing home renovations, and insurance agencies seeking temporary housing for their clients.
How do mid-term rentals compare to short-term rentals in profitability?
While short-term rentals may command higher nightly rates, mid-term rentals deliver more consistent occupancy, lower maintenance, and reduced turnover—often resulting in better profitability than traditional 12-month leases.
Do I need to furnish my mid-term rental?
Yes, mid-term rentals should be fully furnished, as they cater to renters seeking comfortable, move-in-ready accommodations.