Best Vacation Rental Manager Companies in Chicago, Illinois, 2025

Karstens Vacation Rentals is a full-service property management company specializing in vacation rental properties in Chicago and the surrounding areas. They offer comprehensive services to help homeowners earn income from their second homes, including marketing, booking management, and securing proper insurance coverage tailored for vacation rentals. With a portfolio of five rental properties, Karstens provides comfortable accommodations for visitors to Chicago across various budgets.

FRBO is a platform that specializes in connecting private owners of vacation rentals and residential homes with travelers and long-term renters across major cities and popular destinations in the United States. They offer a commission-free, direct communication model between owners and renters.

AirMGR is a full-service vacation rental management company that specializes in managing Airbnb properties in Phoenix, San Diego, Joshua Tree, Scottsdale, Tempe, and Chicago. They handle all aspects of vacation rental operations, including listing management, pricing optimization, professional cleaning, and 24/7 guest communication, to help owners maximize their rental income while minimizing stress.

HouseStay offers a curated selection of fully furnished, turnkey homes and apartments available for rent for 30 nights or more, catering to businesses and individuals seeking a more homelike alternative to extended stay hotels.

Soda Stays is a full-service short-term rental management company that operates in over 50 cities across the United States, Canada, and Mexico. They specialize in managing Airbnb and vacation rental properties, providing services such as listing optimization, guest communication, and revenue management to help property owners maximize their rental income.

Karstens Rentals is a vacation rental management and insurance company based in Clarendon Hills, Illinois. They offer full-service property management solutions for second home owners in the Chicagoland area, handling everything from bookings to maintenance. Additionally, Karstens provides specialized vacation rental insurance policies to properly protect short-term rental investments. With local expertise, they help owners effortlessly earn income on their properties.