Find the perfect vacation rental for your trip to Chicago. Lakefront vacation rentals and lakefront homes await you on Airbnb.

Feb 5, 2025 - Rent from people in Downtown Chicago, IL from $20/night. Find unique places to stay with local hosts in 191 countries. Belong anywhere with Airbnb.

Rent from people in Chicago Loop, Chicago, IL from $20/night. Find unique places to stay with local hosts in 191 countries. Belong anywhere with Airbnb.

Find the perfect house rental for your trip to Chicago. House rentals with free parking, house rentals with a hot tub, family-friendly house rentals, and house rentals with a pool. Find and book unique houses on Airbnb.

Find the perfect apartment rental for your trip to Chicago. Weekly apartment rentals, private apartment rentals, apartment rentals with a hot tub, and family-friendly apartment rentals. Find and book unique apartments on Airbnb.

Find the perfect condo rental for your trip to Downtown Chicago. Weekly condo rentals, pet-friendly condo rentals, condo rentals with a pool, and private condo rentals. Find and book unique condos on Airbnb.

Fully furnished rentals that include a kitchen and wifi, so you can settle in and live comfortably for a month or longer in Chicago, IL. Book today! Skip to content

Find the perfect house rental for your trip to Downtown Chicago. House rentals with a pool, weekly house rentals, private house rentals, and pet-friendly house rentals. Find and book unique houses on Airbnb.

Find the perfect condo rental for your trip to Chicago. Family-friendly condo rentals, condo rentals with a hot tub, weekly condo rentals, and pet-friendly condo rentals. Find and book unique condos on Airbnb.

Whether it’s your first visit to Chicago, or you’re a lifelong resident, there are plenty of fun architecture-related activities (both indoors and outdoors) to experience this iconic piece of Chicago history firsthand.