
Windy City Haven
5 guests
2 bedrooms
West Loop, Chicago
Welcome to a distinguished spot nestled in the vibrant pulse of the West Loop! All visitors are skillfully screened for safety and a damage hold is acquired prior to stay.

Windy City Haven
5 guests
2 bedrooms
West Loop, Chicago
Welcome to a distinguished spot nestled in the vibrant pulse of the West Loop! All visitors are skillfully screened for safety and a damage hold is acquired prior to stay.

The Lion
5 guests
2 bedrooms
Rush & Division, Chicago
This home is the perfect place to relax and enjoy your stay in Chicago. The home is located in the Gold Coast neighborhood, which is known for its luxury shops, fine dining, and lake Michigan charm.

The Heart of the Loop
16 guests
8 bedrooms
Chicago Loop, Chicago
Welcome to a holiday getaway nestled right in the heart of Chicago’s vibrant Financial District. Just steps from iconic attractions, revel in the rich history of the city through its grand architecture and marvel at the stunning skyline from this retreat.

Italian Villa Immersion
8 guests
3 bedrooms
Rush & Division, Chicago
Immerse yourself in the experience that is The Zeus, centrally positioned in the exciting Streeterville neighborhood. Here, a unique blend of classic allure fuses with an internationally inspired design that echoes Italian villa architecture.
Explore the 36 most perfect homes in our collection
Here at Plum Guide, we pride ourselves on the consistent quality we offer our guests, so book Log Cabins in Chicago, Cook County, Illinois, United States to see what all the fuss is about. We leave no stone unturned in our hunt for the finest homes, with a visit from an independent Home Critic rounding off a meticulous 150-point vetting process, which homes must pass to be accepted into our collection. Every home on our books is guaranteed to come fully furnished, with the best-equipped kitchens, essential bathroom toiletries, and all linen included. Rent one of the finest luxury Chicago Holiday Cabins now, and start planning for the trip of a lifetime. And make your life easy by contacting our team of Plum experts, on standby 24/7 to help you in any way they can.