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.
Cook County Romantic Accommodation
We selected the 36 homes worth renting in this location
Home spotlights in Cook County
WindyCity Wonders
5 guests
2 bedrooms
West Loop Gate, Chicago
Immerse in the life of West Loop Gate, Chicago at this lovely rental! As a former industrial area turned dining and nightlife hub, the scene offers a unique juxtaposition.
Chicago's Gemstone
7 guests
3 bedrooms
Fulton River District, Chicago
All resting eyes behold a unique sanctuary blending urban spirit with an enchanting skyline whisper. The escape, nestled in the heart of Chicago's cherished West Loop, extends far beyond the eye, unfolding boundless options for dining, shopping, and entertainment.
We selected the top 3% holiday homes in Cook County Romantic Accommodation
Explore the 36 most perfect homes in our collection
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Discover the most romantic accommodation in Cook County, Illinois, United States. We’ve handpicked homes that are perfect for two, in soulful neighbourhood locations with characterful living spaces, sumptuous bedrooms and luxurious bathrooms. Book today and enjoy a short or extended stay in the most romantic accommodation that Cook County, Illinois, United States has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.
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