The Skyline's Vision
14 guests
6 bedrooms
Fulton River District, Chicago
When you bring everyone to Chicago, you want a space that matches the occasion, and these skyline retreats near Fulton Market do exactly that. By day, the city is yours to explore: coffee and street art in the West Loop, vintage hunting at Randolph Street Market, picnics in Union Park, or a culinary crawl through some of the best restaurants in the Midwest.
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.
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.
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.
Explore the 36 most perfect homes in our collection
If you're planning to book a vacation rental with butler service in Cook County, Illinois, United States, then look no further. Speak to one of our Plum Guide experts who can arrange for butler service to be included in your booking as an additional feature. All of our homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included, so book your short or extended getaway now. Our friendly team is on hand 24/7 to offer any assistance you may need.
