Metropolis Retreat
18 guests
9 bedrooms
Fulton River District, Chicago
Travelling with a big crew? This trio of downtown Chicago penthouses makes it a breeze.
Chicago Five Bedroom Homes
We selected the 9 homes worth renting in this location
Home spotlights in Chicago
The Chicago River Rhapsody
14 guests
6 bedrooms
River West, Chicago
Picture yourself unwinding amidst the spirited charm of River West in The Kane. The vivacious neighborhood edges the restful waves of the Chicago River, its boulevard bustling with inviting eateries, captivating bars, and eclectic boutiques.
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.
We selected the top 3% holiday homes in Chicago Five Bedroom Homes
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Frequently asked questions
Spacious 5 bedroom homes in Chicago, Cook County, Illinois, United States. Plum Guide’s homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short or extended stay in the best 5 bedroom homes that Chicago, 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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