Loop Haven
12 guests
6 bedrooms
Chicago Loop, Chicago
Welcome to The Jordan! Nestled in Chicago's iconic Chicago Loop, this urban oasis provides a tranquil retreat amidst the bustling cityscape.
Luxury Long Stay Rentals in Chicago
We selected the 36 homes worth renting in this location
Home spotlights in Chicago
Westside Retreat
7 guests
3 bedrooms
River West, Chicago
Welcome to our charming haven, nestled in the vibrant neighborhood of River West, Chicago. This urban oasis offers a serene escape from the bustling city, allowing you to experience the best of both worlds.
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 Vista
6 guests
2 bedrooms
Rush & Division, Chicago
Step inside The Leto, where classic charm mingles with vibrant culture in the bustling Streeterville neighborhood of Chicago. This locale promises an immersive experience into not only traditional Chicago history but also the nuances of Italian villa architecture and other globally inspired design details.
We selected the top 3% holiday homes in Chicago Long Stay Rentals
Explore the 36 most perfect homes in our collection
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Frequently asked questions
Explore our collection of luxury Extended Stay Rentals available for you to rent in Chicago, Cook County, Illinois, United States. Each and every home you'll find has been through a meticulous, multi-stage vetting process to ensure quality our guests can always count on. The Long Stay Rentals in our Chicago, Cook County, Illinois, United States collection come fully furnished with well-equipped kitchens, all linens, and essential bathroom toiletries included. And if you need any assistance, our friendly team of experts is always on hand to help plan your perfect stay.
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