Luxury rentals in Downtown Chicago

Find and book unique accommodation on Airbnb

Top-rated luxury holiday rentals in Downtown Chicago

Guests agree: these stays are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 1 pages

Luxe

Flat in Chicago

5 out of 5 average rating, 6 reviews

Luxury Designer Penthouse|Private Deck|Gold Coast

NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy your own penthouse in Chicago's Gold Coast-the city's center of nightlife, restaurants, and shopping. In a completely redeveloped luxury brownstone, your 3 bedroom/3 bathroom penthouse offers ultra high-end appliances, design, and finishes, with two private patios/decks (truly unique amenity in Chicago) and is perfect for families traveling to Chicago, professionals visiting the city on work trips, and everything in between!

Luxe

Flat in Chicago

5 out of 5 average rating, 16 reviews

Luxury Downtown 4BR | Exclusive Design PH

Elevate your Chicago experience in this breathtaking, luxury penthouse. Imagine stepping onto your expansive private balcony, Nespresso in hand, and knowing every detail, from the CB2 furnishings to your dedicated virtual concierge, is designed for your seamless comfort. This is more than a stay; it's an immersion in refined urban living, designed for the discerning traveler who demands both luxury and convenience.