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Holiday rentals in Chicago River

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Top-rated holiday rentals in Chicago River

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

Private room in Chicago
Chicago Speakeasy-Style Loft Suite (Room 1B)
Welcome to our Chicago Speakeasy-style loft space. Built in the early 1900s, our two-floor loft provides a unique experience in the heart of River North/downtown Chicago. Centrally located River North Chicago is a go-to district with a lively night scene, and a wide variety of restaurants, bars and clubs. There are many public transit stations within walking distance. ALREADY BOOKED??? If this room is unavailable, check out my profile to see our other listings! Feel free to message me!
$168 SGD per night
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Hotel room in Chicago
Charming King Bedroom in Loop
Just steps away from the famed shopping on State Street, this boutique hotel is located inside the Nederlander Theater building in the Chicago Loop Theater District. The hotel features on-site dining, state-of-the-art business services and modern guest rooms with free WiFi. Every room at Cambria Hotel Chicago Loop/Theater District provides a 49-inch flat-screen HDTV and a large work space with a desk and ergonomic chair. Select rooms also offer plush lounge seating.
$227 SGD per night
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Rental unit in Chicago
☀️Amazing Gold Coast Apt w/ Rooftop Pool & Gym☀️
Located in the heart of Gold Coast, Chicago's most sought after neighborhood. Please enjoy our large, brand new rehabbed apartment unit with an amazing open floor plan. The unit offers a brand new updated kitchen, living room, bedroom, bathroom and a beautiful lobby and hallways. The building offers amazing amenities including a pool on the 24th floor rooftop, patio furniture with grills on the rooftop, a brand new rehabbed gym and study space.
$215 SGD per night
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Other great holiday rentals in Chicago River

Rental unit in Chicago
Sonder Jewelers Row | One-Bedroom Apartment
$261 SGD per night
Rental unit in Chicago
1-bedroom rental with a great view!
$186 SGD per night
Rental unit in Chicago
Kasa | Explore the Neighborhood-Mag Mile | Chicago
$180 SGD per night
Private room in Chicago
Chicago Speakeasy-Style Loft Space (Room 2A)
$145 SGD per night
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Rental unit in Chicago
1BR Luxury Apartment With Private Office, Terrace,
$280 SGD per night
Rental unit in Chicago
Superb Location @TheLoop steps MillenniumPark✭
$267 SGD per night
Rental unit in Chicago
Theater District Hideaway
$197 SGD per night
Rental unit in Chicago
52nd Floor MagMile Penthouse Views Fireplace Pool
$225 SGD per night
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Serviced apartment in Chicago
The Guild #4 | Mag Mile, Gold Coast 1bd/1ba
$198 SGD per night
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Rental unit in Chicago
Sonder South Wabash | Studio Apt w/ City View
$220 SGD per night
Rental unit in Chicago
McCormick Place Studio/parking/sleeps up to 4
$207 SGD per night
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Private room in Chicago
Chicago Speakeasy-Style Loft Space (Room 4A)
$153 SGD per night
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