Vacation rentals in Chicago Loop

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Top-rated vacation rentals in Chicago Loop

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Rental unit in The Loop

Lovely 1-bedroom serviced apartment near Museums!

Modern 1-bd loft space in Chicago's South Loop. This unique apartment offers comfortable sleeping arrangements, lots of space to relax plus a desk to work. The building is a renovated Chicago Post Office with great history! You'll be steps away from Grant Park, many fantastic local restaurants, bars, and shopping options. Enjoy a walk around Historic Printer's Row, get some work done with high-speed WiFi or cozy up and watch Netflix! Our apartment has everything you'll need to enjoy Chicago!

$95 per night

Rental unit in The Loop

*Luxury High Rise, Clean Design/Balcony/Amenities!

This brand new listing is a modern 1bedroom apartment it is placed in the heart of downtown where Chicago’s most desired attractions are within one mile . It boasts a minimal sophisticated design and wonderful views of downtown architecture. There is an in unit washer and dryer and a number of amenities including rooftop deck, gym, work spaces and lounge. Within 500 feet there are a number of bars, restaurants, and even a grocery store. You get a luxury experience with a neighborhood feel!

$150 per night

Private room in River North

Chicago Speakeasy-Style Loft Space (Room 1A)

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!

$100 per night

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