Top rated Guest houses in Chicago

Experience the best that Chicago has to offer with our curated list of top-rated places. Sorted by average review scores from venues boasting over 30 reviews, these establishments promise exceptional quality and experiences to elevate your visit in the city. This list contains 7 places from Guest house category.

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Emil Bach House image
1
Emil Bach House
Vacation home rental agency
Restored 1915 home by Frank Lloyd Wright available for overnight stays & private events.
4.80 (73 reviews)
Magnolia Studios image
2
Magnolia Studios
Guest house
Charming brick coach house featuring 2 studios with full kitchens, bathrooms & free Wi-Fi.
$19/night
4.70 (35 reviews)
Wicker Park Inn image
3
Wicker Park Inn
Bed & breakfast
Modern guestrooms with free continental breakfast, plus homey apartments offering full kitchens.
4.60 (193 reviews)
The Villa Toscana Guest House image
4
The Villa Toscana Guest House
Bed & breakfast
Cozy, themed rooms with unique decorations & free WiFi in a casual Victorian B&B that dates to 1890.
$79/night
4.60 (86 reviews)
The Flats at Loyola Station image
5
The Flats at Loyola Station
Hotel
Student-run option with modern apartments featuring kitchens, free WiFi & washer/dryers.
4.60 (34 reviews)
IMD Guest House Foundation image
6
IMD Guest House Foundation
Guest house
👍👍 For anyone that is undergoing serious medical conditions and or treatment the IMD Guest House is far more than they know. It has an amazingly caring staff and multiple volunteers that make what is usually a rough and exhausting experience a lot better in the eyes of us patients. They are nice rooms...
4.50 (56 reviews)
McCormick Place Guest House image
7
McCormick Place Guest House
Guest house
🫤 HIDDEN FEES and PRIVACY ISSUES! Let's start with the positives. The house is very beautiful and clean, and the bed was extremely comfortable. However, I would strongly caution anyone thinking of staying here. On the Hotels.com listing, it was advertised as $100 per night. Once I actually finished t...
$99/night
3.90 (204 reviews)
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