Boutique hotel holiday rentals in Chicago
Find and book unique boutique hotel rentals on Airbnb
Top-rated boutique hotel rentals in Chicago
Guests agree: these boutique hotel rentals are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for boutique hotel rentals in Chicago
Family-friendly boutique hotel rentals
Superhost
Boutique hotel in Andersonville
4.67 out of 5 average rating, 6 reviews1BD Suite @ The Guesthouse Hotel(2)
24–31 Jul
$583 SGD per night
Shared hotel room in Near North Side
4.58 out of 5 average rating, 81 reviewsHotel Perks - Private Bedroom | Private Bathroom
18–25 Oct
$239 SGD per night
Hotel room in Chicago
4.47 out of 5 average rating, 15 reviewsHotel Perks - Private Bedroom | Private Bathroom
31 Jul – 7 Aug
$348 SGD per night
Hotel room in Near North Side
4.4 out of 5 average rating, 30 reviewsHotel Perks - Private Bedroom | Private Bathroom
11–18 May
$220 SGD per night
Hotel room in Near North Side
4.48 out of 5 average rating, 3623 reviewsHotel Perks - Private Bedroom | Private Bathroom
3–10 Jan
$368 SGD per night
Quick stats about boutique hotel rentals in Chicago
Total rentals
80 properties
Wifi availability
80 properties include access to wifi
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Total number of reviews
12K reviews
Nightly prices starting at
$27 SGD before taxes and fees
Destinations to explore
- Downtown Chicago Holiday rentals
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