
Bed and breakfast holiday rentals in Chicago
Find and book unique bed and breakfasts on Airbnb
Top-rated bed and breakfasts in Chicago
Guests agree: These bed and breakfast rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago bed and breakfasts
Family-Friendly Bed and Breakfasts

5 bedroom sleeps 12 in boystown

Private bedroom with shared bath

Blue Room in Dorothy's BNB

House 5863 Bed and Breakfast Room 2

House 5863 Bed and Breakfast Room 1
Bed and breakfast rentals with breakfast

Historic campus U of C Prof. mansion, top location

Historic campus house owned by U of C Prof

Sun-Filled King Room in Boutique Wicker Park B&B

Queen Room w/ Balcony in Boutique Wicker Park B&B

Cloudgate Room, minutes to O'Hare in Safest Area

Romantic King Room in Boutique Wicker Park B&B

Luxurious King Room in Boutique Wicker Park B&B

Classy and Cozy home in Evanston
Other bed and breakfast holiday rentals

Historic campus U of C Prof. mansion, top location

Great Edgewater/Andersonville private suite

Urban Oasis Pilsen - guest room in townhouse

Cloudgate Room, minutes to O'Hare in Safest Area

Chicago River Room near USMLE

Lovely UofC Prof mansion great on campus location

Classy and Cozy home in Evanston

(BR#1) Welcoming, warm & comfortable, 3 guests
Quick stats about bed and breakfast rentals in Chicago
Total rentals
70 properties
Nightly prices starting at
$60 AUD before taxes and fees
Total number of reviews
5.1K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wi-Fi availability
70 properties include access to Wi-Fi
Destinations to explore
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- Smoking-friendly rentals Chicago
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- Rentals with a home theatre Chicago
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- Villa rentals Chicago
- Bed and breakfasts Cook County
- Bed and breakfasts Illinois
- Bed and breakfasts United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Washington Park Zoo
- Museum of Science and Industry
- Brookfield Zoo
- Willis Tower
- The Beverly Country Club
- Raging Waves Waterpark
- The 606
- Things to do Chicago
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- Food and drink Chicago
- Tours Chicago
- Sports activities Chicago
- Nature and outdoors Chicago
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