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
Private room in Lake View
4.95 out of 5 average rating, 168 reviewsTwin Bedroom with Private Bathroom
Private room in Hyde Park
4.99 out of 5 average rating, 107 reviewsLovely UofC Prof mansion great on campus location
Private room in Evanston
4.97 out of 5 average rating, 565 reviewsClassy and Cozy home in Evanston
Private room in Evanston
4.84 out of 5 average rating, 126 reviewsArt-filled charm, near NU, transport, shopping
Private room in East Rogers Park
4.8 out of 5 average rating, 172 reviews#7 Historic Chicago Home - Bunk Bedroom(Twin&Full)
Private room in Andersonville
4.95 out of 5 average rating, 243 reviewsGreat Edgewater/Andersonville private suite
Private room in Evanston
4.95 out of 5 average rating, 483 reviewsClassy and Cozy 2nd. Room
Bed and breakfast rentals with breakfast
Hotel room in Wicker Park
5 out of 5 average rating, 6 reviewsRomantic Queen Room in Boutique Wicker Park B&B
Private room in Hyde Park
5 out of 5 average rating, 80 reviewsHistoric campus U of C Prof. mansion, top location
Private room in Hyde Park
4.93 out of 5 average rating, 61 reviewsHistoric campus house owned by U of C Prof
Hotel room in Wicker Park
5 out of 5 average rating, 5 reviewsSun-Filled King Room in Boutique Wicker Park B&B
Private room in Evanston
4.57 out of 5 average rating, 96 reviewsGorgeous 1 Bed (King) with Private Bathroom
Hotel room in Wicker Park
4.85 out of 5 average rating, 47 reviewsQueen Room w/ Balcony in Boutique Wicker Park B&B
Hotel room in Wicker Park
4.75 out of 5 average rating, 4 reviewsLuxurious King Room in Boutique Wicker Park B&B
Quick stats about bed and breakfast rentals in Chicago
Total rentals
60 properties
Nightly prices starting at
$61 AUD before taxes and fees
Total number of reviews
2.5K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wi-Fi availability
60 properties include access to Wi-Fi
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Evanston Holiday rentals
- Saugatuck Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Bend Holiday rentals
- South Side Holiday rentals
- Schaumburg Holiday rentals
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