Bed and breakfast vacation 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.
Vacation 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
Room in Chicago
4.82 out of 5 average rating, 165 reviews#4 Historic Chicago Home - Private Single Bedroom
May 12 – 17
Room in Winfield
4.95 out of 5 average rating, 62 reviewsCountry Retreat, 2 Block walk to Metra Train
Feb. 28 – Mar. 7
Room in Evanston
4.97 out of 5 average rating, 520 reviewsClassy and Cozy home in Evanston
Feb. 18 – 25
Room in Evanston
4.95 out of 5 average rating, 426 reviewsClassy and Cozy 2nd. Room
Sep. 15 – 22
Room in Chicago
4.95 out of 5 average rating, 213 reviewsGreat Edgewater/Andersonville private suite
Nov. 16 – 23
Room in Chicago
4.99 out of 5 average rating, 102 reviewsLovely UofC Prof mansion great on campus location
Jan. 5 – 12
Room in Chicago
4.95 out of 5 average rating, 148 reviewsWrigleyville Private Twin Bedroom w/ Private Bath
Jul. 8 – 15
Bed and breakfast rentals with breakfast
Room in Chicago
4.75 out of 5 average rating, 295 reviewsChicago River Room near USMLE
Aug. 26 – Sep. 2
Room in Mokena
4.94 out of 5 average rating, 72 reviewsPrivate home in Mokena - Room 2
May 17 – 24
Room in Evanston
4.61 out of 5 average rating, 77 reviewsGorgeous 1 Bed (King) with Private Bathroom
Jul. 27 – Aug. 3
Shared room in Wheeling
17 Miles to downtown
Dec. 10 – 17
Hotel room in Chicago
4.84 out of 5 average rating, 44 reviewsQueen Room w/ Balcony in Boutique Wicker Park B&B
Dec. 7 – 14
Room in Chicago
4.95 out of 5 average rating, 98 reviewsTop location, sunny UofC Prof on campus home
Oct. 16 – 23
Room in Chicago
5.0 out of 5 average rating, 64 reviewsHistoric campus U of C Prof. mansion, top location
Jan. 26 – Feb. 2
Room in Chicago
4.92 out of 5 average rating, 51 reviewsHistoric campus house owned by U of C Prof
Dec. 25 – Jan. 1
Quick stats about bed and breakfast rentals in Chicago
Total rentals
80 properties
Wifi availability
70 properties include access to wifi
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Total number of reviews
4.8K reviews
Nightly prices starting at
$27 CAD before taxes and fees
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