Bed and breakfast vacation rentals in Chicago
Find and book unique bed and breakfast rentals on Airbnb
Top-rated bed and breakfast rentals 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 breakfast rentals
Family-friendly bed and breakfast rentals
Room in Winfield
4.95 out of 5 average rating, 62 reviewsCountry Retreat, 2 Block walk to Metra Train
Jan 6 – 13
Room in Evanston
4.97 out of 5 average rating, 519 reviewsClassy and Cozy home in Evanston
Apr 12 – 19
Room in Chicago
4.95 out of 5 average rating, 213 reviewsGreat Edgewater/Andersonville private suite
Aug 12 – 19
Room in Chicago
4.99 out of 5 average rating, 102 reviewsLovely UofC Prof mansion great on campus location
Feb 17 – 24
Room in Evanston
4.95 out of 5 average rating, 424 reviewsClassy and Cozy 2nd. Room
Sep 29 – Oct 6
Room in Chicago
4.95 out of 5 average rating, 147 reviewsWrigleyville Private Twin Bedroom w/ Private Bath
Jul 8 – 15
Bed and breakfast rentals with breakfast
Room in Evanston
4.67 out of 5 average rating, 66 reviewsHuge (2Beds) 1 Bedroom
Jun 18 – 25
Room in Mokena
4.94 out of 5 average rating, 71 reviewsPrivate home in Mokena - Room 2
May 20 – 27
Shared room in Wheeling
17 Miles to downtown
Dec 1 – 8
Room in Chicago
4.95 out of 5 average rating, 98 reviewsTop location, sunny UofC Prof on campus home
Dec 27 – Jan 3
Hotel room in Chicago
4.91 out of 5 average rating, 43 reviewsKing Room in Boutique Wicker Park B&B
Oct 20 – 27
Room in Chicago
5.0 out of 5 average rating, 63 reviewsHistoric campus U of C Prof. mansion, top location
Mar 16 – 23
Room in Chicago
4.92 out of 5 average rating, 50 reviewsHistoric campus house owned by U of C Prof
Mar 13 – 20
Hotel room in Chicago
5.0 out of 5 average rating, 5 reviewsRomantic Queen Room in Boutique Wicker Park B&B
Sep 14 – 21
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
G$4,173 GYD before taxes and fees
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