Bed and breakfast vacation rentals in North Side
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Top-rated bed and breakfasts in North Side
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 North Side bed and breakfasts
Family-friendly bed and breakfasts
Room in Winfield
4.95 out of 5 average rating, 62 reviewsCountry Retreat, 2 Block walk to Metra Train
Feb. 17 – 24
Room in Evanston
4.97 out of 5 average rating, 519 reviewsClassy and Cozy home in Evanston
Aug. 3 – 10
Room in Chicago
4.99 out of 5 average rating, 102 reviewsLovely UofC Prof mansion great on campus location
Sep. 26 – Oct. 3
Room in Evanston
4.95 out of 5 average rating, 425 reviewsClassy and Cozy 2nd. Room
Apr. 2 – 9
Room in Chicago
4.95 out of 5 average rating, 148 reviewsWrigleyville Private Twin Bedroom w/ Private Bath
Jul. 8 – 15
Room in Chicago
4.95 out of 5 average rating, 213 reviewsGreat Edgewater/Andersonville private suite
Aug. 30 – Sep. 6
Bed and breakfast rentals with breakfast
Room in Palatine
4.92 out of 5 average rating, 185 reviewsQuiet Primary King Bed, Kitchen & Private Bathroom
May 30 – Jun. 6
Room in Evanston
4.67 out of 5 average rating, 66 reviewsHuge (2Beds) 1 Bedroom
Jun. 18 – 25
Shared room in Wheeling
17 Miles to downtown
Dec. 3 – 10
Hotel room in Chicago
4.91 out of 5 average rating, 43 reviewsKing Room in Boutique Wicker Park B&B
Oct. 11 – 18
Room in Chicago
4.95 out of 5 average rating, 98 reviewsTop location, sunny UofC Prof on campus home
Oct. 29 – Nov. 5
Room in Chicago
5.0 out of 5 average rating, 64 reviewsHistoric campus U of C Prof. mansion, top location
Mar. 18 – 25
Room in Chicago
4.92 out of 5 average rating, 50 reviewsHistoric campus house owned by U of C Prof
Aug. 29 – Sep. 5
Hotel room in Chicago
4.85 out of 5 average rating, 26 reviewsRomantic King Room in Boutique Wicker Park B&B
Sep. 14 – 21
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