
Bed and breakfast vacation rentals in South Side
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Top-rated bed and breakfast rentals in South Side
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Vacation rentals for every style
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Popular amenities for South Side bed and breakfast rentals
Family-friendly bed and breakfast rentals

Classy and Cozy home in Evanston

Lovely UofC Prof mansion great on campus location

Great Edgewater/Andersonville private suite

Country Retreat, 2 Block walk to Metra Train

Classy and Cozy 2nd. Room
Bed and breakfast rentals with breakfast

Romantic Queen Room in Boutique Wicker Park B&B

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

King Bed with Jet Tub
Bed and breakfast rentals with a patio

Caesar's Lair

A Hammock in Green Bay

Wrigleyville Suites Room 1

Villa Dubois Guest House Room 1
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Willis Tower
- Wicker Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center