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Search results; Over 1,000 places in South Side, Chicago

Apartment in Lincoln Square
Modern|Cozy|2BR Apartment|Lincoln Square Chicago
3 beds
May 13 – 18
New place to stay
Guest favorite
Apartment in Logan Square
Welcome to the Witch Castle!
2 queen beds
Apr 22 – 27
5.0 out of 5 average rating, 52 reviews
Guest favorite
Home in Chicago
Spacius unit in historic gem
4 beds
Apr 6 – 11
4.93 out of 5 average rating, 14 reviews
Apartment in Logan Square
Classic Chi Apt- Walk to El
2 beds
Apr 7 – 12
New place to stay
Apartment in West Town
Large 3BR/2BA Wicker Park Apt +Free Garage Parking
3 beds
Apr 21 – 26
5.0 out of 5 average rating, 3 reviews
Guest favorite
Home in Chicago
Boho Chic Coach House 30Min to downtown W/ Parking
1 queen bed
Apr 7 – 12
4.92 out of 5 average rating, 84 reviews
Guest favorite
Loft in Pilsen Historic District
Pilsen Modernist, Creative, Lightfilled Loft
2 queen beds
May 5 – 10
4.91 out of 5 average rating, 297 reviews
Apartment in Chinatown
Concise Comfortable Warm place free parking 3B/2Ba
Apr 14 – 19
5.0 out of 5 average rating, 3 reviews
Superhost
Apartment in Chicago
Ultra Modern Beverly Suite
4 beds
Apr 7 – 12
4.91 out of 5 average rating, 35 reviews
Guest favorite
Home in Beverly
Beverly House
3 beds
Apr 8 – 13
4.93 out of 5 average rating, 41 reviews
Guest favorite
Apartment in West Town
Bohemian Moto Inn
2 queen beds
Apr 1 – 6
4.98 out of 5 average rating, 97 reviews
Guest favorite
Home in Chatham
Boss Barbie’s Dreamhouse
3 beds
Apr 7 – 12
4.84 out of 5 average rating, 25 reviews
Apartment in Logan Square
Lovely 3 BR. Great Location!
3 beds
Apr 7 – 12
4.92 out of 5 average rating, 13 reviews
Superhost
Home in Beverly
3-bedroom home in Beverly historic district
3 beds
Apr 1 – 6
4.73 out of 5 average rating, 44 reviews
Guest favorite
Room in Beverly
Stay with Cordaro
West Beverly’s Gem-Private bedroom (1)
Apr 1 – 6
4.91 out of 5 average rating, 47 reviews
Guest favorite
Home in Roseland
420 lux and huge 1 bedroom that will WOW you
4 beds
Apr 1 – 6
5.0 out of 5 average rating, 13 reviews
Superhost
Apartment in Wrigleyville
Super Comfortable Two-Level Apt
7 beds
Apr 14 – 19
4.87 out of 5 average rating, 15 reviews
Superhost
Apartment in Chicago
Luxurious 3BR with private parking
4 beds
Apr 12 – 17
4.84 out of 5 average rating, 50 reviews