South Side Vacation Rentals
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Our top choices for South Side vacation rentals
Bridgeport Boho Chic Vibes
Bridgeport Boho Chic VibesBridgeport
9.8 out of 10, Exceptional, (13 reviews)
"Wonderful location and wonderful stay. "
Betsy B.
The price is ￥14,545
￥65,736 total
includes taxes & fees
Feb 24 - Feb 25
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | ArcadeBrighton Park
9.4 out of 10, Exceptional, (9 reviews)
"Great location, spacious, and family friendly. Had cousins over and they had a blast playing the video games. "
Jessica H.
The price is ￥13,626
￥44,843 total
includes taxes & fees
Mar 17 - Mar 18
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6Brighton Park
8.6 out of 10, Excellent, (21 reviews)
"Clean and nice. My son loved the arcade game. Would stay again "
Nichole S.
The price is ￥9,280
￥34,627 total
includes taxes & fees
Mar 2 - Mar 3
Cozy Charm Studio Apt in Chicago
Cozy Charm Studio Apt in ChicagoHyde Park
10.0 out of 10, Exceptional, (3 reviews)
"Everying was great."
Ryan D.
The price is ￥10,564
￥25,340 total
includes taxes & fees
Feb 22 - Feb 23
Bright 1BR Unit in a Prime Spot
Bright 1BR Unit in a Prime SpotHyde Park
10.0 out of 10, Exceptional, (1 review)
"We had a great stay. Location is in nice neighborhood with walking access to restaurants and university of Chicago. Apartment was clean and as pictured. Would stay again!!"
christine m.
The price is ￥11,483
￥27,947 total
includes taxes & fees
Feb 24 - Feb 25
Modern Studio Unit Near UChicago
Modern Studio Unit Near UChicagoHyde Park
9.4 out of 10, Exceptional, (12 reviews)
"Clean room and convenient location! "
Gabriela
The price is ￥10,564
￥25,340 total
includes taxes & fees
Feb 24 - Feb 25
The price is ￥11,483
￥79,331 total
includes taxes & fees
Feb 22 - Feb 23
Studio Unit | Chic + Prime Location
Studio Unit | Chic + Prime LocationHyde Park
10.0 out of 10, Exceptional, (3 reviews)
"Location was just perfect!"
Meg D.
The price is ￥10,564
￥25,340 total
includes taxes & fees
Feb 22 - Feb 23
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top South Side Hotel Reviews
Best Western Inn & Suites - Midway Airport
10/10 Excellent
Find out more about South Side
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