Vacation rentals in South Side
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Top-rated vacation rentals in South Side
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Popular amenities for South Side vacation rentals
Other great vacation rentals in South Side
Guest favorite
Rental unit in Chicago
4.89 out of 5 average rating, 56 reviewsComfy Solar & Green 2BR Near Hot Hyde Park!
Guest favorite
Rental unit in Chicago
4.9 out of 5 average rating, 77 reviewsSpacious 1BR Garden Apt & Parking
Guest favorite
Rental unit in Chicago
4.91 out of 5 average rating, 101 reviewsGround-Level Speakeasy: 1BR-1.5BA Near Everything!
Guest favorite
Rental unit in Summit
4.96 out of 5 average rating, 68 reviews2BR Apartment Near Chicago
Superhost
Rental unit in Chicago
4.83 out of 5 average rating, 60 reviewsYour Perfect Spot :)-With Memory Foam Mattress!
Guest favorite
Home in Chicago Ridge
4.93 out of 5 average rating, 97 reviewsQuiet cul-de-sac with huge fenced in backyard
Guest favorite
Guest suite in Chicago
4.9 out of 5 average rating, 86 reviewsPRIVATE 2-bedroom 1.5 bath w/ living room
Superhost
Home in Chicago
4.87 out of 5 average rating, 15 reviewsExecutive Contemporary Duplex
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- Rentals with a fireplace South Side
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