Vacation rentals in South Side

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in South Side

Guests agree: these stays are highly rated for location, cleanliness, and more.

Private room in Chicago

Self Check-in 8 min Downtown Chicago

This stylish place to stay is perfect for guests looking to have a great airbnb experience. Recently renovated, enjoy the comfort of staying on a brand new home with everything brand new. Brand new mattress, comforters, sheets, towels and everything else! Each room is equipped with Smart TV with Netflix, Amazon Videos and 300+ TV channels included, expensive luxury mattresses with 4 layers sheets & comforters bed setup, air conditioning with air humidifier, high speed internet and so much more!

$30 per night

Private room in Chicago

Living in a dream (unit 2 room #5)

A place you can come to and make memories. Hop on the CTA for a quick ride downtown, 20 minutes, to enjoy shopping and family friendly activities. You can also stay in to relax and enjoy coffee, tea, or hot chocolate at the self serve coffee bar. For a little more in house excitement, hang out in the photo / game room and have fun playing 2,000+ arcade games. You can also enjoy the Smart Tv to binge-watch all your favorite shows on Netflix. The perfect Airbnb for your next Chicago getaway.

$23 per night

SUPERHOST

Private room in Chicago

Luxury Stay near Downtown Chicago New Queen Bed

This stylish place to stay is perfect for guests looking to have a great airbnb experience. Enjoy the comfort of staying on home with brand new mattress, comforters, sheets, towels and everything else! Each room is equipped with Smart TV with Netflix, Amazon Videos and 300+ TV channels included, expensive luxury mattresses with 4 layers sheets & comforters bed setup, air conditioning with air humidifier, high speed internet and so much more!

$35 per night