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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.
$30 per night
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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!
$32 per night

Other great vacation rentals in South Side

Private room in Chicago
The Modern Bedroom in Bridgeport Chicago
$28 per night
Private room in Chicago
New Queen bed near Downtown Chicago Chinatown
$29 per night
Rental unit in Chicago
McCormick Pl 420 friendly 1br/1ba parking/sleeps 4
$101 per night
Private room in Chicago
Master Bedroom in Spacious and Comfy Chicago Condo
$40 per night
SUPERHOST
Private room in Chicago
City View near Downtown Chicago Sox & Chinatown
$29 per night
Private room in Chicago
Stunning Private Room Getaway- Chicago
$60 per night
SUPERHOST
Private room in Chicago
New Bed Self Check-in 8 min Downtown Chicago
$29 per night
Private room in Chicago
Single Bedroom w/ Twin Bed & 5min to Metro
$31 per night
Private room in Chicago
Large Couple Bedroom w/ Queen Bed & 5min to Metro
$36 per night
Private room in Chicago
5 min to Chinatown 10min to Downtown Chicago
$29 per night
Private room in Chicago
Prime New House Perfect for your stay
$31 per night
Private room in Chicago
B5Hotel quality room near Downtown, CTA,McCormick
$44 per night
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