Vacation rentals with outdoor seating in South Side
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in South Side
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for South Side outdoor seating rentals
House rentals with outdoor seating
Home in Berwyn
4.92 out of 5 average rating, 240 reviewsPrivate apartment with retro vibe
Aug 28 – Sep 4
Home in Chicago
4.95 out of 5 average rating, 171 reviewsParadise on the Park
Dec 6 – 13
Home in Chicago
4.98 out of 5 average rating, 206 reviewsWrigleyville Southport Studio
Dec 1 – 8
Home in Whiting
4.83 out of 5 average rating, 121 reviewsThe Spa of Downtown Whiting
Jan 10 – 17
Home in Forest Park
4.91 out of 5 average rating, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Jun 25 – Jul 2
Home in Chicago
4.97 out of 5 average rating, 356 reviewsGreystone Haven in Logan Square
Sep 1 – 6
Home in Chicago
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
Apr 13 – 20
Home in Justice
4.95 out of 5 average rating, 192 reviews3 Kng|1 Qn|1 Full|3AirBds|Basketball Crt|FreePark
Jan 10 – 17
Apartment rentals with outdoor seating
Apartment in Chicago
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
Nov 1 – 8
Apartment in Forest Park
5.0 out of 5 average rating, 221 reviewsLike a Treehouse!
Sep 28 – Oct 5
Apartment in Chicago
4.97 out of 5 average rating, 118 reviewsDesigner Avondale Attic
Jul 6 – 13
Apartment in Chicago
4.83 out of 5 average rating, 160 reviewsChicago Vintage Home
Dec 24 – 31
Apartment in Oak Park
4.91 out of 5 average rating, 104 reviewsLovely, spacious 2bd, 1bath home w/free parking
Sep 25 – Oct 2
Apartment in Chicago
4.95 out of 5 average rating, 108 reviewsComfortable, modern apartment 20 Min from Downtown
Nov 11 – 18
Apartment in Blue Island
4.93 out of 5 average rating, 265 reviewsCharming Unique 2 Bdrm Apartment in Victorian Home
Jul 2 – 9
Apartment in Chicago
4.96 out of 5 average rating, 162 reviews2BR Centrally Located in Cozy Hip Logan Square
Dec 6 – 13
Condo rentals with outdoor seating
Condo in Chicago
4.9 out of 5 average rating, 136 reviewsEast Garfield Park 2 Bedroom
Nov 28 – Dec 5
Condo in Chicago
4.88 out of 5 average rating, 235 reviews2 King Bed Condo Easy Downtown Free Street Parking
Sep 13 – 20
Condo in Chicago
4.96 out of 5 average rating, 119 reviewsPrivate hot tub - King bed suite - Free parking
Jul 19 – 26
Condo in Chicago
4.98 out of 5 average rating, 233 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Apr 29 – May 6
Condo in Chicago
5.0 out of 5 average rating, 100 reviewsSpacious 4 Bedroom Condo
Feb 17 – 24
Condo in Chicago
4.81 out of 5 average rating, 265 reviewsWelcoming 2BR in Chicago's Best Neighborhood!
Jun 12 – 19
Condo in Chicago
4.91 out of 5 average rating, 247 reviewsOld Town Pied-à-Terre w/Pvt Terrace and Parking
Dec 25 – Jan 1
Condo in Chicago
4.88 out of 5 average rating, 136 reviews1 #11 - 2 Bedroom 1 Bath Condo - McCormick Place
Dec 3 – 10
Destinations to explore
- Downtown Chicago Vacation rentals
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- Rentals with outdoor seating United States
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