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 Roscoe Village
4.94 out of 5 average rating, 216 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
Home in West Town
4.95 out of 5 average rating, 173 reviewsParadise on the Park
Home in Berwyn
4.91 out of 5 average rating, 251 reviewsPrivate apartment with retro vibe
Home in Chicago
4.98 out of 5 average rating, 208 reviewsWrigleyville Southport Studio
Home in Forest Park
4.91 out of 5 average rating, 224 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in Uptown
4.9 out of 5 average rating, 337 reviewsPrivate 3rd Floor Apartment
Home in Chicago
4.97 out of 5 average rating, 359 reviewsTop Floor Escape | Modern Amenities | Lush Garden
Home in Whiting
4.83 out of 5 average rating, 123 reviewsThe Spa of Downtown Whiting
Apartment rentals with outdoor seating
Apartment in Chicago
4.87 out of 5 average rating, 220 reviewsGarden Apartment in the Historic Heart of the City
Apartment in Chicago
4.97 out of 5 average rating, 120 reviewsDesigner Avondale Attic
Apartment in Chicago
4.83 out of 5 average rating, 162 reviewsChicago Vintage Home
Apartment in Forest Park
5.0 out of 5 average rating, 228 reviewsLike a Treehouse!
Apartment in West Town
4.98 out of 5 average rating, 225 reviewsUkrainian Village Garden Retreat
Apartment in Near South Side
4.87 out of 5 average rating, 160 reviewsSkyline Serenity: Sauna, Hot Tub, Peloton, Views
Apartment in Chicago
4.91 out of 5 average rating, 171 reviewsHandicap accessible apartment w/Level-2 EV Charger
Apartment in Chicago
4.96 out of 5 average rating, 113 reviewsComfortable, modern apartment 20 Min from Downtown
Condo rentals with outdoor seating
Condo in Chicago
4.96 out of 5 average rating, 126 reviewsPrivate hot tub - King bed suite - Free parking
Condo in Chicago
4.9 out of 5 average rating, 137 reviewsEast Garfield Park 2 Bedroom
Condo in Chicago
4.88 out of 5 average rating, 236 reviews2 King Bed Condo Easy Downtown Free Street Parking
Condo in West Town
5.0 out of 5 average rating, 103 reviewsSpacious 4 Bedroom Condo
Condo in Chicago
4.98 out of 5 average rating, 258 reviewsNorthside Chicago Favorite with parking!
Condo in Chicago
4.96 out of 5 average rating, 112 reviewsCHIC DOWNTOWN PENTHOUSE w/ private roof +parking
Condo in Chicago
4.87 out of 5 average rating, 194 reviewsBold Ukrainian Village 2 Bedroom w/Garage Parking
Condo in Chicago
4.98 out of 5 average rating, 236 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Destinations to explore
- Downtown Chicago Vacation rentals
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