Holiday rentals with outdoor seating in Downtown Chicago
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Downtown Chicago
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for outdoor seating rentals in Downtown Chicago
House rentals with outdoor seating
Home in Berwyn
4.92 out of 5 average rating, 240 reviewsPrivate apartment with retro vibe
28 Aug – 4 Sep
Home in Uptown
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
13–20 Apr
Home in Chicago
4.98 out of 5 average rating, 206 reviewsWrigleyville Southport Studio
1–8 Dec
Home in Chicago
4.97 out of 5 average rating, 356 reviewsGreystone Haven in Logan Square
1–6 Sep
Home in Forest Park
4.91 out of 5 average rating, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
25 Jun – 2 Jul
Home in Chicago
4.96 out of 5 average rating, 127 reviewsChicago Riverhouse summer on our patio!
18–25 Aug
Home in Chicago
4.94 out of 5 average rating, 210 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
17–24 Sep
Home in Whiting
4.83 out of 5 average rating, 121 reviewsThe Spa of Downtown Whiting
10–17 Jan
Apartment rentals with outdoor seating
Flat in Logan Square
4.92 out of 5 average rating, 491 reviews2BR Bursting w/ Character in Hip Logan Square!
6–13 Apr
Flat in Chicago
4.96 out of 5 average rating, 238 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
14–21 Jan
Flat in Chicago
4.96 out of 5 average rating, 323 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
18–25 Nov
Flat in Chicago
4.96 out of 5 average rating, 162 reviews2BR Centrally Located in Cozy Hip Logan Square
6–13 Dec
Flat in Chicago
4.95 out of 5 average rating, 108 reviewsComfortable, modern apartment 20 Min from Downtown
11–18 Nov
Flat in Chicago
4.96 out of 5 average rating, 375 reviewsKing Bed, Huge Spa Shower, Dining Destination
9–16 Jan
Flat in Chicago
4.98 out of 5 average rating, 198 reviewsSpacious 2BR on Quiet St - Free Park/Late Checkout
29 Dec – 5 Jan
Flat in Chicago
4.78 out of 5 average rating, 217 reviewsPrivate Studio Apt in the Heart of Wicker Park!
6–13 Mar
Apartment rentals with outdoor seating
Apartment in Chicago
4.88 out of 5 average rating, 235 reviews2 King Bed Condo Easy Downtown Free Street Parking
13–20 Sep
Apartment in Chicago
4.96 out of 5 average rating, 119 reviewsPrivate hot tub - King bed suite - Free parking
19–26 Sep
Apartment in Chicago
4.9 out of 5 average rating, 136 reviewsEast Garfield Park 2 Bedroom
28 Nov – 5 Dec
Apartment in Chicago
4.81 out of 5 average rating, 265 reviewsWelcoming 2BR in Chicago's Best Neighborhood!
12–19 Jun
Apartment in Chicago
4.91 out of 5 average rating, 247 reviewsOld Town Pied-à-Terre w/Pvt Terrace and Parking
25 Dec – 1 Jan
Apartment in West Town
5.0 out of 5 average rating, 100 reviewsSpacious 4 Bedroom Condo
17–24 Feb
Apartment in Logan Square
4.98 out of 5 average rating, 233 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
29 Apr – 6 May
Apartment in North Center
4.91 out of 5 average rating, 121 reviewsSpacious & Modern Family Friendly North Center Apt
2–9 Nov
Destinations to explore
- Milwaukee Holiday rentals
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- Rentals with outdoor seating United States
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