Vacation rentals with outdoor seating in Downtown Chicago
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Downtown Chicago
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 Downtown Chicago outdoor seating rentals
House rentals with outdoor seating
Home in Chicago
4.97 out of 5 average rating, 357 reviewsGreystone Haven in Logan Square
Oct 17 – 24
Home in Roscoe Village
4.94 out of 5 average rating, 212 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
Mar 9 – 16
Home in Chicago
4.98 out of 5 average rating, 206 reviewsWrigleyville Southport Studio
Oct 30 – Nov 6
Home in Berwyn
4.91 out of 5 average rating, 241 reviewsPrivate apartment with retro vibe
Sep 17 – 24
Home in Uptown
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
Jan 2 – 9
Home in Avondale
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Feb 13 – 20
Home in Forest Park
4.91 out of 5 average rating, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Jun 23 – 30
Home in Chicago
4.96 out of 5 average rating, 128 reviewsChicago Riverhouse summer on our patio!
Oct 31 – Nov 7
Apartment rentals with outdoor seating
Apartment in Near South Side
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
Mar 5 – 12
Apartment in Chicago
4.98 out of 5 average rating, 221 reviewsUkrainian Village Garden Retreat
Oct 24 – 31
Apartment in Chicago
4.96 out of 5 average rating, 238 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Dec 31 – Jan 7
Apartment in Chicago
4.98 out of 5 average rating, 199 reviewsSpacious 2BR on Quiet St - Free Park/Late Checkout
Dec 26 – Jan 2
Apartment in Chicago
4.95 out of 5 average rating, 109 reviewsComfortable, modern apartment 20 Min from Downtown
Nov 22 – 29
Apartment in Chicago
4.96 out of 5 average rating, 376 reviewsKing Bed, Huge Spa Shower, Dining Destination
Jan 14 – 21
Apartment in Logan Square
4.92 out of 5 average rating, 492 reviews2BR Bursting w/ Character in Hip Logan Square!
Dec 23 – 30
Apartment in Lake View
4.86 out of 5 average rating, 202 reviewsPrivate Queen Bedroom and En Suite Bath
Jul 12 – 19
Condo rentals with outdoor seating
Condo in Chicago
4.96 out of 5 average rating, 120 reviewsPrivate hot tub - King bed suite - Free parking
Aug 28 – Sep 4
Condo in Chicago
4.86 out of 5 average rating, 191 reviewsBold Ukrainian Village 2 Bedroom w/Garage Parking
Dec 10 – 17
Condo in West Town
5.0 out of 5 average rating, 100 reviewsSpacious 4 Bedroom Condo
Jan 2 – 9
Condo in Logan Square
4.98 out of 5 average rating, 234 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Dec 16 – 23
Condo in Chicago
4.9 out of 5 average rating, 136 reviewsEast Garfield Park 2 Bedroom
Nov 16 – 23
Condo in Chicago
4.81 out of 5 average rating, 265 reviewsWelcoming 2BR in Chicago's Best Neighborhood!
Jul 3 – 10
Condo in Chicago
4.88 out of 5 average rating, 235 reviews2 King Bed Condo Easy Downtown Free Street Parking
Nov 5 – 12
Condo in Chicago
4.95 out of 5 average rating, 111 reviewsCHIC DOWNTOWN PENTHOUSE w/ private roof +parking
Jul 17 – 24
Destinations to explore
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- Rentals with outdoor seating United States
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