Holiday rentals with outdoor seating in South Loop, Chicago
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in South Loop, Chicago
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for outdoor seating rentals in South Loop, Chicago
House rentals with outdoor seating
Home in Lake View
4.98 out of 5 average rating, 206 reviewsWrigleyville Southport Studio
22–29 Nov
Home in Chicago
4.97 out of 5 average rating, 357 reviewsGreystone Haven in Logan Square
17–24 Oct
Home in Uptown
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
18–25 Dec
Home in Avondale
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
6–13 Mar
Home in Roscoe Village
4.94 out of 5 average rating, 210 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
9–16 Mar
Home in Berwyn
4.92 out of 5 average rating, 240 reviewsPrivate apartment with retro vibe
8–15 Sep
Home in Chicago
4.95 out of 5 average rating, 264 reviewsThe Roscoe House near Wrigley Field
20–27 Mar
Home in Lincoln Park
4.82 out of 5 average rating, 140 reviewsHistoric Old Town, Fabulous 4 Bedroom Home
6–13 Apr
Apartment rentals with outdoor seating
Flat in West Town
4.89 out of 5 average rating, 473 reviewsiKlektik House Chicago / Robin
22–29 Sep
Flat in Avondale
4.97 out of 5 average rating, 118 reviewsDesigner Avondale Attic
22–29 Jul
Flat in Chicago
4.99 out of 5 average rating, 355 reviewsPeaceful River West Apt with free parking
7–14 Jun
Flat in Chicago
4.96 out of 5 average rating, 238 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
19–26 Nov
Flat in Edgewater
4.99 out of 5 average rating, 104 reviewsNewly Renovated, Spacious 2BR in Andersonville
7–14 Dec
Flat in Chicago
4.96 out of 5 average rating, 323 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
18–25 Dec
Flat in Chicago
4.98 out of 5 average rating, 221 reviewsUkrainian Village Garden Retreat
5–12 Jul
Flat in Cicero
4.98 out of 5 average rating, 202 reviewsCOZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
23–30 Apr
Apartment rentals with outdoor seating
Apartment in Little Italy
4.96 out of 5 average rating, 120 reviewsPrivate hot tub - King bed suite - Free parking
25 Jun – 2 Jul
Apartment in Chinatown
4.88 out of 5 average rating, 136 reviews1 #11 - 2 Bedroom 1 Bath Condo - McCormick Place
22–29 Jan
Apartment in West Town
5.0 out of 5 average rating, 100 reviewsSpacious 4 Bedroom Condo
11–18 Feb
Apartment in Logan Square
4.98 out of 5 average rating, 234 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
18–25 Mar
Apartment in Woodlawn
4.9 out of 5 average rating, 191 reviewsA Stones Throw from U Chicago South Campus!
17–24 Nov
Apartment in Chicago
4.88 out of 5 average rating, 235 reviews2 King Bed Condo Easy Downtown Free Street Parking
29 Jan – 5 Feb
Apartment in The Loop
4.8 out of 5 average rating, 168 reviewsMICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
10–17 Jul
Apartment in Chicago
4.9 out of 5 average rating, 136 reviewsEast Garfield Park 2 Bedroom
16–23 Nov
Quick stats about holiday rentals with outdoor seating in South Loop, Chicago
Total rentals
70 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
2.7T reviews
Nightly prices starting at
₹5,001 before taxes and fees
Destinations to explore
- Rentals with outdoor seating United States
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