Holiday rentals with outdoor seating in South Loop, Chicago
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in South Loop, Chicago
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for South Loop, Chicago outdoor seating rentals
Holiday House Rentals with Outdoor Seating
Home in Berwyn
4.91 out of 5 average rating, 242 reviewsPrivate apartment with retro vibe
20–27 Jul
Home in Lake View
4.98 out of 5 average rating, 206 reviewsWrigleyville Southport Studio
25 Nov – 2 Dec
Home in Uptown
4.89 out of 5 average rating, 333 reviewsPrivate 3rd Floor Apartment
11–18 Feb
Home in Chicago
4.97 out of 5 average rating, 357 reviewsGreystone Haven in Logan Square
17–24 Oct
Home in Roscoe Village
4.94 out of 5 average rating, 212 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
4–11 Mar
Home in Avondale
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
20–27 Apr
Home in Chicago
4.95 out of 5 average rating, 103 reviewsModern, Fully Renovated Logan Square Coach House
7–14 Dec
Home in Chicago
4.95 out of 5 average rating, 264 reviewsThe Roscoe House near Wrigley Field
21–28 Mar
Apartment rentals with outdoor seating
Apartment in Avondale
4.97 out of 5 average rating, 119 reviewsDesigner Avondale Attic
8–15 Jul
Apartment in Wicker Park
4.97 out of 5 average rating, 237 reviewsStylish First Flr. Studio. Best Location Division+Hermitage.
23 Feb – 2 Mar
Apartment in Cicero
4.98 out of 5 average rating, 204 reviewsCOZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
25 Apr – 2 May
Apartment in Chicago
4.99 out of 5 average rating, 357 reviewsPeaceful River West Apt with free parking
8–15 Jun
Apartment in Lincoln Square
4.96 out of 5 average rating, 323 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
10–17 Dec
Apartment in Chicago
4.96 out of 5 average rating, 238 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
31 Dec – 7 Jan
Apartment in Chicago
4.96 out of 5 average rating, 376 reviewsKing Bed, Huge Spa Shower, Dining Destination
5–12 Jan
Apartment in Chicago
4.91 out of 5 average rating, 186 reviewsLovely City Living Near Downtown-Train-Food!
26 Sep – 3 Oct
Condo rentals with outdoor seating
Condo in Chinatown
4.88 out of 5 average rating, 136 reviews1 #11 - 2 Bedroom 1 Bath Condo - McCormick Place
14–21 Jan
Condo in Little Italy
4.96 out of 5 average rating, 120 reviewsPrivate hot tub - King bed suite - Free parking
18–25 Aug
Condo in Chicago
4.9 out of 5 average rating, 136 reviewsEast Garfield Park 2 Bedroom
11–18 Mar
Condo in Woodlawn
4.9 out of 5 average rating, 192 reviewsA Stones Throw from U Chicago South Campus!
9–16 Nov
Condo in West Town
5.0 out of 5 average rating, 100 reviewsSpacious 4 Bedroom Condo
16–23 Feb
Condo in Logan Square
4.98 out of 5 average rating, 234 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
4–11 Jan
Condo in Chicago
4.88 out of 5 average rating, 235 reviews2 King Bed Condo Easy Downtown Free Street Parking
29 Oct – 5 Nov
Condo in West Town
4.86 out of 5 average rating, 191 reviewsBold Ukrainian Village 2 Bedroom w/Garage Parking
19–26 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
2.7K reviews
Nightly prices starting at
$100 NZD before taxes and fees
Destinations to explore
- Rentals with outdoor seating United States
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