Holiday rentals with outdoor seating in Chicago
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in 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 Chicago
House rentals with outdoor seating
Home in West Town
4.95 out of 5 average rating, 171 reviewsParadise on the Park
15–22 Jan
Home in Berwyn
4.92 out of 5 average rating, 238 reviewsPrivate apartment with retro vibe
23–30 Jul
Home in Chicago
4.98 out of 5 average rating, 205 reviewsWrigleyville Southport Studio
29 Oct – 5 Nov
Home in Forest Park
4.91 out of 5 average rating, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
20–27 Jun
Home in Chicago
4.96 out of 5 average rating, 316 reviewsGet Cozy at a Powder-Blue Residence in the Heart of Pilsen
17–24 Mar
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
26 Feb – 5 Mar
Home in Chicago
4.97 out of 5 average rating, 356 reviewsGreystone Haven in Logan Square
27 Jun – 4 Jul
Home in Joliet
4.84 out of 5 average rating, 159 reviewsCozy Private Cottage in the Cathedral District
6–13 Jun
Apartment rentals with outdoor seating
Flat in Chicago
4.89 out of 5 average rating, 176 reviewsHistoric Chicago neighborhood flat
10–17 Nov
Flat in Chicago
4.89 out of 5 average rating, 473 reviewsiKlektik House Chicago / Robin
27 Dec – 3 Jan
Flat in Lake View
4.86 out of 5 average rating, 201 reviewsPrivate Queen Bedroom and En Suite Bath
14–21 Jul
Flat in Forest Park
4.93 out of 5 average rating, 585 reviewsPeaceful oasis in Forest Park
3–10 Sep
Flat in Andersonville
4.98 out of 5 average rating, 250 reviewsAndersonville Cozy 1 bedroom basement suite
30 Oct – 6 Nov
Flat in Forest Park
5.0 out of 5 average rating, 219 reviewsLike a Treehouse!
5–12 Sep
Flat in Chicago
4.95 out of 5 average rating, 106 reviewsComfortable, modern apartment 20 Min from Downtown
19–26 Nov
Flat in Chicago
4.93 out of 5 average rating, 381 reviewsRavenswood Guest House Annex
21–28 Apr
Apartment rentals with outdoor seating
Apartment in Chicago
4.88 out of 5 average rating, 234 reviews2 King Bed Condo Easy Downtown Free Street Parking
9–16 Sep
Apartment in Chicago
4.91 out of 5 average rating, 120 reviewsSpacious & Modern Family Friendly North Center Apt
26 Feb – 5 Mar
Apartment in Chicago
4.9 out of 5 average rating, 136 reviewsEast Garfield Park 2 Bedroom
3–10 Mar
Apartment in Chicago
4.86 out of 5 average rating, 191 reviewsBold Ukrainian Village 2 Bedroom w/Garage Parking
2–9 Jan
Apartment in Oak Park
4.79 out of 5 average rating, 308 reviewsPeaceful Oak Park Condo Next to Green Line Metro
13–20 Oct
Apartment in Chicago
4.98 out of 5 average rating, 232 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
5–12 Jan
Apartment in Chicago
4.96 out of 5 average rating, 112 reviewsBest Lincoln Square location. Spacious 2 bedroom
11–18 Jan
Apartment in Chicago
4.96 out of 5 average rating, 118 reviewsPrivate hot tub - King bed suite - Free parking
7–14 Jun
Quick stats about holiday rentals with outdoor seating in Chicago
Total rentals
2.5K properties
Rentals with dedicated workspaces
2K properties have a dedicated workspace
Rentals with a pool
280 properties have a pool
Pet-friendly rentals
890 properties allow pets
Family-friendly rentals
1.6K properties are a good fit for families
Total number of reviews
154K reviews
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Rentals with outdoor seating United States
- Rentals with a hot tub Chicago
- Pet-friendly rentals Chicago
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