
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
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Popular amenities for outdoor seating rentals in Downtown Chicago
House rentals with outdoor seating

Home in Chicago
4.85 out of 5 average rating, 40 reviewsThe Banksy-King Bed-Firepit-Rooftop-United Center

Home in Elmhurst
4.82 out of 5 average rating, 17 reviewsEnamored in Elmhurst

Home in Brookfield
4.91 out of 5 average rating, 78 reviewsRemodeled | Game room | Fire Pit | 5 Min to Zoo

Home in Chicago
4.92 out of 5 average rating, 269 reviewsDuplex Home RoscoeVillage/Wrigley Free St Parking

Home in Chicago
4.95 out of 5 average rating, 22 reviewsWrigley classic+trendy+2garage

Home in Chicago
4.95 out of 5 average rating, 39 reviewsGorgeous and Luxurious 3 BR Home

Home in Worth
5 out of 5 average rating, 10 reviews3 x Queen Beds + Pull Out Sofa Bed - No Stairs !

Home in Chicago
4.94 out of 5 average rating, 127 reviewsBoHo House - A Chic, 1903 Chicago Workers Cottage
Apartment rentals with outdoor seating

Flat in Chicago
4.95 out of 5 average rating, 129 reviewsBohemian Moto Inn

Flat in Chicago
4.72 out of 5 average rating, 117 reviewsThe Biddle House (#1)

Flat in Chicago
4.91 out of 5 average rating, 127 reviewsModern 3BR with Private Rooftop & Free Parking

Flat in Chicago
4.98 out of 5 average rating, 103 reviewsLovely 2bedroom 1bath Apt and outdoor seating.

Flat in Chicago
4.92 out of 5 average rating, 154 reviewsExecutive Apartment on Lake Michigan with parking

Flat in Oak Park
4.92 out of 5 average rating, 181 reviewsLarge sunny 3BR apt. in downtown Oak Park

Flat in Chicago
5 out of 5 average rating, 109 reviewsSpacious 2 Bedroom in the heart of Lakeview!

Flat in Chicago
4.97 out of 5 average rating, 139 reviewsInviting 2 Bedroom Apartment in Roscoe Village
Apartment rentals with outdoor seating

Apartment in Chicago
4.9 out of 5 average rating, 225 reviewsA Stones Throw from U Chicago South Campus!

Apartment in Chicago
4.9 out of 5 average rating, 107 reviewsConvenient & Spacious 3BR Condo w/Free Parking

Apartment in Chicago
4.92 out of 5 average rating, 109 reviewsLuxuriously bright 3-bedroom condo: The Treehouse

Apartment in Chicago
4.94 out of 5 average rating, 108 reviewsUrban Oasis | Great for Families w/ Kids

Apartment in Chicago
4.91 out of 5 average rating, 100 reviewsRenovated 2 Bed Condo Lincoln Park w/ Free Parking

Apartment in Chicago
4.84 out of 5 average rating, 423 reviewsAuthentic Condo steps from Wrigley Field!

Apartment in Chicago
4.98 out of 5 average rating, 110 reviews💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

Apartment in Chicago
4.99 out of 5 average rating, 150 reviewsSpacious 4 Bedroom Condo
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