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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
Get the amount of space that is right for you
Popular amenities for outdoor seating rentals in Downtown Chicago
House rentals with outdoor seating
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Home in Chicago
4.95 out of 5 average rating, 188 reviewsParadise on the Park
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Home in Forest Park
4.9 out of 5 average rating, 235 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
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Home in Berwyn
4.91 out of 5 average rating, 286 reviewsPrivate apartment with retro vibe
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Home in Chicago
4.97 out of 5 average rating, 372 reviewsTop Floor Escape | Modern Amenities | Lush Garden
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Home in Chicago
4.89 out of 5 average rating, 342 reviewsPrivate 3rd Floor Apartment
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Home in Chicago
4.98 out of 5 average rating, 221 reviewsWrigleyville Southport Studio
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Home in Chicago
4.93 out of 5 average rating, 233 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
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Home in Wilmette
4.98 out of 5 average rating, 111 reviewsUnique porcelain-enamel paneled "Lustron" home
Apartment rentals with outdoor seating
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Rental unit in Chicago
4.93 out of 5 average rating, 391 reviewsRavenswood Guest House Annex
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Rental unit in Chicago
4.96 out of 5 average rating, 498 reviewsStunning Retro Apartment in Andersonville
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Rental unit in Chicago
4.83 out of 5 average rating, 177 reviewsYour brand new Chicago suite (unit 1F)
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Rental unit in Chicago
4.96 out of 5 average rating, 330 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
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Rental unit in Chicago
4.78 out of 5 average rating, 233 reviewsPrivate Studio Apt in the Heart of Wicker Park!
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Rental unit in Chicago
4.97 out of 5 average rating, 177 reviews2BR Centrally Located in Cozy Hip Logan Square
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Rental unit in Chicago
4.89 out of 5 average rating, 184 reviewsHistoric Chicago neighborhood flat
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Rental unit in Chicago
4.98 out of 5 average rating, 262 reviewsAndersonville Cozy 1 bedroom basement suite
Apartment rentals with outdoor seating
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Apartment in Chicago
4.97 out of 5 average rating, 117 reviewsStylish 3BR + Free Parking 10-15mins from Downtown
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Apartment in Chicago
4.91 out of 5 average rating, 128 reviewsSpacious & Modern Family Friendly North Center Apt
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Apartment in Chicago
4.9 out of 5 average rating, 146 reviewsEast Garfield Park 2 Bedroom
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Apartment in Chicago
4.87 out of 5 average rating, 208 reviewsBold Ukrainian Village 2 Bedroom w/Garage Parking
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Apartment in Chicago
4.88 out of 5 average rating, 244 reviews2 King Bed Condo Easy Downtown Free Street Parking
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Apartment in Chicago
5 out of 5 average rating, 114 reviewsSpacious 4 Bedroom Condo
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Apartment in Chicago
4.98 out of 5 average rating, 237 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
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Apartment in Chicago
4.82 out of 5 average rating, 279 reviewsWelcoming 2BR in Chicago's Best Neighborhood!
Destinations to explore
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