Vacation rentals with a patio in Downtown Chicago

Find and book unique accommodations with an outdoor patio on Airbnb

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Popular amenities for Downtown Chicago accommodations with an outdoor patio

House rentals with an outdoor patio

Guest favourite

Home in Chicago

4.92 out of 5 average rating, 86 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

Oct. 1 – 8

$209 CAD per night
Guest favourite

Home in Chicago Ridge

4.86 out of 5 average rating, 49 reviews

Quiet cul-de-sac with huge fenced in backyard

Sep. 21 – 28

$229 CAD per night
Guest favourite

Home in Chicago

4.98 out of 5 average rating, 55 reviews

2BD/1 BA with summer patio in quiet Roscoe Village

Mar. 24 – 31

$308 CAD per night
Guest favourite

Home in Chicago

5.0 out of 5 average rating, 11 reviews

Cubby Blue home - Wrigley ~Free Parking~

Dec. 12 – 19

$357 CAD per night
Guest favourite

Home in Chicago

4.93 out of 5 average rating, 70 reviews

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

Sep. 17 – 24

$613 CAD per night
Guest favourite

Home in Wilmette

4.98 out of 5 average rating, 92 reviews

Unique porcelain-enamel paneled "Lustron" home

Oct. 3 – 10

$255 CAD per night
Guest favourite

Home in Chicago

5.0 out of 5 average rating, 15 reviews

Chicago Home by Midway near Downtown Attractions

Apr. 12 – 19

$247 CAD per night
Guest favourite

Home in Robbins

4.97 out of 5 average rating, 36 reviews

Comfy Updated 3 Bdrm/2Bth -Near SXU, MVC & MDW

Oct. 9 – 16

$191 CAD per night

Condo rentals with a patio

Destinations to explore