Holiday rentals with outdoor seating in Old Town, Chicago
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Old Town, 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 Old Town, Chicago
House rentals with outdoor seating
Home in Chicago
4.96 out of 5 average rating, 316 reviewsGet Cozy at a Powder-Blue Residence in the Heart of Pilsen
8–15 Feb
Home in Avondale
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
24 Nov – 1 Dec
Home in Logan Square
4.97 out of 5 average rating, 356 reviewsGreystone Haven in Logan Square
17–24 Oct
Home in Wrigleyville
4.95 out of 5 average rating, 264 reviewsThe Roscoe House near Wrigley Field
28 Mar – 4 Apr
Home in Old Town
4.85 out of 5 average rating, 115 reviewsHuge Home *Prime Spot *Yard *Parking *Fireplace
2–9 Apr
Home in Lincoln Park
4.83 out of 5 average rating, 136 reviewsLincoln Park - DePaul House w/Patio Free Parking
2–9 Sept
Home in Berwyn
4.92 out of 5 average rating, 240 reviewsPrivate apartment with retro vibe
4–11 Sept
Home in Chicago
4.95 out of 5 average rating, 102 reviewsModern, Fully Renovated Logan Square Coach House
21–28 Dec
Apartment rentals with outdoor seating
Flat in West Town
4.89 out of 5 average rating, 473 reviewsiKlektik House Chicago / Robin
22–29 Sept
Flat in West Town
4.98 out of 5 average rating, 220 reviewsUkrainian Village Garden Retreat
5–12 Jul
Flat in Lake View
4.86 out of 5 average rating, 201 reviewsPrivate Queen Bedroom and En Suite Bath
25 Jul – 1 Aug
Flat in West Town
4.96 out of 5 average rating, 120 reviewsCozy Urban Getaway East Village Apartment
27 Mar – 3 Apr
Flat in Little Italy
4.98 out of 5 average rating, 199 reviewsSpacious 2BR on Quiet St - Free Park/Late Checkout
20–27 Jan
Flat in Lincoln Square
4.96 out of 5 average rating, 323 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
14–21 Dec
Flat in Wicker Park
4.84 out of 5 average rating, 480 reviewsRelaxed Bucktown/Wicker Park 1B Apt
12–19 Sept
Flat in Roscoe Village
4.9 out of 5 average rating, 372 reviewsRelax and Enjoy Chicago in an Updated and Private Apartment in Roscoe Village
9–16 Nov
Apartment rentals with outdoor seating
Apartment in West Town
4.88 out of 5 average rating, 235 reviews2 King Bed Condo Easy Downtown Free Street Parking
25 Oct – 1 Nov
Apartment in West Town
5.0 out of 5 average rating, 100 reviewsSpacious 4 Bedroom Condo
11–18 Feb
Apartment in Logan Square
4.98 out of 5 average rating, 233 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
15–22 Dec
Apartment in North Center
4.91 out of 5 average rating, 121 reviewsSpacious & Modern Family Friendly North Center Apt
12–19 Feb
Apartment in Lake View
4.98 out of 5 average rating, 103 reviewsInterior designer duplex 2bd 2bath w/ prvt office
5–12 Nov
Apartment in Chicago
4.95 out of 5 average rating, 111 reviewsCHIC DOWNTOWN PENTHOUSE w/ private roof +parking
17–24 Jul
Apartment in Chicago
4.81 out of 5 average rating, 265 reviewsWelcoming 2BR in Chicago's Best Neighborhood!
26 Jun – 3 Jul
Apartment in Logan Square
4.91 out of 5 average rating, 298 reviewsSusie's Space. 2BR easy parking & pet friendly
19–26 Jul
Quick stats about holiday rentals with outdoor seating in Old Town, Chicago
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.6K reviews
Nightly prices starting at
£96 before taxes and fees
Destinations to explore
- Rentals with outdoor seating United States
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