Holiday rentals with outdoor seating in Downtown Chicago
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Downtown Chicago
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Downtown Chicago outdoor seating rentals
Holiday House Rentals with Outdoor Seating
Home in Chicago
4.98 out of 5 average rating, 208 reviewsWrigleyville Southport Studio
Home in Berwyn
4.91 out of 5 average rating, 251 reviewsPrivate apartment with retro vibe
Home in Forest Park
4.91 out of 5 average rating, 224 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in Chicago
4.97 out of 5 average rating, 359 reviewsGrand Escape | Modern Amenities | Lush Garden
Home in Chicago
4.9 out of 5 average rating, 337 reviewsPrivate 3rd Floor Apartment
Home in Avondale
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Home in Chicago
4.95 out of 5 average rating, 131 reviewsChicago Riverhouse summer on our patio!
Home in Chicago
4.95 out of 5 average rating, 264 reviewsThe Roscoe House near Wrigley Field
Apartment rentals with outdoor seating
Apartment in West Town
4.89 out of 5 average rating, 474 reviewsiKlektik House Chicago / Robin
Apartment in Chicago
4.99 out of 5 average rating, 106 reviewsNewly Renovated, Spacious 2BR in Andersonville
Apartment in Chicago
4.95 out of 5 average rating, 242 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Apartment in Chicago
4.96 out of 5 average rating, 323 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
Apartment in Chicago
4.96 out of 5 average rating, 113 reviewsComfortable, modern apartment 20 Min from Downtown
Apartment in Wicker Park
4.97 out of 5 average rating, 237 reviewsStylish First Flr. Studio. Best Location Division+Hermitage.
Apartment in Chicago
4.95 out of 5 average rating, 365 reviewsA Vintage Pink House in the Heart of Chicago
Apartment in Chicago
4.97 out of 5 average rating, 150 reviewsDecompress on a Sophisticated Chaise at a Glamorous Hideaway
Condo rentals with outdoor seating
Condo in Chicago
4.96 out of 5 average rating, 125 reviewsPrivate hot tub - King bed suite - Free parking
Condo in West Town
5.0 out of 5 average rating, 102 reviewsSpacious 4 Bedroom Condo
Condo in Logan Square
4.98 out of 5 average rating, 235 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Condo in Woodlawn
4.9 out of 5 average rating, 193 reviewsA Stones Throw from U Chicago South Campus!
Condo in Chicago
4.96 out of 5 average rating, 112 reviewsCHIC DOWNTOWN PENTHOUSE w/ private roof +parking
Condo in Chicago
4.9 out of 5 average rating, 137 reviewsEast Garfield Park 2 Bedroom
Condo in Chicago
4.88 out of 5 average rating, 236 reviews2 King Bed Condo Easy Downtown Free Street Parking
Condo in Chicago
4.98 out of 5 average rating, 258 reviewsNorthside Chicago Favorite with parking!
Destinations to explore
- 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
- Chicago Holiday rentals
- Rentals with outdoor seating United States
- Rentals with outdoor seating Chicago
- Loft rentals Downtown Chicago
- Rentals with pools Downtown Chicago
- Rentals with lake access Downtown Chicago
- Rentals with a fire pit Downtown Chicago
- Rentals with a fireplace Downtown Chicago
- Pet-friendly rentals Downtown Chicago
- Beachfront rentals Downtown Chicago
- Rentals with a home theatre Downtown Chicago
- Condo rentals Downtown Chicago
- Rentals with beach access Downtown Chicago
- Hotel rentals Downtown Chicago
- Rentals with a sauna Downtown Chicago
- Rentals with a patio Downtown Chicago
- Fitness-friendly rentals Downtown Chicago
- Monthly Rentals Downtown Chicago
- Apartment rentals Downtown Chicago
- Rentals with an EV charger Downtown Chicago
- House rentals Downtown Chicago
- Waterfront rentals Downtown Chicago
- Kid-friendly rentals Downtown Chicago
- Rentals with a washing machine and dryer Downtown Chicago
- Rentals with a hot tub Downtown Chicago
- Townhouse rentals Downtown Chicago
- Boutique hotel rentals Downtown Chicago
- Rentals with breakfast Downtown Chicago
- Family-friendly rentals Downtown Chicago
- Smoking-friendly rentals Downtown Chicago
- Rentals with outdoor seating Milwaukee
- Rentals with outdoor seating Lake Geneva
- Rentals with outdoor seating Illinois
- Rentals with outdoor seating Cook County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
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- Holiday Chalets United Kingdom
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- Holiday Apartments Australia
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- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
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- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
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- Beach Cabins United States
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