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Holiday rentals with outdoor seating in South Side
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in South Side
Guests agree: These Holiday Houses 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 South Side outdoor seating rentals
Holiday House Rentals with Outdoor Seating
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Home in Berwyn
4.91 out of 5 average rating, 286 reviewsPrivate apartment with retro vibe
![](https://a0.muscache.com/im/pictures/dfa1bc00-23e0-48da-b7e4-91d4f0e868d6.jpg?im_w=720)
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 Whiting
4.83 out of 5 average rating, 131 reviewsThe Spa of Downtown Whiting
![](https://a0.muscache.com/im/pictures/miso/Hosting-21356462/original/3c7a6490-33bf-42f2-b253-f024267a9a78.jpeg?im_w=720)
Home in Chicago
4.98 out of 5 average rating, 221 reviewsWrigleyville Southport Studio
![](https://a0.muscache.com/im/pictures/5f8b7424-9265-4ce4-b27a-92e87cadb780.jpg?im_w=720)
Home in Chicago
4.97 out of 5 average rating, 372 reviewsTop Floor Escape | Modern Amenities | Lush Garden
![](https://a0.muscache.com/im/pictures/92bc372c-4ef5-4f2b-aff8-7dbdd7964d3b.jpg?im_w=720)
Home in Chicago
4.95 out of 5 average rating, 188 reviewsParadise on the Park
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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 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 Forest Park
4.99 out of 5 average rating, 111 reviewsSunny 1 bedroom apartment 1 block from restaurants
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Rental unit in Chicago
4.97 out of 5 average rating, 343 reviewsCharming, Spacious 3BR Lakeview Apt Near Transit
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Rental unit in Berwyn
4.94 out of 5 average rating, 155 reviewsSpacious Oasis Berwyn with Free Parking
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Rental unit in Chicago
4.96 out of 5 average rating, 101 reviewsSpacious Studio w/Balcony in Bucktown/Wicker Park
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Rental unit in Chicago
4.95 out of 5 average rating, 380 reviewsA Vintage Pink House in the Heart of Chicago
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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, 330 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
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Rental unit in Chicago
4.96 out of 5 average rating, 134 reviewsDesigner Avondale Attic
Condo rentals with outdoor seating
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Condo in Chicago
4.9 out of 5 average rating, 146 reviewsEast Garfield Park 2 Bedroom
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Condo in Chicago
4.97 out of 5 average rating, 117 reviewsStylish 3BR + Free Parking 10-15mins from Downtown
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Condo in Chicago
4.88 out of 5 average rating, 244 reviews2 King Bed Condo Easy Downtown Free Street Parking
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Condo in Chicago
4.91 out of 5 average rating, 128 reviewsSpacious & Modern Family Friendly North Center Apt
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Condo in Chicago
5 out of 5 average rating, 114 reviewsSpacious 4 Bedroom Condo
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Condo in Chicago
4.87 out of 5 average rating, 208 reviewsBold Ukrainian Village 2 Bedroom w/Garage Parking
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Condo in Chicago
4.99 out of 5 average rating, 267 reviewsNorthside Chicago Favorite with parking!
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Condo in Chicago
4.89 out of 5 average rating, 105 reviews816 PLZN Luxury | Rooftop | Garage Parking-Pilsen
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
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- Rentals with outdoor seating United States
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