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Holiday rentals with outdoor seating in Chicago Loop
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Chicago Loop
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 Chicago Loop
House rentals with outdoor seating
![](https://a0.muscache.com/im/pictures/airflow/Hosting-3979385/original/d81c3fc9-6b1e-4ae8-9365-6d6591dc1c28.jpg?im_w=720)
Home in Uptown
4.89 out of 5 average rating, 342 reviewsPrivate 3rd Floor Apartment
![](https://a0.muscache.com/im/pictures/miso/Hosting-21356462/original/3c7a6490-33bf-42f2-b253-f024267a9a78.jpeg?im_w=720)
Home in Lake View
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 Logan Square
4.97 out of 5 average rating, 372 reviewsTop Floor Escape | Modern Amenities | Lush Garden
![](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
![](https://a0.muscache.com/im/pictures/e1111156-8cc1-496b-8f48-87dd72a5bc41.jpg?im_w=720)
Home in Lake View
4.99 out of 5 average rating, 101 reviewsHuge Sunlit Gem, Free Parking, No Cleaning Fee
![](https://a0.muscache.com/im/pictures/hosting/Hosting-47077568/original/0d5e7570-19c7-4f3a-a641-f5341f38507f.jpeg?im_w=720)
Home in Berwyn
4.91 out of 5 average rating, 286 reviewsPrivate apartment with retro vibe
![](https://a0.muscache.com/im/pictures/98319528-a2d3-40ab-a9ca-69266cb35df4.jpg?im_w=720)
Home in Roscoe Village
4.93 out of 5 average rating, 233 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
![](https://a0.muscache.com/im/pictures/miso/Hosting-675402080719928057/original/83e7aed6-e275-4c53-953c-19b7b9c0cd51.jpeg?im_w=720)
Home in Lincoln Park
4.86 out of 5 average rating, 105 reviewsLAVISH LINCOLN PARK Home w/ Patio +attached garage
Apartment rentals with outdoor seating
![](https://a0.muscache.com/im/pictures/0dc49353-c9bc-4d39-b14e-030aa996dea6.jpg?im_w=720)
Rental unit in Lincoln Square
4.96 out of 5 average rating, 330 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
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Rental unit in Portage Park
4.94 out of 5 average rating, 125 reviewsComfortable, modern apartment 20 Min from Downtown
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Rental unit in Lake View
4.87 out of 5 average rating, 212 reviewsPrivate Queen Bedroom and En Suite Bath
![](https://a0.muscache.com/im/pictures/86d7f657-67af-4957-a898-271c258ad31c.jpg?im_w=720)
Rental unit in Andersonville
4.96 out of 5 average rating, 498 reviewsStunning Retro Apartment in Andersonville
![](https://a0.muscache.com/im/pictures/1f5844fb-f10f-402a-ba98-96c01b1e3b99.jpg?im_w=720)
Rental unit in Wicker Park
4.78 out of 5 average rating, 233 reviewsPrivate Studio Apt in the Heart of Wicker Park!
![](https://a0.muscache.com/im/pictures/miso/Hosting-39862089/original/fb64dccc-5cdc-402d-b2a3-d5f5fbabdf2c.jpeg?im_w=720)
Rental unit in Chicago
4.83 out of 5 average rating, 177 reviewsYour brand new Chicago suite (unit 1F)
![](https://a0.muscache.com/im/pictures/miso/Hosting-3267902/original/d39e5e6b-311d-4a80-9804-714870ed8046.jpeg?im_w=720)
Rental unit in Edgewater
4.93 out of 5 average rating, 391 reviewsRavenswood Guest House Annex
Rental unit in Logan Square
4.96 out of 5 average rating, 394 reviewsKing Bed, Huge Spa Shower, Dining Destination
Apartment rentals with outdoor seating
![](https://a0.muscache.com/im/pictures/miso/Hosting-21422893/original/65c4230d-54c3-4308-9eac-a4a91c18efb0.jpeg?im_w=720)
Apartment in West Town
4.87 out of 5 average rating, 208 reviewsBold Ukrainian Village 2 Bedroom w/Garage Parking
![](https://a0.muscache.com/im/pictures/miso/Hosting-17824940/original/44356b70-01e8-4557-bdbf-96fac825ed38.jpeg?im_w=720)
Apartment in West Town
4.88 out of 5 average rating, 244 reviews2 King Bed Condo Easy Downtown Free Street Parking
![](https://a0.muscache.com/im/pictures/67b3abe3-a427-4da1-b76f-65257e734e42.jpg?im_w=720)
Apartment in Chicago
4.9 out of 5 average rating, 146 reviewsEast Garfield Park 2 Bedroom
![](https://a0.muscache.com/im/pictures/d13c8c19-6dc6-42b3-ae26-4789a191a71f.jpg?im_w=720)
Apartment in North Center
4.91 out of 5 average rating, 128 reviewsSpacious & Modern Family Friendly North Center Apt
![](https://a0.muscache.com/im/pictures/ed171b3c-a40b-4775-a240-afe82d9838ff.jpg?im_w=720)
Apartment in Humboldt Park
4.97 out of 5 average rating, 117 reviewsStylish 3BR + Free Parking 10-15mins from Downtown
![](https://a0.muscache.com/im/pictures/miso/Hosting-734035064351747901/original/0154dc39-da98-4ccf-b821-1bdf9c9fc1b3.jpeg?im_w=720)
Apartment in West Town
5 out of 5 average rating, 114 reviewsSpacious 4 Bedroom Condo
![](https://a0.muscache.com/im/pictures/95535076/dbb73f55_original.jpg?im_w=720)
Apartment in Logan Square
4.98 out of 5 average rating, 237 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
![](https://a0.muscache.com/im/pictures/miso/Hosting-15694333/original/aedc69c5-4b01-466b-b52e-8316c4717236.jpeg?im_w=720)
Apartment in Ukrainian Village
4.82 out of 5 average rating, 279 reviewsWelcoming 2BR in Chicago's Best Neighborhood!
Quick stats about holiday rentals with outdoor seating in Chicago Loop
Total rentals
140 properties
Nightly prices starting at
$54 SGD before taxes and fees
Total number of reviews
10K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
80 properties have a pool
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