Vacation rentals with outdoor seating in Chicago
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Chicago
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago outdoor seating rentals
House rentals with outdoor seating
Home in Berwyn
4.92 out of 5 average rating, 238 reviewsPrivate apartment with retro vibe
Sep 14 – 21
Home in Chicago
4.95 out of 5 average rating, 171 reviewsParadise on the Park
Jan 15 – 22
Home in Chicago
4.98 out of 5 average rating, 205 reviewsWrigleyville Southport Studio
Nov 28 – Dec 5
Home in Chicago
4.96 out of 5 average rating, 316 reviewsGet Cozy at a Powder-Blue Residence in the Heart of Pilsen
Jan 4 – 11
Home in Chicago
4.94 out of 5 average rating, 209 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
Mar 1 – 8
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Feb 5 – 12
Home in Forest Park
4.91 out of 5 average rating, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Jun 25 – Jul 2
Home in Chicago
4.97 out of 5 average rating, 356 reviewsGreystone Haven in Logan Square
Jun 27 – Jul 4
Apartment rentals with outdoor seating
Apartment in Chicago
4.89 out of 5 average rating, 176 reviewsHistoric Chicago neighborhood flat
Nov 10 – 17
Apartment in Chicago
4.86 out of 5 average rating, 201 reviewsPrivate Queen Bedroom and En Suite Bath
Jul 20 – 27
Apartment in Chicago
4.98 out of 5 average rating, 250 reviewsAndersonville Cozy 1 bedroom basement suite
Oct 2 – 9
Apartment in Forest Park
5.0 out of 5 average rating, 219 reviewsLike a Treehouse!
Oct 2 – 9
Apartment in Forest Park
4.93 out of 5 average rating, 585 reviewsPeaceful oasis in Forest Park
Sep 3 – 10
Apartment in Chicago
4.98 out of 5 average rating, 219 reviewsUkrainian Village Garden Retreat
Oct 25 – Nov 1
Apartment in Chicago
4.95 out of 5 average rating, 106 reviewsComfortable, modern apartment 20 Min from Downtown
Jan 24 – 31
Apartment in Chicago
4.84 out of 5 average rating, 479 reviewsRelaxed Bucktown/Wicker Park 1B Apt
Oct 2 – 9
Condo rentals with outdoor seating
Condo in Chicago
4.91 out of 5 average rating, 120 reviewsSpacious & Modern Family Friendly North Center Apt
Jan 25 – Feb 1
Condo in Chicago
4.86 out of 5 average rating, 191 reviewsBold Ukrainian Village 2 Bedroom w/Garage Parking
Jan 2 – 9
Condo in Chicago
4.88 out of 5 average rating, 234 reviews2 King Bed Condo Easy Downtown Free Street Parking
Nov 13 – 20
Condo in Chicago
4.9 out of 5 average rating, 136 reviewsEast Garfield Park 2 Bedroom
Sep 4 – 11
Condo in Oak Park
4.79 out of 5 average rating, 308 reviewsPeaceful Oak Park Condo Next to Green Line Metro
Aug 21 – 28
Condo in Chicago
4.98 out of 5 average rating, 233 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Jan 24 – 31
Condo in Chicago
4.81 out of 5 average rating, 265 reviewsWelcoming 2BR in Chicago's Best Neighborhood!
Jun 29 – Jul 6
Condo in Chicago
4.96 out of 5 average rating, 112 reviewsBest Lincoln Square location. Spacious 2 bedroom
Jan 11 – 18
Quick stats about vacation rentals with outdoor seating in Chicago
Total rentals
2.5K properties
Rentals with dedicated workspaces
2K properties have a dedicated workspace
Rentals with a pool
280 properties have a pool
Pet-friendly rentals
890 properties allow pets
Family-friendly rentals
1.6K properties are a good fit for families
Total number of reviews
154K reviews
Destinations to explore
- Downtown Chicago Vacation rentals
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Lake Michigan Beach Vacation rentals
- Saugatuck Vacation rentals
- Evanston Vacation rentals
- Holland Vacation rentals
- South Haven Vacation rentals
- Naperville Vacation rentals
- South Side Vacation rentals
- South Bend Vacation rentals
- New Buffalo Vacation rentals
- Rentals with outdoor seating United States
- Pet-friendly rentals Chicago
- Villa rentals Chicago
- Rentals with beach access Chicago
- Rentals with a sauna Chicago
- Rentals with an EV charger Chicago
- Waterfront rentals Chicago
- Bed and breakfasts Chicago
- Rentals with a home theater Chicago
- Rentals with a patio Chicago
- Hotel rentals Chicago
- Rentals with a washer and dryer Chicago
- Fitness-friendly rentals Chicago
- Condo rentals Chicago
- Kid-friendly rentals Chicago
- Loft rentals Chicago
- Cottage rentals Chicago
- Beachfront rentals Chicago
- Apartment rentals Chicago
- Rentals with pools Chicago
- Lakehouse rentals Chicago
- Rentals with a hot tub Chicago
- Rentals with breakfast Chicago
- House rentals Chicago
- Rentals with a balcony Chicago
- Rentals with a fireplace Chicago
- Boutique hotel rentals Chicago
- Monthly Rentals Chicago
- Rentals with lake access Chicago
- Mansion rentals Chicago
- Rentals with a fire pit Chicago
- Guesthouse rentals Chicago
- Private suite rentals Chicago
- Family-friendly rentals Chicago
- Rentals with an accessible height bed Chicago
- Smoking-friendly rentals Chicago
- Townhouse rentals Chicago
- Rentals with outdoor seating Downtown Chicago
- Rentals with outdoor seating Milwaukee
- Rentals with outdoor seating Chicago Loop
- 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
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom