Vacation rentals with outdoor seating in Chicago
Find and book unique accommodations with outdoor seating on Airbnb
Top-rated accommodations with outdoor seating in Chicago
Guests agree: these accommodations with outdoor seating 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 Chicago
4.95 out of 5 average rating, 171 reviewsParadise on the Park
Jan. 2 – 9
Home in Berwyn
4.92 out of 5 average rating, 240 reviewsPrivate apartment with retro vibe
Sep. 8 – 15
Home in Chicago
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
Dec. 18 – 25
Home in Chicago
4.96 out of 5 average rating, 316 reviewsGet Cozy at a Powder-Blue Residence in the Heart of Pilsen
Feb. 8 – 15
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Mar. 6 – 13
Home in Chicago
4.97 out of 5 average rating, 357 reviewsGreystone Haven in Logan Square
Oct. 17 – 24
Home in Chicago
4.94 out of 5 average rating, 210 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
Mar. 9 – 16
Home in Forest Park
4.91 out of 5 average rating, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Jun. 23 – 30
Apartment rentals with outdoor seating
Apartment in Chicago
4.86 out of 5 average rating, 202 reviewsPrivate Queen Bedroom and En Suite Bath
Jul. 10 – 17
Apartment in Chicago
4.89 out of 5 average rating, 473 reviewsiKlektik House Chicago / Robin
Sep. 22 – 29
Apartment in Chicago
4.95 out of 5 average rating, 109 reviewsComfortable, modern apartment 20 Min from Downtown
Mar. 8 – 15
Apartment in Chicago
4.97 out of 5 average rating, 236 reviewsStylish First Flr. Studio. Best Location Division+Hermitage.
Jan. 4 – 11
Apartment in Forest Park
5.0 out of 5 average rating, 222 reviewsLike a Treehouse!
Oct. 24 – 31
Apartment in Chicago
4.93 out of 5 average rating, 382 reviewsRavenswood Guest House Annex
Mar. 6 – 13
Apartment in Chicago
4.97 out of 5 average rating, 329 reviewsCharming, Spacious 3BR Lakeview Apt Near Transit
Jan. 2 – 9
Apartment in Chicago
4.89 out of 5 average rating, 177 reviewsHistoric Chicago neighborhood flat
Mar. 1 – 8
Condo rentals with outdoor seating
Condo in Chicago
4.91 out of 5 average rating, 121 reviewsSpacious & Modern Family Friendly North Center Apt
Feb. 12 – 19
Condo in Chicago
4.96 out of 5 average rating, 120 reviewsPrivate hot tub - King bed suite - Free parking
Jun. 25 – Jul. 2
Condo in Chicago
4.98 out of 5 average rating, 234 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Mar. 18 – 25
Condo in Chicago
4.9 out of 5 average rating, 136 reviewsEast Garfield Park 2 Bedroom
Nov. 16 – 23
Condo in Chicago
4.88 out of 5 average rating, 235 reviews2 King Bed Condo Easy Downtown Free Street Parking
Jan. 29 – Feb. 5
Condo in Chicago
4.96 out of 5 average rating, 113 reviewsBest Lincoln Square location. Spacious 2 bedroom
Oct. 2 – 9
Condo in Chicago
5.0 out of 5 average rating, 100 reviewsSpacious 4 Bedroom Condo
Feb. 11 – 18
Condo in Chicago
4.9 out of 5 average rating, 191 reviewsA Stones Throw from U Chicago South Campus!
Nov. 17 – 24
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
- Family-friendly rentals Chicago
- Rentals with pools Chicago
- Waterfront rentals Chicago
- Kid-friendly rentals Chicago
- Loft rentals Chicago
- Guesthouse rentals Chicago
- Private suite rentals Chicago
- Rentals with an EV charger Chicago
- Rentals with lake access Chicago
- Rentals with a balcony Chicago
- Bed and breakfasts Chicago
- Cottage rentals Chicago
- Apartment rentals Chicago
- Lake house rentals Chicago
- Hotel rentals Chicago
- Townhouse rentals Chicago
- Rentals with a firepit Chicago
- Rentals with an accessible height bed Chicago
- Beachfront rentals Chicago
- Boutique hotel rentals Chicago
- Rentals with a fireplace Chicago
- Condo rentals Chicago
- Rentals with a sauna Chicago
- Rentals with breakfast Chicago
- Rentals with a home theater Chicago
- Rentals with a patio Chicago
- Monthly Rentals Chicago
- Pet-friendly rentals Chicago
- Mansion rentals Chicago
- Rentals with a hot tub Chicago
- House rentals Chicago
- Rentals with a washer and dryer Chicago
- Smoking-friendly rentals Chicago
- Rentals with beach access Chicago
- Fitness-friendly rentals Chicago
- Rentals with outdoor seating 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
- 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