Vacation rentals with outdoor seating in South Side
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in South Side
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 South Side outdoor seating rentals
House rentals with outdoor seating
Home in Whiting
4.83 out of 5 average rating, 122 reviewsThe Spa of Downtown Whiting
Home in Berwyn
4.91 out of 5 average rating, 247 reviewsPrivate apartment with retro vibe
Home in Chicago
4.95 out of 5 average rating, 173 reviewsParadise on the Park
Home in Chicago
4.98 out of 5 average rating, 207 reviewsWrigleyville Southport Studio
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, 358 reviewsGreystone Haven in Logan Square
Home in Chicago
4.9 out of 5 average rating, 335 reviewsPrivate 3rd Floor Apartment
Home in Joliet
4.83 out of 5 average rating, 161 reviewsCozy Private Cottage in the Cathedral District
Apartment rentals with outdoor seating
Apartment in Chicago
4.98 out of 5 average rating, 133 reviewsModern Apt with style & comfort in Pilsen Chicago
Apartment in Blue Island
4.93 out of 5 average rating, 266 reviewsCharming Unique 2 Bdrm Apartment in Victorian Home
Apartment in Chicago
4.98 out of 5 average rating, 199 reviewsSpacious 2BR on Quiet St - Free Park/Late Checkout
Apartment in Forest Park
4.98 out of 5 average rating, 288 reviewsWalk to Oak Park from Our Sunny Turn of the Century Apt
Apartment in Chicago
4.97 out of 5 average rating, 120 reviewsDesigner Avondale Attic
Apartment in Chicago
4.96 out of 5 average rating, 112 reviewsComfortable, modern apartment 20 Min from Downtown
Apartment in Forest Park
5.0 out of 5 average rating, 227 reviewsLike a Treehouse!
Apartment in Chicago
4.87 out of 5 average rating, 159 reviewsSkyline Serenity: Sauna, Hot Tub, Peloton, Views
Condo rentals with outdoor seating
Condo in Chicago
4.9 out of 5 average rating, 137 reviewsEast Garfield Park 2 Bedroom
Condo in Chicago
4.96 out of 5 average rating, 123 reviewsPrivate hot tub - King bed suite - Free parking
Condo in Chicago
4.98 out of 5 average rating, 235 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Condo in Chicago
4.88 out of 5 average rating, 236 reviews2 King Bed Condo Easy Downtown Free Street Parking
Condo in Chicago
5.0 out of 5 average rating, 102 reviewsSpacious 4 Bedroom Condo
Condo in Chicago
4.98 out of 5 average rating, 257 reviewsNorthside Chicago Favorite with parking!
Condo in Chicago
4.96 out of 5 average rating, 112 reviewsCHIC DOWNTOWN PENTHOUSE w/ private roof +parking
Condo in Chicago
4.88 out of 5 average rating, 136 reviews1 #11 - 2 Bedroom 1 Bath Condo - McCormick Place
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
- South Haven Vacation rentals
- Naperville Vacation rentals
- South Bend Vacation rentals
- New Buffalo Vacation rentals
- Schaumburg Vacation rentals
- Chicago Vacation rentals
- Rentals with outdoor seating United States
- Rentals with outdoor seating Chicago
- Rentals with outdoor seating Chicago
- Rentals with outdoor seating Downtown Chicago
- Pet-friendly rentals South Side
- Private suite rentals South Side
- Rentals with beach access South Side
- Townhouse rentals South Side
- Rentals with a fireplace South Side
- Rentals with a fire pit South Side
- Rentals with lake access South Side
- Rentals with a patio South Side
- Apartment rentals South Side
- Rentals with a washer and dryer South Side
- Condo rentals South Side
- Rentals with a hot tub South Side
- Rentals with breakfast South Side
- House rentals South Side
- Monthly Rentals South Side
- Smoking-friendly rentals South Side
- Fitness-friendly rentals South Side
- Rentals with an EV charger South Side
- Waterfront rentals South Side
- Family-friendly rentals South Side
- Kid-friendly rentals South Side
- Rentals with outdoor seating Milwaukee
- Rentals with outdoor seating Illinois
- Rentals with outdoor seating Cook County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes