Vacation rentals with a patio in South Side
Find and book unique patio rentals on Airbnb
Top-rated patio rentals in South Side
Guests agree: these patio 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 patio rentals
Apartment rentals with a patio
Rental unit in Palatine
Huge Sofa-Private Deck-King Bed-Downtown-Retro Apt
Rental unit in Chicago
Spacious and Comfy 3 Bedroom Apt
Rental unit in Chicago
Cozy 2 bdrm w/ patio mins from Midway Airport
Rental unit in Chicago
McCormick 2B/2Ba for up to 6 guests/private Patio
Rental unit in Chicago
Cozy Bungalow Getaway
Rental unit in Chicago
Serene Escape with King Sleep Number Bed, No Fees!
Rental unit in Forest Park
Sunny 1 bedroom apartment 1 block from restaurants
Rental unit in Homewood
Charming Garden Apartment
House rentals with a patio
Home in Chicago
Division St Designer Home In Heart of Wicker Park
Home in Bolingbrook
The Sunshine Spot
Home in Chicago
Spacius unit in historic gem
Home in Chicago Ridge
Quiet cul-de-sac with huge fenced in backyard
Home in Chicago
Chicago Home by Midway near Downtown Attractions
Home in Chicago
Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking
Home in Chicago
Cozy 1BR Apt, mins to DWTN/McCormick, in ChinaTwn
Home in Chicago
Chicago getaway for two!
Condo rentals with a patio
Condo in Chicago
CHIC DOWNTOWN PENTHOUSE w/ private roof +parking
Condo in Chicago
Updated Designer Duplex In Fulton Market W/parking
Condo in Chicago
Interior designer duplex 2bd 2bath w/ prvt backyd
Condo in Chicago
Spacious 4 Bedroom Condo
Condo in Chicago
Lincoln Park 2bed/2bath in Historic Neighborhood
Condo in Chicago
Tri-Taylor/Medical Dist. near West Loop
Condo in Chicago
Can't Beat This 2min Walk to Wrigley!
Condo in Chicago
Lively Wicker Park 2br, Steps to Damen Blue Line
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 a patio United States
- Rentals with a patio Chicago
- Rentals with a patio Chicago
- Rentals with a patio Downtown Chicago
- Family-friendly rentals South Side
- Rentals with a washer and dryer South Side
- Apartment rentals South Side
- Private suite rentals South Side
- Rentals with lake access South Side
- Condo rentals South Side
- Waterfront rentals South Side
- Rentals with outdoor seating South Side
- Rentals with breakfast South Side
- Rentals with a fire pit South Side
- Rentals with beach access South Side
- Smoking-friendly rentals South Side
- Pet-friendly rentals South Side
- Rentals with a fireplace South Side
- Monthly Rentals South Side
- Rentals with pools South Side
- Kid-friendly rentals South Side
- Rentals with an EV charger South Side
- Rentals with a hot tub South Side
- Townhouse rentals South Side
- Fitness-friendly rentals South Side
- House rentals South Side
- Rentals with a patio Milwaukee
- Rentals with a patio Illinois
- Rentals with a patio 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