Townhome holiday rentals in South Side
Find and book unique townhouse rentals on Airbnb
Top-rated townhouse rentals in South Side
Guests agree: these townhouse rentals 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 townhouse rentals in South Side
Family-friendly townhouse rentals
Townhouse in Chicago
Insta Worthy Prime Spot *Patio *Parking *Fireplace
Townhouse in Chicago
Newly Renovated, Spacious Urban Getaway
Townhouse in Chicago
*SPACIOUS 4 Bedroom Townhouse with FREE PARKING!*
Townhouse in Gary
Spacious and Cozy Lakeview Retreat in the Dunes!
Townhouse in Evanston
The NICEST place in Evanston for Families 1500Main
Townhouse in Gary
Miller Beach Nature Get Away in Modern Townhome
Townhouse in Chicago
Historic Pullman Home-Style Comfort & Great Locale
Townhouse in Chicago
Chicago’s Dickens Place a trendy centralized flat
Townhouse accommodation with a washing machine and dryer
Townhouse in Chicago
Historic lux Townhouse on Chicago's Gold Coast
Townhouse in Oak Park
Oak Park/River Forest Townhouse by Concordia Univ.
Townhouse in Gary
Spacious Townhouse on the Avenue
Townhouse in Chicago
Spacious 4BR, central ChinaTown by McCormick/DWNT
Townhouse in Portage
Home near Indiana Dunes, Lake Michigan, Chicago!
Townhouse in Chicago
Upscale Home in Lincoln Park Minutes from Downtown
Townhouse in Chicago
Enjoy Chicago/suburbs 2BR townhouse fully equipped
Townhouse in Chicago
Sanitized Home, 4BR/3BA, Free Parking available
Townhouse rentals with a patio
Townhouse in Brookfield
Sunny 2 bedroom townhouse near Brookfield zoo.
Townhouse in Chicago
𓃥Wicker Cozy Corner w/Parking on site
Townhouse in Chicago
Chinatown 3 bedroom with Parking - near McCormick
Townhouse in Oak Park
Downtown Oak Park - Luxury 3 bed 3.5 bath Townhome
Townhouse in Chicago
Location! 3 Bed House, parking! Rooftop! Safe area
Townhouse in Chicago
Cozy & Bright Townhome near O’hare -Self Check In-
Townhouse in Chicago
Great Location-Lincoln Park/Wrigleyville +Parking!
Townhouse in Elmhurst
Full TownHouse 8.1 miles O'Hare
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Schaumburg Holiday rentals
- Chicago Holiday rentals
- Townhouse rentals United States
- House rentals United States
- Townhouse rentals Chicago
- House rentals Chicago
- Townhouse rentals Chicago
- House rentals Chicago
- House rentals Downtown Chicago
- Townhouse rentals Downtown Chicago
- Pet-friendly rentals South Side
- Family-friendly rentals South Side
- Smoking-friendly rentals South Side
- Fitness-friendly rentals South Side
- Rentals with breakfast South Side
- Apartment rentals South Side
- Flat rentals South Side
- Rentals with a hot tub South Side
- House rentals South Side
- Rentals with an EV charger South Side
- Rentals with a fireplace South Side
- Monthly Rentals South Side
- Waterfront rentals South Side
- Rentals with pools South Side
- Rentals with a patio South Side
- Private suite rentals South Side
- Rentals with beach access South Side
- Rentals with lake access South Side
- Family-friendly rentals South Side
- Rentals with outdoor seating South Side
- Rentals with a firepit South Side
- Rentals with a washing machine and dryer South Side
- House rentals Milwaukee
- House rentals Illinois
- Townhouse rentals Illinois
- House rentals Cook County
- Townhouse rentals 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