Townhome holiday rentals in South Side
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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
4.96 out of 5 average rating, 231 reviewsNewly Renovated, Spacious Urban Getaway
Townhouse in Chicago
4.74 out of 5 average rating, 200 reviewsInsta Worthy Prime Spot *Patio *Parking *Fireplace
Townhouse in Chicago
4.97 out of 5 average rating, 125 reviews*SPACIOUS 4 Bedroom Townhouse with FREE PARKING!*
Townhouse in Chicago
4.83 out of 5 average rating, 92 reviewsBridgeport Home
Townhouse in Gary
4.93 out of 5 average rating, 71 reviewsSpacious and Cozy Lakeview Retreat in the Dunes!
Townhouse in Evanston
5.0 out of 5 average rating, 88 reviewsThe NICEST place in Evanston for Families 1500Main
Townhouse in Gary
4.93 out of 5 average rating, 75 reviewsMiller Beach Nature Get Away in Modern Townhome
Townhouse in Chicago
4.78 out of 5 average rating, 214 reviewsHistoric Pullman Home-Style Comfort & Great Locale
Townhouse accommodation with a washing machine and dryer
Townhouse in Oak Park
5.0 out of 5 average rating, 30 reviewsOak Park/River Forest Townhouse by Concordia Univ.
Townhouse in Chicago
5.0 out of 5 average rating, 70 reviewsUpscale Home in Lincoln Park Minutes from Downtown
Townhouse in Chicago
4.86 out of 5 average rating, 70 reviewsSanitized Home, 4BR/3BA, Free Parking available
Townhouse in Portage
5.0 out of 5 average rating, 54 reviewsHome near Indiana Dunes, Lake Michigan, Chicago!
Townhouse in Chicago
4.88 out of 5 average rating, 67 reviewsSpacious 4BR, central ChinaTown by McCormick/DWNT
Townhouse in Chicago
5.0 out of 5 average rating, 12 reviewsLuxurious Wicker Park Home with Parking
Townhouse in Gary
4.78 out of 5 average rating, 27 reviewsSpacious Townhouse on the Avenue
Townhouse in Chicago
4.95 out of 5 average rating, 97 reviewsUpscale 4-Bedroom Townhouse w/Garage - LOCATION
Townhouse rentals with a patio
Townhouse in Brookfield
4.77 out of 5 average rating, 47 reviewsSunny 2 bedroom townhouse near Brookfield zoo.
Townhouse in Oak Park
4.91 out of 5 average rating, 78 reviewsDowntown Oak Park - Luxury 3 bed 3.5 bath Townhome
Townhouse in Chicago
5.0 out of 5 average rating, 7 reviewsChinatown 3 bedroom with Parking - near McCormick
Townhouse in Chicago
5.0 out of 5 average rating, 23 reviews𓃥Wicker Cozy Corner w/Parking on site
Townhouse in Chicago
4.91 out of 5 average rating, 33 reviewsLocation! 3 Bed House, parking! Rooftop! Safe area
Townhouse in Chicago
4.97 out of 5 average rating, 58 reviewsCozy & Bright Townhome near O’hare -Self Check In-
Townhouse in Chicago
4.85 out of 5 average rating, 71 reviewsGreat Location-Lincoln Park/Wrigleyville +Parking!
Townhouse in Chicago
4.95 out of 5 average rating, 20 reviewsModern Downtown Home with Rooftop and Skyline View
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
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- South Bend Holiday rentals
- New Buffalo Holiday rentals
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