Townhome vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for South Side townhouse rentals
Family-friendly townhouse rentals
Townhouse in Chicago
4.97 out of 5 average rating, 230 reviewsNewly Renovated, Spacious Urban Getaway
Townhouse in Old Town
4.84 out of 5 average rating, 150 reviewsDowntown Elegance ✨ Private Yard Parking
Townhouse in Uptown
4.97 out of 5 average rating, 123 reviews*SPACIOUS 4 Bedroom Townhouse with FREE PARKING!*
Townhouse in Chicago
4.82 out of 5 average rating, 90 reviewsBridgeport Home
Townhouse in Evanston
5.0 out of 5 average rating, 86 reviewsThe NICEST place in Evanston for Families 1500Main
Townhouse in Gary
4.93 out of 5 average rating, 71 reviewsSpacious and Cozy Lakeview Retreat in the Dunes!
Townhouse in Gary
4.93 out of 5 average rating, 75 reviewsMiller Beach Nature Get Away in Modern Townhome
Townhouse in Chicago
4.77 out of 5 average rating, 213 reviewsHistoric Pullman Home-Style Comfort & Great Locale
Townhouse rentals with a washer and dryer
Townhouse in Chicago
4.81 out of 5 average rating, 159 reviewsHistoric lux Townhouse on Chicago's Gold Coast
Townhouse in Oak Park
5.0 out of 5 average rating, 28 reviewsOak Park/River Forest Townhouse by Concordia Univ.
Townhouse in Chicago
4.86 out of 5 average rating, 69 reviewsSanitized Home, 4BR/3BA, Free Parking available
Townhouse in Chicago
4.89 out of 5 average rating, 76 reviewsEnjoy Chicago/suburbs 2BR townhouse fully equipped
Townhouse in Chicago
5.0 out of 5 average rating, 70 reviewsUpscale Home in Lincoln Park Minutes from Downtown
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, 6 reviewsLux Full House +outdoor paradise +FREE parking
Townhouse in West Rogers Park
4.8 out of 5 average rating, 44 reviewsCheerful 3-bedroom townhome in west rogers park!!
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 Chinatown
5.0 out of 5 average rating, 6 reviewsChinatown 3 bedroom with Parking - near McCormick
Townhouse in Chicago
4.9 out of 5 average rating, 31 reviewsLocation! 3 Bed House, parking! Rooftop! Safe area
Townhouse in Belmont Cragin
4.96 out of 5 average rating, 57 reviewsCozy & Bright Townhome near O’hare -Self Check In-
Townhouse in Elmhurst
4.98 out of 5 average rating, 42 reviewsFull TownHouse 8.1 miles O'Hare
Townhouse in West Town
4.95 out of 5 average rating, 20 reviewsModern Downtown Home with Rooftop and Skyline View
Townhouse in Chicago
4.94 out of 5 average rating, 80 reviewsOld Town/Lincoln Park Luxury Home Garage & Rooftop
Townhouse in Lincoln Park
4.84 out of 5 average rating, 68 reviewsGreat Location-Lincoln Park/Wrigleyville +Parking!
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