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 Manteno
4.97 out of 5 average rating, 229 reviewsManteno clean 2 king beds great location!
Townhouse in Chicago
4.84 out of 5 average rating, 150 reviewsDowntown Elegance ✨ Private Yard Parking
Townhouse in Chicago
4.97 out of 5 average rating, 122 reviews*SPACIOUS 4 Bedroom Townhouse with FREE PARKING!*
Townhouse in Chicago
4.97 out of 5 average rating, 230 reviewsNewly Renovated, Spacious Urban Getaway
Townhouse in Chicago
4.82 out of 5 average rating, 89 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 rentals with a washer and dryer
Townhouse in Chicago
4.95 out of 5 average rating, 196 reviewsLuxury River West Townhome with Garage
Townhouse in Chicago
5.0 out of 5 average rating, 26 reviewsChic Townhouse: 2BR, Rooftop, Free Parking, Secure
Townhouse in Oak Park
5.0 out of 5 average rating, 27 reviewsOak Park/River Forest Townhouse by Concordia Univ.
Townhouse in Portage
5.0 out of 5 average rating, 53 reviewsHome near Indiana Dunes, Lake Michigan, Chicago!
Townhouse in Chicago
4.88 out of 5 average rating, 86 reviewsDream home with 3 spacious bedrooms + free parking
Townhouse in Chicago
4.86 out of 5 average rating, 69 reviewsSanitized Home, 4BR/3BA, Free Parking available
Townhouse in Chicago
5.0 out of 5 average rating, 69 reviewsUpscale Home in Lincoln Park Minutes from Downtown
Townhouse in Chicago
4.88 out of 5 average rating, 66 reviewsSpacious 4BR, central ChinaTown by McCormick/DWNT
Townhouse rentals with a patio
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
4.96 out of 5 average rating, 56 reviewsCozy & Bright Townhome near O’hare -Self Check In-
Townhouse in Chicago
4.83 out of 5 average rating, 65 reviewsGreat Location-Lincoln Park/Wrigleyville +Parking!
Townhouse in Chicago
4.9 out of 5 average rating, 30 reviewsLocation! 3 Bed House, parking! Rooftop! Safe area
Townhouse in Chicago
5.0 out of 5 average rating, 28 reviewsModern Townhome With King Suite & Private Patio
Townhouse in Chicago
4.96 out of 5 average rating, 95 reviewsUpscale 4-Bedroom Townhouse w/Garage - LOCATION
Townhouse in Chicago
4.87 out of 5 average rating, 71 reviewsInsta-worthy Townhome w/ King Suite &Rooftop Oasis
Townhouse in Chicago
4.91 out of 5 average rating, 23 reviewsLuxurious Home in Chicago Fulton Market Downtown
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