Townhome holiday rentals in Chicago
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Top-rated townhouse rentals in Chicago
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 Chicago
Family-friendly townhouse rentals
Townhouse in Chicago
4.97 out of 5 average rating, 230 reviewsNewly Renovated, Spacious Urban Getaway
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 Evanston
5.0 out of 5 average rating, 86 reviewsThe NICEST place in Evanston for Families 1500Main
Townhouse in Chicago
4.82 out of 5 average rating, 89 reviewsBridgeport Home
Townhouse in Gary
4.93 out of 5 average rating, 71 reviewsSpacious and Cozy Lakeview Retreat in the Dunes!
Townhouse in Chicago
4.77 out of 5 average rating, 213 reviewsHistoric Pullman Home-Style Comfort & Great Locale
Townhouse in Chicago
4.98 out of 5 average rating, 58 reviewsFamily Friendly Triplex a Short Walk from Wrigley
Townhouse accommodation with a washing machine and dryer
Townhouse in Elgin
4.94 out of 5 average rating, 198 reviewsModern Lagoon 3 br entire house sleeps 8. King bed
Townhouse in Country Club Hills
5.0 out of 5 average rating, 17 reviewsLuv Happii House
Townhouse in Oak Park
5.0 out of 5 average rating, 27 reviewsOak Park/River Forest Townhouse by Concordia Univ.
Townhouse in Chicago
5.0 out of 5 average rating, 26 reviewsChic Townhouse: 2BR, Rooftop, Free Parking, Secure
Townhouse in Chicago
4.93 out of 5 average rating, 29 reviewsUrban Oasis in Heart of Chicago
Townhouse in Chicago
4.81 out of 5 average rating, 42 reviewsCheerful 3-bedroom townhome in west rogers park!!
Townhouse in Chicago
4.91 out of 5 average rating, 74 reviewsEnjoy Chicago/suburbs 2BR townhouse fully equipped
Townhouse in Chicago
4.91 out of 5 average rating, 23 reviewsLuxurious Home in Chicago Fulton Market Downtown
Townhouse rentals with a patio
Townhouse in Chicago
4.96 out of 5 average rating, 56 reviewsCozy & Bright Townhome near O’hare -Self Check In-
Townhouse in Chicago
4.94 out of 5 average rating, 80 reviewsOld Town/Lincoln Park Luxury Home Garage & Rooftop
Townhouse in Chicago
4.83 out of 5 average rating, 66 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
4.95 out of 5 average rating, 20 reviewsModern Downtown Home with Rooftop and Skyline View
Townhouse in Chicago
4.96 out of 5 average rating, 95 reviewsUpscale 4-Bedroom Townhouse w/Garage - LOCATION
Townhouse in Chicago
5.0 out of 5 average rating, 6 reviewsLux Full House +outdoor paradise +FREE parking
Townhouse in Chicago
5.0 out of 5 average rating, 12 reviewsLuxurious Wicker Park Home with Parking
Quick stats about townhouse rentals in Chicago
Total rentals
190 properties
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
120 properties are a good fit for families
Total number of reviews
12K reviews
Nightly prices starting at
$40 SGD before taxes and fees
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
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
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