Townhome vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago townhouse rentals
Family-friendly townhouse rentals
Townhouse in Chicago
4.97 out of 5 average rating, 228 reviewsNewly Renovated, Spacious Urban Getaway
Sep 18 – 25
Townhouse in Chicago
4.97 out of 5 average rating, 122 reviews*SPACIOUS 4 Bedroom Townhouse with FREE PARKING!*
Oct 3 – 10
Townhouse in Chicago
5.0 out of 5 average rating, 209 reviewsSpacious 4-Level/4-Bedroom Townhouse in West Loop
Apr 7 – 14
Townhouse in Evanston
5.0 out of 5 average rating, 84 reviewsThe NICEST place in Evanston for Families 1500Main
Jan 17 – 24
Townhouse in Chicago
4.82 out of 5 average rating, 89 reviewsBridgeport Home
Aug 21 – 28
Townhouse in Chicago
4.77 out of 5 average rating, 212 reviewsHistoric Pullman Home-Style Comfort & Great Locale
Oct 29 – Nov 5
Townhouse in Chicago
4.63 out of 5 average rating, 182 reviewsChicago’s Dickens Place a trendy centralized flat
Apr 6 – 13
Townhouse in Chicago
4.98 out of 5 average rating, 58 reviewsFamily Friendly Triplex a Short Walk from Wrigley
Jun 28 – Jul 5
Townhouse rentals with a washer and dryer
Townhouse in Chicago
4.88 out of 5 average rating, 84 reviewsDream home with 3 spacious bedrooms + free parking
Feb 10 – 17
Townhouse in Chicago
4.93 out of 5 average rating, 28 reviewsUrban Oasis in Heart of Chicago
Jun 23 – 30
Townhouse in Chicago
4.8 out of 5 average rating, 41 reviewsCheerful 3-bedroom townhome in west rogers park!!
Jul 18 – 25
Townhouse in Chicago
4.8 out of 5 average rating, 154 reviewsHistoric lux Townhouse on Chicago's Gold Coast
Nov 15 – 22
Townhouse in Chicago
5.0 out of 5 average rating, 26 reviewsChic Townhouse: 2BR, Rooftop, Free Parking, Secure
Oct 16 – 23
Townhouse in Oak Park
5.0 out of 5 average rating, 27 reviewsOak Park/River Forest Townhouse by Concordia Univ.
Jul 5 – 12
Townhouse in Chicago
4.95 out of 5 average rating, 19 reviewsModern Downtown Home with Rooftop and Skyline View
Dec 15 – 22
Townhouse in Chicago
4.9 out of 5 average rating, 10 reviewsWalk to Wrigley Field Townhouse
Jun 2 – 9
Townhouse rentals with a patio
Townhouse in Chicago
4.96 out of 5 average rating, 55 reviewsCozy & Bright Townhome near O’hare -Self Check In-
May 25 – Jun 1
Townhouse in Evanston
4.79 out of 5 average rating, 39 reviewsCharming cozy pets stay free 2 bedrooms duplex
Nov 28 – Dec 5
Townhouse in Des Plaines
4.94 out of 5 average rating, 36 reviewsLuxurious 3 bed 1.5 bath home near O'Hare Airport
Oct 12 – 19
Townhouse in Chicago
4.89 out of 5 average rating, 28 reviewsLocation! 3 Bed House, parking! Rooftop! Safe area
Jun 27 – Jul 4
Townhouse in Chicago
4.97 out of 5 average rating, 70 reviewsLuxury Townhouse, Entire 2 Bdrm West Town Charmer.
May 27 – Jun 3
Townhouse in Chicago
5.0 out of 5 average rating, 25 reviewsModern Townhome With King Suite & Private Patio
Jun 25 – Jul 2
Townhouse in Chicago
5.0 out of 5 average rating, 5 reviewsChinatown 3 bedroom with Parking - near McCormick
Dec 24 – 31
Townhouse in Chicago
4.96 out of 5 average rating, 93 reviewsUpscale 4-Bedroom Townhouse w/Garage - LOCATION
Dec 2 – 9
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
€ 28 before taxes and fees
Destinations to explore
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