
Townhouse holiday rentals in Chicago
Find and book unique townhouses on Airbnb
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 Chicago townhouses
Family-Friendly townhouses

Townhouse in Pullman
4.75 out of 5 average rating, 226 reviewsHistoric Pullman Home-Rustic Style & Great Locale

Townhouse in West Town
4.96 out of 5 average rating, 69 reviewsBeautiful Spacious RiverWest Townhome 4-Bed/4-Bath

Townhouse in Old Town
4.85 out of 5 average rating, 164 reviewsDowntown Elegance ✨ Private Yard Parking

Private room in West Loop
4.83 out of 5 average rating, 137 reviewsPrivate Bedroom w/ bath in Chicago Downtown/Loop

Private room in Bolingbrook
4.79 out of 5 average rating, 82 reviewsCozy basement with private Bathroom

Private room in Roscoe Village
4.96 out of 5 average rating, 231 reviewsSpacious garden level suite

Townhouse in Logan Square
4.6 out of 5 average rating, 193 reviewsChicago’s Dickens Place a trendy centralized flat

Private room in Near North Side
4.71 out of 5 average rating, 137 reviewsPrivate Room and Bath in Perfect Location
Townhouse rentals with a washing machine and dryer

Townhouse in Oak Park
5 out of 5 average rating, 9 reviewsA Pleasant Stay in Oak Park

Townhouse in East Rogers Park
5 out of 5 average rating, 16 reviewsPastel Loft, Modern 2-Floor 2BD/1BA, 1mi to Beach

Townhouse in West Loop
4.95 out of 5 average rating, 39 reviewsLuxurious Home in Chicago Fulton Market Downtown

Townhouse in West Town
4.86 out of 5 average rating, 103 reviewsModern Downtown Home with 5 Baths & Private Garage

Townhouse in Country Club Hills
4.95 out of 5 average rating, 39 reviewsLuv Happii House

Townhouse in Des Plaines
4.97 out of 5 average rating, 74 reviewsUpscale 3 bed 1.5 bath near Chicago O'Hare Airport

Townhouse in Lemont
5 out of 5 average rating, 4 reviewsGame & Music Rooms + Deck | LCP Collection

Townhouse in Chinatown
4.89 out of 5 average rating, 87 reviewsSanitized Home, 4BR/3BA, Free Parking available
Townhouses with a patio

Townhouse in Lincoln Park
4.92 out of 5 average rating, 25 reviews3-Story,Free Parking,No Pet Fee,Private Patio,W/D

Townhouse in West Town
4.77 out of 5 average rating, 61 reviewsCharming & Comfy Gem ~ 10 Mins to Downtown ~Patio!

Townhouse in Oak Park
4.8 out of 5 average rating, 15 reviews4 bed/1.5 bath townhouse in FLW Historic District!

Townhouse in Wicker Park
4.77 out of 5 average rating, 13 reviewsLux Full House: Outdoor Paradise + FREE Parking!

Townhouse in Arlington Heights
4.93 out of 5 average rating, 15 reviewsNear Lake Arlington, Metra & Downtown AH

Townhouse in Winnetka
4.97 out of 5 average rating, 38 reviewsWarm and Cheerful 3 Bedroom Winnetka Townhouse

Townhouse in Wicker Park
4.98 out of 5 average rating, 64 reviews𓃥Wicker Cozy Corner w/Parking on site

Townhouse in Lincoln Park
5 out of 5 average rating, 20 reviewsAmazing Townhome 3/2, Lincoln Park, Entire home!
Quick stats about townhouse rentals in Chicago
Total rentals
200 properties
Nightly prices starting at
$52 NZD before taxes and fees
Total number of reviews
14K reviews
Family-friendly rentals
120 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- West Side Holiday rentals
- North Side Holiday rentals
- South Bend Holiday rentals
- Lake Michigan Beach Holiday rentals
- South Side Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Saugatuck Holiday rentals
- House rentals United States
- Townhouse rentals United States
- Family-friendly rentals Chicago
- Rentals with an accessible height bed Chicago
- Private suite rentals Chicago
- Loft rentals Chicago
- Smoking-friendly rentals Chicago
- Rentals with a patio Chicago
- Kid-friendly rentals Chicago
- Rentals with a home theatre Chicago
- Rentals with outdoor seating Chicago
- Rentals with a fireplace Chicago
- Rentals with lake access Chicago
- Rentals with an EV charger Chicago
- Mansion rentals Chicago
- Monthly Rentals Chicago
- Rentals with beach access Chicago
- Apartment rentals Chicago
- Condo rentals Chicago
- Rentals with a hot tub Chicago
- Hotel rentals Chicago
- Pet-friendly rentals Chicago
- Rentals with a sauna Chicago
- House rentals Chicago
- Lakehouse rentals Chicago
- Fitness-friendly rentals Chicago
- Waterfront rentals Chicago
- Rentals with a washing machine and dryer Chicago
- Bed and breakfasts Chicago
- Rentals with pools Chicago
- Rentals with breakfast Chicago
- Rentals with a fire pit Chicago
- Rentals with a balcony Chicago
- House rentals Illinois
- Townhouse rentals Illinois
- House rentals Downtown Chicago
- Townhouse rentals Downtown Chicago
- Townhouse rentals Cook County
- House rentals Cook County
- Townhouse rentals Milwaukee
- House rentals Milwaukee
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do United States
- Sightseeing United States
- Wellness United States
- Art and culture United States
- Sports activities United States
- Food and drink United States
- Entertainment United States
- Nature and outdoors United States
- Things to do Illinois
- Art and culture Illinois
- Food and drink Illinois
- Sightseeing Illinois
- Things to do Cook County
- Art and culture Cook County
- Food and drink Cook County
- Sightseeing Cook County
- Entertainment Cook County
- Things to do Chicago
- Art and culture Chicago
- Sightseeing Chicago
- Food and drink Chicago
- Entertainment Chicago