Townhome holiday rentals in Downtown Chicago
Find and book unique townhouse rentals on Airbnb
Top-rated townhouse rentals in Downtown 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 Downtown Chicago
Family-friendly townhouse rentals
Townhouse in Chicago
4.75 out of 5 average rating, 223 reviewsHistoric Pullman Home-Rustic Style & Great Locale
Private room in Chicago
4.83 out of 5 average rating, 134 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 Chicago
4.96 out of 5 average rating, 224 reviewsSpacious garden level suite
Townhouse in Chicago
4.6 out of 5 average rating, 192 reviewsChicago’s Dickens Place a trendy centralized flat
Private room in Chicago
4.71 out of 5 average rating, 137 reviewsPrivate Room and Bath in Perfect Location
Townhouse in Chicago
5 out of 5 average rating, 60 reviewsLovely Designer Home RiverWest 4-Bedrooms/4-Bath
Townhouse in Chicago
4.84 out of 5 average rating, 101 reviewsBridgeport Home
Townhouse accommodation with a washing machine and dryer
Townhouse in Chicago
4.94 out of 5 average rating, 36 reviewsUrban Oasis in Heart of Chicago
Townhouse in Chicago
4.94 out of 5 average rating, 36 reviewsLuxurious Home in Chicago Fulton Market Downtown
Townhouse in Chicago
5 out of 5 average rating, 3 reviewsNo Cleaning Fee, Free Parking (with e-Charging)
Townhouse in Chicago
5 out of 5 average rating, 20 reviewsNorthside Famlynest Lincoln Sq 4BR/1.5BA/2P
Townhouse in Chicago
4.7 out of 5 average rating, 54 reviewsHistoric Alta Vista Terrace District
Townhouse in Orland Park
5 out of 5 average rating, 4 reviewsLuxurious townhome
Townhouse in Evanston
4.95 out of 5 average rating, 38 reviewsFamily Friendly Home Near Northwestern Campus
Townhouse in Des Plaines
4.97 out of 5 average rating, 64 reviewsUpscale 3 bed 1.5 bath near Chicago O'Hare Airport
Townhouse rentals with a patio
Townhouse in Chicago
4.97 out of 5 average rating, 71 reviewsCozy & Bright Townhome near O’hare -Self Check In-
Townhouse in Chicago
4.7 out of 5 average rating, 111 reviewsGreat Location-Lincoln Park/Wrigleyville +Parking!
Townhouse in Chicago
5 out of 5 average rating, 23 reviewsChinatown 3 bedroom with Parking - near McCormick
Townhouse in Chicago
4.92 out of 5 average rating, 12 reviewsLux Full House: Outdoor Paradise + FREE Parking!
Townhouse in Chicago
4.91 out of 5 average rating, 95 reviewsLincoln Park, Rooftop-Your Insta-Perfect Getaway!
Townhouse in Chicago
4.98 out of 5 average rating, 50 reviews𓃥Wicker Cozy Corner w/Parking on site
Townhouse in Chicago
5 out of 5 average rating, 15 reviewsAmazing Townhome 3/2, Lincoln Park, Entire home!
Townhouse in Chicago
4.89 out of 5 average rating, 53 reviewsLocation! 3 Bed House, parking! Rooftop! Safe area
Destinations to explore
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Evanston Holiday rentals
- Saugatuck Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Bend Holiday rentals
- South Side Holiday rentals
- Schaumburg Holiday rentals
- Chicago Holiday rentals
- Townhouse rentals United States
- House rentals United States
- Townhouse rentals Chicago
- House rentals Chicago
- Beachfront rentals Downtown Chicago
- Flat rentals Downtown Chicago
- Loft rentals Downtown Chicago
- Rentals with breakfast Downtown Chicago
- Rentals with a patio Downtown Chicago
- Rentals with a sauna Downtown Chicago
- Apartment rentals Downtown Chicago
- Monthly Rentals Downtown Chicago
- Hotel rentals Downtown Chicago
- Pet-friendly rentals Downtown Chicago
- Rentals with a hot tub Downtown Chicago
- Waterfront rentals Downtown Chicago
- Rentals with lake access Downtown Chicago
- House rentals Downtown Chicago
- Rentals with a washing machine and dryer Downtown Chicago
- Rentals with beach access Downtown Chicago
- Rentals with pools Downtown Chicago
- Fitness-friendly rentals Downtown Chicago
- Rentals with an EV charger Downtown Chicago
- Rentals with outdoor seating Downtown Chicago
- Rentals with a fireplace Downtown Chicago
- Family-friendly rentals Downtown Chicago
- Family-friendly rentals Downtown Chicago
- Rentals with a firepit Downtown Chicago
- Smoking-friendly rentals Downtown Chicago
- Rentals with a cinema Downtown Chicago
- House rentals Milwaukee
- House rentals Lake Geneva
- Townhouse rentals Illinois
- House rentals Illinois
- House rentals Cook County
- Townhouse rentals Cook County
- 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
- Sports activities United States
- Food and drink United States
- Art and culture United States
- Wellness United States
- Sightseeing 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
- Food and drink Cook County
- Sightseeing Cook County
- Art and culture Cook County
- Nature and outdoors Cook County
- Things to do Downtown Chicago
- Food and drink Downtown Chicago
- Art and culture Downtown Chicago
- Sightseeing Downtown Chicago