
Townhome vacation rentals in Downtown Chicago
Find and book unique townhouses on Airbnb
Top-rated townhouse rentals in Downtown 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 Downtown Chicago townhouses
Family-friendly townhouses

Beautiful Spacious RiverWest Townhome 4-Bed/4-Bath
If you stay at Cary's place (and you should!), be sure to ask him for restaurant recommendations! He knows these restaurants, knows the owners, and even knows what some of their specialties are! This condo is amazing and we will be staying again.

Downtown Elegance ✨ Private Yard Parking
Alexandra was really prompt with responses and super helpful before our stay! The location was fabbbb!!! We would stay here again!

Private Bedroom w/ bath in Chicago Downtown/Loop
Great location, would stay again. Very walkable to metro station and Fulton Market. Place was quiet and safe. Easy access instructions, simple to follow. Host was very clear with instructions and responsive.

CITY CONDO with GARAGE 7 min Walk to Train
The host is very communicative and helpful. Very nice to have a garage space for the car while visiting Chicago. The neighborhood is quiet and easy to access from the city. Would definitely book again!

Cozy basement with private Bathroom
I stayed here for 3 months to visit Argonne National Laboratory, and it was the perfect place to stay! Supermarkets such as Walmart, Meijer, Tony's and many chain restaurants are around a few minutes away by a car. It takes around 10 mins to get to the Argonne Lab. If you're planning to visit the Argonne Lab, this could be your best choice :) Although it's half-basement, the place is so spacious, so I'm 100% sure it would be better than just living in other small Airbnb rooms. Rose is really understandable easy going person, and she always respect my privacy! And if something happens, don't worry she's gonna text you back so quickly There's a cute dog named Lucy, she is really adorable. If you're a pet lover, you must like it!

Spacious garden level suite
I know people read the latest reviews, so I am always writing the same thing. Petra's place is a gem, my favorite in Chicago (I have to come to work 6 times a year). It is extremely clean and confortable, you have 2 very spacious rooms, closet and drawers to unpack, nice bed. No kitchen, but you can microwave meals and the restaurants in Roscoe Village are great. Bus nearby and Metro 15mn walk.

Chicago’s Dickens Place a trendy centralized flat
My partner and I were visiting Chicago to celebrate his birthday and stayed here about 2 weeks ago. I'm a very experienced traveler but this was my first time staying in an Airbnb since 2019, and I love the comfortable feeling of being in a home while on the road. This spot was very conveniently placed around Logan Square and the neighborhood felt safe. The host was very helpful, super quick to respond, respectful and gave us tons of itinerary recommendations. 💯 I liked the medieval decor around the apartment. It was very suiting for our trip since we went to Medieval Times Dinner and a dungeon synth show during our stay in Chicago. ⚔️ I will be using Airbnb more often in the future.

Private Room and Bath in Perfect Location
Great location and a great price! Would certainly stay again!
Townhouse rentals with a washer and dryer

Chicago West Town Row House
This was very comfortable and perfectly located. Parking was especially helpful. It really is a home, unlike many Airbnb that are investment properties, and you could feel it. Thank you Marie.

Logan Square Duplex Smart Home w/Garage by 606 Trl
Angie was extremely responsive to my messages before and during my booking. Check-in was easy, and we had everything we needed for our stay. Great home for a group of 4-6 people.

Quiet Townhome, Near Lakefront and Downtown
Brandon home was amazing it was nice and clean and the rooms was big

Modern Downtown Home with 5 Baths & Private Garage
We had a great stay and enjoyed the apartment!

Upscale 3 bed 1.5 bath near Chicago O'Hare Airport
Habeeba is a great host and goes above and beyond to make sure you feel at home. The location and townhouse was perfect for our short trip to visit family.

Beautiful & Spacious Family Friendly Town House
We had an amazing stay at this property in Chicago! The home was even better than the photos, offering plenty of space for our group of six, with room to spare. The layout was perfect, with lots of bathrooms and large windows that filled the space with natural light. The real plants throughout the house added a lovely touch. The location was ideal, within walking distance to grocery stores and fantastic restaurants right next door. We celebrated my husband's 40th birthday weekend here, and it was the perfect setting for our special occasion. Our host, Alice, was incredibly attentive, checking in with us throughout our stay and providing extra supplies when needed. Her hospitality made our experience even more enjoyable. I highly recommend this home to anyone looking for a comfortable and convenient place to stay in Chicago. We couldn’t have asked for a better place to celebrate and enjoy the city!

Vital Urban: Spa Inspired Retreat
Rain’s place was nothing short of awesome!! My boys said it was their dream home! The location was ideal - walking distance to all the best eateries, shopping and public transportation.

Sanitized Home, 4BR/3BA, Free Parking available
Karen was a great host and the home was a great stay. Almost everything is on a separate floor, so there's a half-staircase to get to the kitchen and the living room, etc. This was not a problem for a group though. The only issue that we had was that the parking spot listed that goes behind the garage could not fit a majority of cars. I believe the spot would fit about a smart car and cars of similar size. But the free parking across the street was available the majority of the weekend, so it wasn't a problem.
Townhouses with an outdoor patio

A Pleasant Stay in Oak Park
We found Jay's place to be an excellent value: great location close to public transportation & within walking distance of good restaurants (& a terrific Italian bakery). The kitchen amenities were excellent, & the whole place seemed to have been renovated recently. We'd definitely stay there again when visiting Chicago.

Charming 2 bedrooms in the Evanston art district
Celina’s apartment was as pictured. We enjoyed having the fireplace while watching tv. Big plus was that we never had to search for parking! Its location was perfect to get to many places with ease.

3-Story,Free Parking,No Pet Fee,Private Patio,W/D
We loved our stay! Great location. Beautiful area. Felt very safe. Easy to find and park. Emily provided street parking passes for our second car. We walked everywhere or took the train. When we had a question at check in they answered right away and were very helpful. We travelled with teens, dogs, and grandparents. This is a perfect place for dogs! Great patio, comfy beds, dog bed and bowls, and most importantly next to many parks for the dogs. The kitchen had everything we needed. There is a grocery store, Starbucks, and Target down the street. Kids figured out the TV right away. Considerations when booking: this is a three story house with the bedrooms and shower upstairs, laundry downstairs and the stairs are spiral staircases. No biggie for us but if you have mobility concerns (human or dog) this might prove challenging. The water pressure in the shower was low but plenty of hot water for all of us. We would definitely come again! Thanks Emily!

Charming & Comfy Gem ~ 10 Mins to Downtown ~Patio!
Awesome place! Very safe and very well located with a great amount of restaurants and breweries near by!

Lux Full House: Outdoor Paradise + FREE Parking!
We loved this home away from home for our family. Thank you for opening up your well designed home for us. The location is perfect - quiet enough but near Wicker happenings & grocery etc. The hosts were very helpful, responsive, gracious when we messed a couple things up. We really appreciate such a great stay. My only small qualm is the lack of new/clean/working high end appliances we would ordinarily find in a home of this cost. However we booked last minute and didn’t specifically request anything. And found everything we needed to do the job. I highly recommend this Airbnb stay!

Warm and Cheerful 3 Bedroom Winnetka Townhouse
This was our fifth stay at Gabriel and Glaucia's property. We love coming to this property because it is comfortable, inviting, and allows each of us space to work and relax. The kitchen is outfitted well for cooking. Their property is always immaculate, and Gabriel is quick to respond to any questions. It is in a most convenient location. Having a garage is especially convenient. Highly recommended ~ and we'll definitely come back!

Full TownHouse 7.6 miles O'Hare
This home was a nice little retreat away for the weekend. She left small puzzles and drawing game out for my kids along with a small packet of treats for our dog as a welcome! There are also games and books for the family to enjoy. The home felt very cozy and comfortable. The fenced in yard was great for our dog. Highly recommend!

𓃥Wicker Cozy Corner w/Parking on site
Incredible stay! Hien was so friendly and responsive, the unit was beautiful and felt more spacious in person than in the photos! Lovely spot in the neighborhood, quiet street and amazing food and things to do nearby. Thanks so much Hien!
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Frank Lloyd Wright Home and Studio
- Guaranteed Rate Field
- The Field Museum
- Lincoln Park Zoo
- Six Flags Great America
- Promontory Point
- Museum of Science and Industry
- Brookfield Zoo
- Humboldt Park
- Skokie Country Club
- Illinois Beach State Park
- 875 North Michigan Avenue
- Skydeck Chicago
- Splash Station
- Flossmoor Golf Club
- Villa Olivia
- Raging Waves Waterpark
- Moraine Hills State Park
- Lincoln Park
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