
Townhome vacation rentals in West Side
Find and book unique townhouse rentals on Airbnb
Top-rated townhouse rentals in West Side
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 West Side townhouse rentals
Family-friendly townhouse rentals

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
Alex was great at communicating and following up. We had some questions and she was responsive. Also goes beyond expectations on things like forgetting coats :0) - thank you! The location is great. Short walk to a Main Street of bars and restaurants, kid friendly too - happy campers pizza joint was a great reco! Also close to the brown line train station and not too far into town - we walked it with children and it was fine. House is really large, spacious. I know some have mentioned about hearing the train, but that is part of city living, it was more than fine. Enjoyed the stay, would recommend it and would go back again if visiting Chicago. Thanks Alex!

Private Bedroom w/ bath in Chicago Downtown/Loop
We had a great stay here. It was very private. We enjoyed our time.

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!

a SIMPLE place
This is the 2nd time I've stayed here, and it is always exactly what I need. The space is great, the neighborhood is safe, and there's a Lou Malnatis and Portillos within a 15 min drive. Will definitely stay 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
We had a lovely stay here at this apartment! Really lovely neighbourhood with many local bars and restaurants and good connections to get into downtown Chicago. The apartment was absolutely perfect, very clean and well equipped - Thank you Petra!

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
Great place to stay out of the overwhelming downtown without being far from what you want to do.

Entire townhouse by McCormick Pl - 2 Free Parkings
If you have something going on at Mccormick center the location is PERFECT. Walking distance to a lot of things, the garage is larger then it looks in the photo you can fit two cars easy, and all the bedrooms were great! Relatively soundproof and quiet neighborhood all around. The beds were decently comfortable as well! LOTS of blankets around so don't be afraid if you're cold all the time like I am.

Quiet Townhome, Near Lakefront and Downtown
Thank you very much Brandon, you were always super friendly and that we valued it very much, the communication was very fluid and always immediate, your house as advertised, super clean, the neighborhood seemed safe, even though the parking is the street we never had any problems we always found space, the apartment is very safe, the location is great, very close to the seawall, we definitely highly recommend your apartment. Thank you for your recommendations we were very helpful, we really enjoyed our stay in Chicago.

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.

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’s place was wonderful! Lots of stairs. Top level was master bedroom and bathroom, one flight down 2 bedrooms and a bathroom, one flight down living room and bathroom, one flight down kitchen, dining room and patio, one flight down entryway and garage, bottom floor was a 2-bedrooms bedroom and laundry room. Check in and out were super easy. About a 15 min walk to the red line that took us everywhere. Very close to Chinatown. Perfect for our group of 9! Would absolutely stay again.

Open 2 Bedroom Townhouse with Parking!
My husband and I had a wonderful stay at the house. Our hosts gave us clear directions to find the location of the house and we found all the amenities mentioned. We would be happy to stay with them again
Townhouse rentals with a patio

A Pleasant Stay in Oak Park
We loved this place! It’s about a four minute walk to the train station, made getting around soooo much easier! The inside was clean, and the amenities were great! Host was also very helpful.

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!
Lovely spot, exactly as expected. Great space for our large group. Does lack a good central "lounge" space - this wasn't unexpected with the couch upstairs from the kitchen & dining table but it did make for a less social space than anticipated. Be sure to read closely - the outdoor space can only be accessed through one of the bedrooms so though it was a good space, it was limited as a public space for our group. Beautifully furnished though and a great location for our group, no real complaints

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!

Near Lake Arlington, Metra & Downtown AH
Wonderful house in Arlington Heights. Lots of parking. Convenient to shopping, restaurants, and Lake Arlington while on a quite street. Lots of room and parking. Satnam is a wonderful host. Easy to communicate with.

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!

𓃥Wicker Cozy Corner w/Parking on site
This was one of my fave stays with Airbnb. Hien's place is cute and comfortable and close to so many great things to do. Hien is very thoughtful in all the details in the home including a locked shed to store luggage before check in / after check out. Highly recommend.
Destinations to explore
- Downtown Chicago Vacation rentals
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- North Side Vacation rentals
- South Bend Vacation rentals
- Lake Michigan Beach Vacation rentals
- South Side Vacation rentals
- South Haven Vacation rentals
- Evanston Vacation rentals
- Saugatuck Vacation rentals
- Michigan City Vacation rentals
- Chicago Vacation rentals
- Waterfront rentals West Side
- Pet-friendly rentals West Side
- Smoking-friendly rentals West Side
- Rentals with a balcony West Side
- Rentals with a patio West Side
- Rentals with lake access West Side
- Rentals with breakfast West Side
- Rentals with a home theater West Side
- Loft rentals West Side
- Rentals with outdoor seating West Side
- Fitness-friendly rentals West Side
- Kid-friendly rentals West Side
- Hotel rentals West Side
- Rentals with an EV charger West Side
- Rentals with a sauna West Side
- Private suite rentals West Side
- Rentals with pools West Side
- House rentals West Side
- Rentals with a fireplace West Side
- Condo rentals West Side
- Apartment rentals West Side
- Rentals with a fire pit West Side
- Rentals with beach access West Side
- Rentals with a hot tub West Side
- Rentals with a washer and dryer West Side
- Townhouse rentals Chicago
- Townhouse rentals Cook County
- Townhouse rentals Illinois
- Townhouse rentals United States
- 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
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Six Flags Great America
- Museum of Science and Industry
- 875 North Michigan Avenue
- Chicago History Museum
- Lincoln Park Zoo
- The Field Museum
- Wicker Park
- Flossmoor Golf Club
- Garfield Park Conservatory
- Skokie Country Club
- Brookfield Zoo
- Willis Tower
- Lincoln Park
- Chicago Cultural Center
- Promontory Point
- Things to do West Side
- Food and drink West Side
- Things to do Chicago
- Food and drink Chicago
- Art and culture Chicago
- Entertainment Chicago
- Wellness Chicago
- Tours Chicago
- Sightseeing Chicago
- Things to do Cook County
- Tours Cook County
- Food and drink Cook County
- Sightseeing Cook County
- Art and culture Cook County
- Wellness Cook County
- Entertainment Cook County
- Things to do Illinois
- Tours Illinois
- Wellness Illinois
- Sightseeing Illinois
- Art and culture Illinois
- Food and drink Illinois
- Entertainment Illinois
- Things to do United States
- Food and drink United States
- Art and culture United States
- Sightseeing United States
- Tours United States
- Wellness United States
- Nature and outdoors United States
- Entertainment United States
- Sports activities United States