
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.
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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.

Private Bedroom w/ bath in Chicago Downtown/Loop
I can’t say enough good things about this Airbnb! The location was absolutely unbeatable—perfectly situated for exploring Chicago and incredibly convenient for ride shares, which made getting around the city a breeze. The home itself was immaculately clean—truly one of the cleanest Airbnbs I’ve ever stayed in. You can tell Mosmi takes great pride in maintaining a comfortable and welcoming space. This was the ideal stay for travelers who just need a reliable, clean, and comfortable place to come home to after a long day of sightseeing. It had everything we needed, with no unnecessary fuss—just a reliable, peaceful place to recharge. Mosmi was fantastic—super responsive and proactive, making check-in seamless and ensuring we had everything we needed throughout our stay. Best of all, there were zero bad surprises—just a smooth, stress-free experience from start to finish. I’d 100% stay here again next time I’m in the city. Highly recommend!

Insta Worthy Prime Spot *Patio *Parking *Fireplace
Alexandra was on top of it and the location was convenient to the best of Chicago. Old Town is safe to walk around and the location was conveniently located to transportation. Really appreciated the parking space that was included.

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
One of the best air b&b’s that I’ve stayed in! Petra was a wonderful host, responsive and helpful. The space felt large, clean, and comfortable. Roscoe Village is a lovely neighborhood with lots to do. I highly recommend and would stay again in a heartbeat!

Entire House/United Center /Garage-Walk to Train
Had a great time in Joyce's airbnb. It was at a very convenient location at a very affordable price!

Private Room and Bath in Perfect Location
An Unforgettable Experience in Chicago 🌟 Our stay in Chovago was simply amazing. From the very beginning, everything was perfect — the Airbnb exceeded our expectations: comfortable, cozy, and with every detail thoughtfully arranged to make us feel at home. Getting there was super easy and hassle-free. The city’s transportation was also a pleasant surprise — affordable, efficient, and very accessible. The Airbnb’s location was ideal: with a bus stop right on the corner, it was incredibly easy to get to the city center, either by walking or using public transport. We’re leaving with our hearts full of beautiful memories and deep gratitude for the warmth of this place and how easy everything was. Thank you for everything, Chicago. We’ll definitely be back!

Lovely Designer Home RiverWest 4-Bedrooms/4-Bath
A perfect place for a girls getaway with 9 of us. Cary was kind and extremely accessible from the start. Thank you!
Townhouse rentals with a washer and dryer

Chicago West Town Row House
We had a wonderful stay at Marie’s place! The location was great, on a nice quiet street close to downtown. The home is beautiful, and very clean. I would definitely stay again if in the area.

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.

Northside Famlynest Lincoln Sq 4BR/1.5BA/2P
We enjoyed the house and the comfortable beds. We have family that live close by so didn’t use the kitchen and weren’t around much. It was great to find a spot close to family without having to go to a hotel. Our kids (from Canada and Kansas City) and us were able to be together. The extra touches were very nice and made home away from home very comfortable and inviting.

Modern Downtown Home with 5 Baths & Private Garage
Doug is a great host and was flexible with dates and also with giving us permission to stay an hour over the check out time . He was very responsive and had clear instructions Well maintained space that is extremely well furnished with plenty of room to relax and comfortable beds and linens Plenty of towels and hand towels as well as comforters / quilts Would recommend putting up a house number on the front porch/ door Also, there are 3 full baths and 2 half bathrooms - which is plenty( but description of 5 baths might need to be amended on description) Would highly recommend

★Chicago's hidden gem-private patio, free parking★
This place is beautiful! We stayed for a long weekend and it accommodated three adults wonderfully! The private parking was a great feature. Would stay here again!

Historic Alta Vista Terrace District
The home was cool and eclectic and was in a great area: so close to Wrigley and all that the area had to offer.

Stylish Chicago Duplex Close to Parks & Dtwn
I booked this space for my sister who is a professional pastry chef. She was in town for my wedding and tasked with creating the wedding cake. This space filled all of the requirements we needed for the project. Right in my neighborhood that I know and love and with a fully functioning and pristine chef's kitchen. The setup could be featured on a food network show, the natural lighting and giant countertops made for beautiful staging. I would absolutely book this space again for a friend or a chef visiting.

Family Friendly Home Near Northwestern Campus
We loved staying here! The home felt so cozy. One of my favorite Airbnb’s! Thank you for having us!
Townhouse rentals with a patio

A Pleasant Stay in Oak Park
The attention to detail is what stole the show at this airbnb! The place was spotless clean and had all amenities that you would need.. There was plenty of coffee and creamer, extra toiletries in case you missed something, and super comfy beds and linen.. The neighbors were great too.. 5 star all the way!

Cozy & Bright Townhome near O’hare -Self Check In-
As Airbnb first timers, Marco & Sarah made a great impression. They were such considerate hosts and accommodating to our situation. They were responsive to all of our questions, from booking through checkout. Their home was clean & cozy; the perfect place to relax and unwind. It was bright, with lots of windows to let in light. The decor was peaceful. The fragrance in the rooms reminded us of a spa, as did the amazing rain shower head in the main bathroom. Guests will appreciate so many amenities, like AC/heat and fans; hand soap/body wash/shampoo/conditioner in the bathrooms; a full kitchen with utensils, gadgets & pans to use, including a Keurig coffee maker and electric kettle; a full washer and dryer w/ detergent; a few games; use of random pantry items; baby & toddler amenities/utensils; even q-tips, tissues and a loofah. Note- there are 2 sets of tall stairs in the unit, but they are sturdy. And, if you come home late at night, you will find parking, but at the end of the street.

Charming & Comfy Gem ~ 10 Mins to Downtown ~Patio!
Perfect Chicago unit in a great location. Walking distance to coffee, playgrounds, and great restaurants. We had no problem finding free street parking, even late at night. Host were very accommodating and great communication. Would love to stay here again!

Chinatown 3 bedroom with Parking - near McCormick
We had a great stay. The home was clean and very spacious. It was literally steps from Chinatown. Also across the street from Walgreens. Would definitely stay here again!

Luxurious townhome
Moh's townhouse was absolutely beautiful! One of my most favorite places to stay. Place looked brand new and decor was top notch! Large comfortable bed and nice bathroom and kitchen. It was literally minutes away from nice restaurants and shopping. Would definitely love to stay again 💕

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!

Upscale 3 bed 1.5 bath near Chicago O'Hare Airport
Habeeba’s place was perfect for our needs. The home was spacious and welcoming. She was very responsive and proactive. We would definitely stay there again!

𓃥Wicker Cozy Corner w/Parking on site
Great place in a perfect location. The house is in a quiet area but only steps from all of the action. Hien was a very responsive host and also worked with us to help grab something we left behind. Would definitely stay here again!
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Lincoln Park
- Lincoln Park Zoo
- Willis Tower
- Illinois Beach State Park
- Wicker Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center
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