
Townhome vacation rentals in Near North Side, Chicago
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Top-rated townhouse rentals in Near North Side, Chicago
Guests agree: these townhouse rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Near North Side, Chicago townhouse rentals
Family-friendly townhouse rentals

Townhouse in Pullman
4.75 out of 5 average rating, 226 reviewsHistoric Pullman Home-Rustic Style & Great Locale
Next time I’m in the area I know I’ll be hitting you guys up again thank you for a great stay

Townhouse in West Town
4.96 out of 5 average rating, 69 reviewsBeautiful 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 room in West Loop
4.83 out of 5 average rating, 137 reviewsPrivate Bedroom w/ bath in Chicago Downtown/Loop
A great place to stay within downtown chicago - 30-minutes walk to a lot of the city’s attractions, and, unlike many other properties listed on Airbnb, you can barely hear the El train noises here. Bed was comfortable to sleep on. There was a heater in the room that easily warms up the room, making the cold weather no longer a problem. For people more used to digital locks (like me), the front-door keys could need a bit getting used to, though. There was one night at 9pm that I kept on opening the door for 20 minutes. Luckily Mosmi responded to my sos message very quickly and came to my rescue.

Townhouse in Near West Side
4.87 out of 5 average rating, 328 reviewsCITY CONDO with GARAGE 7 min Walk to Train
Joyce was incredibly friendly and responsive. We loved the place so much and had everything we needed for a comfy 2-week stay. It was a little cold because of the weather but plenty blankets available to snuggle under. Very close proximity to downtown and easy to get around. Can’t wait to go back. Thanks for an amazing first stay in Chicago! Love from London

Private room in Bolingbrook
4.79 out of 5 average rating, 82 reviewsCozy basement with private Bathroom
I would highly recommend staying with Rose for any long-term needs! The basement provides plenty of space. She is incredibly kind and responsive. As a medical student, I especially appreciated the privacy she provided when I needed to stay inside and study.

Private room in Roscoe Village
4.96 out of 5 average rating, 231 reviewsSpacious garden level suite
Amazing Airbnb. Petra was extremely helpful and responsive. Very clean space. Would definitely come again!

Townhouse in Logan Square
4.6 out of 5 average rating, 193 reviewsChicago’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 in Near North Side
4.71 out of 5 average rating, 137 reviewsPrivate Room and Bath in Perfect Location
We had a fantastic month-long stay with Tony and his family. Even before our arrival, Tony was incredibly responsive, allowing us to drop off our luggage before check-in so we could explore the city. The room and bathroom were spacious and separate from the main living area, which we appreciated. The kitchen was well-equipped with everything we needed, and we loved chatting with Tony and his wife, as well as interacting with their adorable baby. They always provided excellent recommendations for restaurants, local attractions, and transportation tips for getting around the city. The location was ideal, with a grocery store and great restaurants in Old Town all nearby. Bus stops and train stations were just a short walk away, allowing us to get around the city with ease. This was a wonderful experience, and we couldn't have asked for better hosts! We know we can reach out to them if we visit again, and we will certainly be back!
Townhouse rentals with a washer and dryer

Townhouse in Oak Park
5 out of 5 average rating, 9 reviewsA Pleasant Stay in Oak Park
Best Airbnb! Very quiet, safe, and nice area. Prime location for getting around the area or hopping the train to downtown, or to the awesome neighborhood cafe or bakery in town. Condo was loaded with well thought out touches. Very comfortable, perfect for a person or a family. Two stories, newly renovated. The host was very kind and responsive. Thank you Jay!!

Townhouse in Belmont Cragin
4.97 out of 5 average rating, 75 reviewsCozy & Bright Townhome near O’hare -Self Check In-
Great place, very clean and comfortable. We enjoyed our time here and would recommend it to others.

Townhouse in East Rogers Park
5 out of 5 average rating, 16 reviewsPastel Loft, Modern 2-Floor 2BD/1BA, 1mi to Beach
The place was so beautiful. I really enjoyed my weekend stay. Josh was great with responding and super professional. I would book again!

Townhouse in West Town
4.86 out of 5 average rating, 103 reviewsModern Downtown Home with 5 Baths & Private Garage
We had a great stay and enjoyed the apartment!

Townhouse in Country Club Hills
4.95 out of 5 average rating, 39 reviewsLuv Happii House
My stay with Neidra was nothing short of amazing. “Home away from home” is the aura it gives. The food recommendations were on point, and the communication is efficient. In so many words I absolutely loved it. Can’t wait to be back.

Townhouse in Des Plaines
4.97 out of 5 average rating, 74 reviewsUpscale 3 bed 1.5 bath near Chicago O'Hare Airport
Will highly recommend this place. Everything was neat and well prepared .

Townhouse in Lemont
5 out of 5 average rating, 4 reviewsGame & Music Rooms + Deck | LCP Collection
The place was very clean, easy to find. The host was very responsive and friendly. Would definitely recommend this place if you don’t have issue with no bathroom in master bedroom.. Great place and would stay again. Lamar
Townhouse rentals 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
If you know Chicago, then you know coming across a location like this is too hard to pass up! Amazing property with an even better location. Emily’s hospitality was amazing and will definitely be back again!

Townhouse in West Town
4.77 out of 5 average rating, 61 reviewsCharming & Comfy Gem ~ 10 Mins to Downtown ~Patio!
We enjoyed our stay at Stephanie and Zach’s. It suited our group and everyone had a comfortable bed. The kitchen was well stocked with utensils and up to date appliances. Everything was just wonderful and lovely. Your house went beyond our expectations. And thank you too for adjusting check in and check out times to coincide with our scheduled arrival and departures into the city. Stephanie and Zach were very accommodating. Thank you for contributing to a wonderful weekend in Chicago. Carolyn and Maurice Spangler

Townhouse in Oak Park
4.8 out of 5 average rating, 15 reviews4 bed/1.5 bath townhouse in FLW Historic District!
Very nice home, great location to access Chicago attractions as it’s an easy drive into the city. Also fun to walk around the Oak Park neighborhoods.

Townhouse in Wicker Park
4.77 out of 5 average rating, 13 reviewsLux 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!

Townhouse in Arlington Heights
4.93 out of 5 average rating, 15 reviewsNear Lake Arlington, Metra & Downtown AH
I appreciate the quick responses to all my inquiries. We stayed in January and there was some snow and ice, it was taken care of so quickly! Before we realized there was ice, there was salt and clear drives and sidewalks! Beds and pillows very comfortable. The entire stay was a “staycation “ for us to be closer to visiting family, this suburban location was perfect . All appliances were new and felt like an upgrade to what we have! Would definitely stay again

Townhouse in Winnetka
4.97 out of 5 average rating, 38 reviewsWarm and Cheerful 3 Bedroom Winnetka Townhouse
Gabriel’s home was an oasis for a girls weekend. The home itself was the perfect size and in the perfect location. We spent the entire weekend walking to 2 cute shopping districts with great restaurants and to the beaches at Michigan Lake. We also loved walking the neighborhoods. Gabriel made us feel right at home.

Townhouse in Wicker Park
4.98 out of 5 average rating, 62 reviews𓃥Wicker Cozy Corner w/Parking on site
Wicker Cozy Corner was such an amazing place to stay, it was in a great locations and offered offstreet parking that my husband's big truck was able to fit into. The place was super clean and not cluttered at all. Hein was an amazing host and very responsive to any needs we had! I would definitely recommend Wicker Cozy Corner and stay there again!

Townhouse in Lincoln Park
5 out of 5 average rating, 20 reviewsAmazing Townhome 3/2, Lincoln Park, Entire home!
Marco’s home is one where I want to cheer that everyone she stay here…and also keep it a secret. Because it is so good. This is what AirBnb should be - welcoming, above and beyond amenities, cozy, thoughtful, real humans offering help and meeting you for check in. What a true delight!
Quick stats about townhouse rentals in Near North Side, Chicago
Total rentals
20 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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