Townhouse holiday rentals in Near North Side, Chicago

Find and book unique townhouses on Airbnb

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Popular amenities for Near North Side, Chicago townhouses

Family-Friendly townhouses

Guest favourite
Townhouse in West Town
4.96 out of 5 average rating, 69 reviews

Beautiful Spacious RiverWest Townhome 4-Bed/4-Bath

KayRating, 5 stars6 months ago
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.
Guest favourite
Townhouse in Old Town
4.85 out of 5 average rating, 166 reviews

Downtown Elegance ✨ Private Yard Parking

NicoleRating, 5 stars1 month ago
This home in Chicago was exactly as advertised. Perfect for a girl's weekend in Chicago. Plenty of space for sleeping, large bathrooms with plenty of mirrors to get ready. The house was well stocked with everything we needed for a perfect weekend. The location was great too. was able to walk to bars and restaurants or take short Uber anywhere we needed to go. Having off street parking made it even better for out of towners who drove to the destination. I would definitely book again when traveling with a large group.
Guest favourite
Private room in West Loop
4.83 out of 5 average rating, 138 reviews

Private Bedroom w/ bath in Chicago Downtown/Loop

NoelleRating, 5 stars4 months ago
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.
Guest favourite
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 334 reviews

a SIMPLE place

JulieRating, 5 stars4 days ago
Had a great stay at Steve's place with my friend and our 2 dogs. Nice quiet neighborhood.
Guest favourite
Private room in Bolingbrook
4.8 out of 5 average rating, 83 reviews

Cozy basement with private Bathroom

MingiRating, 5 stars1 month ago
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!
Top Guest favourite
Private room in Roscoe Village
4.96 out of 5 average rating, 236 reviews

Spacious garden level suite

ChristianeRating, 5 stars3 weeks ago
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.
Townhouse in Logan Square
4.6 out of 5 average rating, 194 reviews

Chicago’s Dickens Place a trendy centralized flat

RaineRating, 5 stars2 months ago
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.
Superhost
Private room in Near North Side
4.71 out of 5 average rating, 137 reviews

Private Room and Bath in Perfect Location

FountaneRating, 5 stars6 months ago
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 washing machine and dryer

Townhouse in West Town
5 out of 5 average rating, 3 reviews

Chicago West Town Row House

MarthaRating, 5 stars3 months ago
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.
Guest favourite
Townhouse in Belmont Cragin
4.96 out of 5 average rating, 83 reviews

Cozy & Bright Townhome near O’hare -Self Check In-

WillRating, 5 stars1 week ago
We absolutely love this stay. As a full time traveler, this has been one of my greatest stays! We were actually looking for upcoming dates to utilize the spot again, as I am in and out of the area frequently, but it is filling up fast! I’d recommend this place to anyone and I’m pretty picky. We only wish for blackout curtains in the main bedroom. Place is 10/10
Guest favourite
Townhouse in West Town
4.86 out of 5 average rating, 104 reviews

Modern Downtown Home with 5 Baths & Private Garage

SummerRating, 5 stars3 months ago
We had a great stay and enjoyed the apartment!
Top Guest favourite
Townhouse in Country Club Hills
4.95 out of 5 average rating, 43 reviews

Luv Happii House

AmyRating, 5 stars2 weeks ago
You cannot pick a better place in the area. In fact I book here at least once if not twice a year. She is the absolute best person and so kind and accommodating. If you have been thinking about booking here, stop thinking and book!
Guest favourite
Townhouse in Des Plaines
4.97 out of 5 average rating, 77 reviews

Upscale 3 bed 1.5 bath near Chicago O'Hare Airport

Karina ElizabethRating, 5 stars1 month ago
Well, It is certainly, a nice, peaceful, and cozy house, I had a very comfortable rest and a delicious coffee every morning. Thanks to this, I could fulfill my commitments of the day in Great Lakes, IL. Simply Great! Thank you Habeeba!
Superhost
Townhouse in Lemont
5 out of 5 average rating, 4 reviews

Game & Music Rooms + Deck | LCP Collection

LamarRating, 5 stars7 months ago
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
Guest favourite
Townhouse in Chinatown
4.89 out of 5 average rating, 89 reviews

Sanitized Home, 4BR/3BA, Free Parking available

JohnRating, 5 stars4 days ago
In town with friends for a show. The home accommodated us perfectly and Karen was great!
Townhouse in Bolingbrook
4.76 out of 5 average rating, 62 reviews

Open 2 Bedroom Townhouse with Parking!

RobertRating, 5 stars3 months ago
Excellent stay and service.

Townhouses with a patio

Guest favourite
Townhouse in Oak Park
5 out of 5 average rating, 14 reviews

A Pleasant Stay in Oak Park

TimothyRating, 5 stars6 days ago
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.
Guest favourite
Townhouse in Lincoln Park
4.93 out of 5 average rating, 27 reviews

3-Story,Free Parking,No Pet Fee,Private Patio,W/D

AbigailRating, 5 stars4 days ago
Had a nice stay at this location. Host was very responsive to any issues. Space is very well stocked for everything you need and the location is fantastic. Outdoor space is a great plus as well.
Superhost
Townhouse in West Town
4.77 out of 5 average rating, 65 reviews

Charming & Comfy Gem ~ 10 Mins to Downtown ~Patio!

JenniferRating, 5 stars3 weeks ago
Overall we had a great experience with this rental. Some of the vents were heavily dusty and would be only area of improvement I’d encourage. To the guests, a warning is there are stairs immediately upon entering, so don’t pack super heavy. Otherwise, the listing matched its description and my friends and I enjoyed our stay.
Townhouse in Oak Park
4.79 out of 5 average rating, 19 reviews

4 bed/1.5 bath townhouse in FLW Historic District!

JohnRating, 5 stars1 month ago
We were coming in for a funeral and had much of the family with us. The place was perfect for gathering and everyone found the accommodations comfortable and homey. It’s in a nice, safe area of Oak Park, near several Frank Lloyd Wright homes.
Superhost
Townhouse in Wicker Park
4.77 out of 5 average rating, 13 reviews

Lux Full House: Outdoor Paradise + FREE Parking!

EmmaRating, 5 stars5 months ago
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!
Top Guest favourite
Townhouse in Arlington Heights
4.93 out of 5 average rating, 15 reviews

Near Lake Arlington, Metra & Downtown AH

SandyRating, 5 stars2 months ago
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
Guest favourite
Townhouse in Winnetka
4.95 out of 5 average rating, 39 reviews

Warm and Cheerful 3 Bedroom Winnetka Townhouse

CindyRating, 5 stars5 months ago
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.
Top Guest favourite
Townhouse in Wicker Park
4.99 out of 5 average rating, 71 reviews

𓃥Wicker Cozy Corner w/Parking on site

AngieRating, 5 stars1 week ago
I really can't think of anything I would change about this airbnb. Location was great with lots of shopping, restaurants, and coffee shops within walking distance. It was very clean and spacious with all the dishes, towels, extra bedding, etc that we could possibly need. I loved that the bedrooms had ceiling fans and beds were very comfortable. It was also a huge plus that there are two bathrooms with showers in each. Hien was very responsive when I had a couple questions. I definitely hope to stay here again.

Quick stats about townhouse rentals in Near North Side, Chicago

  • Total rentals

    20 properties

  • Nightly prices starting at

    $95 AUD 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

  • Wi-Fi availability

    20 properties include access to Wi-Fi

Destinations to explore

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