
Townhouse holiday rentals in Near North Side, Chicago
Find and book unique townhouses on Airbnb
Top-rated townhouse rentals in Near North Side, Chicago
Guests agree: These townhouse rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Near North Side, 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
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
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.

a SIMPLE place
My friends and I greatly enjoyed our stay over the weekend while visiting for a friend’s wedding. Steve’s home was comfortable, clean, and accommodating to our needs. We would 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
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
We always try to stay at Al and Mary's place when we come to Chicago. It is the perfect location for visiting family, and walkable to restaurants, coffee shops and a Latin grocery with nice produce. The neighborhood is quiet and street parking is usually plentiful. The apartment is nicely decorated and comfy and the kitchen is well-appointed. But no need to cook—DoorDash will deliver meals from all kinds of cuisine to your front gate. We love it.

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

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!

Luv Happii House
Pics didn’t do this place justice! I would give it 10 stars if I could. Nikki was a SuperHost!!!! Loved the decor and the vibe. The Rasta Pasta with infused olive oil was delicious!!! Will definitely be doubling back when in town!!

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.

Game & 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

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 a 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!

Near 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

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
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!
Quick stats about townhouse rentals in Near North Side, Chicago
Total rentals
20 properties
Nightly prices starting at
$94 AUD before taxes and fees
Total number of reviews
2.1K 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
- Rentals with a hot tub Near North Side
- Kid-friendly rentals Near North Side
- Hotel rentals Near North Side
- Rentals with a sauna Near North Side
- Rentals with lake access Near North Side
- Rentals with a fire pit Near North Side
- Rentals with breakfast Near North Side
- Rentals with a home theatre Near North Side
- Waterfront rentals Near North Side
- Fitness-friendly rentals Near North Side
- Rentals with a washing machine and dryer Near North Side
- Loft rentals Near North Side
- Rentals with an EV charger Near North Side
- House rentals Near North Side
- Rentals with a patio Near North Side
- Rentals with outdoor seating Near North Side
- Rentals with pools Near North Side
- Condo rentals Near North Side
- Pet-friendly rentals Near North Side
- Rentals with beach access Near North Side
- Apartment rentals Near North Side
- Rentals with a fireplace Near North 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
- Frank Lloyd Wright Home and Studio
- Humboldt Park
- Six Flags Great America
- Museum of Science and Industry
- Chicago History Museum
- Lincoln Park Zoo
- The Field Museum
- 875 North Michigan Avenue
- Wicker Park
- Willis Tower
- Skokie Country Club
- Garfield Park Conservatory
- Lincoln Park
- Chicago Cultural Center
- Promontory Point
- Odyssey Fun World
- Flossmoor Golf Club
- Moraine Hills State Park