Townhome vacation rentals in Near North Side, Chicago

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Popular amenities for Near North Side, Chicago townhouse rentals

Family-friendly townhouse rentals

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

Beautiful Spacious RiverWest Townhome 4-Bed/4-Bath

KayRating, 5 stars8 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 favorite
The living room features a comfortable seating arrangement, including a dark couch and a lounge chair. Large windows allow natural light to fill the space, while a television is positioned on a media console. A ceiling fan adds to the room's functionality.
Townhouse in Edgewater
4.95 out of 5 average rating, 263 reviews

The Nancy’s gorgeous , Spacious Urban Getaway

stephanieRating, 5 stars3 weeks ago
Very easy experience- host prepared a celebration for us as well. Small touches were appreciated!
Superhost
A comfortable living area features a dark upholstered sofa with decorative pillows, complemented by a round glass coffee table atop a patterned area rug. A dining set is positioned in the background, and wooden cabinets are visible in the kitchen area.
Townhouse in Lincoln Park
4.74 out of 5 average rating, 215 reviews

Insta Worthy Prime Spot *Patio *Parking *Fireplace

TroyRating, 5 stars3 weeks ago
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.
Guest favorite
A standard-sized bedroom features deep red walls, creating a warm atmosphere. A spacious bed with matching linens is flanked by a bedside table and a lamp. A cabinet and dresser with drawers are present, while a framed floral artwork adorns the wall above the bed.
Private room in West Loop
4.83 out of 5 average rating, 141 reviews

Private Bedroom w/ bath in Chicago Downtown/Loop

AzaleeRating, 5 starstoday
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!
Guest favorite
A cozy basement space features a queen bed with decorative pillows, a wooden chair, and a closet. A soft area rug lies on the floor, and light enters through a window. A small table is positioned in front of a comfortable chair and a desk.
Private room in Bolingbrook
4.8 out of 5 average rating, 83 reviews

Cozy basement with private Bathroom

MingiRating, 5 stars3 months 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 favorite
The exterior of a brick townhome is presented, featuring multiple large windows framed in green. A staircase leads to the main entrance, which is marked by a small pumpkin and a decorative plant. The property is surrounded by a small garden with foliage and shrubs.
Private room in Roscoe Village
4.95 out of 5 average rating, 244 reviews

Spacious garden level suite

DanaRating, 5 stars4 days ago
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!
Superhost
The exterior of the United Center is illuminated at night, showcasing vibrant digital displays featuring team logos. Large glass doors welcome visitors. The venue, known for hosting concerts and sports events, is recognized by its prominent signage.
Townhouse in Near West Side
4.82 out of 5 average rating, 491 reviews

Entire House/United Center /Garage-Walk to Train

EmilyRating, 5 stars1 week ago
Reasonable price, free parking, and easy access to CTA stops made this an appealing option. No frills, comfortable, and just what we needed to explore the city for a long weekend.
Superhost
A spacious bedroom features soft orange walls, creating a warm ambiance. A large window is fitted with light-filtering blinds, allowing natural light to enter. A neatly made bed is complemented by crisp white linens, enhancing the room's inviting appearance.
Private room in Near North Side
4.71 out of 5 average rating, 139 reviews

Private Room and Bath in Perfect Location

KathyRating, 5 stars1 month ago
Great location. You can walk downtown easily.

Townhouse rentals with a washer and dryer

Guest favorite
The exterior of a modern row house is displayed, featuring textured stone walls and a garage door. Two large windows with railings are positioned above the entrance. Subtle outdoor lighting illuminates the front, complemented by a small decorative wreath on the door and seasonal foliage on the ground.
Townhouse in West Town
4.71 out of 5 average rating, 7 reviews

Chicago West Town Row House

AriannaRating, 5 stars1 week ago
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.
An outdoor terrace space features a yellow-framed sofa with red cushions and decorative pillows. A small blue table accompanies a single yellow chair. Green foliage is observed alongside a patterned area rug, with sunlight streaming in from large windows.
Townhouse in West Town
4.8 out of 5 average rating, 108 reviews

Modern Downtown Home with 5 Baths & Private Garage

PrasannaRating, 5 stars1 month ago
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
Top guest favorite
The modern kitchen features deep wooden cabinetry and a granite countertop, complemented by stainless steel appliances. A dining table with six chairs is positioned beside large windows, offering a view of the outdoors. The space is illuminated by both natural and artificial light.
Townhouse in Chinatown
5 out of 5 average rating, 31 reviews

Chinatown 3 bedroom with Parking - near McCormick

DominicRating, 5 stars2 months ago
Our stay here was phenomenal! Very clean. Host responded immediately to any questions we had. Everything you want to do in Chinatown is walkable. Chiu Quon Bakery is a must if you visit Chinatown! Sushi Plus has amazing food and a fun atmosphere! It’s also a short walk to the redline train that takes you to downtown Chicago. On our next visit to Chicago we will be staying here.
Guest favorite
Townhouse in Westmont
4.87 out of 5 average rating, 130 reviews

Westmont 3/2 duplex Fire sunsets, Firepit, lake

KatherineRating, 5 stars2 months ago
This is a beautiful space and a true haven. My family and I stayed here for my dad's memorial, so we really needed a home to come back to each day that felt safe and relaxing. The lake is gorgeous and it was so nice to sit on the back deck. The house is well-outfitted and we had everything we needed. Standard Market is within walking distance and a great spot for both groceries and prepared food. The key app worked well and it was nice that we could all have our own individual keys since we were all running around in different groups throughout the stay. We are all extremely happy with our stay. Thank you!
Guest favorite
The entrance features a welcoming porch with two chairs positioned beside a small table. A decorative welcome mat lies on the concrete floor, surrounded by lush greenery and colorful potted plants. The brick facade adds a warm touch, complemented by sunlight filtering through the trees.
Townhouse in Evanston
4.95 out of 5 average rating, 44 reviews

Family Friendly Home Near Northwestern Campus

WendyRating, 5 stars3 weeks ago
We loved staying here! The home felt so cozy. One of my favorite Airbnb’s! Thank you for having us!
Top guest favorite
A bright living area features a large area rug with intricate patterns centered on a coffee table. Two sofas in contrasting colors—blue and orange—offer ample seating. A wall adorned with artistic lettering adds character, while the window dressed with floral curtains allows natural light to fill the space.
Townhouse in Country Club Hills
4.96 out of 5 average rating, 47 reviews

Luv Happii House

AshleyRating, 5 stars1 day ago
We had a great trip. Niedra is a great host. We had a minor issue arise and she took care of it effectively and efficiently which meant a lot to us. Would definitely come back and plan to.
Guest favorite
A sleek wall-mounted television is set above a modern electric fireplace, framed by a stylish metallic trim. The stone feature wall provides a textured backdrop, while warm wood flooring complements the contemporary design.
Townhouse in Des Plaines
4.98 out of 5 average rating, 91 reviews

Upscale 3 bed 1.5 bath near Chicago O'Hare Airport

NestorRating, 5 stars1 week ago
Great value! My wife and parents were comfortable the whole week. Lots of amenities and the backyard is a plus.
A multi-level living space is showcased, featuring a modern staircase leading to the upper floor. Natural light floods the airy area, highlighting the contrast between the dark wooden floor and the light-colored walls. A comfortable sofa is positioned near a stylish coffee table, adding a cozy touch.
Townhouse in Wicker Park
4.75 out of 5 average rating, 4 reviews

Vital Urban: Spa Inspired Retreat

JohnRating, 5 stars1 month ago
Rain’s location in Wicker Park was perfect for our visit. Can’t beat the location for walking to so many stores, restaurants and bars. Easy check in and nice amenities - like patio and soaking tub. Ideal for two couples - stairs might be tricky for children. Very comfortable and clean. Recommended!

Townhouse rentals with a patio

Superhost
A cozy bedroom features a spacious bed dressed in neutral tones with a red accent pillow. A large mirror stands against the wall opposite a window, which is adorned with a light-filtering shade. Natural light enhances the warm wood floor and soft textures.
Townhouse in Evanston
4.81 out of 5 average rating, 58 reviews

Charming 2 bedrooms in the Evanston art district

Mary BethRating, 5 stars3 months ago
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.
Superhost
A modern dining area features a wooden table surrounded by blue chairs, enhancing the vibrant atmosphere. A large abstract artwork adds color to the wall, while a spiral staircase leads to the upper levels of the townhome.
Townhouse in Lincoln Park
4.9 out of 5 average rating, 31 reviews

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

MarthaRating, 5 stars1 month ago
This place was awesome! Favorite parts: the location (we walked to something in Lincoln Park every day), designated parking space, and private back patio. Least favorite part: the water pressure in the shower was sooo looow, like a drizzle. The rain showerhead made this worse and as the only shower in the place, it was tough. With the quality of everything else, this was surprising and definitely an issue. Also, there's no door to the basement room (spiral staircase), so you can hear everything upstairs if you're sleeping down there. Not a big deal, just something to note if you're utilizing all sleep areas. The basement couch is super comfortable!
Superhost
A modern two-story brick building is showcased, featuring a bold red exterior with contrasting white accents. Large windows are present on both stories, while a clear entrance is framed by a paved walkway. Neighboring buildings contribute to the urban setting.
Townhouse in West Town
4.79 out of 5 average rating, 71 reviews

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

BriannaRating, 5 stars1 week ago
Very great stay for a group of friends looking to explore Chicago for the weekend! Very clean and plenty of amenities.
Superhost
A modern kitchen is highlighted by a large island with seating for four. Sleek cabinetry and stainless-steel appliances are complemented by a striking black and white marble countertop. Natural light fills the space through a nearby window, enhancing the inviting atmosphere.
Townhouse in Wicker Park
4.77 out of 5 average rating, 13 reviews

Lux Full House: Outdoor Paradise + FREE Parking!

EmmaRating, 5 stars7 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!
Guest favorite
A comfortable living room area features a sofa, settee, and a few chairs arranged around a coffee table. A 55" TV is positioned above a fireplace. Two lamps provide lighting, while natural light enters through windows trimmed with blinds. A dining table for four is visible in the background.
Townhouse in Winnetka
4.95 out of 5 average rating, 42 reviews

Warm and Cheerful 3 Bedroom Winnetka Townhouse

MollieRating, 5 stars3 weeks ago
My family was moving to the area and needed a place to stay while we waited for our furniture to arrive. The home is cozy and exactly what we needed! Gabriel was also incredibly thoughtful, putting out children’s snacks, a high chair, wipe, children’s shampoo etc. which were a life saver after a long day of traveling with two little ones. Highly recommend!
Top guest favorite
Townhouse in Wicker Park
4.99 out of 5 average rating, 84 reviews

𓃥Wicker Cozy Corner w/Parking on site

PamelaRating, 5 stars1 week ago
We loved our stay. The location is fantastic. Restaurants and stores are within walking distance. The place is so clean and comfortable. Hien was very proactive and clear in his communication. We will definitely stay here again.
Top guest favorite
A vibrant living area features a large brown leather sectional sofa adorned with colorful pillows. A stylish white coffee table sits in the center, while an artistic mural of Chicago's skyline adds character to the backdrop. A plush area rug adds warmth to the wooden floors.
Townhouse in Lincoln Park
4.91 out of 5 average rating, 116 reviews

Groovy 3BR/2BA Lincoln Park - Rooftop+King Suite!

JenniferRating, 5 stars3 weeks ago
A perfect spot for a girls’ weekend. Creative touches and comfortable beds. Place was quiet but near plenty of activity. Kelly was a perfect communicator and provided lots of local tips.
Guest favorite
A spacious living area features a large, grey sectional sofa and a wooden coffee table. Natural light enters through multiple windows, illuminating a vibrant orange chair and a green indoor plant. A television is positioned on a console across from the seating.
Townhouse in Schaumburg
4.95 out of 5 average rating, 22 reviews

Casa de Chicago in Schaumburg!

LoganRating, 5 stars1 week ago
Everything about this place was exactly what we needed. I was here for a convention with 2 other co-workers. It was nice that we each had our own bed. The beds were comfortable and clean. The location was convenient to get to where we needed to, and it was nice and quiet. It was also nice to have a garage. I will for sure be returning here next year.

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

    2.1K 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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