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 stars9 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, 265 reviews

The Nancy’s gorgeous , Spacious Urban Getaway

MerihRating, 5 stars2 weeks ago
We loved this full home. I booked this home for my parents and family to call home base during my wedding weekend. It was perfect, lots of space and common areas for family and family friends to gather and socialize. Nancy was super kind and helpful as well in the check-in process. Everything smooth and seamless! You get to lakeshore in minutes, the location is excellent to be in the city but a little removed from the chaos. Nice quiet street. We loved it and recommend this for any large family trips especially! Thank you Nancy!
Guest favorite
The living room features a high ceiling and a stone fireplace, with large windows allowing natural light to fill the space. Two brown leather sofas and a wooden coffee table create a cozy sitting area. The outdoor space is accessible through double doors.
Townhouse in Old Town
4.85 out of 5 average rating, 172 reviews

Downtown Elegance ✨ Private Yard Parking

SachaRating, 5 stars1 month ago
We were a party of 8 humans and 2 dogs, staying for the weekend. Our family had plenty of space, and the outdoor patio was a nice bonus. The kitchen was well-equipped with coffee and tea, nice new appliances, lots of dishes and utensils (we did not need a melon baller, but she had one in case we needed it!). We found it really easy to get to the L, and also convenient for walking. It was such a relief to park once and not have to drive at all. The street was nice and quiet (I mean, there were trains, because Chicago ☺️). It felt very safe, so we were comfortable taking the dogs on walks anytime. Alexandra communicated with me really well leading up to our stay, and stayed in touch throughout. We made a lot of memories, and the lovely accommodations were part of that.
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, 142 reviews

Private Bedroom w/ bath in Chicago Downtown/Loop

AzaleeRating, 5 stars2 weeks ago
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, 84 reviews

Cozy basement with private Bathroom

MingiRating, 5 stars4 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
4.96 out of 5 average rating, 245 reviews

Spacious garden level suite

DanaRating, 5 stars3 weeks 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, 496 reviews

Entire House/United Center /Garage-Walk to Train

LaurieRating, 5 stars5 days ago
Perfect accommodations for a family of 6. AC was great. Back deck was enjoyable for evening dinner and conversation. Suitable for kids. Always felt safe and parking was available on the street when our truck was too BIG for the garage. It’s Big, so a regular non lifted vehicle would fit. The house was clean and Joyce was available when we had questions. There is a nice grocery story within walking distance and we use the bus to navigate Navy Pier and downtown.
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, 140 reviews

Private Room and Bath in Perfect Location

AndreaRating, 5 stars1 month ago
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!

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
4.75 out of 5 average rating, 8 reviews

Chicago West Town Row House

AriannaRating, 5 stars3 weeks 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.
Top guest favorite
A multi-unit building is shown surrounded by well-maintained green lawns and hedges. Outdoor seating areas with umbrellas are visible, providing a relaxed space for guests to enjoy the fresh air. The clear blue sky highlights the inviting exterior and garden spaces.
Townhouse in Lincoln Square
5 out of 5 average rating, 24 reviews

Northside Famlynest Lincoln Sq 4BR/1.5BA/2P

TonyRating, 5 stars1 week ago
Ivan is a amazing host his place is so nice we ended up staying twice extremely clean in a amazing location the home has everything you need full kitchen amzing hot water and water pressure it’s a must stay 5 stars plus more DO NOT MISS OUT one of the cleanest airbnbs I have stayed and I have stayed at over 100 my family will be staying here on all our trips to Chicago btw talk about a great foodie location soooo many options Cafe Utjeha BEST Cappuccino I have had in my life plus right across the street is Toscana Grill voted the best European restaurant In Illinois SOOOO GOOD
A serene bedroom space is highlighted by a large wall mural featuring a blossoming branch, complemented by stylish pendant lights on either side of a modern, low-profile bed. Decorative pillows are arranged on the bed, with soft carpeting beneath and warm, neutral tones throughout the room.
Townhouse in Irving Park
4.93 out of 5 average rating, 15 reviews

★Chicago's hidden gem-private patio, free parking★

BruceRating, 5 stars2 weeks ago
Great place to stay in the Irving Park neighborhood. Loved that there was a dedicated garage for the unit. A great feature.
Guest favorite
The facade of the historic townhome is showcased, featuring a prominent bay window and decorative architectural details. A vibrant red door serves as a focal point, complemented by large windows that allow natural light to fill the interior. Surrounding greenery adds to the inviting aesthetic.
Townhouse in Lake View
4.72 out of 5 average rating, 65 reviews

Historic Alta Vista Terrace District

ClaytonRating, 5 stars1 week ago
Truly amazing home and beautiful neighborhood. Howard was great, he ensured a simple check in/out, and a peaceful stay in is home. Highly recommend! I know where I will look first when I’m returning to the area!
The modern chef's kitchen features a spacious island with vibrant pastel stools and sleek stainless steel appliances. A geometric backsplash adds visual interest, while colorful pendant lights illuminate the room, creating a lively and inviting cooking space.
Townhouse in McKinley Park
4.72 out of 5 average rating, 18 reviews

Stylish Chicago Duplex Close to Parks & Dtwn

AliRating, 5 stars8 months ago
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.
A fully equipped kitchen is displayed with sleek stainless steel appliances and ample cabinetry. A modern dining table is set with plates and utensils, complemented by warm wooden accents. Natural light floods the space through large windows, enhancing the kitchen's functionality.
Townhouse in Bronzeville
4.71 out of 5 average rating, 34 reviews

B 10minsDowntown WasherDryer Selfcheckin SmartTV

TiffanyRating, 5 stars5 days ago
Russell’s home was a perfect spot for my daughter and I to stay. We had absolutely no problems with the location and street parking was always available. Accommodation was comfortable and felt homey. We would definitely like to stay here again!
A modern kitchen is showcased with a mirrored backsplash reflecting light. Stainless steel appliances, including a refrigerator and stove, are arranged with wooden cabinets. A dining area is positioned next to the kitchen island. Industrial-style pendant lights hang above the space, illuminating the countertops.
Townhouse in West Town
4.66 out of 5 average rating, 161 reviews

Ultra Modern Wicker Park Pad w/ HUGE Outdoor Space

IsaacRating, 5 stars3 weeks ago
Great location, close to the train, shopping and dining. Perfect place to explore Wicker Park and Downtown Chicago.
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
4.9 out of 5 average rating, 10 reviews

Vital Urban: Spa Inspired Retreat

Aurora DawnRating, 5 stars1 week ago
This place is why I'm hesitant to mediocre Airbnbs a 5 star rating - because this place deserves it! Loved the amenities and layout! Excellent location! Will definitely stay here again if it's available for my next trip to Chicago.

Townhouse rentals with a patio

Guest favorite
A welcoming living area features hardwood flooring, complemented by a stylish area rug. A dining table for two is set with elegant tableware. Two deep purple armchairs offer a cozy seating option, while natural light filters through large windows, enhancing the inviting space.
Townhouse in Oak Park
5 out of 5 average rating, 24 reviews

A Pleasant Stay in Oak Park

BrianRating, 5 stars6 days ago
Very clean well appointed space. An older townhome, the unit is fully stocked with everything one would need, and parking behind the unit was extremely convenient. Jay was very responsive and helpful. Close walk to train station and restaurants, on a quiet block, with everything one might need.
Guest favorite
A spacious living area features a comfortable gray sectional sofa adorned with light-colored throw pillows, set against a backdrop of large windows draped with sheer curtains. A round dining table with gray chairs and a sleek kitchen area are visible, creating an inviting open space.
Townhouse in Belmont Cragin
4.97 out of 5 average rating, 92 reviews

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

JenniferRating, 5 stars3 weeks ago
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.
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
4.91 out of 5 average rating, 34 reviews

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

KristinRating, 5 stars2 weeks ago
Our family had a wonderful time and loved the neighborhood. It was near many places we wanted to visit and also near public transit. Our boys enjoyed the "movie theater" in basement and thought they had quite the special place to stay. We also enjoyed grilling out on the private patio. It was a nice weekend getaway.
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
4.78 out of 5 average rating, 73 reviews

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

HeatherRating, 5 stars3 weeks ago
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!
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, 34 reviews

Chinatown 3 bedroom with Parking - near McCormick

DamonRating, 5 stars2 weeks ago
Very clean and everything looked as posted. Walking distance to nice restaurants and Walgreens on the corner. Very pleased with the space and everyone was comfortable. Would definitely stay again.
Guest favorite
A decorative tray is displayed on a neutral-toned couch, featuring a white vase filled with faux white foliage and a black candelabra holding two tall white candles. A wall art piece and a green plant can be seen in the background.
Townhouse in Orland Park
5 out of 5 average rating, 27 reviews

Luxurious townhome

ErvinRating, 5 stars2 weeks ago
Moh was a great communicator. The space worked out very well and actually felt bigger than what the pictures showcased. The house felt like a home with the small touches and would definitely recommend staying again when in the area.
Top guest favorite
Townhouse in Wicker Park
4.99 out of 5 average rating, 90 reviews

𓃥Wicker Cozy Corner w/Parking on site

SarahRating, 5 stars4 days ago
Hien’s place was wonderful! It was the perfect location, comfortable for our family of 5, and walkable to everything! The 606, coffee shops, shopping and neighborhood was fantastic. When we come back to Chicago, we will absolutely stay here again!
Superhost
The entrance to the townhouse is framed by a wrought-iron fence and features a wooden door with an elegant archway. Soft sunlight casts shadows across the brick facade, highlighting the building's modern and classic design. Surrounding greenery adds a natural touch to the urban setting.
Townhouse in West Loop
4.88 out of 5 average rating, 48 reviews

Stylish 3BR TH w/2 Jacuzzi /1 private garage spot

JasonRating, 5 stars1 week ago
Parth's place worked out very well for a quick business trip in the West Loop. The three levels provided ample space to spread out and given the very convenient location and I would definitely stay here again. It was a great stay!

Quick stats about townhouse rentals in Near North Side, Chicago

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 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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