Townhome vacation rentals in West Side

Find and book unique townhouse rentals on Airbnb

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Popular amenities for West Side townhouse rentals

Family-friendly townhouse rentals

Guest favorite
Townhouse in Chicago
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
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 Chicago
4.83 out of 5 average rating, 142 reviews

Private Bedroom w/ bath in Chicago Downtown/Loop

AzaleeRating, 5 stars1 week 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!
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 Chicago
4.74 out of 5 average rating, 215 reviews

Insta Worthy Prime Spot *Patio *Parking *Fireplace

TroyRating, 5 stars4 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 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 Chicago
4.96 out of 5 average rating, 245 reviews

Spacious garden level suite

DanaRating, 5 stars1 week 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 Chicago
4.82 out of 5 average rating, 494 reviews

Entire House/United Center /Garage-Walk to Train

SridharRating, 5 stars3 days ago
Had a great time in Joyce's airbnb. It was at a very convenient location at a very affordable price!
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 Chicago
4.71 out of 5 average rating, 140 reviews

Private Room and Bath in Perfect Location

AndreaRating, 5 stars2 weeks 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!
Guest favorite
Townhouse in Chicago
4.96 out of 5 average rating, 70 reviews

Lovely Designer Home RiverWest 4-Bedrooms/4-Bath

SusanRating, 5 stars1 month ago
A perfect place for a girls getaway with 9 of us. Cary was kind and extremely accessible from the start. Thank you!

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 Chicago
4.71 out of 5 average rating, 7 reviews

Chicago West Town Row House

AriannaRating, 5 stars2 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.
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.
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 Chicago
5 out of 5 average rating, 21 reviews

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

KateRating, 5 stars5 months ago
We enjoyed the house and the comfortable beds. We have family that live close by so didn’t use the kitchen and weren’t around much. It was great to find a spot close to family without having to go to a hotel. Our kids (from Canada and Kansas City) and us were able to be together. The extra touches were very nice and made home away from home very comfortable and inviting.
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 Chicago
4.79 out of 5 average rating, 110 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
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 Chicago
4.93 out of 5 average rating, 14 reviews

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

BrittRating, 5 stars1 week ago
This place is beautiful! We stayed for a long weekend and it accommodated three adults wonderfully! The private parking was a great feature. Would stay here again!
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 Chicago
4.71 out of 5 average rating, 63 reviews

Historic Alta Vista Terrace District

JeremyRating, 5 stars2 weeks ago
The home was cool and eclectic and was in a great area: so close to Wrigley and all that the area had to offer.
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 Chicago
4.72 out of 5 average rating, 18 reviews

Stylish Chicago Duplex Close to Parks & Dtwn

AliRating, 5 stars7 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.
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 stars4 weeks ago
We loved staying here! The home felt so cozy. One of my favorite Airbnb’s! Thank you for having us!

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, 22 reviews

A Pleasant Stay in Oak Park

NeenaRating, 5 stars2 weeks ago
The attention to detail is what stole the show at this airbnb! The place was spotless clean and had all amenities that you would need.. There was plenty of coffee and creamer, extra toiletries in case you missed something, and super comfy beds and linen.. The neighbors were great too.. 5 star all the way!
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 Chicago
4.97 out of 5 average rating, 91 reviews

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

JenniferRating, 5 stars1 week 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 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 Chicago
4.79 out of 5 average rating, 72 reviews

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

HeatherRating, 5 stars1 week 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 Chicago
5 out of 5 average rating, 32 reviews

Chinatown 3 bedroom with Parking - near McCormick

ChineloRating, 5 stars4 weeks ago
We had a great stay. The home was clean and very spacious. It was literally steps from Chinatown. Also across the street from Walgreens. Would definitely stay here 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, 25 reviews

Luxurious townhome

NatalieRating, 5 stars1 week ago
Moh's townhouse was absolutely beautiful! One of my most favorite places to stay. Place looked brand new and decor was top notch! Large comfortable bed and nice bathroom and kitchen. It was literally minutes away from nice restaurants and shopping. Would definitely love to stay again 💕
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 Chicago
4.77 out of 5 average rating, 13 reviews

Lux Full House: Outdoor Paradise + FREE Parking!

EmmaRating, 5 stars8 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 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, 92 reviews

Upscale 3 bed 1.5 bath near Chicago O'Hare Airport

MichelleRating, 5 stars1 week ago
Habeeba’s place was perfect for our needs. The home was spacious and welcoming. She was very responsive and proactive. We would definitely stay there again!
Top guest favorite
Townhouse in Chicago
4.99 out of 5 average rating, 87 reviews

𓃥Wicker Cozy Corner w/Parking on site

MichaelRating, 5 stars4 days ago
Great place in a perfect location. The house is in a quiet area but only steps from all of the action. Hien was a very responsive host and also worked with us to help grab something we left behind. Would definitely stay here again!

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