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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 stars7 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
Townhouse in Chicago
4.85 out of 5 average rating, 169 reviews

Downtown Elegance ✨ Private Yard Parking

JohnRating, 5 stars4 days ago
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!
Guest favorite
A well-maintained exterior features a brick facade with multiple windows. A manicured grassy area is enclosed by a black wrought-iron fence, and a basketball hoop is positioned on the driveway beside an SUV parked in front of the garage.
Private room in Chicago
4.83 out of 5 average rating, 140 reviews

Private Bedroom w/ bath in Chicago Downtown/Loop

TaylinRating, 5 stars1 month ago
We had a great stay here. It was very private. We enjoyed our time.
Guest favorite
A wall-mounted shelf displays a selection of games and activities. Notable items include a colorful game box labeled 'Charades', along with stacks of miscellaneous game pieces. Above the shelf, the word 'PLAY' is spelled out using wooden blocks, adding a playful touch to the space.
Townhouse in Chicago
4.87 out of 5 average rating, 347 reviews

CITY CONDO with GARAGE 7 min Walk to Train

RickRating, 5 stars1 week ago
The host is very communicative and helpful. Very nice to have a garage space for the car while visiting Chicago. The neighborhood is quiet and easy to access from the city. Would definitely book again!
Guest favorite
A well-organized bathroom features wooden cabinetry and a spacious vanity area with dual sinks. Vanity lights create a bright environment, while two framed mirrors enhance the space. Towels and personal items are neatly arranged, providing functionality and ease of access.
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 337 reviews

a SIMPLE place

KaitlinRating, 5 stars4 days ago
This is the 2nd time I've stayed here, and it is always exactly what I need. The space is great, the neighborhood is safe, and there's a Lou Malnatis and Portillos within a 15 min drive. Will definitely stay again!
Guest favorite
Private room in Bolingbrook
4.8 out of 5 average rating, 83 reviews

Cozy basement with private Bathroom

MingiRating, 5 stars2 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, 237 reviews

Spacious garden level suite

MaisyRating, 5 stars1 month ago
We had a lovely stay here at this apartment! Really lovely neighbourhood with many local bars and restaurants and good connections to get into downtown Chicago. The apartment was absolutely perfect, very clean and well equipped - Thank you Petra!
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, 138 reviews

Private Room and Bath in Perfect Location

AustinRating, 5 stars7 months ago
Great location and a great price! Would certainly stay again!

Townhouse rentals with a washer and dryer

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
5 out of 5 average rating, 4 reviews

Chicago West Town Row House

OliviaRating, 5 stars1 month ago
Great place to stay out of the overwhelming downtown without being far from what you want to do.
Guest favorite
An aerial view captures a complex of townhouses framed by trees, showcasing a central green area. The urban skyline is visible in the background, with a clear blue sky enhancing the scene. Several parked cars line the street, emphasizing accessibility to the space.
Townhouse in Chicago
5 out of 5 average rating, 5 reviews

Entire townhouse by McCormick Pl - 2 Free Parkings

AngelaRating, 5 stars2 months ago
If you have something going on at Mccormick center the location is PERFECT. Walking distance to a lot of things, the garage is larger then it looks in the photo you can fit two cars easy, and all the bedrooms were great! Relatively soundproof and quiet neighborhood all around. The beds were decently comfortable as well! LOTS of blankets around so don't be afraid if you're cold all the time like I am.
Guest favorite
The living area showcases a comfortable gray sofa with neatly arranged cushions. A small wooden table sits in the foreground, while a recliner offers an additional seating option. Natural light filters through sheer curtains, illuminating the modern kitchen visible in the background.
Townhouse in Chicago
5 out of 5 average rating, 6 reviews

Quiet Townhome, Near Lakefront and Downtown

NancyRating, 5 stars1 day ago
Thank you very much Brandon, you were always super friendly and that we valued it very much, the communication was very fluid and always immediate, your house as advertised, super clean, the neighborhood seemed safe, even though the parking is the street we never had any problems we always found space, the apartment is very safe, the location is great, very close to the seawall, we definitely highly recommend your apartment. Thank you for your recommendations we were very helpful, we really enjoyed our stay in Chicago.
A modern living area is presented with a spacious gray sectional sofa adorned with decorative pillows. A wooden coffee table sits in front, and a vibrant plant adds a touch of greenery. Stairs lead to the upper level, framed by a sleek black railing.
Townhouse in Chicago
4.84 out of 5 average rating, 105 reviews

Modern Downtown Home with 5 Baths & Private Garage

SummerRating, 5 stars4 months ago
We had a great stay and enjoyed the apartment!
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, 84 reviews

Upscale 3 bed 1.5 bath near Chicago O'Hare Airport

TrishaRating, 5 stars1 week ago
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.
Townhouse in Chicago
4.67 out of 5 average rating, 3 reviews

Vital Urban: Spa Inspired Retreat

EdRating, 5 stars1 month ago
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.
Guest favorite
The exterior of a newly renovated townhouse is shown, featuring a red brick façade with multiple windows and a white garage door. A black wrought-iron fence surrounds the property, with two covered entryways leading to the main entrance.
Townhouse in Chicago
4.89 out of 5 average rating, 92 reviews

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

LydaRating, 5 stars1 week ago
Karen’s place was wonderful! Lots of stairs. Top level was master bedroom and bathroom, one flight down 2 bedrooms and a bathroom, one flight down living room and bathroom, one flight down kitchen, dining room and patio, one flight down entryway and garage, bottom floor was a 2-bedrooms bedroom and laundry room. Check in and out were super easy. About a 15 min walk to the red line that took us everywhere. Very close to Chinatown. Perfect for our group of 9! Would absolutely stay again.
The open living area features a green futon adorned with decorative pillows, a brown upholstered ottoman, and an armchair. Dining is suggested by a round table set with lime green placemats, complemented by light gray walls and contrasting window treatments that allow natural light.
Townhouse in Bolingbrook
4.76 out of 5 average rating, 63 reviews

Open 2 Bedroom Townhouse with Parking!

Olga LidiaRating, 5 stars3 months ago
My husband and I had a wonderful stay at the house. Our hosts gave us clear directions to find the location of the house and we found all the amenities mentioned. We would be happy to stay with them again

Townhouse rentals with a patio

Guest favorite
Townhouse in Oak Park
4.94 out of 5 average rating, 18 reviews

A Pleasant Stay in Oak Park

JadeRating, 5 stars2 days ago
We loved this place! It’s about a four minute walk to the train station, made getting around soooo much easier! The inside was clean, and the amenities were great! Host was also very helpful.
Superhost
Townhouse in Evanston
4.81 out of 5 average rating, 58 reviews

Charming 2 bedrooms in the Evanston art district

Mary BethRating, 5 stars1 month 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.
Guest favorite
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 Chicago
4.93 out of 5 average rating, 28 reviews

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

HeatherRating, 5 stars3 weeks ago
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!
Superhost
A welcoming living area is showcased with a cozy bench adorned with decorative cushions. A circular mirror reflects light, while a framed sunset photograph complements the space. Natural light filters through the window, highlighting the wood staircase leading to the upper level.
Townhouse in Chicago
4.78 out of 5 average rating, 67 reviews

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

KaraRating, 5 stars1 week ago
Lovely spot, exactly as expected. Great space for our large group. Does lack a good central "lounge" space - this wasn't unexpected with the couch upstairs from the kitchen & dining table but it did make for a less social space than anticipated. Be sure to read closely - the outdoor space can only be accessed through one of the bedrooms so though it was a good space, it was limited as a public space for our group. Beautifully furnished though and a great location for our group, no real complaints
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 stars6 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 favorite
A spacious living area features wood flooring and neutral walls. A large flat-screen TV is mounted above a modern coffee table. A comfortable sectional sofa, adorned with yellow pillows, invites relaxation. Natural light from the windows brightens the space, complemented by tasteful wall art.
Townhouse in Arlington Heights
4.94 out of 5 average rating, 16 reviews

Near Lake Arlington, Metra & Downtown AH

RobertRating, 5 stars2 months ago
Wonderful house in Arlington Heights. Lots of parking. Convenient to shopping, restaurants, and Lake Arlington while on a quite street. Lots of room and parking. Satnam is a wonderful host. Easy to communicate with.
Top guest favorite
A pathway leads through a landscaped area between two brick buildings. The path is bordered by low shrubbery and greenery, providing access to a covered entrance. Several outdoor seating options are visible near the entrance, enhancing the inviting ambiance.
Townhouse in Winnetka
4.95 out of 5 average rating, 41 reviews

Warm and Cheerful 3 Bedroom Winnetka Townhouse

RosemaryRating, 5 stars1 month ago
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!
Top guest favorite
Townhouse in Chicago
4.99 out of 5 average rating, 76 reviews

𓃥Wicker Cozy Corner w/Parking on site

JaneRating, 5 stars2 days ago
This was one of my fave stays with Airbnb. Hien's place is cute and comfortable and close to so many great things to do. Hien is very thoughtful in all the details in the home including a locked shed to store luggage before check in / after check out. Highly recommend.

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