Townhome vacation rentals in West Side

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Popular amenities for West Side townhouse rentals

Family-friendly townhouse rentals

Guest favorite
A modern living area features a sectional sofa and a round coffee table, surrounded by indoor plants. A large wall-mounted flat panel television is visible, and natural light floods through the large windows, which lead to an outdoor balcony. A textured rug adds warmth to the space.
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
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 Chicago
4.85 out of 5 average rating, 169 reviews

Downtown Elegance ✨ Private Yard Parking

JohnRating, 5 stars1 week 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 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, 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, 348 reviews

CITY CONDO with GARAGE 7 min Walk to Train

KristianRating, 5 stars1 week ago
Super responsive and helpful host. We didn’t need much from the start but was still blown away how cute , fun and nice the place felt.
Guest favorite
A cozy living area features a black leather sofa paired with decorative pillows. A glass coffee table sits atop a patterned rug, complemented by a lamp and a small plant. The staircase leads to an upper level, with a wall map artwork enhancing the space.
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 339 reviews

a SIMPLE place

JacquelineRating, 5 stars3 days ago
This was our first time staying at an Airbnb and it was a very pleasant experience. Place was very clean and we felt right at home. Steve was very responsive with the questions I had.
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 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
A spacious bedroom features a queen bed with a light quilt and decorative throw. A black bedside table with a lamp is alongside the bed. An inviting work area contains a small desk, a coffee station with a coffee maker and mugs, and a wooden dresser.
Private room in Chicago
4.96 out of 5 average rating, 239 reviews

Spacious garden level suite

AnnaRating, 5 stars3 days ago
We had a wonderful stay! The home was spotless, cozy, and incredibly comfortable. The neighborhood is super charming and walkable. Highly recommend—10/10!
A cozy sleeping area features a plush bed dressed in soft, textured bedding and topped with neatly arranged towels. Flanking the bed are modern light fixtures providing a warm glow. A decorative framed artwork hangs above the headboard, contributing to the inviting ambiance.
Townhouse in Chicago
4.61 out of 5 average rating, 197 reviews

Chicago’s Dickens Place a trendy centralized flat

KathleenRating, 5 stars2 weeks ago
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.

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
4.6 out of 5 average rating, 5 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
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, 88 reviews

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

CynthiaRating, 5 stars1 week ago
Absolutely loved staying here! Our family really enjoyed our time here at the house, along with the recommendations. We would most definitely stay here again!
A well-appointed bedroom features a spacious bed adorned with decorative pillows and a throw blanket. Two bedside lamps provide gentle lighting. Large glass doors lead to a balcony, framed by light curtains, while a framed artwork hangs above the headboard, adding character to the room.
Townhouse in Chicago
4.83 out of 5 average rating, 106 reviews

Modern Downtown Home with 5 Baths & Private Garage

SummerRating, 5 stars4 months ago
We had a great stay and enjoyed the apartment!
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
4.95 out of 5 average rating, 44 reviews

Luv Happii House

KamekaRating, 5 stars1 month ago
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!!
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, 88 reviews

Upscale 3 bed 1.5 bath near Chicago O'Hare Airport

WhitneyRating, 5 stars1 week ago
This place was perfect for our long weekend. Close to Chicago for sightseeing but far enough away to not feel like you’re staying in the big city. There were plenty of restaurant options and stores nearby. The house was exactly as described and the neighborhood was safe and comfortable. We will be back later this year and will probably reserve the same property if it’s available.
Superhost
A spacious living room features a sectional sofa accompanied by accent pillows, a wooden coffee table, and decorative plants. Natural light enters through large windows, creating a bright atmosphere. A flat-screen TV is mounted on a dark feature wall, complementing the neutral color palette.
Townhouse in Lemont
5 out of 5 average rating, 4 reviews

Game & Music Rooms + Deck | LCP Collection

LamarRating, 5 stars8 months ago
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
The bathroom features a modern design with dual sinks set in a sleek countertop. Textured stone tiles line the walls, while natural light reflects off the mirrors. A spacious bathtub is positioned beside the vanity area, accompanied by a well-organized closet space with hanging options.
Townhouse in Chicago
4.75 out of 5 average rating, 4 reviews

Vital Urban: Spa Inspired Retreat

JohnRating, 5 stars1 week 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!
Guest favorite
A spacious living area features a large sectional sofa and a modern coffee table at its center. Sunlight streams through wide windows, illuminating the light-colored walls and floor. A subtle piece of artwork is displayed on the wall, enhancing the relaxing ambiance.
Townhouse in Chicago
4.89 out of 5 average rating, 93 reviews

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

NarcissaRating, 5 stars3 days ago
Karen’s townhouse in Chicago was spacious and very clean. Added bonus for providing a parking spot in the townhouse’s garage. The location was close to Chinatown with many amazing restaurants. It has a city charm to it. If you are traveling with a group would recommend this place.

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
4.95 out of 5 average rating, 19 reviews

A Pleasant Stay in Oak Park

BrissaRating, 5 stars5 days ago
Really enjoyed my stay, host was very responsive and helpful !
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 stars2 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 Chicago
4.93 out of 5 average rating, 29 reviews

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

HeatherRating, 5 stars1 month 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 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
4.78 out of 5 average rating, 68 reviews

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

KaraRating, 5 stars2 weeks 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 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, 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
A contemporary living space features a comfortable gray sofa adorned with pillows and a cozy throw. A dining table is set for four, with white plates and light floral arrangements. Large windows with sheer curtains allow natural light to brighten the room.
Townhouse in Chicago
4.99 out of 5 average rating, 79 reviews

𓃥Wicker Cozy Corner w/Parking on site

StephanieRating, 5 stars5 days ago
This was one of the best AirBnb’s I’ve ever stayed in! It was absolutely spotless, really immaculate. It was a great location, 7 minute walk to the train station and lots of restaurants nearby. While being close to so much, it still felt very tucked away in a little neighborhood on a dead end street. Having off street parking was great. All the amenities you could possibly need were included, including plenty of toilet paper for the week, all the kitchen utensils you could need and lots of towels. We never heard a peep out of any neighbors! I would stay here again in a heartbeat and will be recommending it to any friends heading to Chicago. Hien was very responsive and checked in via messages to make sure we had everything we needed.
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
4.94 out of 5 average rating, 18 reviews

Casa de Chicago in Schaumburg!

NinaRating, 5 stars4 days ago
My family and I were very pleased with this Airbnb. The townhouse was exactly how the pictures show. The sofa in the living room was extremely comfortable This unit has a FULL WASHER and DRYER which was extremely convenient. There was also laundry soap provided. :)

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