Vacation rentals with a balcony in West Side

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Popular amenities for West Side balcony rentals

Apartment rentals with a balcony

A modern living area features a comfortable gray sofa facing a circular coffee table. Behind, a sleek kitchen with bar seating is visible, highlighted by stylish light fixtures. A piece of abstract art adorns the wall, and neutral tones create a serene ambiance.
Apartment in Chicago
4.81 out of 5 average rating, 244 reviews

Perfect Lincoln Park Retreat - Walk to Depaul!

EmilyRating, 5 stars2 weeks ago
Catherine was a great host - incredibly responsive and her place had everything my husband and son needed for our stay! Great walkable location and clean unit. Will definitely be returning next time we’re in Chicago!
Superhost
The living area showcases a classic leather Chesterfield sofa paired with mid-century armchairs. A round glass coffee table sits atop a black and white cowhide rug. Natural light enters through large windows adorned with sheer curtains, illuminating potted plants and eclectic wall art.
Apartment in Chicago
4.82 out of 5 average rating, 498 reviews

Eclectic Artist Designed Sanctuary Heart of Pilsen

JaideepRating, 5 stars2 weeks ago
Daniel’s place is in the heart of Pilsen, and very close to Downtown, Hyde Park etc, with lots of public transport around. The place is spacious with a nice back facing balcony. Daniel was very communicative, and very kindly allowed us an early check in as we had a lot of luggage. Would highly recommend his place to anyone visiting Chicago!
A private garden area is enclosed by a decorative wrought iron fence, featuring stone paths and lush greenery, including climbing vines. A seating area with metal chairs and a small table is situated near a planter, creating a serene outdoor space. Soft light filters through nearby foliage.
Apartment in Chicago
4.78 out of 5 average rating, 148 reviews

2 Cozy Bedrooms In a Hidden Wicker Park Gem!

BenRating, 5 stars3 weeks ago
Convenient spot right on the train and good bus access around the city. Grocery store a few blocks away and tons of good restaurants and bars within 15 min walk.
Superhost
A cozy living area features a gray sectional sofa positioned across from a light coffee table. A tall indoor plant adds a touch of greenery, while natural light filters through the window, adorned with sheer curtains. A dining area is visible in the background.
Apartment in Chicago
4.82 out of 5 average rating, 119 reviews

Chic Penthouse In Perfect Wrigleyville Location

KatherineRating, 5 stars1 month ago
Super cute place in a safe neighborhood. The owner's were super nice and communicated with us quickly. We had everything we needed!
Superhost
A bright living area features a white couch with colorful throw pillows, complemented by a patterned area rug. A modern entertainment center holds a flat-screen TV, while a kitchenette with sleek cabinets and bar seating is visible in the background.
Apartment in Chicago
4.76 out of 5 average rating, 72 reviews

Artsy Chicago Abode: Steps to Shops & Restaurants

ColinRating, 5 stars10 months ago
Had a nice stay. Did the trick as a place to sleep while exploring the city. Good location
Guest favorite
A spacious living room is presented with a comfortable green sofa and two light-colored chairs. A large flat-screen TV is mounted on a wooden media console. A round coffee table sits in the center, surrounded by a soft area rug. Natural light filters through sheer window curtains.
Apartment in Chicago
4.8 out of 5 average rating, 10 reviews

3 Bed 3 Bath Lakefront Oasis, Parking Included

NathanRating, 5 stars5 days ago
Great stay. The property is tucked away and is away from all the city noise. It was very clean and everyone was really impressed. Thank you Sally for a great stay.
Guest favorite
A modern living room features a leather sofa and a stylish armchair with a patterned cushion. A unique fireplace with a decorative bull skull above it serves as a focal point. Colorful artwork decorates the walls, adding vibrancy to the space.
Apartment in Chicago
4.91 out of 5 average rating, 560 reviews

The Woodsman's Gallery at OHC - No Cleaning Fee!

RyanRating, 5 stars2 weeks ago
Place was as described. Close to great local bars and restaurants and the train. Host was very responsive.
A spacious living area features two light blue sofas with contrasting cushions, arranged on a patterned area rug. Natural light filters through elegant window treatments, enhancing the warmth of the hardwood flooring. A grand staircase is visible in the background, framed by archways.
Apartment in Chicago
4.7 out of 5 average rating, 44 reviews

Huge Lincoln Park 6 Bed Duplex with Free Parking!

RaviRating, 5 stars6 months ago
This place is great for large parties. It’s close to bars, restaurants and the main strip of Lincoln Park. Being close to the hub of things means it’s a bit noisier. Not crazy or anything, but if you’re not use to city noise this can be surprising. The bedrooms are laid in a way that not every room is private (glass doors), shared spaces, etc. more of a heads up when you enter into the unit there’s a flight of stairs to get to the unit. Not a deal breaker, but we had someone in a walker which made it a bit more challenging. Would rent this space again!

House rentals with a balcony

Guest favorite
A modern living space is highlighted by white walls and dark wood flooring. A stylish wire chair draped with a vibrant patterned blanket is positioned by a round dining table. A staircase with a black accent wall leads to the upper level, adorned with decorative lighting.
Home in Chicago
4.94 out of 5 average rating, 339 reviews

The Roscoe House near Wrigley Field

VictorRating, 5 stars2 days ago
One of the nicest places near Chicago,
Guest favorite
An open living area features a round dining table with black chairs and a decorative centerpiece. A comfortable seating arrangement with a dark sofa and accent chair is visible, with soft natural light streaming through large windows adorned with sheer curtains.
Home in Chicago
4.94 out of 5 average rating, 18 reviews

6 Bedrooms In Beautiful Sheridan Park!

JeromeRating, 5 stars2 months ago
Had a great stay over St. Patrick’s day weekend. The apartments are in a very walkable area with great access to public transportation. Fenton was also very quick to communicate and gave clear instructions. 10/10 would recommend to anyone.
A light-filled living room features a neutral-toned sofa and a large marble-top coffee table on a colorful rug. An arc floor lamp and a decorative potted plant add dimension, while framed artwork adorns the walls, creating a relaxed and inviting space that connects to a dining area beyond.
Home in Chicago
4.65 out of 5 average rating, 43 reviews

Newly Updated Vintage 6 Bedroom Single Family Home

KrisRating, 5 stars2 weeks ago
My stay at this property was exactly as I expected and more. It was as described and was very much a vintage beauty. We felt right at home and had a great time. It accommodated my large party and the icing on the cake was all the great restaurants. We will definitely stay again in the future.
Top guest favorite
A bright dining area features a long wooden table surrounded by six blue chairs. A modern chandelier hangs above, illuminating the space. In the background, a staircase leads to the upper level, while a cozy living area is visible, providing an open and inviting layout.
Home in Chicago
4.97 out of 5 average rating, 36 reviews

Wicker Park 6bd/4ba, Steps from Cta, Parking Incl

JohnRating, 5 stars1 week ago
Great place and stay! Location is amazing!
Superhost
A stylish living area is featured, showcasing a contemporary sectional sofa adorned with colorful cushions. A striking floral wall art piece adds vibrant character to the space, while a decorative cowhide rug lies on the dark hardwood floor. Natural light filters through large windows, enhancing the ambiance.
Home in Chicago
4.92 out of 5 average rating, 142 reviews

Southwestern Escape in Logan Square, Sleeps 12

AmyRating, 5 stars5 months ago
My friends and I celebrated the new year in Chicago and were so grateful to find this place! Logan Square is a great neighborhood with plenty of coffee shops, bars, and restaurants. The apartment was easy to access and very clean. It was particularly clean for a place that people use for celebrations and parties! I really appreciated that. Bathrooms were roomy, great fixtures, and nice decor. Thank you for a wonderful stay! I’d happily book it again.
A spacious living room features a comfortable gray sectional sofa facing a wall-mounted television. A round coffee table sits on a textured area rug, surrounded by two accent chairs. Natural light filters through sheer curtains, complemented by indoor plants near the windows.
Home in Des Plaines
4.29 out of 5 average rating, 24 reviews

Spacious Retreat Near Convention Centers

Adil KhanRating, 5 stars1 month ago
Really nice home in a great location. Everything checked out. The only thing you need to worry about is that there’s just one restroom in the house. Apart from that everything was great!
Guest favorite
A stylish living area features a combination of striped and solid-color chairs, a plush area rug, and a modern coffee table. Large windows provide natural light, while a decorative fireplace adds to the cozy ambiance of the space.
Home in Chicago
4.87 out of 5 average rating, 129 reviews

Soak Up Mid-Century Style in Wrigleyville and Boystown

ShelbyRating, 5 stars3 weeks ago
My family and I really enjoyed staying here. It is in a really cute neighborhood and looks like the photos described. Very walkable to things. Everything we needed for our stay was in the house and accessible to us. It is mentioned in the listing that street parking is available but not reserved spaces. Since we knew this, we planned ahead and found parking in the neighborhood which I strongly recommend doing. The street parking was hard to come by on a weekend. Again, this was not an issue for us but do plan ahead. Matt was a great host and if we ever are in town for a cubs game, we would absolutely stay at this place again. It has so much character and they have very clearly maintained the space well. Also we appreciated how extremely clean everything was.
Guest favorite
Home in Chicago
4.96 out of 5 average rating, 53 reviews

The Grand Kimball Lodge, Logan Square, Sleeps 20

BrianRating, 5 stars2 months ago
One of the most you unique Airbnb locations I’ve ever stayed. Bob did an amazing job creating the space . Feels more like a home or something out of photo shoot than an Airbnb. Great space to bring a big group for the weekend. The wood burning sauna was great to have and he was nice enough to set it up for us .

Condo rentals with a balcony

Guest favorite
An open living area features a modern design with a gray sofa and two accent chairs. A wooden coffee table is centered on a light-colored floor. Large windows bringing in natural light are dressed with sheer curtains, complementing a decorative stone wall and wall-mounted television.
Condo in Chicago
4.92 out of 5 average rating, 37 reviews

Newly Designed 3bd In Heart of Ukrainian Village

TeriRating, 5 stars6 days ago
The host was excellent at communicating and very responsive! I greatly appreciated her flexibility. Our kids loved the park in the back yard.
Superhost
An open layout living area showcases exposed brick walls and a modern kitchen. A dark green sofa with orange accent pillows is featured, accompanied by two black chairs. A round area rug sits beneath a glass table, with a large vintage map of Chicago adorning one wall.
Condo in Chicago
4.84 out of 5 average rating, 186 reviews

Loft-Like Wicker Park Condo Steps from the Cta!

LaurenRating, 5 stars1 month ago
Tom’s place was exactly what we needed for a weekend in Wicker Park! The location was perfect to enjoy restaurants and stores, and the ease of access with the keypad was great for check-in and coming/going. The unit was very clean and spacious, and having a dedicated parking spot was amazing! Would definitely stay here again.
A warm living area features exposed brick walls and hardwood flooring. A comfortable leather sofa faces a wall-mounted TV, with a stylish round coffee table in the center. Soft light filters through sheer curtains, and a potted plant adds a touch of greenery.
Condo in Chicago
4.87 out of 5 average rating, 382 reviews

3 Bedroom Vintage Hideaway In Little Italy/uic

AlyssaRating, 5 stars1 month ago
We had a great time staying at Matt and Christy’s place. The neighborhood was quiet, providing space to rest after busy days. The apartment had a lot of charm and was a comforting place to return to. It took us about fourteen minutes to walk to the closest metro station, but overall was centrally located for our purposes. The hosts are helpful and were quick to respond when we needed additional supplies.
Superhost
A modern living room is furnished with sleek white leather sofas arranged around a wooden coffee table. A refined fireplace serves as a focal point, framed by an art piece depicting a serene landscape. Large windows allow ample natural light to fill the space.
Condo in Chicago
4.93 out of 5 average rating, 485 reviews

The Penthouse Gallery at OHC - No Cleaning Fee!

AprilRating, 5 stars1 week ago
We loved this place! The vibe is amazing, the neighborhood is safe, and transportation is super close. The host is friendly and helpful…we would definitely stay here again.
Superhost
A living area features a leather sofa and two upholstered chairs, arranged around a glass coffee table. A brick accent wall provides character, while a large television sits atop a wooden console. Artworks adorn the walls, accompanied by natural light from the windows.
Condo in Chicago
4.78 out of 5 average rating, 257 reviews

Logan Square Beauty with 2 Bedrooms W/parking

JamesRating, 5 stars1 week ago
Matt is a great host. Open, responsive and informative…everything you want really when on vacation
The living area features a mix of modern and industrial design, with exposed brick walls and hardwood flooring. A cozy sectional sofa, accented by colorful pillows, complements a stylish area rug. A kitchen area with dark cabinetry and stainless-steel appliances is visible in the background.
Condo in Chicago
4.8 out of 5 average rating, 229 reviews

Can't Beat This 2min Walk to Wrigley!

MandiRating, 5 stars1 week ago
Wonderful stay!!! We will be back!!!! Great location!!! We loved it!!!
Condo in Chicago
4.87 out of 5 average rating, 155 reviews

Duplex Near the Beach! 3 Bedrooms In Andersonville

MeganRating, 5 stars3 weeks ago
Fantastic!! we love this home and had a beautiful small family reunion here. It was just perfect. The location is wonderful with easy access to Lake Michigan and beautiful walks along the lake.
Superhost
A comfortable living room features a gray sofa with yellow accent pillows, positioned across from a cozy stone fireplace. Natural light filters through sheer window treatments, while framed artwork adorns the wall above a wooden console and a floor lamp adds ambiance.
Condo in Chicago
4.88 out of 5 average rating, 90 reviews

Spacious & Elegant Old Town Duplex

AmyRating, 5 stars1 week ago
This condo worked great for our family of 5 (3 teenagers). The location was ideal to the train and bus stops. We were able to easily walk to Old Town where we enjoyed Second City, Corcoran’s Pub and Jeni’s Ice Cream. We felt the condo was in a safe location. You can hear the L go by, but we didn’t mind it; reminded me we were in the city. We were able to secure a parking spot (SpotHero) right behind the condo which was ideal. Was it a bit pricey, yes…it’s Chicago, everything was expensive. Enjoyed our visit!

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