Vacation rentals with a balcony in North Side

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Popular amenities for North 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, 243 reviews

Perfect Lincoln Park Retreat - Walk to Depaul!

EmilyRating, 5 stars1 week 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
4.83 out of 5 average rating, 496 reviews

Eclectic Artist Designed Sanctuary Heart of Pilsen

JaideepRating, 5 stars1 week 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 modest sleeping area features a spacious bed with a blue bedspread and white pillows. A wooden bedside table holds a table lamp. Natural light enters through two small windows, and a mirror hangs on the wall, enhancing the room's brightness.
Apartment in Chicago
4.78 out of 5 average rating, 147 reviews

2 Cozy Bedrooms In a Hidden Wicker Park Gem!

BenRating, 5 stars2 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 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
4.78 out of 5 average rating, 9 reviews

3 Bed 3 Bath Lakefront Oasis, Parking Included

Robert MasonRating, 5 stars3 weeks ago
Very nice place right on the lake. Roomy, top of the line appliances. Two en suite baths. Conveniently located between Rogers Park (Loyola) and Evanston (Northwestern). Grocery store close by. Very responsive owner - responded within 10 minutes every time I reached out, before and during our 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, 558 reviews

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

RhondaRating, 5 stars1 month ago
Matthew was a wonderful host. Made sure we had clear instructions on how to check in, shared a local guide book with lots of restaurants and shopping choices. 10/10 would book this property again.
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!
Top guest favorite
A spacious living area features a large, curved white leather sectional sofa with decorative pillows. A coffee table is positioned in front, while pendant lights illuminate the open space. The backdrop showcases an intricately designed wooden door, adding character to the contemporary setting.
Apartment in Forest Park
4.92 out of 5 average rating, 75 reviews

Gorgeous Penthouse with Parking in Heart of Forest Park

ChrisRating, 5 stars5 months ago
This luxurious vacation home is the epitome of refined elegance and modern comfort. Every detail, from the thoughtfully designed interiors to the breathtaking views framed by expansive windows, exudes sophistication. The spacious layout harmoniously blends opulent furnishings with state-of-the-art amenities, creating an inviting sanctuary for relaxation and indulgence. Whether for a romantic getaway or a family escape, this exquisite property promises an unforgettable stay. Thank you Linda for your Great Hospitality.

House rentals with a balcony

Guest favorite
A brightly colored bedroom showcases a spacious bed adorned with a vibrant duvet. Natural light filters through large windows, illuminating the minimalist decor featuring a ceiling fan and playful wall art.
Home in Chicago
4.9 out of 5 average rating, 203 reviews

ALOHA Penthouse in Wicker Park w/Backyard Patio

AlishaRating, 5 stars1 month ago
Liz was a wonderful host. Informative and detailed. She has literally thought of everything you would need for the stay and then some! Fully stocked cleaning supplies, toilet paper, linens and kitchen items. Very clean and neat place that allowed for everyone to have a space of their own and not feel cluttered. Thank you for such a wonderful experience.
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.
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 stars4 days ago
Great place and stay! Location is amazing!
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 stars1 week 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.
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
4.26 out of 5 average rating, 23 reviews

Spacious Retreat Near Convention Centers

MariaRating, 5 stars2 months ago
My colleagues and i stayed here for a tattoo convention. We all enjoyed the place, found the rooms to be accommodating especially with a group as big as ours (9 people.) The neighborhood was quiet, but still close to everything you need. We had no issues our entire trip. Definitely a more hands-off host, which we appreciated! 10/10 recommend for anyone needing to stay close to the chicago area.
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 stars2 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.
Superhost
A spacious dining area features a large wooden table surrounded by ten blue upholstered chairs. Bright lighting illuminates the room, enhanced by a contemporary chandelier. Large glass doors provide an inviting view of the outdoor space, framed by greenery and patio furniture.
Home in Chicago
4.67 out of 5 average rating, 9 reviews

Wicker Park 4bd/3ba, Steps from Cta, Parking Incl

TylerRating, 5 stars3 months ago
Had a great stay at this Airbnb! The house was fantastic, located in a perfect spot, and the host was very responsive and helpful. Highly recommend!

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
4.91 out of 5 average rating, 35 reviews

Newly Designed 3bd In Heart of Ukrainian Village

PatriciaRating, 5 stars2 weeks ago
Excellent location. Parking was a little challenging, but doable. The house was well stocked with toiletries and other necessities. Furniture was clean and comfortable. Beds were clean and comfortable. Kitchen and bathroom were impeccable. We would stay here again!!
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 stars3 weeks 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, 484 reviews

The Penthouse Gallery at OHC - No Cleaning Fee!

ArturoRating, 5 stars3 weeks ago
We enjoyed our stay. The views were very nice and place was amazing. We enjoyed the everything about the place. Matthew was very helpful and quick to with the communication. Gave really clear directions. A phenomenal place to stay!
Guest favorite
A bright living area features large windows allowing natural light to flow in. A comfortable gray sofa and matching armchairs are arranged around a coffee table on an area rug. A flat-screen TV is mounted on a white media console, enhancing the inviting space.
Condo in Chicago
4.81 out of 5 average rating, 285 reviews

Renovated 3br Duplex In Logan Square W/parking

LainieRating, 5 stars2 weeks ago
We had a great stay at Matt's house. The house is clean and as described. The neighborhood is fantastic with a lot of useful shops very close by. We were pleased with how much we could get to on foot, including a Walgreen's, coffee shop, pizza place, groceries, and much more.
Superhost
A modern living area features rich purple tufted sofas arranged around a glass coffee table. A large flat-screen TV is mounted on the wall, while windows allow ample natural light, framing views of the cityscape. Decorative artwork adds color to the neutral walls.
Condo in Chicago
4.83 out of 5 average rating, 170 reviews

Modern, Spacious 3br Apt Minutes to Downtown!

AnthonyRating, 5 stars1 week ago
A great host who responded promptly and was welcoming !
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, 226 reviews

Can't Beat This 2min Walk to Wrigley!

MargeryRating, 5 stars3 weeks ago
This is one of the best units we have stayed at. Beautiful building on a peaceful, walkable street & neighborhood. The unit has three bedrooms, with one on the main floor & two upstairs. The upstairs rooms each have terraces & TVs and all rooms are large with comfy beds & big closets. The two bathrooms are also big with nice showers & amenities. The open floor plan downstairs is great with a full-size dining room table & modern kitchen. The decor is beautiful & relaxing. It also comes with two private parking spots which is so rare in Chicago! This will definitely be our “go-to” spot when visiting Chicago!
Condo in Chicago
4.87 out of 5 average rating, 155 reviews

Duplex Near the Beach! 3 Bedrooms In Andersonville

MeganRating, 5 stars2 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.

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