
Holiday rentals with a balcony in Chicago
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Top-rated rentals with balcony in Chicago
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Popular amenities for rentals with a balcony in Chicago
Apartment rentals with a balcony
The Craftsman Gallery at OHC - No Cleaning Fee!
My family came for a long weekend during spring break and had a great time! CVS and local market across the street. Walkable to lots of good coffee shops and restaurants. A block or so away from the Blue line which made going into downtown super easy. The place was clean, cozy, and we all loved the artwork!

Perfect Lincoln Park Retreat - Walk to Depaul!
My original booking fell through about a week before my trip. Between Catherine and Airbnb support I was able to book with Catherine within hours! Catherine was also great at answering questions like if the place had an iron (which it did) and more. Would 10/10 recommend!

2 Cozy Bedrooms In a Hidden Wicker Park Gem!
Nice, affordable and in an awesome neighborhood. There were four of us and we had plenty of room and then some. Would definitely stay here again!!

Cozy Lincoln Park Studio - Steps to Zoo!
Maureen’s place was great! Easy to find and very cozy. She provided clear directions and was always communicative. Maureen’s place is also very conveniently located and walkable. I would recommend!

Spacious & Clean Ukrainian Village 2 Bedroom!
We have stayed here before, and certainly will again. It is such a comfortable place to stay - clean, spacious, with a well-stocked kitchen (including the much-appreciated coffee for the coffeemaker!) The Ukrainian Village neighborhood is wonderful and peaceful, but close enough to restaurants and a supermarket. When we were first considering this Airbnb, the comment that helped the most was someone saying "don't be put off by it being a basement-level apartment". That is so true. There is plenty of light, there is heating in the floors in winter, and it is so carefully designed and constructed that it has none of the feel of a "basement".

Artsy Chicago Abode: Steps to Shops & Restaurants
Had a nice stay. Did the trick as a place to sleep while exploring the city. Good location

3 Bed 3 Bath Lakefront Oasis, Parking Included
The condo was very spacious and clean. It was comfortable and I love the modern kitchen and overall look. I am an interior and architectural designer so I appreciate that the interior is well done. I love that the condo is adjacent to Lake Michigan it makes for easy access to great views at any time of day. It’s also next to a park, walking distance to the L train and it’s a nice walkable area close to many restaurants. We enjoyed our time and appreciated having a nice place to stay. The owner was also very responsive to any questions.
The Woodsman's Gallery at OHC - No Cleaning Fee!
We had a great time staying at The Woodmans Gallery! Couldn’t have been easier to get to from the O’Hare airport taking the blue line train. Was walkable with lots of convenient places around or an easy walk to catch the train to head downtown or wherever you need to go. The host Matthew was quick to get back to me and very clear on instructions. Would definitely stay here again!
House rentals with a balcony

The Roscoe House near Wrigley Field
Omgggg this stay was beautiful! We had an absolutely horrific experience with an air bnb and the Roscoe house saved the day and made our visit SO enjoyable. Courtney & Garrette did an outstanding job at make this a home away from home. So clean, such thorough descriptions of EVERYTHING and them & their co host Love were so responsive and made me feel so comfortable! We will definitely stay again and will forever recommend the Roscoe home!

6 Bedrooms In Beautiful Sheridan Park!
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.

Wicker Park 6bd/4ba, Steps from Cta, Parking Incl
The location alone makes this home worth booking. Add that there’s ample room for family/friends and it’s a gem in the middle of a great Chicago neighborhood. We were a group of six and loved every minute.

Newly Updated Vintage 6 Bedroom Single Family Home
Shabbir's place was perfect for our family of 10 during the holidays. We spent Christmas and New Year here, and the house had everything we needed for a comfortable and memorable family reunion. The private parking was very convenient, and the house was fully equipped with everything we needed. Its location was ideal—just 10-15 minutes from all the major attractions in Chicago and about 30 minutes from the airport. We also enjoyed exploring the nearby local restaurants and an Italian bakery with great takeout options. The host was very responsive and made sure everything went smoothly during our stay. We would stay here again and highly recommend it!
Southwestern Escape in Logan Square, Sleeps 12
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.

Sunny Character-Filled Apartment in Trendy Ukrainian Village
Hosts are super kind & very responsive — area feels very welcoming and safe — Space was beautifully decorated & had everything we needed for our stay. I would definitely recommend staying here if you’re visiting Chicago!!

Spacious Retreat Near Convention Centers
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.

The Grand Kimball Lodge, Logan Square, Sleeps 14
What an amazing place! We had a friends game night here and it couldn’t have been more perfect. Bob is wonderful, easy to communicate with and he’s so lovely and kind. We easily got food delivered, came and went without issue and enjoyed all the incredible details that make the loft a cool and special location worth every penny! We wouldn’t hesitate to stay again. Thanks Bob!
Apartment rentals with a balcony

Newly Designed 3bd In Heart of Ukrainian Village
I appreciate how host was responsive to my messages. I was not fully aware of the way to put the parking sticker in my car window and incurred a $75 ticket for posting it on the interior left side and not right side. This was not any fault of the host, just very disappointing that the local security was not more mindful as the sticker was there, just wrong side and I was from out of state. The kitchen was nice, however if you plan to cook much, bring a 9x13 casserole dish and some pot holders.

3 Bedroom Vintage Hideaway In Little Italy/uic
Very quiet Peaceful and plenty of spaces for parking Host was great the response was great! I would definitely recommend this place!

Logan Square Beauty with 2 Bedrooms W/parking
We really enjoyed our three nights in Matt's roomy upstairs apartment. Great to have a space in his garage; the car stayed parked there while we took the blue line downtown each day. It was an easy 10 minute walk to the Logan Square station. If you're flying into or out of O'Hare, it would be convenient, since the airport is the last stop on the blue line.

Can't Beat This 2min Walk to Wrigley!
Great place and location if you are a Cubs Fan. We are train enthusiasts and this location was the best to see and feel the CTA trains passing by. We did not mind the noise. We will definitely come back.

Sleek Wrigleyville/Boystown Condo with Rooftop Skyline Views
Comfortable bed, convenient, perfect for any length of stay. I hope to stay here again when I travel to Chicago.

Duplex Near the Beach! 3 Bedrooms In Andersonville
This place was very nice. The beds and pillows were very comfortable. The kids enjoyed playing with the pool table. There was enough pots & pans, plates, cups, bowls & silverware for the 6 of us. The pans were a little small (had to cut bacon strips in half to cook in pan & cook 3 lbs of ground beef split in 2 portions). The fridge was big, clean & loved having two different ice sizes. The major downside was parking. We rented a car because we wanted to explore Chicago so the street parking around the neighborhood was rough. There ended up being a fire in one of the near by buildings & we had to wait for the fire trucks to move (blocked in). Another time we had to back out & drive the wrong way to get out. The train station was under construction but I’m it could’ve been an option if we weren’t traveling with young kids & at night. Not an expensive cost to take an uber to Wrigley Field for the 6 of us. We had a great time! Alex was really responsive & helpful. Would say again.

Spacious & Elegant Old Town Duplex
Was there for work and shared it with a few other coworkers. All in all it’s a great place, spacious and comfortable. A few things do not work (fireplace, fridge water dispenser, 2 burners in the stove) but we still had a great time and work/ relaxed while there. Location is great and easy to get to from train at any time. The building is a bit noisy but we did not care.

Updated Chicago Firefighter 3 bed Retreat-Sleeps 7
This was the fourth time we stayed here . We visit our daughter and grandchild 2 blocks away . The home is very clean and homey. Joseph goes out of his way to meet our needs .
Quick stats about holiday rentals with a balcony in Chicago
Total rentals
60 properties
Nightly prices starting at
£30 before taxes and fees
Total number of reviews
13K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Frank Lloyd Wright Home and Studio
- Guaranteed Rate Field
- The Field Museum
- Lincoln Park Zoo
- Six Flags Great America
- Promontory Point
- Museum of Science and Industry
- Brookfield Zoo
- Humboldt Park
- Skokie Country Club
- Illinois Beach State Park
- 875 North Michigan Avenue
- Skydeck Chicago
- Splash Station
- Flossmoor Golf Club
- Villa Olivia
- Raging Waves Waterpark
- Moraine Hills State Park
- Lincoln Park
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