
Holiday rentals with a balcony in Chicago
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Top-rated accommodation with a balcony in Chicago
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Popular amenities for Chicago Accommodation with a Balcony
Apartment rentals with a balcony
The Craftsman Gallery at OHC - No Cleaning Fee!
Our stay was great, the place is accessible and close to a lot of tourist spots. Matthew accommodated our special early checkin request. Would definitely recommend this place.

Perfect Lincoln Park Retreat - Walk to Depaul!
This is a nice and convenient apartment to stay in for families visiting the local area. Garden apartment means there is not a lot of sun light as it is ground floor. Street parking a bit challenging because it was a graduation weekend but they do have larger lots within moderate walking distance. But regardless - this apartment met our needs. Nice walking neighborhood and found nice local restaurants. Close to DePaul.

Eclectic Artist Designed Sanctuary Heart of Pilsen
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!

2 Cozy Bedrooms In a Hidden Wicker Park Gem!
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.

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
Appreciate the great communication and beautiful accommodations, perfect for our multigenerational group. Would definitely come back and everyone in my family felt the same way.
The Woodsman's Gallery at OHC - No Cleaning Fee!
Everything very good, large apartment, organized, clean. Attentive host.

Huge Lincoln Park 6 Bed Duplex with Free Parking!
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!
Holiday House Rentals with a balcony

The Roscoe House near Wrigley Field
One of the nicest places near Chicago,

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
Great place and stay! Location is amazing!

Newly Updated Vintage 6 Bedroom Single Family Home
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.
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.

Spacious Retreat Near Convention Centers
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!

The Grand Kimball Lodge, Logan Square, Sleeps 14
Staying at the Grand Kimball Lodge was fantastic! From Bob's proactive communication to his flexibility around check in times, the stay was as seamless as it was memorable. We had a group of 9 and everyone had their own bed, which is rare being so centrally located. The sauna was an excellent bonus, and we'd be happy to come back, thanks again!

Soak Up Mid-Century Style in Wrigleyville and Boystown
Sometimes pictures don't tell the whole story. In this case, the photos of Matt's property didn't do the property justice! This is a gorgeous, beautifully appointed house - difficult to fully convey in photos. Absolutely stunning! From the living areas to the dining room to the kitchen to the bedrooms, it was all perfection - welcoming, clean and user-friendly. The house is located in a wonderful area - restaurants and bars easily within walking distance. Despite the busy-ness of the surrounding area, the house itself was blissfully quiet (a rare find in the heart of Chicago)! Matt was super responsive to the few questions I had - a wonderful host all around. 10/10 would recommend this house, and I can't wait for my next stay!
Holiday condos with a balcony

Newly Designed 3bd In Heart of Ukrainian Village
The host was excellent at communicating and very responsive! I greatly appreciated her flexibility. Our kids loved the park in the back yard.

Chic and Charming Vintage Condominium in Lincoln Park
We enjoyed our stay! First and foremost Colin was superb! Very responsive and respectful. Many pros about the place: loved the bright bedroom, walkable to many restaurants, neighborhood felt safe, we did not travel with young kids but kids bedroom could have been fun for young kids, the parking spot provided was a huge plus. cons were loud AC, mattress was not as comfortable as one would hope. Place could use some simple aesthetic up keep. Overall, we enjoyed our star and felt very comfortable! Thank you Colin for being above and beyond host :)

3 Bedroom Vintage Hideaway In Little Italy/uic
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.

Renovated 3br Duplex In Logan Square W/parking
We enjoyed a week of comfortable stay at Matt’s place! We were a family of 5 people and had enough space for everyone! We came for my daughter’s wedding and it was great to have lots of things/amenities that helped us prepare for the wedding! Garage spot was helpful! Backyard peaceful and we spent some time relaxing on the deck! Adorable cozy duplex with everything you need for the relaxed and comfortable stay! Matt was respectful, helpful and very responsive! Area is great as well! Thank you so much!!

Modern, Spacious 3br Apt Minutes to Downtown!
A great host who responded promptly and was welcoming !

Can't Beat This 2min Walk to Wrigley!
the location you can't beat if you are coming to town for a Cubs game. Just down the street from Murphys Bleachers, a great rooftop where you can listen to the game, and lots of space within the place. when we didn't have the corrects sheets for the Murphy bed Kimberly sent them over as soon as she could. I'd stay here again.

Walk to Foster Beach! 3 Bed Andersonville Duplex
Our stay could not have been better. We enjoyed all the gathering spots the house afforded — especially the outdoor dining area and the back deck seating area. We had the best time!

Spacious & Elegant Old Town Duplex
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!
Quick stats about holiday rentals with a balcony in Chicago
Total rentals
60 properties
Nightly prices starting at
$62 AUD 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
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- Washington Park Zoo
- The 606
- The Beverly Country Club
- Flossmoor Golf Club
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