
Vacation rentals with a balcony in North Side
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Top-rated balcony rentals in North Side
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Apartment rentals with a balcony

Perfect Lincoln Park Retreat - Walk to Depaul!
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!

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

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!

Gorgeous Penthouse with Parking in Heart of Forest Park
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

ALOHA Penthouse in Wicker Park w/Backyard Patio
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.

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
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.

Soak Up Mid-Century Style in Wrigleyville and Boystown
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.

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

Newly Designed 3bd In Heart of Ukrainian Village
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!!

Loft-Like Wicker Park Condo Steps from the Cta!
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.

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.
The Penthouse Gallery at OHC - No Cleaning Fee!
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!

Renovated 3br Duplex In Logan Square W/parking
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.

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

Can't Beat This 2min Walk to Wrigley!
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!

Duplex Near the Beach! 3 Bedrooms In Andersonville
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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- 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
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Lincoln Park
- Lincoln Park Zoo
- Willis Tower
- Illinois Beach State Park
- Wicker Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center
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