
Apartment vacation rentals in Grant Park, Chicago
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Top-rated apartment rentals in Grant Park, Chicago
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Popular amenities for Grant Park, Chicago apartment rentals
Weekly apartment rentals

Style, comfort, and convenience
Apartment is as expected based on pictures. Very clean space and peaceful part of town. Easy check in/check out instructions. Would book again!

Renovated LittleVillage Retreat
Leo and Alex’s place was very nice and it looked exactly like the pictures. It was about a 15 minute walk to the nearest train station, which was a HUGE plus because it took you straight into the city. The neighborhood around it wasn’t bad for city standards, but was a little old and had a pretty high cop presence. There’s free street parking which was easy to find every day as long as you stay near the front side of the building. We did have an issue with the shower, but we told them and they quickly checked it out and fixed it. Another issue is that the people upstairs walk very loudly and will make noise all night, but that is out of the host’s control, just something to note. Overall, we had a very nice stay at Leo and Alex’s place and would recommend it to anyone visiting Chicago!

Travel To Chicago New City
Khong was responsive, helpful, friendly and overall just a cool host! Khong gave us a sweet surprise when we got in and gave us local recommendations, we loved the Back of The Yards Coffeehouse and it was within walking distance. During the day it felt like a safe neighborhood, during the night it was very lively and full of people in the best way. Khong’s place was so clean and inviting. The backyard was peaceful with a beautiful view of the church. We did have a slight mishap occur when we lost the keys to Khongs place but he was very understanding and kind about the situation. Our stay was everything we hoped for and more. We would definitely return the next time we are in Chicago! 10/10 recommendation from my family and I

Luxury Loop Loft
We were very pleased with Cyndi’s apartment during our trip to Chicago. The location is great and very near a variety of public transport options. We were quite comfortable and Cyndi was responsive. The view of the library and lake is spectacular! I would note that you can hear the trains running at night, typical sounds of the city and nothing some ear plugs won’t fix for any light sleepers.

Spectacular Corner 2BR Penthouse in the Loop | Roo
Fantastic location a block from the riverwalk and two blocks from Millennium park, stunning views from large windows in every room, and very convenient short walks to sites, eats, and drinks. Great apartment with two large bedrooms with queen beds, two large bathrooms, and roomy and brightly-lit living and kitchen areas. Easy access through 24-hour security and a fast elevator to the penthouse. Would love to stay here again.

Kasa | Studio, Walk to Grant Park | South Loop
Great place to stay while visiting inner Chicago with a small dog. Easy check-in and check-out, responsive host. Parking garage and small green space nearby as well. Would definitely recommend.

Loop Loft-Subway & Art Institute
We loved how convenient this place is to everything. The area was safe and walkable. You do have to get a key in the alleyway right around the corner but it’s not far at all from where you check in at. Front desk is nice and Claude is great at responding fast!

Montrose Gardens
This was a very cute one bedroom apartment. It was perfect for my husband, myself and my daughter. Extremely clean. So sweet they left treats and snacks! Host was very nice and accommodating. Would definitely stay again!
Private apartment rentals

Pilsen Blue Door
The house is wonderful, huge, well equipped, organized, clean and very comfortable. Having coffee available was amazing and left us very excited to enjoy the day. The location is great, close to everything and easy to access, quiet walking in the neighborhood. Communication with Jesus was wonderful, he responded promptly and always helped us, including check-in and check-out, as well as city tips. I highly recommend this accommodation. There are 5 of us, we were very comfortable. We rented to attend a medical science fair.

WESTERN AVE ARTISTS LOFTS- Park Free
We really enjoyed our stay! Joyce’s place not too far from downtown so there is easy access without the noise and chaos of staying deep in the city.

Quirky Quarters at Wrigley
The apartment matched the pictures and was very clean. The location was very close to Wrigley Field and all of the restaurants in Wrigleyville. Would definitely stay again!

The Grotto of Logan Square
Benjamin's place fit my needs exactly: super comfortable bed, clean bathroom, lots of surfaces for keeping stuff organized. Benjamin was super responsive upon check-in which is so helpful. I will definitely be staying there again!

Urban Chic Apartment by the Magnificent Mile
Perfect location near Michigan, the river and the lake. Lovely apartment with great light. Although its located directly above a bar, there were no issues with noise. Would definitely stay here again for future trips back to Chicago

Cozy, modern Garden unit
Place was exactly as stated and offered us exactly what we needed during our stay. Would recommend! :)

50th Floor Mag Mile Studio
This penthouse was so beautiful, with stunning views. The location was perfect- everything we needed was within walking distance. James and Jeri-Lou were very responsive and made the stay seamless. I would highly recommend for a weekend in Chicago!

Cozy Studio in Perfect Location
This is a super-convenient and comfortable place and the hosts are incredibly helpful with recommendations about the neighbourhood, great to communicate with, flexible, and generally wonderful. Highly recommended!
Apartment rentals with a hot tub

Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis
We stayed on the third floor of the complex and enjoyed Matthew's attention to detail. He gave a lot of thought to all components of his property.

Spacious Beautiful Condo
We came for our daughter’s graduation and stayed a few extra days to tour the city. This place was perfectly located for both occasions. It was much more spacious than we expected, and everything was very clean. We especially appreciated the fresh towels and beddings. Our only wish is that the beds were a bit larger, especially the double bed, which would be more comfortable for a couple if it were at least a queen size. That said, the beds were very comfortable. Overall, we had a wonderful stay - definitely one of our best Airbnb experiences!

Skyline Oasis: City & Lake Views
Perfect weeklong stay in Chicago! The apartment is well equipped and makes you feel right at home. The building is connected via sky bridge to Jewel making it easy to grab groceries. The location cannot be beat - easy access to West Loop, Wicker Park, River North. The hosts were fantastic and flexible with our check in times. Looking forward to coming back!

Luxurious 3BD Penthouse- Private Patio+Gym+Rooftop
We stayed with my family for 3 days n loved the place it's ambience, cleanliness, very well equipped with all the necessities.....this place definitely feels like home and the hosts are very kind and quick with there response. Wherever in future I am coming to chicago shall book this place.

Large Studio Apartment with no cleaning fee
David and his co-host were excellent. Our family enjoyed our stay. We used to live in the Bronzeville area and love the new additions to the neighborhood. Everything met or exceeded our expectations.

Penthouse Near Fulton: Skyline, Spacious
SPECTACULAR!! This space is how you should visit Chicago. Breath taking views from this 33rd floor luxury penthouse apartment lives up to the hype. Our family of six were extremely comfortable in this 3 bedroom/3 bath unit. And for a person that likes cooking, the kitchen is spacious. Don’t pass on seeing Chicago from the views in this beautiful apartment.

Belmont Pleasures - hot tub / arcade gaming room
Stay was great and Mariam was a super host. The space was exactly as pictured and all the games were a blast. Miriam even checked in a couple times to make sure we had everything we need and that we were having a good time. For sure would stay here again.

2Bed 2Bath 15min to Wrigley with Parking& Balcony
Clean and cozy home with a friendly host!
Quick stats about apartment rentals in Grant Park, Chicago
Total rentals
50 properties
Nightly prices starting at
R713 ZAR before taxes and fees
Total number of reviews
900 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
30 properties have a pool
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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
- Moraine Hills State Park