Apartment holiday rentals in Grant Park, Chicago

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Popular amenities for Grant Park, Chicago apartment rentals

Weekly apartment rentals

Apartment in The Loop
4.84 out of 5 average rating, 172 reviews

Stunning Corner 2BR in the Loop | City & Lake View

EmilyRating, 5 stars2 weeks ago
Nice, clean place in a good location. You can sometimes hear the train but it is not intrusive. It sounds like a shoreline soundscape from a white noise machine. The host thoughtfully provides earplugs for those who are super sensitive. ⭐️⭐️⭐️⭐️⭐️
Guest favourite
Apartment in The Loop
4.89 out of 5 average rating, 35 reviews

Spacious w. Pool, gym, free gift. Sleeps 4

FriederikeRating, 5 stars3 weeks ago
Thank you so much. Looking forward to staying at your place again.
Apartment in The Loop
4.67 out of 5 average rating, 93 reviews

The Landing @ South Loop

BarbaraRating, 5 stars2 weeks ago
Great location, walkable to many great spots. The unit was spacious and comfortable. It is right next to a train station. Using the ear plugs really helped, but I am deep sleeper. My husband is a very light sleeper and if he was with me on this trip, he would have struggled with the train noise.
Guest favourite
Apartment in The Loop
5 out of 5 average rating, 7 reviews

High Rise Unit w/ Parking, Gym, Pool & Game Room

KristaRating, 5 stars2 weeks ago
We had a fantastic stay at this Chicago condo! Its prime location put us right where we wanted to be, with easy access to all our points of interest and the L train, making getting around a breeze. The neighborhood felt safe, which was a huge plus. The condo itself was beautiful, offering stunning views of the city. It was also spotlessly clean, and Patty was an excellent host – truly top-notch! We highly recommend this spot for anyone visiting Chicago.
Apartment in The Loop
4.69 out of 5 average rating, 132 reviews

Cozy 1BR in South Loop | Convenience in the City

DavidRating, 5 stars3 months ago
Great place to stay! Can get anywhere in the city, its right off the "L". Not far from Michigan Ave, either. Would highly recommend this place to anyone who is traveling to Chicago.
Guest favourite
Apartment in Portage Park
4.94 out of 5 average rating, 16 reviews

Spacious New Studio: Kitchenette, Laundry & Office

RashidatRating, 5 stars6 days ago
I had a truly wonderful stay at this Airbnb! First and foremost, the location couldn’t have been more convenient — just a quick 3-minute walk down the block and you’ll find a grocery store, Starbucks, and a large CVS, which made it so easy to grab anything I needed without hassle. The neighborhood itself was charming, safe, and peaceful, with a friendly, local feel that made me feel right at home. The host’s hospitality was exceptional — warm, thoughtful, and genuinely welcoming from the moment I arrived. Their personal touches and responsiveness made the entire experience smooth and comfortable. One of my favorite features of the home was the fenced-in backyard — a perfect little oasis to relax and unwind under the sun. Whether I was enjoying a quiet morning coffee or soaking in the afternoon warmth, it was such a peaceful and private space. The garden studio itself is lovely and very spacious too. I will definitely stay here again! A Truly excellent space. I highly recommend it.
Apartment in East Pilsen
4.74 out of 5 average rating, 27 reviews

The Modern Retreat: 1BR|Near City|Free Parking

ChristianRating, 5 stars1 month ago
Global Getaways is a great place to stay. I would definitely stay here again! It is in a great neighborhood and in a convenient location for visiting!
Apartment in Near South Side
4.77 out of 5 average rating, 142 reviews

Stylish 1BR South Loop Near McCormick & Wintrust

QuintonRating, 5 stars1 month ago
Great property. Host was very extremely responsive and helpful with any questions I had. I will definitely do business here again once I return to Chicago!

Private apartment rentals

Guest favourite
Apartment in Little Italy
4.95 out of 5 average rating, 44 reviews

Spacious Studio in Little Italy, Near West Loop

CharlesRating, 5 stars6 days ago
I had a very pleasant week-long stay in Chicago and highly recommend booking here! From start to finish, everything was seamless and comfortable. One of my favorite aspects of the stay was how easy and modern the check-in process was — the keyless entry made coming and going so convenient, especially after long days exploring the city. The space was clean, well-maintained, and had everything I needed for a relaxing visit. The location was great, with easy access to local restaurants, attractions, and public transportation. It truly felt like a home away from home. Whether you’re in town for business or leisure, this is a fantastic place to stay. I’d definitely return in the future!
Top Guest favourite
Apartment in Little Italy
5 out of 5 average rating, 45 reviews

Style, comfort, and convenience

AshleyRating, 5 stars1 week ago
Apartment is as expected based on pictures. Very clean space and peaceful part of town. Easy check in/check out instructions. Would book again!
Guest favourite
Apartment in Lincoln Park
4.88 out of 5 average rating, 219 reviews

Lincoln Paradise– Steps to Park & Zoo!

JeanneRating, 5 stars4 days ago
Our second stay here-- all is wonderful!! Well appointed space, fabulous bed and pillows. Everything you need is in the kitchen. The location cannot be beat -- across the street from the park. Would absolutely come again!!
Guest favourite
Apartment in Old Town
4.86 out of 5 average rating, 114 reviews

Breathtaking & Chic Oasis Loc in Desirable Old Twn

AshleyRating, 5 stars5 days ago
The apartment was great - the building was lovely, especially the gym which was great to be able to use. Super close to multiple bus stops and an L line, which made getting around super easy. The apartment itself was clean and looked like the pictures! Only downside was I that I was not able to check in on time, however I was able to drop bags off, which was really helpful, and they were super responsive to any question or concern I had during my stay. Would definitely stay here again!
Superhost
Apartment in West Town
4.86 out of 5 average rating, 407 reviews

Explore the City from an Elegant, Urban Retreat

YvonneRating, 5 stars2 weeks ago
Really enjoyed our stay! We found it easy to get everywhere we wanted. If you get a chance check out Move Along Coffee a few blocks away.
Guest favourite
Apartment in Magnificent Mile
4.94 out of 5 average rating, 254 reviews

Urban Chic Apartment by the Magnificent Mile

AndrewRating, 5 stars3 weeks ago
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
Guest favourite
Apartment in West Loop
5 out of 5 average rating, 14 reviews

Chicago Luxury Long Term 30+

BrianRating, 5 stars1 month ago
great location. very responsive. Definitely would book again
Guest favourite
Apartment in Near North Side
4.9 out of 5 average rating, 101 reviews

50th Floor Mag Mile Studio

JohnRating, 5 stars1 week ago
Excellent space in a great location! The view is spectacular! The host was very communicative and gave clear check-in instructions which made the process a breeze. The space was clean and looked exactly like the photos. The location is very close to multiple bars, restaurants, attractions, and public transit. The location is also very walkable which made it easy to get around. The building facilities looked new and were very well-kept. Great space and a wonderful trip! I will be back again! Thank you!

Apartment rentals with a hot tub

Superhost
Apartment in Logan Square
4.98 out of 5 average rating, 104 reviews

Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis

AngeliqueRating, 5 stars2 weeks ago
It was a perfect place to stay for a few days. The skylights and all the beautiful plants really stood out. We really enjoyed the coffee bar to start our mornings. Lots of indoor and out door space. The room had the ability to adjust temperatures for each room. Great communication on check in etc.
Superhost
Apartment in West Rogers Park
4.85 out of 5 average rating, 80 reviews

Spacious Beautiful Condo

SophiaRating, 5 stars1 week ago
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!
Superhost
Apartment in West Loop
4.96 out of 5 average rating, 27 reviews

Skyline Oasis: City & Lake Views

NatalieRating, 5 stars3 weeks ago
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!
Superhost
Apartment in West Town
5 out of 5 average rating, 7 reviews

Luxurious 3BD Penthouse- Private Patio+Gym+Rooftop

RimpiRating, 5 stars1 month ago
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.
Superhost
Apartment in Chicago
4.88 out of 5 average rating, 16 reviews

Large Studio Apartment with no cleaning fee

Latrice Rating, 5 stars1 week ago
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.
Superhost
Apartment in West Loop
4.83 out of 5 average rating, 120 reviews

Penthouse Near Fulton: Skyline, Spacious

EmadRating, 5 stars5 days ago
Great place nice views , communication with host very smooth !
Superhost
Apartment in The Loop
4.69 out of 5 average rating, 49 reviews

Sentral 1 Bedroom Apt in South Loop Chicago

RichardRating, 5 stars2 weeks ago
Sentral worked great for us going to a graduation for a long weekend. Unit is exactly as described, modern, and clean. Kitchen utensils are reasonable while shelves and refrig are empty save for some coffee so if going to cook/eat be sure to bring everything such as butter, spices, etc. - a Trader Joes is 3 blocks away. Price is not cheap but is very convenient and easy so on balance okay for us. Front desk is very helpful and cheerful.
Superhost
Apartment in Belmont Cragin
4.98 out of 5 average rating, 119 reviews

Belmont Pleasures - hot tub / arcade gaming room

AustinRating, 5 stars1 week ago
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.

Quick stats about apartment rentals in Grant Park, Chicago

  • Total rentals

    50 properties

  • Nightly prices starting at

    $61 AUD 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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