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Apartment vacation rentals in Grant Park, Chicago

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Popular amenities for Grant Park, Chicago apartment rentals

Weekly apartment rentals

Top guest favorite
The exterior of a brick building is displayed, featuring two levels with balconies and a well-maintained black iron fence surrounding the property. Small shrubs are visible near the entrance, and steps lead up to the front door.
Apartment in Little Italy
5 out of 5 average rating, 45 reviews

Style, comfort, and convenience

AshleyRating, 5 stars5 days 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!
Superhost
A stylish living area is featured, showcasing a green sofa arranged with a round glass coffee table atop a black and white patterned rug. A wall-mounted TV is present, alongside a dining table with two chairs. Large windows allow natural light to fill the space.
Apartment in South Lawndale
4.8 out of 5 average rating, 65 reviews

Renovated LittleVillage Retreat

KalebRating, 5 stars2 weeks ago
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!
Guest favorite
The exterior of the home showcases a two-story brick structure with bright windows and a welcoming front porch. The surrounding area features manicured grass and a black iron fence, with neighboring homes visible on either side. Green leaves from nearby trees provide a natural frame.
Apartment in Chicago
4.95 out of 5 average rating, 74 reviews

Travel To Chicago New City

JasonRating, 5 stars3 weeks ago
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
Guest favorite
A well-lit bedroom features a spacious bed with a blue patterned comforter. Large windows allow natural light to fill the room, and a simple desk with a chair is positioned near the window. Soft carpeted flooring complements the modern decor.
Apartment in The Loop
4.96 out of 5 average rating, 28 reviews

Luxury Loop Loft

JenniferRating, 5 stars2 weeks ago
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.
A modern living room features a comfortable dark sofa adorned with decorative cushions. A geometric area rug lies on the hardwood floor, complemented by a round coffee table. Large windows provide an abundance of natural light, showcasing the cityscape outside.
Apartment in The Loop
4.83 out of 5 average rating, 249 reviews

Spectacular Corner 2BR Penthouse in the Loop | Roo

MikeRating, 5 stars1 week ago
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.
The exterior of a modern high-rise building is visible, featuring large glass windows and a curved architectural design. Surrounding trees line the street, creating a blend of urban and natural elements. The image showcases the building's height against a clear blue sky.
Apartment in The Loop
4.8 out of 5 average rating, 301 reviews

Kasa | Studio, Walk to Grant Park | South Loop

AlekseiRating, 5 stars1 week ago
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.
Superhost
A bright living area features a deep green accent wall and polished concrete floors. A plush dark sofa with decorative pillows is positioned facing a television on a wooden stand. A window offers a view of an outdoor space, enhancing the natural light in the room.
Apartment in The Loop
4.92 out of 5 average rating, 66 reviews

Loop Loft-Subway & Art Institute

AllisonRating, 5 stars2 weeks ago
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!
Guest favorite
A charming garden unit is situated within a light-colored, two-story building, framed by a white picket fence. The entrance is marked by a set of steps leading to a spacious porch, where seating may be present. Nearby trees and greenery accentuate the inviting exterior.
Apartment in Irving Park
4.91 out of 5 average rating, 54 reviews

Montrose Gardens

JoyceRating, 5 stars1 week ago
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

Superhost
A newly remodeled kitchen features modern white cabinetry and a patterned backsplash. A black refrigerator and stove are positioned alongside a dining table with high stools. Natural light illuminates the space through a window covered by light curtains, adding to the inviting atmosphere.
Apartment in Pilsen Historic District
4.84 out of 5 average rating, 129 reviews

Pilsen Blue Door

NatháliaRating, 5 stars1 month ago
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.
Guest favorite
The image displays an advertisement featuring the text 'Western Avenue Lofts + Studios' in bold letters. Below it, details regarding artist studios and loft availability are presented. An artistic design element, representative of the historical context, is visible in the background.
Apartment in Wicker Park
4.82 out of 5 average rating, 442 reviews

WESTERN AVE ARTISTS LOFTS- Park Free

MeganRating, 5 stars1 week ago
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.
Top guest favorite
A dining area features a round white table surrounded by four yellow chairs, complemented by a blue artwork on the wall. The open living space in the background contains comfortable seating and a large blue canvas art piece, with natural light filtering through the windows.
Apartment in Lake View
4.94 out of 5 average rating, 178 reviews

Quirky Quarters at Wrigley

JakeRating, 5 stars4 days ago
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!
Guest favorite
An inviting studio space features warm wooden paneling and a dark couch. A coffee table with magazines and guidebooks is centrally positioned. Soft lighting is provided by wall sconces, and a bed is visible in the background, accented by a colorful wall art piece.
Apartment in Logan Square
4.91 out of 5 average rating, 428 reviews

The Grotto of Logan Square

Catherine Ann PorterRating, 5 stars2 weeks ago
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!
Guest favorite
The living and dining area is designed with high ceilings and an open layout. A sofa is paired with a modern armchair, while a wooden dining table is surrounded by stylish chairs. Large windows bring in natural light, highlighting warm wood floors and minimal decor.
Apartment in Magnificent Mile
4.94 out of 5 average rating, 254 reviews

Urban Chic Apartment by the Magnificent Mile

AndrewRating, 5 stars2 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 favorite
The living room features a modern design with a large flat-screen TV mounted on the wall. A spacious gray sofa is complemented by decorative cushions, while a circular dining table with four chairs is nearby. Stylish artwork adorns the walls, adding a contemporary touch.
Apartment in Irving Park
5 out of 5 average rating, 34 reviews

Cozy, modern Garden unit

AnnaRating, 5 stars2 days ago
Place was exactly as stated and offered us exactly what we needed during our stay. Would recommend! :)
Guest favorite
A spacious bedroom features large floor-to-ceiling windows, allowing natural light to fill the room. A large bed with neutral bedding is complemented by a contemporary desk and chair setup, which is arranged near a wood-framed lamp. A subtle area rug lies beneath the bed.
Apartment in Near North Side
4.9 out of 5 average rating, 101 reviews

50th Floor Mag Mile Studio

SylvieRating, 5 stars2 weeks ago
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!
Top guest favorite
The kitchen features modern, streamlined cabinetry and a stainless steel refrigerator. A small dining table with three black stools offers a casual dining space. The kitchen’s layout includes a stove, microwave, and sink, with counter space for meal preparation.
Apartment in West Town
4.98 out of 5 average rating, 106 reviews

Cozy Studio in Perfect Location

RachanaRating, 5 starstoday
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

Superhost
An elevated outdoor space features multiple levels, including an upper deck with railing. Lush greenery and carefully arranged seating areas create an inviting atmosphere. The exterior of the structure is painted in soft hues, and large windows allow for ample natural light.
Apartment in Logan Square
4.98 out of 5 average rating, 103 reviews

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

BriantRating, 5 stars2 weeks ago
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.
Superhost
An open-concept living and dining area is showcased with a gray sectional sofa and a wooden coffee table. A modern ceiling fan hangs above, and natural light fills the space. A dining table with six chairs is positioned nearby, adjacent to a sleek kitchen.
Apartment in West Rogers Park
4.85 out of 5 average rating, 79 reviews

Spacious Beautiful Condo

SophiaRating, 5 stars5 days 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
A bright and airy living area is filled with natural light from floor-to-ceiling windows, offering expansive city views. A plush sectional sofa is positioned on a soft area rug. Potted plants and a console with a television add to the inviting ambiance.
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
The living area features a light-filled open layout with floor-to-ceiling windows. A plush sectional sofa is complemented by two stylish lounge chairs. A low coffee table sits on a modern area rug, with a decorative plant adding a touch of greenery to the space.
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
A living area features two sofas and a coffee table centered on a colorful area rug. Warm lighting emanates from two table lamps beside the sofas. Artwork adorns the wall, enhancing the cozy ambiance of the space.
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
A modern living area features a green tufted sofa in the foreground, accompanied by a dining space with a round table and several chairs. Large windows offer expansive skyline views, allowing natural light to fill the space. Minimalist decor elements add a contemporary touch.
Apartment in West Loop
4.83 out of 5 average rating, 119 reviews

Penthouse Near Fulton: Skyline, Spacious

ValerieRating, 5 stars2 weeks ago
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.
Superhost
The game room features a red-themed layout filled with arcade machines, a pool table, and foosball. A variety of classic games are showcased, providing a fun atmosphere for guests. Bright lighting illuminates the room, inviting enjoyable gaming experiences.
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.
Superhost
A private balcony features wooden decking and a wooden railing. Two black wicker chairs with cushions and a matching coffee table create a cozy seating area. Potted plants hang from the railing, and the surrounding neighborhood is visible in the background.
Apartment in Irving Park
4.92 out of 5 average rating, 36 reviews

2Bed 2Bath 15min to Wrigley with Parking& Balcony

AlexRating, 5 stars1 week ago
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

Destinations to explore

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