
Apartment vacation rentals in Chicago Loop
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Top-rated apartment rentals in Chicago Loop
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Vacation rentals for every style
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Popular amenities for Chicago Loop apartment rentals
Weekly apartment rentals

Spacious Studio in Little Italy, Near West Loop
I loved this stay! It was in a great walkable area and not far from downtown Chicago. I would definitely stay again.

Stylish 1BR with Laundry In-unit - Aberdeen G
Great spot for a stay in Chicago! Apartment is large, with a full living/kitchen, two bathrooms, and a bedroom with a big closet. It is walkable to the Fulton Market area and the blue line train. Aberdeen Tap is a great spot right down the street! Nick was quick to communicate and there were no issues with check-in. Place was clean and it was a great stay. Would book again!

The Landing @ South Loop
This was the perfect location! Trader Joe’s, Bus, cafe with delicious coffee and tea, and restaurant all at your doorstep! I will definitely choose this accommodation again when in Chicago!!!!

Cozy 1BR in South Loop | Convenience in the City
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.

Extended Stay Large Studio:New Stylish, Affordable
This place is a 5 star in various areas. The place is spacious, new, clean and safe. The host is great. They take great care of those who book with them. Sometimes it’s hard to find great hosts who treat you the way that they want to be treated. They are a perfect example. They pay attention to the details. My stay was enjoyable and will book again. This was my second stay.

Spectacular Corner 2BR Penthouse in the Loop | Roo
Seamless process and a great location! We would absolutely stay here again!

Kasa | Studio, Walk to Grant Park | South Loop
Stayed here for 2 weeks for a work trip. It feels just like staying in your own apartment. I love that they allow pets. It’s pricey (keep in mind there are additional charges for pets and for parking), but for the location and quality of the place I think it is a good value.

Pine Beam Sloth Apartment next to Blue Line
This place was great. Its location is extremely convenient for using public transit. Would highly recommend.
Private apartment rentals

Spacious w. Pool, gym, free gift. Sleeps 4
Location, location, location!! Everything was within a 10-minute walk, with lots of restaurants, coffee spots and stores nearby. The place itself was amazing! Very clean and a very responsive host. Highly recommend!

Decompress on a Sophisticated Chaise at a Glamorous Hideaway
Simidas very sweet and hospitable. I didn’t need anything but felt cared for. Place is nicer than I thought usually you expect it to be smaller but was very spacious. Great area Felt safe Would come again.

Humboldt Park Retreat: Skylights & Queen Beds
I loved this place. Christine was such a great communicator , took initiative and very prompt to respond to text and resolve any issues, which we had none. She contacted me a day before stating they had HVAC issues but would try hard to resolve it Before we arrived and it was! Loved the location, loved the decor, 2 bedrooms so my brother and I enjoyed our separate spaces . Easy and accessible. No issues with parking. Low key , chill. Never saw Christine but she responded within 15' of text through the airbnb app, Chicago is chilly right now, the unit had extra blankets, floor heaters and a wall booster to circulate the heat and great instructions in the house manual for working the wall thermostat. Great coffee bar/area. Would recommend! My impression of the space was Bohemian Chic and felt like home. Thank you! Her neighbors were also very considerate . I was a bit disappointed it was raining because we never got to utilize the outside patio/balcony!!!!!

Explore Lincoln Park from a Polished Apartment
You can believe the hype of the great reviews. Beth’s place has everything I want in an Airbnb. The decorations were thoughtful, there’s coffee and a full kitchen and a great shower and so many windows - all with black out blinds for night. Plus, the area is fantastic. I went on great neighborhood runs and it’s a quick straight shot to the lake too. Plus, the bus downtown is on the corner and really easy to navigate. Oh! And she left cookies for me! Thank you thank you, Beth!

1 Bedroom unit in Heart of Downtown| Skyline view
Good things: Host always responded quickly, fabulous view, very sunny, gorgeous sunsets, comfortable place, easy walks to the riverwalk and Fulton market, grocery store very close. just a fun, active place to be! Challenges: a bad smell randomly came up from the kitchen sink and maintenance could not fix it, so we burned candles; no a/c available bc it gets turned on (switched over from heat) when the whole building switches it which made it quite warm some days in April; only had one key for the two of us which made it hard to split up and do different things; saw 1 cockroach, but pest control took care of it immediately and there were never anymore, and we stayed there 1 month!...just being honest here because some of the 5 star reviews are not completely honest. We would stay here again, despite the challenges!

Urban Chic Apartment by the Magnificent Mile
One of our best Airbnb experiences! Fabulous location and lovely apartment. A perfect home away from home for a week in the city. We really appreciated the extra touches like breakfast items and toiletries. Would love to come back on future visits to Chicago!

Fantastic West Loop 2 bedroom
David's place was the perfect location for my family trip. Short Cab or Train ride to anywhere in the city. His recommendations were extremely helpful. He was very responsive and communicative. Great host.

Luxury 2BD/2BA High Rise with Views, Gym, Rooftop
The unit looks better than what we’ve expected. The room is clean and neat. The apartment is also closed to the city center, which allow us to easily access many tourist attractions. Christian is also very friendly host and willing to help you out with anything.
Apartment rentals with a hot tub

Spacious Beautiful Condo
Perfect location for a family to stay that’s close to everything. We did days in the city and a game at Wrigley. Very clean and perfect for our long weekend in Chicago.

Rooftop HotTub As Seen On "Married At First Sight"
I booked this Air BNB for my girlfriend's birthday weekend and my surprise proposal! Ashlee was very responsive, super helpful, just an overall great host! She went out of her way to decorate the master bedroom for me with rose petals, tea lights, champagne and all! There were snacks in the kitchen, the place was clean and tidy, our group really felt at home! The vibes were everything, and so were the VIEWS from the rooftop!!!! Thank you Ashlee!!

Large Studio Apartment with no cleaning fee
We had a good stay and David communicated very well with help that was needed. Good place to stay with anyone traveling with a small child. Thank you!

Skyline Oasis: City & Lake Views
Let me just say, the pictures don’t do this cute, cozy place justice! I’m big on hospitality and customer service, and Johana and Akos were beyond accommodating and communicative. I would dare to say this is the most accommodating place I’ve experienced so far! The space has such a good energy and flow to it — cozy, inviting, and with a beautiful sunset view from the kitchen window that you can enjoy right from the living room sofa. The views are stunning, and the building itself is upscale, clean, and even smells great! I enjoy playing some of the games that were pervaded( Uno and Jenga) and I appreciated that the TVs had all the apps, HBO, Disney, prime, Netflix etc. It’s in a great location, and I felt very safe throughout my stay. The only con would be some city noise, but it didn’t bother me at all. There’s a nearby train that doesn’t pass often, and again, it wasn’t an issue for me. I would definitely recommend this place!!

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.

Lincoln Park Haven: Balcony, Walk to Whole Foods
We had a great stay at this apartment in Lincoln Park. The view was excellent, and the building amenities were a nice bonus. The location was convenient too--Whole Foods was right across the street, with other shops like REI nearby. It was easy to get downtown and explore other parts of Lincoln Park. We were traveling with a toddler and a newborn, and the host helped by providing a pack 'n play. Communication was clear and timely. Overall, a smooth experience.

Chicago/Beverly/Evergreen Park Home
The host is very helpful. The house next door seems to be abandoned; therefore, there is a lot of trash and broken glass on the floor next to this building. The place is very chic and fun. My favorite part was the bath bar and back yard. There are no dishes only cups and coffee mugs no paper towels and no plates. I liked the fact that the host asked questions before approving our reservation. I will definitely reserve again.

Belmont Pleasures - hot tub / arcade gaming room
Mariam was an amazing host and very communicative with us throughout our stay to ensure check in went smooth and to let us know if we needed anything. The place was just like the pictures and accommodated our bachelorette party perfectly! Plenty of beds and space for everyone! (Party of 10!) The area had plenty of free street parking and a 2 car garage which was very convenient for our stay! Overall we loved our stay and had a great time playing games and enjoying the jacuzzi and patio! Thank you Mariam you were amazing!
Quick stats about apartment rentals in Chicago Loop
Total rentals
690 properties
Nightly prices starting at
G$2,092 GYD before taxes and fees
Total number of reviews
14K reviews
Family-friendly rentals
210 properties are a good fit for families
Pet-friendly rentals
410 properties allow pets
Rentals with a pool
410 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
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Willis Tower
- Wicker Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center
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