
Apartment vacation rentals in Chicago Loop
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Chicago Loop
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago Loop apartment rentals
Weekly apartment rentals

Chic retreat near the best of Lakeview & Wrigley
Absolutely 5/5 everything looks exactly like the photos! The space is big, spotless, and feels incredibly cozy. The location is perfect…!!surrounded by everything you need, including Target, Whole Foods, Starbucks, Sephora, and a variety of restaurants and shops.

Bright two bedroom garden apartment
Were I in the Chicago area I wouldn’t hesitate to stay there again.

Comfortable Vintage North Side Retreat for 8
The space exceeded our expectations! It was quite large for an apartment with plenty of space for our large family of 6. We chose this place to be in proximity to Lincoln Square and be close to public transportation. I was initially concerned about being able to find parking, but even if we couldn’t find a spot right out front we still found something nearby. We absolutely loved how walkable the area is. We also enjoyed spending time reading in the front nook area by the windows and having a cup of coffee. Everything was great! The host checked in on us to make sure we were all good which I appreciated. Would definitely recommend this place and would stay there again.

Vibrant Lg Chicago 2BR Close 2 Everything & Nature
Tiffany’s place is so comfortable and charming. Beautifully decorated, with comfortable furniture/beds and a fantastically appointed kitchen, you won’t regret booking this spotlessly clean gem. As a coffee snob, the electric kettle and French press were a dream come true. The plants everywhere make it feel warm and inviting and the turntable was a delightful surprise that we really enjoyed. We could not have been more pleased with this beautiful and cosy home.

Cool and Modern Chicago Apartment near Transit
Definitely a great weekend! The look, and feel of the place was very comforting, and had a great flow. Design was tasteful, and anything that was needed was right where you’d expect it to be! A definite recommend!

*Comfortable & Spacious Home Close to Downtown*
This was a very spacious and clean apartment that comfortably hosted our family of 6 for several days. Having two separate living areas was very useful and allowed our group to spread out a bit. The full-size crib in the extension area off the master bedroom was also much appreciated as we had a 2-year-old with us. The building is on a quiet street just one block from Humboldt Park and two blocks from restaurants and shops on North Avenue. There was a grocery store within 2 blocks. Dubbs was a very responsive host, and we appreciate his flexibility with checkout time. We would happily stay here again.

Oasis Collection's Mid-Century 3 Bd Wicker Park.
This is a very clean and comfortable unit. The beds are very comfy, the comforts are wonderfully soft. Basic toiletries and kitchen essentials are provided. The location is excellent for us, as we have young grandchildren and a dog, both enjoyed wicker park. Many restaurants are close enough for walking.

BERNARD CHATEAU - LOGAN SQUARE
it was my first Airbnb experience and it was very pleasant. The location is perfect to get to the place, but perfectly peaceful in the night.
Private apartment rentals

Modern 3BR with Private Rooftop & Free Parking
We loved our stay at Song’s place. The host was very responsive and accomodated all our needs. The moment we entered the house we felt right at home. The place looks even better than the pictures. Extremely clean and organized. Would definitely stay here again.

Private Garden Apartment GATED FREE Parking
Cozy small rooms to rent. Would just suggest a filtered water pitcher and a microwave for ease of use. Otherwise bed was comfortable and felt at home.

Lovely 2bedroom 1bath Apt and outdoor seating.
Good location and had everything we needed. Handy to have nearby stores within walking distance. Great place and would definitely stay again.

Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby
Shaun and Christina were extremely polite and helpful! They were very attentive but not overbearing and genuinely cared about our experience. The house was awesome, very spacious and clean with a full kitchen and even laundry machines on site. The parking space was also very convenient and appreciated! Would definitely stay again!

North Side Pied-à-terre
We needed a place to stay in the Roscoe Village area, and this was perfect from a location and size standpoint. It is urban-on a well traveled street, close to the metro stop, lots of coffee shops and places to eat. Appreciated the white noise machine in the bedroom and the bathroom towels were very nice. Communication was excellent and easy to understand. Highly recommend!

Adorable 1BR apartment near Northwestern
Nice place to stay in a good neighborhood! Would stay here again, thank you!

New apartment
Loved the walkability and great access to transit and chinatown restaurants. amazing stay! thank you!

Stylish & Modern 2 Bedroom Lincoln Square Condo
This was our second stay here. Eric’s place was very clean and comfortable. It was very well stocked with everything we needed. Our stay was great!
Apartment rentals with a hot tub

Quiet but in the Heart of City walk Everywhere
This place was incredible. My kids and I loved staying here. My young daughter had asked to stay in a "fancy hotel" on our trip, and this blew her mind with the views over the city, how nice the space was, and the pool and hot tub that we pretty much had to ourselves every evening. The kitchen had the things we needed to make our own meals. And we were within easy reach of every place we wanted to go. The included parking spot really took things over the top to make this a great deal and an amazing stay for our family.

The Areal Oasis
STAY HERE - no regrets. The apt building was easy to find with a pull thru drive to unload luggage and a lobby for my family to wait in while I parked. Parking was affordable and close by using the app as suggested, many within a 10-minute walk. Getting the key was easy and the apartment was clean and tidy, exactly as described. The city view was stunning, you can see Lake Michigan and on a very gusty morning we could see the massive wave whitecaps from the window. Plenty of household items available from plates and cups to linens and soap. The building was well maintained, safe and the residents friendly. The amenities (pool, gym, bball court, *jacuzzi was not open yet) and the rooftop lounge and views were all great! Stephanie was attentive and touched base a few times to check in, but we didn't need anything! Location is walkable to much of the city-the Willis tower, Millenium Park and the Shedd Aquarium/Field Museum. Train is close too! Target is literally next door- so handy!

Minutes to Wrigley Amazing Location - Sleeps 6
I had surgery at the hospital around the corner and stayed here for few days as I couldn’t climb the steps to my apartment post surgery, highly recommend. There are two steps down into the apartment that I was easily able to handle, the shower in the back of the house has grab bars, and overall the house was very accessible and easy to navigate with my walker. Would stay again!

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!!

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
What a great stay! The boat was even better. He was immediately responsive and accommodated extra when caught in a pinch. He was very communicative and helpful. The place was very comfortable for both us and the dogs. It felt like home! Would recommend to anyone.

Luxurious 3BD Penthouse- Private Patio+Gym+Rooftop
Avantika’s penthouse apartment was absolutely lovely. The space was comfortable and well-designed, with beautiful bedrooms and impeccably clean bathrooms. The kitchen was modern, spacious, and had everything we needed. Avantika was incredibly kind, helpful, and very responsive throughout our stay. We had a fantastic experience and will definitely be back!

Belmont Pleasures - hot tub / arcade gaming room
Mariam did a fantastic job of being responsive to everything we needed. My brothers bachelor party was a success because of this house. We would stay here again.
Quick stats about apartment rentals in Chicago Loop
Total rentals
690 properties
Nightly prices starting at
ﺩ.ﺇ37 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
Destinations to explore
- Rentals with a hot tub Chicago Loop
- Loft rentals Chicago Loop
- Rentals with outdoor seating Chicago Loop
- Rentals with a patio Chicago Loop
- Fitness-friendly rentals Chicago Loop
- Rentals with a fireplace Chicago Loop
- Rentals with an EV charger Chicago Loop
- Rentals with a home theater Chicago Loop
- Waterfront rentals Chicago Loop
- Rentals with lake access Chicago Loop
- Pet-friendly rentals Chicago Loop
- Rentals with a washer and dryer Chicago Loop
- Rentals with breakfast Chicago Loop
- Kid-friendly rentals Chicago Loop
- Hotel rentals Chicago Loop
- Condo rentals Chicago Loop
- Rentals with beach access Chicago Loop
- Rentals with a sauna Chicago Loop
- Rentals with a fire pit Chicago Loop
- Apartment rentals Chicago
- Apartment rentals Cook County
- Apartment rentals Illinois
- Apartment rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Humboldt Park
- Six Flags Great America
- Museum of Science and Industry
- Chicago History Museum
- Lincoln Park Zoo
- The Field Museum
- 875 North Michigan Avenue
- Wicker Park
- Willis Tower
- Skokie Country Club
- Garfield Park Conservatory
- Lincoln Park
- Chicago Cultural Center
- Promontory Point
- Odyssey Fun World
- Flossmoor Golf Club
- Moraine Hills State Park
- Things to do Chicago Loop
- Things to do Chicago
- Art and culture Chicago
- Wellness Chicago
- Sightseeing Chicago
- Entertainment Chicago
- Tours Chicago
- Food and drink Chicago
- Things to do Cook County
- Entertainment Cook County
- Tours Cook County
- Food and drink Cook County
- Wellness Cook County
- Art and culture Cook County
- Sightseeing Cook County
- Things to do Illinois
- Art and culture Illinois
- Tours Illinois
- Entertainment Illinois
- Food and drink Illinois
- Sightseeing Illinois
- Wellness Illinois
- Things to do United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Nature and outdoors United States
- Sightseeing United States
- Sports activities United States
- Art and culture United States
- Wellness United States