
Apartment holiday rentals in Oak Brook
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Top-rated apartment rentals in Oak Brook
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Holiday rentals for every style
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Popular amenities for Oak Brook apartment rentals
Weekly apartment rentals

Newly renovated Apartment.
The place was in a great location. Very quiet and peaceful. There is a grocery store about 2-3 blocks away from the house. The home had everything we needed , expect extra trash bags which we needed to ask for more.

Pet friendly private studio apartment in a home
Ms Denise was awesome, very helpful . The studio place was very clean complimentary Snacks and toiletries. She care about her guest, very helpful with night life restaurants and travel to city. Definitely recommend

2bdrm, WiFi, WFH, W&D, parking, central location
Ericka is a fantastically thoughtful host! After a long day of travel, she had welcoming gifts in the fridge! Very helpful with any and all questions, the place was just exactly what we needed! Not far at all from the train station either! I’d stay here again for sure! Thank you!

“The remote retreat”
Rocio’s place was absolutely perfect! The space was spotless, beautifully updated, and had so many thoughtful touches that made it feel warm and welcoming. It was easy to find and check-in was a breeze. The location is close to everything, but still peaceful and quiet—perfect for relaxing. The fenced backyard was a great bonus for privacy. The hosts were very responsive and clearly care about their guests’ comfort.

Free Parking, Workdesk, King Bed
I had a great experience. This was my first time using Airbnb and Thomas made it worth every penny. Clear instructions and clean. The master bed was more firm than I’m usually comfortable with so I slept on the bed in the living room. Overall I had a great stay, the only downside I saw was it was in the basement and people were walking around of course. There were a few hairs in the shower leftover as well but I’d still stay again.

Cozy Guest Suite. Private Entry+ Turo Rental
Five star stay all around. Great location, near a nature reserve. Large living room and bedroom, lots of amenities. Cornell supplied excellent directions and instructions. Super easy to communicate with. Thoroughly enjoy the stay. Would love to book again, but calendar is full and I know why - this please is great, Thank you Cornell!

Charming Riverfront Stay | Heart of Downtown
Awesome hosts & amazing place, would stay again.

Curated for Cozy Stays -2 Parking Spaces, Sleeps 4
As soon as I walked into this place, I was in love with it! It was so clean and perfectly located! As two women traveling together, we felt perfectly safe in this location and the building was very secure. When I crawled into bed at night, the sheets smelled amazing! Everything we needed for an enjoyable weekend was provided. Next time I visit the Chicago area, I will definitely check for availability here first!
Private apartment rentals

Spacious Oasis Berwyn with Free Parking
The home is really nice and clean. We appreciated the instructions all over the home. There was even a folder with important info and instructions. We appreciated the extra pillows, blankets, and towels. The home is well stocked with whatever we needed during our stay. We really enjoyed our stay and were very comfortable. The hosts are amazing at responding quickly and answering our questions. Also, they are very flexible and accommodating. Would definitely recommend for a family with children. There are books and board games to keep the kids entertained.

2 bedroom• 3 beds • 1 bath Apartment in Berwyn
Oh, GIRL!! Melissa’s place is TEA!!! When I tell you CUUUUTEEEE!!! C-U-T-E!!!! 11/10!!!! A must book!!! I loooooveddd everything about her Airbnb!!! The decor, the amenities, the comfort, the cleanliness, the space, the mirror in the living room, the vibe, the essence, the comfort of the beds, the shower!!! Ahhhhh!! So so so happyyyy! Weeeee! Thank you, Melissa, for being so faabbuulouuusss!!

Elegant 1BR | Perfect Location, King Bed, Desk
We enjoyed our stay at this apartment while we were here. It was the perfect place to unwind after the concert!

Lovely 2-bedroom rental in the heart of Oak Park
We had a great stay and would recommend this place to people looking to explore Oak Park and Chicago. We traveled with two young kids and thought it was a good place for families, although it could be tricky for little ones who are learning to walk on stairs. The kitchen is clean and nice, only downside is there aren’t many pots & pans if you’re looking for a place to cook during your stay. All in all we really enjoyed our stay!

Large sunny 3BR apt. in downtown Oak Park
This is a great spot in Oak Park for a larger group. Would definitely stay here again when coming to Chicago!

Historic Hotspot: Downtown Oak Park w/parking spot
We thoroughly enjoyed our stay at this place! Very comfortable accommodations. Megan is an excellent host and curated her space carefully to make sure the guests feel right at home. The location was absolutely perfect.. walking distance to many things in the oak park neighborhood including the green line which is two blocks away. If you love historic architecture and preservation, then this is the neighborhood to be in. We would definitely stay here again!

Private Garden APT/ Cozy/Warm
Quiet and friendly neighborhood. Very walkable. Place had everything I needed for the stay. Will definitely return if I’m ever in the area again.

Treetop Vista Space+Style+Parking by downtown Chi
Best Airbnb ever that we’ve stayed in. Super clean, everything looked brand new. Caroline gave us Helpful information and places to eat at. Are son loved so much, he wanted to stay longer there. We had everything we needed. The rooms were bigger then what it seem in the pictures. We had a great time !
Apartment rentals with a hot tub

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.

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.

City Skyline Suite (2BD / 2BA)
We loved this apartment and our trip to Chicago. We felt safe when coming home late at night and we walked everywhere, even though train stations are pretty close. The views from 17th floor are spectacular in 3 directions, including Lake Michigan and Willis Tower. The place is very clean and comfortable. I wish we could stay longer.

2Bed 2Bath 15min to Wrigley with Parking& Balcony
Clean and cozy home with a friendly host!

Checkerboard Studio, Private Outdoor Hot Tub, Yard
A great property, easy enough to get in and out of the city! The hot tub was an added bonus!
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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
- The 606
- The Beverly Country Club
- Moraine Hills State Park
- Flossmoor Golf Club