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Hotel vacation rentals in Downtown Chicago

Find and book unique hotels on Airbnb

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Popular amenities for Downtown Chicago hotels

Family-friendly hotels

Superhost
Hotel room in Chicago
4.91 out of 5 average rating, 35 reviews

Spacious 2BR near concert venues, Wrigley Field

tatiannaRating, 5 stars8 months ago
Rick’s place was great. Everything matched the photos. Location was great. Easy access to transportation if needed. Concierge was very helpful and friendly as well. Would stay here over and over again
Superhost
Hotel room in Chicago
4.85 out of 5 average rating, 20 reviews

Vibrant Andersonville 2BR w/ in-unit laundry

CourtneyRating, 5 stars81 months ago
This place was perfect for a week in Chicago with family! The space was as described, beautiful and sparkling clean, and communication with the host/staff was quick and easy. Having a 24-hour concierge and sundries for sale in the lobby was fantastic for any questions or snack/drink needs. And the Andersonville neighborhood is such a fun place to explore, with lots of great restaurants and shops!
Superhost
Hotel room in Chicago
4.98 out of 5 average rating, 44 reviews

Bright 1BR w/ shared Roof Deck, close to beach

TylerRating, 5 stars27 months ago
FANTASTIC Andersonville place to stay, walkable to all the best the neighborhood has to offer! Rick is super responsive, helpful, kind, and generous! Highly recommended, and hope to return soon :)
Superhost
Hotel room in Chicago
4.67 out of 5 average rating, 6 reviews

1BD/1BA steps away from local shops, entertainment

SusanRating, 5 stars32 months ago
A wonderful place, clean, well equipped, friendly, and located in a great neighborhood. We will return the next time we go to Chicago!

Hotels with a pool

Hotel room in Rosemont
4.65 out of 5 average rating, 20 reviews

Close To Chicago O'Hare Airport | Free Breakfast

JavierRating, 5 stars1 week ago
Great location, good breakfast and close to the airport. 100% Recommended
Hotel room in Chicago
4.5 out of 5 average rating, 4 reviews

120-yr-old landmark with floor-to-ceiling views

AndreaRating, 5 stars7 months ago
The location is amazing! Extremely walkable to the lake & the river. So many places to eat & shop nearby. This room is a Superior king room, which isn’t noted in the listing, so look it up on their website; where you may even get a better rate and choose the type of room you’d prefer. It is quite small @337sq ft, even for just 2 people, but a nice room nonetheless. There is no dresser, just a closet with 2 smaller drawers, which worked ok for us. Full size lighted mirror, a shower & soaking tub (!!!) The pillows were all down feather or like.They did have water stations on 3 of the floors to fill your bottles, a great feature. The rooftop bar had delicious tapas and craft cocktails and a beautiful view of the city and lake. Paid $386 a night at the end of August & Labor Day wknd. The staff were extremely friendly. Overall, we enjoyed our stay very much! Would def stay again, but would book through Viceroy directly and get a lake view room that is larger.
Hotel room in Chicago
4.73 out of 5 average rating, 22 reviews

modern design with VU Skyward rooftop bar

ChelseyRating, 5 stars2 weeks ago
Very nice hotel. Great price mid-week off-season. Parked at the convention center to save $20/night vs. valet. Staff held my bags at no cost while I went to the museum before check-in. Microwave and fridge in very modern, clean room. 1.5 mile walk to Field Museum through a nice neighborhood.
Hotel room in Schaumburg
4 out of 5 average rating, 14 reviews

Quiet, clean, comfortable hotel

MarkusRating, 5 stars5 months ago
Having booked more than 40 people in this hotel/ air bnb, I highly recommend this place to any local people or travelers that are passing by. The price is unmatchable when compared to other hotels. Great customer service, and front desk staff, clean, friendly, and comfortable stay. Their staff also works 24/7 so don’t even worry if you come too late or early!
Hotel room in Schaumburg
4.64 out of 5 average rating, 11 reviews

Sparkling clean and quiet hotel!

ClaireRating, 5 stars5 months ago
I was hesitant booking a hotel through Airbnb, but it was super easy, much cheaper and we had no issues.
Hotel room in Westmont
4.45 out of 5 average rating, 33 reviews

King Bed with breakfast included

StephanieRating, 5 stars3 months ago
Stayed the night after a family function. Didn't arrive until midnight but was super glad that we were able to check in so late, as someone is at the front desk. It was easy to find. Room was larger than expected. Bed was very comfortable and room was clean. The only minor issue we had was noise from people hanging out in the parking lot/being loud, outside our window, past midnight. Luckily it didn't go on too long, and we were able to sleep. We planned on breakfast, but choose to get the extra sleep in the AM instead, so we skipped it. All around would def not hesitate to book again.

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