Illinois Holiday Rentals

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Featured Illinois Holiday Rentals

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (695)
"Amazing and clean experience I highly recommend "
The price is S$237
includes taxes & fees
12 Mar - 13 Mar
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (447)
"Amazing space - I'll be requesting the same one in the summer :) Spacious and clean! Absolutely loved the view of Willis Tower from our room. Excellent stay!"
The price is S$147
includes taxes & fees
1 Apr - 2 Apr
Sonder South Wabash

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (146)
"⭐️⭐️⭐️⭐️⭐️ Had a fantastic stay at Sonder Chicago West Loop during my business trip! The location was perfect for meetings, and I loved having the extra space. The studio felt more like an apartment—super clean, spacious, and well-appointed with stylish decor. The kitchen was fully stocked and well-maintained, making the stay even more comfortable. The reception area was great for getting work done before check-in, and the luggage room lockers were a huge plus. The app-based entry system was...
The price is S$197
includes taxes & fees
1 Apr - 2 Apr
Sonder The Burnham Apartments

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (263)
"Beautiful place very much enjoyed our stay thank you! only recommendation is maybe replace old sheets or bleach them found a few dark patches not sure what it was on the sheets and pillows but the bed was very comfortable "
The price is S$167
includes taxes & fees
1 Apr - 2 Apr
Sonder Market Hall

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (291)
"The Place was Great, Clean, inviting, Hip, Comfortable and relaxing. Will definitely be back and would highly recommend a stay here"
The price is S$284
includes taxes & fees
12 Mar - 13 Mar
Level Chicago – Old Town

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (373)
"Very nice "
The price is S$268
includes taxes & fees
12 Mar - 13 Mar
Kasa Magnificent Mile Chicago

Comfort Inn Chicago Wind Creek Casino

2.5 star property
3.8 out of 10, (6)
"False advertising, based off the pictures, the new hotel was an old run down hotel. I called the number and there was not even a greeting. The man that answered just said hello and I was thinking is this the correct number. Finally I said I’m calling a hotel number if this it, then he said oh yes this is hotel. I asked where it was and he said we’re here in the court yard and I looked and said nope, nothing like the pictures so I left and booked with IHG Matteson, IL, new and clean"
The price is S$139
includes taxes & fees
18 Mar - 19 Mar
Comfort Inn Chicago Wind Creek Casino

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (262)
"realy great place and very close to everything"
Kasa South Loop Chicago

Sonder Jewelers Row

3.5 star property
8.2 out of 10, Very good, (141)
"Loved it Had to leave early but loved "
The price is S$178
includes taxes & fees
8 Apr - 9 Apr
Sonder Jewelers Row

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (128)
"We had an overall wodnerful experience. We were celebrating a milestone birthday and was perfect for a group of 4! The room was beautiful and close to everything!! We will definitely come back. "
The price is S$183
includes taxes & fees
20 Mar - 21 Mar
Kasa River North Chicago

The Neighborhood Hotel-Little Italy

3.5 star property
9.8 out of 10, Exceptional, (136)
"This place is amazing. So relaxing and comforting. The host is so accommodating and responsive. Everything was great to the point that I did not even want to leave! I shall be back. "
The Neighborhood Hotel-Little Italy

Sonder The Plymouth

3.5 star property
8.2 out of 10, Very good, (92)
"This is the best Sonder property we've ever stayed at!! The location is perfect for Chicago. We had a few different questions during our stay and we always received immediate and thorough answers by using the chat button in the app. Would definitely stay here again!"
The price is S$153
includes taxes & fees
1 Apr - 2 Apr
Sonder The Plymouth

Sonder The Opal

3.5 star property
8.4 out of 10, Very good, (30)
"We loved the location in River North with shops around plenty of nice restaurants. Walkable and good buses around. Apartment was very nice, we were 5 adults. A bit noisy because of bar nearby ( it depends of your tolerance to noise. Some of us were disturbed some heard nothing). We enjoyed our stay !"
The price is S$200
includes taxes & fees
24 Mar - 25 Mar
Sonder The Opal

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (42)
"I loved how easy it was to find and the instructions to access was easy to follow"
The price is S$186
includes taxes & fees
7 Apr - 8 Apr
Sonder Greektown

Wrigleyville Suites

2.0 star property
10.0 out of 10, Exceptional, (2)
The price is S$172
includes taxes & fees
12 Mar - 13 Mar
Wrigleyville Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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