Search Holiday Rentals in Illinois

Save an average of 15% on thousands of properties with Expedia Rewards

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 million properties and 550 airlines worldwide.

Illinois Accommodation: Most Popular Cities to Stay

Top Holiday Rentals in Illinois

Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (395)
"The facility is fantastic. Really enjoyed the gym and pool. Our premium apartment was not the best. Although the corner suite offered a fantastic view the apartment was dirty and run down. Trains are very loud. Not sure that I would stay here again. For the same price you can book something in the north or downtown. "
The price is ₹11,949
per night
27 May - 28 May
Sentral Michigan Avenue
Apartment, 1 Bedroom, City View | Living area | Flat-screen TV, streaming services
Sonder Market Hall
3.5 star property
8.2 out of 10, Very good, (77)
"Gorgeous rooms. Simple and quiet property. "
The price is ₹9,627
per night
27 May - 28 May
Sonder Market Hall
49-inch Smart TV with digital channels, TV, streaming services
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (222)
"Everything was great. From easy check in to easy check out. The room was very nice and cozy. Very clean. Amazing view of downtown from the bedroom and balcony. I will be staying here again! "
Kasa Magnificent Mile Chicago
Save an average of 15% on thousands of hotels when you're signed in
City view from property
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (295)
"Overall the stay was amazing. We will definitely be booking here again."
The price is ₹16,203
per night
28 May - 29 May
Sonder South Wabash
Exterior
Sonder The Burnham
3.5 star property
8.8 out of 10, Excellent, (52)
"Very easy to check in. Was a beautiful place."
The price is ₹16,384
per night
28 May - 29 May
Sonder The Burnham
Interior
Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, (126)
"I enjoyed the fact that everything was close. The hotel was cleaned but I never saw a personal member. The code to enter didn't work and people inside had to help fellow clients to enter."
The price is ₹17,321
per night
6 Jun - 7 Jun
Found Chicago powered by Sonder
Front of property – evening/night
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, (207)
"Nice"
The price is ₹25,465
per night
15 May - 16 May
Level Chicago – Old Town
50-inch Smart TV with satellite channels
The Neighborhood Hotel-Little Italy
2.0 star property
9.8 out of 10, Exceptional, (28)
"Great location, Great Neighborhood, plenty of dining options within walking distance. You can park by the hotel to unload and load and there is limited time meter parking or late night early am free parking streetside... When you can find it. There is a parking garage at the corner of Taylor and Paulina that is only $9 if in after 3p and out before 8a... Which is a steal by Chicago parking costs. It's a short 3 block walk to the hotel... Well lit and sidewalks. The only nitpick I can even...
The Neighborhood Hotel-Little Italy
1 bedroom, premium bedding, pillow-top beds, desk
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (184)
"ITS A VERY NICE AND UPBEAT ESTABLISHMENT.......I ENJOYED THE STAY ONLY THING I DIDNT LIKE WAS THERE HOUSE KEEPING SCHEDULE BUT OTHER THAN THAT ITS A NICE QUIET LOCATION WITH NICE PEOPLE"
The price is ₹6,011
per night
14 May - 15 May
WoodSpring Suites Chicago Addison
Exterior
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very good, (99)
"This is an overall very convenient, clean and well maintained apartment hotel. Transportation is convenient, there are restaurants and other amenities nearby, and the facilities within the hotel are also good. However, the only downside is that it is close to the station and there is construction nearby, so it is very noisy. However, if I had the chance to choose again, I would choose this hotel. I am satisfied."
The price is ₹17,295
per night
28 May - 29 May
Sonder Jewelers Row
Exterior
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (65)
"Very clean and comfortable. Great location very close to an L stop. Walkable to shopping and the lake front and river walk"
Kasa River North Chicago
Family Apartment, 3 Bedrooms, Non Smoking, Balcony | Living area | Smart TV, streaming services
Kasa South Loop Chicago
4.0 star property
9.4 out of 10, Exceptional, (161)
"Highly recommend! Amazing view of the city and the lake, clean and quiet yet close to everything. Thoughtfully furnished with nice surprises like power strips, white noise machine in bedroom, electric kettle etc. It was ideal and we’d stay there again. "
Kasa South Loop Chicago
Suite | Private kitchen | Full-sized fridge, microwave, stovetop, dishwasher
Yugo Guest Suites
2.0 star property
9.4 out of 10, Exceptional, (22)
"Highly recommend! Nice, clean modern studio suite. Large smart TV, comfortable bed, nice sitting area with small couch. Frig, stovetop, microwave & washer/dryer. Great bakery/coffee shop on 1st floor & Einstein Bageks across the street. Included parking too. You just need to bring a blow dryer and if you are going to check in after 5 PM, you need to call the front desk and ask them to leave your key in the lock box, which we did and was super easy."
Yugo Guest Suites
City view from property
Sonder The Plymouth
3.5 star property
8.4 out of 10, Very good, (66)
"Great place to stay and visit Chicago on foot. The property was exactly what we hoped for. "
The price is ₹21,989
per night
27 May - 28 May
Sonder The Plymouth
Full-sized fridge, oven, stovetop, dishwasher
Sonder The Opal
3.5 star property
8.0 out of 10, Very good, (12)
"Overall: A nice stay in a great part of town. Pros: Walking distance to almost everything downtown Chicago. Check-in is easy, but not the most intuitive instructions for the building codes. Spacious and clean room. Cons: The view. DO NOT let the pictures of the property deceive you… Unless you are on the top floor, the view is not very good. Also, says there’s rooftop access but no way to get to the roof (door locked). The walls are thin inside the apartment. Layout was a bit bizarre. Advert...
The price is ₹18,870
per night
28 May - 29 May
Sonder The Opal
Don't see what you're looking for?
See all available properties in Illinois
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.