Illinois Holiday Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Featured Illinois Holiday Rentals

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (772)
"we enjoyed the stay"
The price is S$280
includes taxes & fees
29 Jun - 30 Jun
Sentral Michigan Avenue
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
36-inch flat-screen TV with digital channels, TV

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.8 out of 10, Excellent, (525)
"Love the place "
The price is S$179
includes taxes & fees
1 Jul - 2 Jul
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Individually decorated, individually furnished, desk

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.6 out of 10, Excellent, (296)
"Super cool spot in a great part of the city."
The price is S$169
includes taxes & fees
2 Jul - 3 Jul
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Premium bedding, individually decorated, individually furnished

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
9.0 out of 10, Wonderful, (178)
"Easy and great for extended stay."
The price is S$248
includes taxes & fees
29 Jun - 30 Jun
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Level Chicago – Old Town
Front of property – evening/night

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (319)
"was very nice, lots of amenities, and clean."
The price is S$531
includes taxes & fees
8 Jun - 9 Jun
Level Chicago – Old Town
Kasa Magnificent Mile Chicago
49-inch Smart TV with digital channels, TV, streaming services

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (411)
"Great stay "
Kasa Magnificent Mile Chicago
The Neighborhood Hotel-Little Italy
Front of property

The Neighborhood Hotel-Little Italy

4.0 star property
9.8 out of 10, Exceptional, (162)
"wonderful stay- loved this place incredibly clean and great communication "
The Neighborhood Hotel-Little Italy
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Property amenity

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.4 out of 10, Very good, (160)
"Great location and much larger space than I expected. Great location in the Loop with access to public transit and walkable. "
The price is S$203
includes taxes & fees
1 Jul - 2 Jul
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
The Gem Museum Suites
Reception

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (66)
"Wonderful stay ! Amazing stuff & their hospitality! Old building but maintained well. Great experience overall."
The price is S$317
includes taxes & fees
30 Jun - 1 Jul
The Gem Museum Suites
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Desk, laptop workspace, blackout curtains, free WiFi

Comfort Inn Chicago Southland I-80 & I-294 Near Casino

2.5 star property
3.8 out of 10, (34)
"Nice inside room but it’s not safe outside area"
The price is S$107
includes taxes & fees
9 Jun - 10 Jun
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Wrigleyville Suites
Living area

Wrigleyville Suites

2.0 star property
8.8 out of 10, Excellent, (5)
The price is S$321
includes taxes & fees
7 Jun - 8 Jun
Wrigleyville Suites
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
View from property

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
8.4 out of 10, Very good, (103)
"Awesome"
The price is S$169
includes taxes & fees
30 Jun - 1 Jul
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Sonder by Marriott Bonvoy The Opal Apartments River North
42-inch flat-screen TV with digital channels, TV, streaming services

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.8 out of 10, Excellent, (39)
"This is a perfect location to walk around downtown, have dining options at walking distance. Everything was perfect for my family trip. The only issue is the noise its close to walgreens that gets deliveries at like 5am and the noise is so bad it wakes you up."
The price is S$180
includes taxes & fees
29 Jun - 30 Jun
Sonder by Marriott Bonvoy The Opal Apartments River North
Kasa River North Chicago
Library

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (144)
"Great stay, clean room!"
The price is S$528
includes taxes & fees
8 Jun - 9 Jun
Kasa River North Chicago
Kasa South Loop Chicago
City view

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (298)
"Wonderful stay and view"
Kasa South Loop Chicago
Sonder by Marriott Bonvoy Greektown Apartments
40-inch flat-screen TV with digital channels, TV

Sonder by Marriott Bonvoy Greektown Apartments

3.5 star property
9.0 out of 10, Wonderful, (52)
"Great location, easy stay!"
The price is S$305
includes taxes & fees
29 Jun - 30 Jun
Sonder by Marriott Bonvoy Greektown Apartments
The Concord Place
Living area

The Concord Place

2.0 star property
9.4 out of 10, Exceptional, (3)
"very comfortable "
The Concord Place
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free