Holiday Rentals in Illinois

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Top Cities in Illinois

Chicago which includes a city and a high-rise building as well as a family
Holiday RentalsHoliday Rentals

Chicago

Chicago

Featured Holiday Rentals in Illinois

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (708)
"We were able to walk to the Shedd aquarium, soldier field, millennium park,Ellis tower, etc. the views were incredible and check in was seamless. Only bummer was the hot tub was great one night and then wasn’t warm the next 2"
The price is €163
includes taxes & fees
6 Apr - 7 Apr
Sentral Michigan Avenue
Sonder South Wabash
Superior Apartment, 1 Bedroom, Balcony, City View | Living area

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (456)
"The Hotel was very accommodating. I loved the layout. Great for single people. Would definitely rent again whenever I’m in town."
The price is €119
includes taxes & fees
16 Apr - 17 Apr
Sonder South Wabash
Sonder Market Hall
Interior

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (267)
"Very clean l, quiet and well thought out. Had everything we needed and the bed was super comfortable! Great having a 12 cup coffee pot! Parking was close and although not a lot of close options to restaurants or shopping, there were many more options within a 15-20 min walk. Would definitely stay here again!"
The price is €116
includes taxes & fees
23 Apr - 24 Apr
Sonder Market Hall
Sonder The Burnham Apartments
Marina

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (153)
"Lovely bedding, beautiful bathroom, very well equipped. However there was a lot of noise from exposed pipes on the ceiling, and some noise from other people nearby. If it had better sound insulation I would definitely stay again. "
The price is €136
includes taxes & fees
14 Apr - 15 Apr
Sonder The Burnham Apartments
Level Chicago – Old Town
Front of property – evening/night

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (298)
"Spacious, clean rooms! Large windows make for a fabulous view!"
The price is €228
includes taxes & fees
16 Apr - 17 Apr
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, (383)
"This is the 2nd time we stayed at Kasa properties. Nice,clean, easy checking in/out. Perfect location"
Kasa Magnificent Mile Chicago
Sonder Onterie
Miscellaneous

Sonder Onterie

3.5 star property
9.4 out of 10, Exceptional, (9)
"The stove, washer/drier, plates, silverwear, beds, everything was obviously cleaned throughly. Was very impressed with how spotless everything was"
The price is €117
includes taxes & fees
8 Apr - 9 Apr
Sonder Onterie
Sonder Jewelers Row
Free toiletries, hair dryer, towels, soap

Sonder Jewelers Row

3.5 star property
8.2 out of 10, Very good, (142)
"This was the perfect stay for us this past weekend "
The price is €124
includes taxes & fees
15 Apr - 16 Apr
Sonder Jewelers Row
Kasa South Loop Chicago
Deluxe Apartment, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | City view

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (267)
"Great place , Clean easy check-in and great location ."
Kasa South Loop Chicago
The Neighborhood Hotel-Little Italy
50-inch Smart TV with satellite channels

The Neighborhood Hotel-Little Italy

3.5 star property
9.6 out of 10, Exceptional, (140)
"Hotel was so nice, cute and easy to get into without needing to park your car. My only issue is zero parking besides paying for 3 hours max for $7.50 on street in front of hotel which was a chore finding a spot. Having to walk 1-2 miles for parking which was 20-40 a night Is just not any fun. Otherwise this was such a great place to stay. "
The Neighborhood Hotel-Little Italy
Sonder The Plymouth
City view from property

Sonder The Plymouth

3.5 star property
8.4 out of 10, Very good, (94)
"The location for this property was ideal for the main areas in Chicago. We had a 4 bedroom apartment. They were spacious enough for what we needed. We did have an issue with no remote control but the live chat sorted that within minutes. "
The price is €106
includes taxes & fees
23 Apr - 24 Apr
Sonder The Plymouth
Kasa River North Chicago
Library

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (132)
"Good stay nice room lots of what I needed was there. "
The price is €128
includes taxes & fees
13 Apr - 14 Apr
Kasa River North Chicago
Sonder The Opal
Exterior

Sonder The Opal

3.5 star property
8.6 out of 10, Excellent, (32)
"Very very cozy and clean! All messages and questions were answered promptly, and checking in and out was smooth! getting into the building was easy, everything was perfect. "
The price is €117
includes taxes & fees
6 Apr - 7 Apr
Sonder The Opal
Sonder Greektown
40-inch flat-screen TV with digital channels, TV

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (45)
"I was in the mood to walk, so I put on my sneakers and did just that. The property is a little off the beaten track, and I was not that impressed with Greek Town, but I would stay again because the property itself was quite nice. "
The price is €148
includes taxes & fees
27 Apr - 28 Apr
Sonder Greektown
Comfort Inn Chicago Wind Creek Casino
Comfort Double Room

Comfort Inn Chicago Wind Creek Casino

2.5 star property
4.0 out of 10, (14)
"The staff was polite and friendly! I didn't care that they were apparently under construction and I didn't are much for that "
The price is €98
includes taxes & fees
13 Apr - 14 Apr
Comfort Inn Chicago Wind Creek Casino
Wrigleyville Suites
Living area

Wrigleyville Suites

2.0 star property
9.4 out of 10, Exceptional, (3)
"Very good place at a very good price! Communication is the only need for improvement in my opinion. "
The price is €209
includes taxes & fees
5 Apr - 6 Apr
Wrigleyville Suites
ART! 3 bdrm Private HOME-Sleeps 12-Garage-RoofDeck Skyline view-EVTesla-PETS OK
Miscellaneous

ART! 3 bdrm Private HOME-Sleeps 12-Garage-RoofDeck Skyline view-EVTesla-PETS OK

10.0 out of 10, Exceptional, (3)
"We were happy with the house- it’s as described and the location was great. Loved having the garage, not having to worry about finding parking "
ART! 3 bdrm Private HOME-Sleeps 12-Garage-RoofDeck Skyline view-EVTesla-PETS OK
Bright Garden Studio
1 bedroom, desk, iron/ironing board, travel cot

Bright Garden Studio

9.0 out of 10, Wonderful, (20)
"clean & nice. "
The price is €195
includes taxes & fees
7 Apr - 8 Apr
Bright Garden Studio
Luxury Home Away From Your Home
Fridge, microwave, oven, stovetop

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (116)
"Had a great time at Ms. Linnie’s place! She was incredibly responsive and helpful. The house was clean and comfortable, and I loved that there were 2 full bathrooms! I was a little nervous about the neighborhood as we were definitely looked at as outsiders, but no one bothered us and we walked to Maxwell Street Polish and back just fine (which is fantastic, btw). I did love the gated yard in back with two parking spots, so we had our own space. Would definitely stay again!"
Luxury Home Away From Your Home
Entertainment Oasis Indoor Pool Spa Arcade Theatre
Pool

Entertainment Oasis Indoor Pool Spa Arcade Theatre

10.0 out of 10, Exceptional, (54)
"We met with some family from wisconsin and spent the weekend. All of the amenities were perfect and kept the kids busy."
The price is €1,797
includes taxes & fees
6 Apr - 7 Apr
Entertainment Oasis Indoor Pool Spa Arcade Theatre
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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