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, (722)
"Great family place to stay. "
The price is €144
includes taxes & fees
7 Apr - 8 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, (463)
"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 €118
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, (269)
"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 €135
includes taxes & fees
21 Apr - 22 Apr
Sonder Market Hall
Sonder The Burnham Apartments
Marina

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (157)
"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 €135
includes taxes & fees
15 Apr - 16 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, (300)
"Spacious, clean rooms! Large windows make for a fabulous view!"
The price is €202
includes taxes & fees
13 Apr - 14 Apr
Level Chicago – Old Town
Sonder Onterie
Miscellaneous

Sonder Onterie

3.5 star property
9.4 out of 10, Exceptional, (10)
"The stove, washer/drier, plates, silverwear, beds, everything was obviously cleaned throughly. Was very impressed with how spotless everything was"
The price is €115
includes taxes & fees
8 Apr - 9 Apr
Sonder Onterie
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, (386)
"Helpful desk clerk when we arrived and what a perfect location for walking around downtown. The two bed, 2 bath hotel room was great for our girls weekend. Any problems were responded to quickly. My only complaints would be the couch was not the most comfortable and early or late check-in cost an additional fee. "
Kasa Magnificent Mile Chicago
Sonder Jewelers Row
Free toiletries, hair dryer, towels, soap

Sonder Jewelers Row

3.5 star property
8.4 out of 10, Very good, (145)
"This was the perfect stay for us this past weekend "
The price is €122
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, (270)
"It was a decent stay everything was clean bed’s very comfy also rooms are comfortable "
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, (145)
"The neighborhood amenities. Walking to everything i needed, including where i was working."
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, (95)
"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 €155
includes taxes & fees
23 Apr - 24 Apr
Sonder The Plymouth
Sonder The Opal
Exterior

Sonder The Opal

3.5 star property
8.6 out of 10, Excellent, (33)
"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
21 Apr - 22 Apr
Sonder The Opal
Kasa River North Chicago
Library

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (133)
"Good stay nice room lots of what I needed was there. "
The price is €126
includes taxes & fees
20 Apr - 21 Apr
Kasa River North Chicago
Sonder Greektown
40-inch flat-screen TV with digital channels, TV

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (46)
"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 €150
includes taxes & fees
20 Apr - 21 Apr
Sonder Greektown
Comfort Inn Chicago Wind Creek Casino
Comfort Double Room

Comfort Inn Chicago Wind Creek Casino

2.5 star property
3.8 out of 10, (15)
"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 €97
includes taxes & fees
7 Apr - 8 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 €200
includes taxes & fees
7 Apr - 8 Apr
Wrigleyville Suites
HUGE! 3bdrm Private HOME-Garage-RoofDeck Skyline view-EVTesla-PETS OK-Sleeps12
Fridge, microwave, oven, stovetop

HUGE! 3bdrm Private HOME-Garage-RoofDeck Skyline view-EVTesla-PETS OK-Sleeps12

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 "
HUGE! 3bdrm Private HOME-Garage-RoofDeck Skyline view-EVTesla-PETS OK-Sleeps12
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 €206
includes taxes & fees
7 Apr - 8 Apr
Bright Garden Studio
Bella Villa familiar. WIFI. Close to Starved Rock Park Hiking trails. Relaxing!
Exterior

Bella Villa familiar. WIFI. Close to Starved Rock Park Hiking trails. Relaxing!

9.8 out of 10, Exceptional, (92)
"Property is clean and located close to many things to do in the area. We spent a day at the waterpark in Grand Bear Resort, went to Cedar Creek Ranch for a horse ride, and did a hike at Matthiessen State Park. Will definitely come back again. "
Bella Villa familiar. WIFI. Close to Starved Rock Park Hiking trails. Relaxing!
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
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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