Illinois Holiday Rentals

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Top Holiday Rentals Destinations in Illinois

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 AU$267
includes taxes & fees
12 May - 13 May
Sentral Michigan Avenue
Sonder Market Hall
3.5 star property
8.2 out of 10, Very good, (77)
"It was an excellent stay. I didn’t understand the Sonder model—no front desk and electronic check in. However once I got beyond that shock I didn’t mind it. I know some folks would find the setup disconcerting. I would stay in a Sonder hotel again."
The price is AU$199
includes taxes & fees
27 May - 28 May
Sonder Market Hall
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (218)
"Kasa is good overall. However, the cleaning lady just barged in my room without knocking and pretended to be checking the place. Not good at all. No proper MANNER. There is only one person in the lobby checking in guests as well as taking luggages for storage. It would be helpful to have a separate person designated so guests are not waiting."
Kasa Magnificent Mile Chicago
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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 AU$344
includes taxes & fees
28 May - 29 May
Sonder South Wabash
Sonder The Burnham
3.5 star property
8.8 out of 10, Excellent, (51)
"We loved the space, very clean, great amenities, looks like a perfect combo of a cozy apartment and a hotel room. The only problem is that it’s not very soundproof, and you can hear people using restrooms or showering in the neighboring rooms. But would definitely stay again!"
The price is AU$355
includes taxes & fees
12 May - 13 May
Sonder The Burnham
Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, (124)
"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 AU$382
includes taxes & fees
6 June - 7 June
Found Chicago powered by Sonder
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, (206)
"Nice"
The price is AU$422
includes taxes & fees
12 May - 13 May
Level Chicago – Old Town
The Neighborhood Hotel-Little Italy
2.0 star property
10.0 out of 10, Exceptional, (26)
"Easy and comfortable "
The Neighborhood Hotel-Little Italy
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (184)
"Very nice property "
The price is AU$115
includes taxes & fees
12 May - 13 May
WoodSpring Suites Chicago Addison
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very good, (98)
"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 AU$376
includes taxes & fees
28 May - 29 May
Sonder Jewelers Row
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
Kasa South Loop Chicago
4.0 star property
9.2 out of 10, Wonderful, (160)
"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
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
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 AU$467
includes taxes & fees
27 May - 28 May
Sonder The Plymouth
Your Home Away From Home
2.0 out of 10, (1)
"No me agradó"
The price is AU$264
includes taxes & fees
12 May - 13 May
Your Home Away From Home
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, (106)
"The host communicated well. The area was busy but felt safe. I felt it was expensive for the location. Very clean."
Luxury Home Away From Your Home
Walking distance to restaurants, shops and Lake Michigan,
9.6 out of 10, Exceptional, (155)
"This is a fantastic location just outside of the city on a quiet street but close to everything. The Property Manager (Ross) is fantastic with communication and even after our flight was delayed three times, he met us at the door, gave us a thorough tour of where everything is located, and some great tips on where to eat. It's a $20 UBER to the heart of the city (Millenium Park) and the place is spotless! Highly recommend if you're looking for a place to hang your hat for a few days!"
Walking distance to restaurants, shops and Lake Michigan,
Wrigley/Southport Corridor Garden Oasis +parking!
9.8 out of 10, Exceptional, (36)
"Very nice small space to stay for 2-3 people. Couch bed was excellent. Clean and well maintained."
Wrigley/Southport Corridor Garden Oasis +parking!
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
9.0 out of 10, Wonderful, (8)
"Excellent"
The price is AU$301
includes taxes & fees
13 May - 14 May
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
LakeHouse
10.0 out of 10, Exceptional, (6)
"I loved this house. It was clean, spacious, the piano made it that much better. I will definitely be back again."
LakeHouse
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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.