Illinois Holiday Rentals

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Top Cities in Illinois

Top Holiday Rentals Destinations in Illinois

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (670)
"Sandra and Joy are welcoming and helpful. Great front desk."
The price is AU$254
includes taxes & fees
3 Feb - 4 Feb
Sentral Michigan Avenue

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (250)
"Enjoyed My Stay."
The price is AU$214
includes taxes & fees
24 Feb - 25 Feb
Sonder Market Hall

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (427)
"Property was convenient and clean. Overall great experience. Street meter parking could be a headache during parking hours but it’s a city thing. Also the incidental feee is a bit confusing with how it’s returned. "
The price is AU$177
includes taxes & fees
25 Feb - 26 Feb
Sonder South Wabash

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (135)
"If you are a walker and just want to explore what Chicago has to offer please book this place. You can store your bags before and after checkin/out and the lobby is so nice and quiet. "
The price is AU$237
includes taxes & fees
4 Feb - 5 Feb
Sonder The Burnham Apartments

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (287)
"Amazing stay ! Love this property every time I’m in Chicago. "
The price is AU$419
includes taxes & fees
12 Feb - 13 Feb
Level Chicago – Old Town

Found Chicago powered by Sonder

3.5 star property
7.6 out of 10, Good, (184)
"It was a Great option, straight and contactless."
The price is AU$228
includes taxes & fees
23 Feb - 24 Feb
Found Chicago powered by Sonder

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (356)
"Very walkable area! The building is older but was pretty clean."
Kasa Magnificent Mile Chicago

The Neighborhood Hotel-Little Italy

3.5 star property
9.6 out of 10, Exceptional, (125)
"This was so comfortable, clean and very quiet. Having no front desk was concerning but it didn't really matter. The response to any concern was addressed quickly and professionally. I love this place. "
The Neighborhood Hotel-Little Italy

Sonder Jewelers Row

3.5 star property
8.2 out of 10, Very good, (136)
"Sonder check in experience as a first timer was super easy! Great instructions and no issues entering or exiting the property. Property was in great condition with all the amenities you could need. Only downside was the cigar bar downstairs... you could at certain times of day smell the cigar scent in our room upstairs. Not a huge issue, but if you were sensitive to the smell it would not be ideal."
The price is AU$215
includes taxes & fees
26 Feb - 27 Feb
Sonder Jewelers Row

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (254)
"Everything was great from the beginning. From the instructions on where to park and enter to how to exit. "
Kasa South Loop Chicago

Sonder The Opal

3.5 star property
8.6 out of 10, Excellent, (28)
"We loved the location in River North with shops around plenty of nice restaurants. Walkable and good buses around. Apartment was very nice, we were 5 adults. A bit noisy because of bar nearby ( it depends of your tolerance to noise. Some of us were disturbed some heard nothing). We enjoyed our stay !"
The price is AU$203
includes taxes & fees
4 Feb - 5 Feb
Sonder The Opal

Sonder The Plymouth

3.5 star property
8.4 out of 10, Very good, (89)
"Great apartment, we were given an extra bedroom which we used as a wardrobe. Well equipped, modern and well decorated. Full cooker, fridge freezer, microwave. We were provided with tablets for laundry and dishwasher. Washing up.liquids, towels and toilet roll. Great shower. Loved the location. We enjoy cities and walking. Trains a very short walks (several L stations). Target was a 15 minute walk, great independent coffee shop 2 mins from entrance. We will use Sonder again. "
The price is AU$195
includes taxes & fees
23 Feb - 24 Feb
Sonder The Plymouth

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (37)
"The place was awesome, they had to kick out the people before me, so getting my room was a little bit late "
The price is AU$238
includes taxes & fees
24 Feb - 25 Feb
Sonder Greektown

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (121)
"This stay was super nice. Amazing views and super clean. "
The price is AU$180
includes taxes & fees
13 Feb - 14 Feb
Kasa River North Chicago

Entertainment Oasis Indoor Pool Spa Arcade Theatre

10.0 out of 10, Exceptional, (53)
"The house was absolutely perfect. We stayed for a long weekend over the 4th of July holiday with three other families. We were close enough to amenities if/when we needed them, but had absolutely no reasons to leave the property - so much to do for everyone. The owner was wonderful to engage with, he was even able to supply wheelchair ramps to make the home more assessable for someone in our group who has a disability. We are already talking about booking again next year!"
Entertainment Oasis Indoor Pool Spa Arcade Theatre

Wrigleyville Suites

2.0 star property
8.8 out of 10, Excellent, (3)
"All conditions (like the deposit) should be clear in the description. This is not a hotel or a hotel, it's a private place. All this should be clear at the moment of reservation. The property was good enough but the communication with the host was troublesome. And the price is not that low. I will look for a hotel next time. "
The price is AU$325
includes taxes & fees
2 Feb - 3 Feb
Wrigleyville Suites

Bright Garden Studio

8.8 out of 10, Excellent, (16)
"We had a great stay in this Evanston lower level studio apartment while in town for our reunion and Homecoming weekend at Northwestern. The studio is clean, nicely decorated, good amenities, and conveniently located to both the NU campus and downtown Chicago. Having a dedicated parking spot was awesome too, as the off-street parking fills up quickly in the evening. My only recommendation would be replacing the really firm mattress with a softer one, or a memory foam topper. All in all we had...
The price is AU$343
includes taxes & fees
3 Feb - 4 Feb
Bright Garden Studio

Elevate Your Experience: PH#1, A Penthouse Above the Rest in Chicago

10.0 out of 10, Exceptional, (284)
"We stayed 5 days beginning Christmas Day and it was one of the most memorable vacations we’ve taken as a family. Our hosts were perfect in that they were always quick to respond (1-2 minutes), but everything was so well planned that we never really needed anything. The patio balcony is HUGE and you can see everything from 55 stories. Great views of the lake. Easy access to all of downtown via Uber or a short walk. We can’t say enough about this apartment, and we’d love to stay there again. ...
Elevate Your Experience: PH#1, A Penthouse Above the Rest in Chicago

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (87)
"A clean, spacious, affordable option in a perfect location in Lincoln Park. Plan to return in the future."
Stunning 3 BR in prime Chicago location

51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi

10.0 out of 10, Exceptional, (217)
"Thank you so much for sharing your penthouse! We had a very relaxing time and hope to come back sometime when it is a little warmer and we can explore the area more! It was an amazing location for sure! There were so many nice touches from the ample number of outlets/places to charge, the plentiful kleenex boxes, the kitchen amenities and even a fan. We felt right at home and literally needed nothing. Thank you so much for making this past week exactly what we needed!"
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
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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