Skokie Holiday Rentals

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Holiday Rentals in Skokie

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (458)
"An apartment for the same price as a hotel."
The price is NZ$340
per night
2 Jul - 3 Jul
Sentral Michigan Avenue
Sonder Market Hall
3.5 star property
8.4 out of 10, Very good, (111)
"Room was really nice just needed to be cleaned a bit more or painted not sure. I will say they should leave instructions on how to use the washer. I would give this a 5 but you will be right next to a club that does not close until 2am on weekends lol. Overall very nice and secure place to stay. "
The price is NZ$252
per night
30 Jun - 1 Jul
Sonder Market Hall
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (326)
"Great location, nice quiet building and everything was very clean. The only negative is that one bedroom has a three-quarters wall that is open to the main living space. It was fine for us with teenagers, but some people might need more privacy, or a quiet room if traveling with little kids. "
The price is NZ$274
per night
2 Jul - 3 Jul
Sonder South Wabash
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (267)
"Really clean, lots of room, very convenient having in room laundry and full kitchen. "
Kasa Magnificent Mile Chicago
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, (221)
"Everything was great besides the hot tub being out of order during our stay. "
The price is NZ$411
per night
8 Jul - 9 Jul
Level Chicago – Old Town
Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, (136)
"I loved my stay at Found Chicago! The logistical communication was easy to understand and implement, and I liked that it was contactless. It was nice to use my PIN code for room entrance instead of keeping track of a key. The WiFi was sufficient for remote meetings on my laptop. And all of the amenities (lobby access, luggage locker, and printer) were convenient and easy to use. I highly recommend this hotel, and I'll plan to stay here again. "
The price is NZ$240
per night
14 Jul - 15 Jul
Found Chicago powered by Sonder
Sonder The Burnham
3.5 star property
9.0 out of 10, Wonderful, (82)
"I like the hotel, I did not realize there was no cleaning services or fresh towels. After 4 days the room needed some freshing and clean wash rags and towels. There was a washing machine but doing laundry on vacation is not for me."
The price is NZ$354
per night
30 Jun - 1 Jul
Sonder The Burnham
The Neighborhood Hotel-Little Italy
2.0 star property
9.8 out of 10, Exceptional, (42)
"Great oasis in the city!"
The Neighborhood Hotel-Little Italy
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (191)
"ITS A VERY NICE AND UPBEAT ESTABLISHMENT.......I ENJOYED THE STAY ONLY THING I DIDNT LIKE WAS THERE HOUSE KEEPING SCHEDULE BUT OTHER THAN THAT ITS A NICE QUIET LOCATION WITH NICE PEOPLE"
The price is NZ$157
per night
30 Jun - 1 Jul
WoodSpring Suites Chicago Addison
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very good, (114)
"The AC thermostat was not working and the summer was just getting underway. The last night of my stay was sweltering. The ceiling fan could olny do so much. No one was at the property to respond to my request."
The price is NZ$441
per night
21 Jul - 22 Jul
Sonder Jewelers Row
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (71)
"Very nice "
The price is NZ$320
per night
30 Jun - 1 Jul
Kasa River North Chicago
Sonder The Plymouth
3.5 star property
8.4 out of 10, Very good, (70)
"Great place to stay and visit Chicago on foot. The property was exactly what we hoped for. "
The price is NZ$336
per night
2 Jul - 3 Jul
Sonder The Plymouth
Kasa South Loop Chicago
4.0 star property
9.2 out of 10, Wonderful, (168)
"Great property, great apartment, very quite. Apartment was clean and well stocked. Issue was balcony is completely ignored, weather was beautiful and I would have liked to sit out there and enjoy but it was covered in spider webs and spiders. No TV in the bedroom so for me that was a bummer because I watch TV when I go to bed. Overall it was great and very comfortable, would stay again. "
Kasa South Loop Chicago
Walking distance to restaurants, shops and Lake Michigan,
9.8 out of 10, Exceptional, (157)
"Great property and Ross is a wonderful host. Even recommended dinner spots Hope to stay here again"
Walking distance to restaurants, shops and Lake Michigan,
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, (108)
"Our motley crew of 8 enjoyed the stay! Ms Linnie has done a lot of work to update this home, bright colors, comfy beds!"
Luxury Home Away From Your Home
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
9.2 out of 10, Wonderful, (11)
"Thank you especially to the front desk clerk, he was very friendly and helpful. Place was clean and nice"
The price is NZ$381
per night
30 Jun - 1 Jul
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
Sonder The Opal
3.5 star property
8.2 out of 10, Very good, (15)
"I like that was contactless and easy to access. "
The price is NZ$439
per night
1 Jul - 2 Jul
Sonder The Opal
Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
9.8 out of 10, Exceptional, (9)
"Easy to check in, good information for parking in the area. The place was clean and nice."
Ground Floor Studios in Chicago by 747 Lofts
Wrigley/Southport Corridor Garden Oasis +parking!
10.0 out of 10, Exceptional, (44)
"As advertised , great location and clean apartment with the basic necessities. Could be a little more clear about which entrance to use during check in as not all of us are familiar with a “garden” entrance. Would stay here again."
Wrigley/Southport Corridor Garden Oasis +parking!
Chic Suite/Mins to L Train /Laundry/Free Parking
9.4 out of 10, Exceptional, (19)
"Was a great spot for a weeklong trip, plenty of restaurants and train lines nearby, would highly recommend."
The price is NZ$315
per night
22 Jul - 23 Jul
Chic Suite/Mins to L Train /Laundry/Free Parking
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See all available properties in Skokie
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.

Other types of properties in Skokie you may be interested in

Congress Plaza Hotel
3.5 star property
7.6 out of 10, Good, (7159)
"Very nice stay overall. It is historic so there are older fixtures in the hotel, but it was very clean. We did have an issue with the mini fridge not working and the toilet tank was leaking some water, but staff took care of it quickly after we reported it. The location is very close to museums and there were plenty of food options nearby. "
The price is NZ$263
per night
2 Jul - 3 Jul
Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
8.0 out of 10, Very good, (2437)
"Great Location, Attentive Staff, Friendly.."
The price is NZ$368
per night
8 Jul - 9 Jul
Embassy Suites by Hilton Chicago Downtown River North
River Hotel
4.0 star property
8.8 out of 10, Excellent, (2995)
"Perfect location right across from the river. Amazing view from our room. Staff were very friendly. We used valet instead of the parking ramp since it cost about the same. Will definitely be staying there again!!"
The price is NZ$255
per night
30 Jun - 1 Jul
River Hotel
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Skokie holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Skokie. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Skokie. Seeing all the best attractions is bound to make you fall in love with Skokie. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Skokie short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Skokie?

Yes, there are holiday rentals in Skokie close to Adagio Teas, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Skokie. Make sure you allow time to enjoy the gardens during your holiday.

What are some of the best holiday rentals that Skokie has to offer?

Luxury Home Away From Your Home: This holiday home rental outside of Skokie has air conditioning and cable TV to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Skokie?

Expedia has 10 holiday rentals for your stay in Skokie.

What can I see and do in Skokie?

Adagio Teas and Schaefer's Wines and Liquors are a couple of the family-friendly sights, whereas cultural attractions include Skokie Theatre and North Shore Center for the Performing Arts. While in the area, you can also visit popular places such as Wrigley Field and Navy Pier.

What are holiday rentals like in Skokie?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Skokie. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for small groups.

Recent reviews of Skokie properties
Expedia verified reviews