Skokie Holiday Rentals

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Holiday Rentals in Skokie

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (607)
"This is an apartment unit for rent. It had a full kitchen and nice bathroom. The room was clean and the bed was soft. It has directv and the staff was nice. Parking was good but you have to walk around the corner to come inside and it was more inconvenient than just walking in after parking."
The price is NZ$265
includes taxes & fees
9 Dec - 10 Dec
Sentral Michigan Avenue

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (218)
"Easiest check in and check out process "
The price is NZ$158
includes taxes & fees
17 Dec - 18 Dec
Sonder Market Hall

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (402)
"Great place to stay "
The price is NZ$296
includes taxes & fees
8 Dec - 9 Dec
Sonder South Wabash

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (336)
"Had a great stay at Kasa! The place had everything necessary to make ourselves right at home. 10/10 looking forward to coming back in the future! "
Kasa Magnificent Mile Chicago

The Neighborhood Hotel-Little Italy

3.5 star property
9.6 out of 10, Exceptional, (106)
"Comfortably accommodated all in our party. In suite laundry was very helpful. Kitchen had all supplies needed for our stay. I would highly recommend. "
The Neighborhood Hotel-Little Italy

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (271)
"Beautiful place with amazing amenities. Perfect stay for adults or families alike! Highly recommend!"
The price is NZ$368
includes taxes & fees
10 Dec - 11 Dec
Level Chicago – Old Town

Found Chicago powered by Sonder

3.5 star property
7.6 out of 10, Good, (177)
"Excellent location, amazing price. No nonsense stay, you only get the basics here but very clean and simple. Pros: no carpet in rooms, no extra frilly pillows or curtains, all surfaces look like they can be easily wiped down and disinfected. You can actually open the windows. Self serve toiletry station. Coded locks instead of keys. Great location close to restaurants and bus stops. THE PRICE!!! Cons: non responsive staff in person and online, sometimes no staff at all. No view, stuffy room...
The price is NZ$257
includes taxes & fees
1 Jan - 2 Jan 2025
Found Chicago powered by Sonder

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (117)
"Great place to stay, really clean and quiet. Beautiful space to sleep . Great aesthetic!"
The price is NZ$294
includes taxes & fees
23 Dec - 24 Dec
Sonder The Burnham Apartments

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (237)
"This was a great place and deserves the exceptional rating. The first night our oven didn’t work and they had it fixed first thing in the morning! All communication was quick and it had all we needed."
Kasa South Loop Chicago

Sonder Jewelers Row

3.5 star property
8.2 out of 10, Very good, (134)
"I so enjoyed staying on jewelers row at the Sonder property In Chicago. It was very close to the places I was visiting so I could walk everywhere. It was noisy because of the L train, yes, but when you’re inside, you Barely hear the train. I felt very safe getting into the building and getting up to my room. It was so well appointed. You thought of everything! I just wish I had longer than three days in Chicago and I hope to come back. I would rent the same apartment again without a doubt!"
The price is NZ$300
includes taxes & fees
29 Dec - 30 Dec
Sonder Jewelers Row

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (105)
"First pick for my first trip to Chicago. I felt safe and I was able to walk to the diner, mall and restaurants. Highly recommend this place!"
The price is NZ$178
includes taxes & fees
11 Dec - 12 Dec
Kasa River North Chicago

Sonder The Plymouth

3.5 star property
8.4 out of 10, Very good, (86)
"Our stay was pleasant and the 3 rooms and 3 bathrooms were perfect for five people."
The price is NZ$220
includes taxes & fees
29 Dec - 30 Dec
Sonder The Plymouth

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

Walking distance to restaurants, shops and Lake Michigan,

9.6 out of 10, Exceptional, (173)
"Good location clean"
Walking distance to restaurants, shops and Lake Michigan,

Sonder The Opal

3.5 star property
8.4 out of 10, Very good, (26)
"Stayed here twice - great place to stay when visiting. Easily walkable to shops, attractions and dining! "
The price is NZ$230
includes taxes & fees
16 Dec - 17 Dec
Sonder The Opal

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

10.0 out of 10, Exceptional, (213)
"Excited about our trip to Chicago and was not disappointed. Communication was very good from the homeowner location is perfect we had a fantastic time would recommend this for anyone wanting to enjoy downtown Chicago"
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi

Experience Chicago living near United Center

9.4 out of 10, Exceptional, (12)
"Our family stayed for a corporate training and we had a great experience. The neighborhood wasn't the best but we felt very secure with having a garage to use. Very thankful for the quick communication! from the p "
Experience Chicago living near United Center

Wrigley/Southport Corridor Garden Oasis +parking!

9.8 out of 10, Exceptional, (66)
"This little apartment is close to my cousin in Wrigleyville and a perfect location to get downtown and to see a Bears game (they are terrible right now). Entry instructions were easy and apartment was very clean."
Wrigley/Southport Corridor Garden Oasis +parking!

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (34)
"Everything was Excellent! The property was beautiful and most of all very CLEAN!!! The way everything was set up on site , to check-in and check-out was a very seamless process. The property was also very spacious, the beds were very big in size, super comfy, and having the three bathrooms in each bedroom was a such a plus. Greek neighborhood was a wonderful and smart location, everything is walking distance: for any coffee connoisseurs: Ground up Coffee is superb, Target is only a couple blocks...
The price is NZ$328
includes taxes & fees
27 Dec - 28 Dec
Sonder Greektown

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

9.4 out of 10, Exceptional, (82)
"This property worked well for our group of 14. The need to go outside to get between the upper and lower levels had been made very clear. It was a bit tricky at first with 5 young children, but we all adjusted pretty quickly. The lower level is more basic than upstairs but still worked very well for 5 of the group. The neighborhood was perfect for the location of the wedding we were attending, and having garage parking was fantastic. Definitely recommend."
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
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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Other types of properties in Skokie you may be interested in

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8198)
"We stay here every year for the hot chocolate run and it’s so convenient!"
The price is NZ$208
includes taxes & fees
12 Dec - 13 Dec
Congress Plaza Hotel

River Hotel

4.0 star property
8.8 out of 10, Excellent, (3580)
"The hotel was nice! Had a great view and the staff was friendly 😊 "
The price is NZ$203
includes taxes & fees
4 Jan - 5 Jan 2025
River Hotel

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.6 out of 10, Excellent, (3249)
"Fabulous rooms "
The price is NZ$202
includes taxes & fees
4 Jan - 5 Jan 2025
Club Quarters Hotel, Central Loop, Chicago
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.
Beautiful view of the beach with palm trees

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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?

Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!: This holiday home rental outside of Skokie is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Skokie?

Expedia has 12 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 North Shore Center for the Performing Arts and Skokie Theatre. While in the area, you can also visit popular places such as Wrigley Field and Michigan Avenue.

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.