Skokie Holiday Rentals

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Holiday Rentals in Skokie

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (726)
"I've stayed here before so I was glad to see the experience was just as great the second time around. The staff is very friendly and helpful. I was able to check in a bit earlier than expected, and was able to get a later check out time with a fee. The apartment and building is clean and easily accessible, with so many surrounding restaurants and cafes. I had a test of multiple food all within a ten minute walking distance. I will definitely stay here again in a future visit."
The price is NZ$268
includes taxes & fees
22 Apr - 23 Apr
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (471)
"Parking nearby was disappointing. Free parking was nearly impossible to find, we were afraid of getting ticketed or towed the entire time. The sheet on the pull out also had a blood stain"
The price is NZ$221
includes taxes & fees
20 Apr - 21 Apr
Sonder South Wabash

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (271)
"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 NZ$225
includes taxes & fees
21 Apr - 22 Apr
Sonder Market Hall

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 NZ$251
includes taxes & fees
20 Apr - 21 Apr
Sonder The Burnham Apartments

Sonder Onterie

3.5 star property
8.6 out of 10, Excellent, (12)
"The stove, washer/drier, plates, silverwear, beds, everything was obviously cleaned throughly. Was very impressed with how spotless everything was"
The price is NZ$296
includes taxes & fees
23 Apr - 24 Apr
Sonder Onterie

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (302)
"Only thing was no communication on the pool location and the arcade games so I just didn't go and how to work the stove other that it was a beautiful experience. I think you should let people smoke on the balcony. I mean it is a expensive location and marijuana is legal a recreational use think about it. "
The price is NZ$401
includes taxes & fees
22 Apr - 23 Apr
Level Chicago – Old Town

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (390)
"it was as it advertising. clean, tourist friendly "
Kasa Magnificent Mile Chicago

Sonder Jewelers Row

3.5 star property
8.4 out of 10, Very good, (145)
"We had a wonderful stay. It was such a convenient location and perfect for our needs. The noise of the El did not bother us at night, as it is fairly consistent and sounded like the wind. Perfect home base. The cigar shop smell is REALLY strong, but once we exited the elevator we did not smell it on the third floor. "
The price is NZ$283
includes taxes & fees
20 Apr - 21 Apr
Sonder Jewelers Row

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (274)
"We had a great time"
Kasa South Loop Chicago

The Neighborhood Hotel-Little Italy

3.5 star property
9.8 out of 10, Exceptional, (147)
"Very clean property, very convenient area offering restaurants, bars, groceries within walkin distance. Staff/owners very helpful. Answered all our questions promptly. Overall very pleased with our stay and I highly recommend this hotel when visiting Chicago."
The Neighborhood Hotel-Little Italy

Sonder The Plymouth

3.5 star property
8.4 out of 10, Very good, (96)
"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 NZ$291
includes taxes & fees
12 May - 13 May
Sonder The Plymouth

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 NZ$193
includes taxes & fees
21 Apr - 22 Apr
Sonder The Opal

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (136)
"Wow was the word we all exclaimed when we walked in the door. Beautiful corner rooms, light and airy, wonderful experience. "
The price is NZ$255
includes taxes & fees
22 Apr - 23 Apr
Kasa River North Chicago

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (47)
"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 NZ$280
includes taxes & fees
20 Apr - 21 Apr
Sonder Greektown

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 NZ$370
includes taxes & fees
17 Apr - 18 Apr
Wrigleyville Suites

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

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (117)
"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

Bright Garden Studio

9.0 out of 10, Wonderful, (21)
"clean & nice. "
The price is NZ$405
includes taxes & fees
22 Apr - 23 Apr
Bright Garden Studio

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (9)
"What a cosy quaint place! Everyone was friendly. "
The price is NZ$445
includes taxes & fees
21 Apr - 22 Apr
2-bedroom apartment just 2 minutes drive to Wrigley Field

Classic Lincoln Park 2 bedroom condo- parking included

9.8 out of 10, Exceptional, (64)
"I lived in Chicago for years and this was the first time I brought my son. It was exactly what I was hoping for. Walk up in an old building, restaurant on the bottom floor, transit a quick walk away."
Classic Lincoln Park 2 bedroom condo- parking included
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

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
8.4 out of 10, Very good, (3887)
"Amazing hotel, great service! Breakfast was good with lots of options! Complementary snacks and drinks in the afternoon! Haven’t had a hotel before offer so many complementary items especially in Chicago! The breakfast and snacks saved us so much money! Will stay here again for sure!"
The price is NZ$297
includes taxes & fees
20 Apr - 21 Apr
Embassy Suites by Hilton Chicago Downtown River North

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2058)
"The hotel is nice. The amenities are good. "
The price is NZ$408
includes taxes & fees
17 Apr - 18 Apr
Swissotel - Chicago

Crowne Plaza Chicago West Loop by IHG

3.5 star property
8.8 out of 10, Excellent, (1010)
"Upon arriving I had a few obstacles getting a early check in. However the manager Alan intervened and took care of everything. My room had a great view, it was clean and very well lit. "
The price is NZ$183
includes taxes & fees
20 Apr - 21 Apr
Crowne Plaza Chicago West Loop by IHG
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.

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 is equipped with a BBQ, air conditioning and a Smart TV to help you feel comfortable during your stay. 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 16 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.