A city skyline with modern skyscrapers, a large museum, and a waterfront park.

Skokie Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Skokie vacation rentals

Breakfast, lunch and dinner served

1. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (208 reviews)
"Great location and newly remodeled, clean rooms."
United States
Brian
$159 nightly
The price is $182
Aug 25 - Aug 26
Total with taxes and fees
The Gem Museum Suites
Smart TV, books, printers

2. MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
South Evanston
9.4 out of 10, Exceptional, (27 reviews)
"Parking was convenient and accommodations were comfortable."
United States
Evan Q.
$472 nightly
The price is $536
Aug 24 - Aug 25
Total with taxes and fees
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
Exterior

3. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,271 reviews)
"Nice stay"
United States
Heather
$176 nightly
The price is $207
Sep 1 - Sep 2
Total with taxes and fees
Sentral Michigan Avenue
Dining

4. Haus Of Hues: MDRN Bright Peaceful Private Apt

Haus Of Hues: MDRN Bright Peaceful Private Apt
South Evanston
9.6 out of 10, Exceptional, (25 reviews)
"This stay was exactly as listed. Very cute apartment and great location!"
United States
Bradie R.
$452 nightly
The price is $513
Sep 1 - Sep 2
Total with taxes and fees
Haus Of Hues: MDRN Bright Peaceful Private Apt
Terrace/patio

5. Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola

Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola
South Evanston
10.0 out of 10, Exceptional, (9 reviews)
"It was a great experience! Very nice and clean place. Advertised exactly as seen. Parking was very easy and the location was great. Overall, would definitely stay again!"
United States
Sophia P.
$237 nightly
The price is $269
Aug 31 - Sep 1
Total with taxes and fees
Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola
Lake

6. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (14 reviews)
"Great location and super clean!"
United States
Erica
$228 nightly
The price is $272
Sep 9 - Sep 10
Total with taxes and fees
Kasa Lake Shore Chicago
Interior

7. Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort

Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
Downtown Evanston
10.0 out of 10, Exceptional, (36 reviews)
"Very nice place to stay with a great location. Thanks!"
United States
Robin M.
$370 nightly
The price is $420
Sep 1 - Sep 2
Total with taxes and fees
Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
Full-size fridge, microwave, oven, stovetop

8. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (518 reviews)
"We only stayed one night but we definitely want to go back and stay at least two nights. It really was beautiful, clean and very secure."
United States
Martha
$289 nightly
The price is $339
Aug 31 - Sep 1
Total with taxes and fees
Level Chicago – Old Town
Dining

9. "Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
Downtown Evanston
10.0 out of 10, Exceptional, (17 reviews)
"We would recommend this location and suite to anyone who has a need to visit in the greater Chicago area as apposed to staying in the city."
United States
David W.
$368 nightly
The price is $418
Aug 31 - Sep 1
Total with taxes and fees
"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
Terrace/patio

10. Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More

Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
South Evanston
10.0 out of 10, Exceptional, (57 reviews)
"Great apt, excellent host"
United States
Colleen B.
$237 nightly
The price is $269
Aug 31 - Sep 1
Total with taxes and fees
Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
Interior

11. Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge

Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Downtown Evanston
9.8 out of 10, Exceptional, (38 reviews)
"This is by far the best experience I’ve had with Abnbs! The place was as advertised, the host was very friendly, prompt and accommodating. "
United States
Brian W.
$325 nightly
The price is $369
Aug 31 - Sep 1
Total with taxes and fees
Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Coffee/tea maker, fridge, microwave, oven

12. Cozy apartment with AC and WiFi in awesome Chicago

Cozy apartment with AC and WiFi in awesome Chicago
Rogers Park
7.8 out of 10, Good, (13 reviews)
"Cozy, private, clean. A quick walk to the train and busses. Would stay again."
United States
John D.
$364 nightly
The price is $449
Aug 19 - Aug 20
Total with taxes and fees
Cozy apartment with AC and WiFi in awesome Chicago
Interior

13. Half a mile from everything in the heart of Evanston, Illinois

Half a mile from everything in the heart of Evanston, Illinois
Downtown Evanston
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay"
United States
Barbara R.
$370 nightly
The price is $420
Sep 1 - Sep 2
Total with taxes and fees
Half a mile from everything in the heart of Evanston, Illinois
Smart TV

14. W3 - Spacious 2BR Apt + Free On-site Parking

W3 - Spacious 2BR Apt + Free On-site Parking
Uptown
10.0 out of 10, Exceptional, (67 reviews)
"We had a wonderful stay and the host was pleasesnt and easy to communicate with. We’d definitely stay here again :)"
United Kingdom
Sheena T.
$376 nightly
The price is $450
Aug 20 - Aug 21
Total with taxes and fees
W3 - Spacious 2BR Apt + Free On-site Parking
Interior

15. Pine Beam Sloth Apartment next to Blue Line

Pine Beam Sloth Apartment next to Blue Line
Irving Park
10.0 out of 10, Exceptional, (8 reviews)
"The place was clean, cozy and exactly as described. Very responsive host and would definitely stay again. "
United States
Carlos J B.
$304 nightly
The price is $312
Aug 26 - Aug 27
Total with taxes and fees
Pine Beam Sloth Apartment next to Blue Line
TV, offices

16. Modern 4BR Rogers Park Stay Near Loyola

Modern 4BR Rogers Park Stay Near Loyola
Rogers Park
7.4 out of 10, Good, (3 reviews)
"3 hours before we were supposed to check-in they canceled. They had my cell phone and didn't contact me. I had messaged them to get check in information and was only told at that time the place was now unavailable. For something as important as cancelling last minute they should have called, messaged and emailed. They had no problem requiring me via my cell phone to give them not only give them the names and ages of every guest staying but a picture of my passport and CC. Was this just a scam to...
United States
Stephanie K
$336 nightly
The price is $362
Aug 19 - Aug 20
Total with taxes and fees
Modern 4BR Rogers Park Stay Near Loyola
TV

17. BF - Bright and Cozy 1BR Apartment in Logan Square!

BF - Bright and Cozy 1BR Apartment in Logan Square!
Logan Square
10.0 out of 10, Exceptional, (55 reviews)
"Lovely space and location, very quiet and the host is very communicative. "
United States
Okori C.
BF - Bright and Cozy 1BR Apartment in Logan Square!
Terrace/patio

18. Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Uptown
9.2 out of 10, Wonderful, (26 reviews)
"Was a great and clean place to stay.. "
United States
Ashly B.
$267 nightly
The price is $322
Aug 23 - Aug 24
Total with taxes and fees
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Interior

19. Premium Urban 4BR - Perfect Mix of Comfort & Location

Premium Urban 4BR - Perfect Mix of Comfort & Location
Near North Side
10.0 out of 10, Exceptional, (4 reviews)
"Clean, comfortable, and stylish!"
United States
Maurya K.
$516 nightly
The price is $637
Sep 2 - Sep 3
Total with taxes and fees
Premium Urban 4BR - Perfect Mix of Comfort & Location
Coffee/tea maker, fridge, microwave, oven

20. 1F - ❤️ Trendy 2BR Apartment in Logan Square!

1F - ❤️ Trendy 2BR Apartment in Logan Square!
Logan Square
10.0 out of 10, Exceptional, (101 reviews)
"Very clean and comfortable, wonderful communication with host. Great location! "
United States
Stacey E.
$295 nightly
The price is $348
Aug 24 - Aug 25
Total with taxes and fees
1F - ❤️ Trendy 2BR Apartment in Logan Square!
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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Top Skokie Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"Very friendly and professional staff. Building does show its age though."
patrick 2-night trip
Posted 3 hours ago
The Chicago Hotel Collection Ambassador Gold Coast

Find out more about Skokie

Everything you need to know about Skokie vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Skokie vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Skokie vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Skokie vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Skokie. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Skokie in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $145 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Skokie rentals

At Expedia, we put the best Skokie vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Skokie rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Skokie vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Skokie. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Skokie?

Yes, we offer vacation rentals in Skokie close to North Shore Center for the Performing Arts, or you can select a secluded option if you're looking for extra privacy while you relax. Tourists like the array of shops and top-notch restaurants in Skokie. Make sure you allow time to enjoy the gardens during your vacation.

What are some of the best vacation home rentals in Skokie?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This vacation home rental near Skokie is located in the city center and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Skokie?

Expedia has 20 vacation rentals for your stay in Skokie.

What can I see and do in Skokie?

Schaefer's Wines and Liquors and Adagio Teas are a couple of family-friendly sights, whereas cultural attractions include Skokie Theatre. While in the area, you can also visit popular places like Wrigley Field and United Center.

What are vacation rentals like in Skokie?

Vacation rentals are private properties you can stay in for a couple days or more in Skokie. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a small group gathering.