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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Skokie vacation rentals

A living room with a blue sofa, a glass coffee table, and a ceiling fan.

1. Spacious 2BR Close to it All - Chic Apt in Skokie

Spacious 2BR Close to it All - Chic Apt in Skokie
West Dempster
9.0 out of 10, Wonderful, (2 reviews)
"Excellent communication with the host. Easy and secure access to the unit. Well furnished and perfect for my trip. So clean! "
United States
Jean W.
$213 nightly
The price is $232
Nov 4 - Nov 5
Total with taxes and fees
Spacious 2BR Close to it All - Chic Apt in Skokie
A dining area with a round table, four chairs, a chandelier, and a kitchen with white cabinets and a countertop.

2. 1-Bedroom Pad | Cozy + All-Set

1-Bedroom Pad | Cozy + All-Set
West Dempster
8.0 out of 10, Very good, (2 reviews)
"This was a great space. The location was perfect and we had everthing we needed. We would definitely stay here again. "
United States
Amanda M.
$171 nightly
The price is $186
Nov 23 - Nov 24
Total with taxes and fees
1-Bedroom Pad | Cozy + All-Set
An open oven with a digital display, a kettle, and a knife block on the countertop.

3. Skokie 1BR Stay Near Parks, Dining & Transit

Skokie 1BR Stay Near Parks, Dining & Transit
Skokie
$237 nightly
The price is $254
Nov 16 - Nov 17
Total with taxes and fees
Skokie 1BR Stay Near Parks, Dining & Transit
A neatly made bed with a white comforter and two pillows, flanked by two bedside tables with lamps and clocks.

4. Chic Skokie Retreat - 1BR Unit in Skokie

Chic Skokie Retreat - 1BR Unit in Skokie
Skokie
6.0 out of 10, (2 reviews)
$219 nightly
The price is $233
Nov 9 - Nov 10
Total with taxes and fees
Chic Skokie Retreat - 1BR Unit in Skokie
A spacious hotel lobby with a high ceiling, chandeliers, and a bar area.

5. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (295 reviews)
"Really helpful staff, really nice rooms."
United States
Archita
$182 nightly
The price is $208
Nov 29 - Nov 30
Total with taxes and fees
The Gem Museum Suites
A modern interior with a dining area, seating, a fireplace, and large windows offering a view of buildings outside.

6. 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, (39 reviews)
"Very nice place to stay with a great location. Thanks!"
United States
Robin M.
$380 nightly
The price is $431
Nov 2 - Nov 3
Total with taxes and fees
Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
A patio area with outdoor seating and solar-powered lights.

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

Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
South Evanston
10.0 out of 10, Exceptional, (60 reviews)
"Great apt, excellent host"
United States
Colleen B.
$245 nightly
The price is $278
Nov 9 - Nov 10
Total with taxes and fees
Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
A modern living room with a blue sofa, a round dining table, and a white desk.

8. 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, (29 reviews)
"Parking was convenient and accommodations were comfortable."
United States
Evan Q.
$424 nightly
The price is $481
Nov 1 - Nov 2
Total with taxes and fees
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
A covered patio with a hammock, a barbecue grill, and a dining area with a table and chairs.

9. Chicago Riverhouse with private fenced in oasis

Chicago Riverhouse with private fenced in oasis
North Park
10.0 out of 10, Exceptional, (45 reviews)
"House was perfect for our needs and all as described per the listing."
United States
Robert S.
$523 nightly
The price is $605
Nov 1 - Nov 2
Total with taxes and fees
Chicago Riverhouse with private fenced in oasis
A modern interior with a dining area, seating, a fireplace, and large windows offering a view of buildings outside.

10. 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, (41 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.
$327 nightly
The price is $371
Nov 1 - Nov 2
Total with taxes and fees
Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
A modern bedroom with a bed, a window, and a view of an outdoor area.

11. The Lincoln Square Hideaway

The Lincoln Square Hideaway
Lincoln Square
10.0 out of 10, Exceptional, (28 reviews)
"Great place! Highly recommended."
United States
Ian
$335 nightly
The price is $412
Nov 3 - Nov 4
Total with taxes and fees
The Lincoln Square Hideaway
A modern living room with a white coffee table, a vase with flowers, a bottle of wine, and a cheese board with snacks.

12. 2BR Fitness Pad • Private Gym • Sleeps 7

2BR Fitness Pad • Private Gym • Sleeps 7
Irving Park
9.4 out of 10, Exceptional, (8 reviews)
"Great property in a central location. Neighborhood was quiet and safe with good parks nearby. Apartment had good amenities and perfect for our stay. Communication with host was excellent"
United States
Carey M.
$256 nightly
The price is $303
Nov 1 - Nov 2
Total with taxes and fees
2BR Fitness Pad • Private Gym • Sleeps 7
A rooftop terrace with a brick wall, large windows, and a metal railing.

13. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Uptown
10.0 out of 10, Exceptional, (60 reviews)
"Clean, efficient, and conveniently located to plenty of transportation and culture."
United States
Michael S.
$226 nightly
The price is $272
Nov 1 - Nov 2
Total with taxes and fees
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
A modern building with the name 'SENIORAL' prominently displayed on the facade.

14. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,393 reviews)
"10/10 2nd time staying here!"
United States
Rosa
$135 nightly
The price is $159
Nov 22 - Nov 23
Total with taxes and fees
Sentral Michigan Avenue
Lake

15. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (77 reviews)
"Amazing property would stay here again. Looks exactly like pics!!"
United States
Felipe
$211 nightly
The price is $251
Nov 4 - Nov 5
Total with taxes and fees
Kasa Lake Shore Chicago
A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

16. Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
9.4 out of 10, Exceptional, (48 reviews)
"What a gem right next to Wrigleyville Stadium! I had an emergency and needed somewhere to stay for two nights while my son was in the hospital. This was the perfect accommodation walkable to where I needed to go. Clean community townhome with lock off rooms, community kitchen and living room room – very lovely environment and excellent location. Walkable to many restaurants."
United States
Diana
$165 nightly
The price is $194
Nov 2 - Nov 3
Total with taxes and fees
Wrigleyville Suites
A modern bedroom with a bed, a sofa, and a hanging plant.

17. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (110 reviews)
"Great location for us near the Edgewood neighborhood. Property was very clean, bed comfy, and owner responsive. We’d stay here again!"
United States
Sherry M.
$113 nightly
The price is $139
Nov 3 - Nov 4
Total with taxes and fees
Cozy studio in Andersonville Chicago
A compact kitchen with white cabinets, a black stove, a blue countertop, and a white refrigerator.

18. Cozy apartment with AC and WiFi in awesome Chicago

Cozy apartment with AC and WiFi in awesome Chicago
Rogers Park
7.6 out of 10, Good, (17 reviews)
"Great location and clean room! Host was very responsive and helpful!"
United States
Andrew O.
$263 nightly
The price is $324
Oct 30 - Oct 31
Total with taxes and fees
Cozy apartment with AC and WiFi in awesome Chicago
A rooftop terrace with a brick wall, large windows, and a metal railing.

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

Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Uptown
9.4 out of 10, Exceptional, (31 reviews)
"Very nice and clean place in a great location if you are going to Wrigley"
United States
Paul J.
$223 nightly
The price is $268
Nov 4 - Nov 5
Total with taxes and fees
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
A desk with a computer monitor, keyboard, mouse, a lamp, a mug, a plant, and a clock.

20. Private Workspace • Sleeps 4 • Modern and Stylish

Private Workspace • Sleeps 4 • Modern and Stylish
Irving Park
10.0 out of 10, Exceptional, (7 reviews)
"We really enjoyed our stay here. The communication was great. Check-in was flawless. We were able to find free parking close by. The listing is accurate, and the location was perfect for our visit to Chicago. We would definitely stay again. Well-equipped kitchen, in-unit laundry, plug strips and extra bedding all were appreciated."
United States
Karin S.
$233 nightly
The price is $275
Nov 3 - Nov 4
Total with taxes and fees
Private Workspace • Sleeps 4 • Modern and Stylish
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

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Great location. Walking distance to everything tourist. Would stay here again!"
Valeria 1-night trip
Posted 1 hour ago
Hilton Chicago

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 $79 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 19 vacation rentals for your stay in Skokie.

What can I see and do in Skokie?

Family-friendly attractions include Adagio Teas, whereas Emily Oaks Nature Center is a spot to enjoy the outdoors. While in the area, you can also visit popular places like Wrigley Field and Navy Pier.

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.