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
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Skokie vacation rentals

Smart TV, fireplace, books, video library

Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS

Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Skokie
10.0 out of 10, Exceptional, (37 reviews)
"Our host Craig did a great job of being available and the home worked perfectly for our visit with grandkids"
United States
Nancy S.
The price is ￥68,229
￥129,897 total
includes taxes & fees
Aug 10 - Aug 11
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Lake

Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
Kasa Lake Shore Chicago
Dining

Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI

Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
Berwyn
9.0 out of 10, Wonderful, (18 reviews)
"It's a great place to stay, honestly, the hosts are nice and there to help you as well.The place is big, it has good A/C, and lots of space for different activities.Finally, there's lots of parking available in case you are using a car."
United States
Juan Pablo T.
The price is ￥10,944
￥27,275 total
includes taxes & fees
Jul 12 - Jul 13
Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
Interior

Sleeps 7 • Huge Projector • Designated Workspace

Sleeps 7 • Huge Projector • Designated Workspace
Irving Park
10.0 out of 10, Exceptional, (4 reviews)
"Great location and easy on street parking. "
United States
Lori A.
The price is ￥8,149
￥43,689 total
includes taxes & fees
Jul 13 - Jul 14
Sleeps 7 • Huge Projector • Designated Workspace
Smart TV

Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW

Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
Berwyn
9.6 out of 10, Exceptional, (17 reviews)
"Great place to stay "
United States
Harquesha S.
The price is ￥10,944
￥29,178 total
includes taxes & fees
Jul 12 - Jul 13
Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,208 reviews)
"Clean room, great staff, family-friendly, pet-friendly, and great rooms with a kitchen and wonderful showers. Great location!"
United States
Alessandra
The price is ￥29,744
￥39,681 total
includes taxes & fees
Aug 9 - Aug 10
Sentral Michigan Avenue
Smart TV, computer monitors

3BR Near O'Hare • Office • Coffee Bar • Sleeps 9

3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
O'Hare
10.0 out of 10, Exceptional, (2 reviews)
"The space was comfortable, clean and inviting.The host was fabulous! I recommend this place when visiting the Chicago area."
United States
Megan K.
The price is ￥12,369
￥71,007 total
includes taxes & fees
Jul 13 - Jul 14
3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
Living area

Luxury Retreat w/ King Bed, 3-in-1 Pool Table, 15 Min to Chicago, Free Parking

Luxury Retreat w/ King Bed, 3-in-1 Pool Table, 15 Min to Chicago, Free Parking
Oak Park
The price is ￥24,155
￥52,640 total
includes taxes & fees
Jul 14 - Jul 15
Luxury Retreat w/ King Bed, 3-in-1 Pool Table, 15 Min to Chicago, Free Parking
Dining

Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
Belmont Cragin
10.0 out of 10, Exceptional, (2 reviews)
"My group and I traveled to town this weekend for a music festival and had the opportunity to stay at this place and had a great time. Communication with the host was very prompt when we had any questions which I appreciate a lot. Also, the place was clean and spacious for our group and easy to come in and out. Would recommend this place to others looking for a place to stay in town."
United States
Marcos B.
The price is ￥12,660
￥63,550 total
includes taxes & fees
Jul 16 - Jul 17
Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (84 reviews)
"Wonderful hosts…very kind and communicative. Awesome area… highly recommended!"
United States
Andrew C.
The price is ￥16,734
￥30,626 total
includes taxes & fees
Jul 27 - Jul 28
Cozy studio in Andersonville Chicago
Smart TV, video games

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Brighton Park
8.6 out of 10, Excellent, (21 reviews)
"Excellent location and go anywhere so close."
United States
Yiu S.
The price is ￥15,198
￥42,289 total
includes taxes & fees
Aug 10 - Aug 11
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Interior

2BR Fitness Pad • Private Gym • Sleeps 7

2BR Fitness Pad • Private Gym • Sleeps 7
Irving Park
10.0 out of 10, Exceptional, (1 review)
"Great stay and within walking distance of Portillos. The beds were very comfortable and I especially loved the kitchen."
United States
Dee Anne S.
The price is ￥12,369
￥49,652 total
includes taxes & fees
Jul 20 - Jul 21
2BR Fitness Pad • Private Gym • Sleeps 7
Dining room

Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (816 reviews)
"Great place to stay."
United States
Benedictine
Kasa Magnificent Mile Chicago
1 bedroom, iron/ironing board, free WiFi, bed sheets

Chic Studio - In Downtown Highland Park, by Metra

Chic Studio - In Downtown Highland Park, by Metra
Highland Park
8.4 out of 10, Very Good, (16 reviews)
"I enjoyed my stay at this property. It is in a great location, very unique and super clean! The host is really kind and helpful. "
United States
Deborah
The price is ￥15,262
￥29,253 total
includes taxes & fees
Jul 28 - Jul 29
Chic Studio - In Downtown Highland Park, by Metra
TV

4BR Retreat w/ Theater, Arcade, Gym and Firepit

4BR Retreat w/ Theater, Arcade, Gym and Firepit
Belmont Cragin
10.0 out of 10, Exceptional, (1 review)
"Great host any concerns that I had were addressed and handled!"
United States
Keana
The price is ￥18,917
￥93,224 total
includes taxes & fees
Jul 12 - Jul 13
4BR Retreat w/ Theater, Arcade, Gym and Firepit
Full-size fridge, microwave, oven, stovetop

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (500 reviews)
"Very clean and loved the location and amenities with the store on the first floor was fantastic"
United States
Kimberly
The price is ￥56,458
￥70,267 total
includes taxes & fees
Aug 9 - Aug 10
Level Chicago – Old Town
1 bedroom

Studio 6 Vernon Hills|ADA Queen bed,RI Shower,Nsmk|Kitchen

Studio 6 Vernon Hills|ADA Queen bed,RI Shower,Nsmk|Kitchen
Chicago
10.0 out of 10, Exceptional, (14 reviews)
"Big room with a kitchen,"
United States
Anonymous traveler
The price is ￥17,275
￥19,113 total
includes taxes & fees
Aug 10 - Aug 11
Studio 6 Vernon Hills|ADA Queen bed,RI Shower,Nsmk|Kitchen
Fridge, microwave, oven, stovetop

Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (77 reviews)
"The host responded quickly to my requests. Apartment was clean. Kitchen well stocked with cooking, utensils, spices, etc. He registered my car so I coiud park on the street without any problem. Close to the Blue Line stop to take the "L" into downtown Chicago."
United States
Michael
The price is ￥22,118
￥54,195 total
includes taxes & fees
Jul 13 - Jul 14
Cozy, Comfortable and Convenient apartment. Close to everything!
Exterior detail

Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (85 reviews)
"nice little place! quiet area "
United States
Nayeli A.
The price is ￥18,771
￥35,316 total
includes taxes & fees
Jul 23 - Jul 24
Master qtr close to nature & easy urban facilities
Breakfast, lunch and dinner served

The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (157 reviews)
"The cook to order breakfast was great."
United States
Megan
The price is ￥30,540
￥34,963 total
includes taxes & fees
Aug 9 - Aug 10
The Gem Museum Suites
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

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

8/10 Good
"Dated but comfortable and had all amenities"
Jennifer 3-night trip
Posted 2 hours ago
Hyatt Regency O'Hare Chicago

Find out more about Skokie

Search for holiday rentals in Skokie on Expedia! You can easily find your home rentals, villas, holiday apartments in Skokie using one of the methods below:

  • View our selection of featured holiday rentals in Skokie
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  • Enter your travel dates to view the best deals on holiday rentals in Skokie while they last

Look no further and take a look at our great range of rental properties in Skokie!

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 23 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.