Skokie Vacation Rentals from ￥19,679: Search Short-Term Rentals

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

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony : This vacation home rental near Skokie is located in the city center and has a balcony, an arcade game room, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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Our top choices for Skokie vacation rentals

Iron/ironing board, travel crib, WiFi, bed sheets

Chic Skokie Retreat - 1BR Unit in Skokie

Skokie

￥27,309 total

includes taxes & fees

Apr 12 - Apr 13

Charming 1BR in Skokie | Great Spot Near Transit

Skokie

￥27,309 total

includes taxes & fees

Apr 14 - Apr 15

1-Bedroom Pad | Cozy + All-Set

West Dempster

Amanda M.

￥32,880 total

includes taxes & fees

Apr 20 - Apr 21

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

West Dempster

Jean W.

￥35,768 total

includes taxes & fees

Apr 13 - Apr 14

Smart TV, fireplace, books, video library

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

Skokie

carlos l.

￥125,787 total

includes taxes & fees

Apr 12 - Apr 13

Sentral Michigan Avenue

Downtown Chicago

xavier

￥29,743 total

includes taxes & fees

Apr 12 - Apr 13

Modern Comfort: 1BR Unit w/ Laundry

Downtown Chicago

Gina G.

￥27,829 total

includes taxes & fees

Apr 15 - Apr 16

LIVN West Loop Chicago King Studio

Downtown Chicago

￥25,406 total

includes taxes & fees

Apr 14 - Apr 15

Cozy Boho Chicago - 10 Minutes to Downtown Chicago

Lawndale

Jess S.

￥30,023 total

includes taxes & fees

Apr 19 - Apr 20

Plymouth Collection: 2BD with Lobby, Gym, Rooftop

Downtown Chicago

￥52,556 total

includes taxes & fees

Apr 13 - Apr 14

2BR Chic & Comfortable Furnished Unit

Hermosa

Jason

￥31,322 total

includes taxes & fees

Apr 13 - Apr 14

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

Brighton Park

Nichole S.

1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy studio in Andersonville Chicago

Edgewater

Cedes W.

￥22,991 total

includes taxes & fees

Apr 27 - Apr 28

Private 1BR Haven in a Prime Area

Hyde Park

Brandie O.

￥27,829 total

includes taxes & fees

Apr 22 - Apr 23

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

Uptown

Laura O.

￥44,332 total

includes taxes & fees

Apr 13 - Apr 14

Uptown Studio Gem Sum

Uptown

Leah W.

￥25,499 total

includes taxes & fees

Apr 13 - Apr 14

1 bedroom, iron/ironing board, travel crib, WiFi

West Loop Living – Bright 1BR

Downtown Chicago

2k G.

￥36,001 total

includes taxes & fees

Apr 15 - Apr 16

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Uptown

Melissa K.

￥47,391 total

includes taxes & fees

Apr 19 - Apr 20

Bright Garden Studio

South Evanston

Drew H.

￥38,154 total

includes taxes & fees

Apr 22 - Apr 23

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Northlake

Yafeat D.

￥19,507 total

includes taxes & fees

Apr 27 - Apr 28

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Top Skokie Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"It was nice "

Hotel Riu Plaza Chicago

8/10 Good

"Breakfast was very good. Enjoyed our room and how everything was clean. There was no microwave so don’t try to bring food if you need to reheat it. Fridge was also not strong to freeze my ice cream so be aware. All the staff were kind and helpful. Rooftop was beautiful but the glass floor was out of service. The hotel was close to Michigan Ave so heading to stores was a breeze. Overall, had an amazing time with my partner and would recommend reserving a room at this establishment."

Hilton Chicago O'Hare Airport

6/10 Okay

"I keep coming back to this hotel because of the location, but honestly it is a disappointment every time. The rooms are dated, the carpets are old and worn, and the elevators are slow. The door to my room was broken, so every time I wanted to leave for food or go to gym, I had to go downstairs, alert the staff, go back up, and wait for security to come and let me in. The process took as much as a half hour every time I wanted to get back in. I stopped leaving my room because of it. I have a Hilton Honors, but it didn't stop me from being charged for Internet. If you are flying in and out of ORD, this is a convenient hotel, but for the money there are so many better options. "

Swissotel - Chicago

10/10 Excellent

"Swissotel was a nice option for our "con-ing needs". We stayed here for two nights in order to attend an annual con, C2E2. The room provided us with pretty much everything that we needed, especially location within walking distance of the Metra line that drops you right at the convention center (which is one of the main reasons that we selected it). We sort of look for two things in hotels for these types of events: comfort and price. Simply put, the Swissotel price was absolutely right and that, combined with it being a nicer property in a perfect location, made it EXACTCTLY what we needed. We would definitely use it again next year. The only downside is that it is not really in or even near a good part of the Chicago restaurant scene...but Chicago has great transportation options so that is not really that big of a deal."

Find out more about Skokie

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Frequently asked questions

Are there vacation rentals in Skokie?

Yes, we offer vacation rentals in Skokie close to Adagio Teas, 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?

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony: This vacation home rental near Skokie is located in the city center and has a balcony, an arcade game room, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 28 vacation 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 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.

Skokie Vacation Rentals

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Check prices for these dates

Our top choices for Skokie vacation rentals

Chic Skokie Retreat - 1BR Unit in Skokie

Charming 1BR in Skokie | Great Spot Near Transit

1-Bedroom Pad | Cozy + All-Set

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

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

Sentral Michigan Avenue

Modern Comfort: 1BR Unit w/ Laundry

LIVN West Loop Chicago King Studio

Cozy Boho Chicago - 10 Minutes to Downtown Chicago

Plymouth Collection: 2BD with Lobby, Gym, Rooftop

2BR Chic & Comfortable Furnished Unit

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

Cozy studio in Andersonville Chicago

Private 1BR Haven in a Prime Area

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

Uptown Studio Gem Sum

West Loop Living – Bright 1BR

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Bright Garden Studio

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Find vacation rentals that suit your style

Top Skokie Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Find out more about Skokie

Explore a world of travel with Expedia

Frequently asked questions

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