Skokie Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Skokie vacation rentals

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

Chic Skokie Retreat - 1BR Unit in Skokie

Chic Skokie Retreat - 1BR Unit in Skokie
Skokie
10.0 out of 10, Exceptional, (1 review)
The price is ￥10,943
￥27,315 total
includes taxes & fees
Apr 13 - Apr 14
Chic Skokie Retreat - 1BR Unit in Skokie
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, (36 reviews)
"Beautiful property, great location, quiet, with plenty of curb parking directly in front. "
United States
carlos l.
The price is ￥51,020
￥109,386 total
includes taxes & fees
Apr 5 - Apr 6
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Dining

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.
The price is ￥14,908
￥32,129 total
includes taxes & fees
Apr 5 - Apr 6
1-Bedroom Pad | Cozy + All-Set
Fridge, microwave, oven, stovetop

Charming 1BR in Skokie | Great Spot Near Transit

Charming 1BR in Skokie | Great Spot Near Transit
Skokie
The price is ￥10,943
￥27,315 total
includes taxes & fees
Apr 15 - Apr 16
Charming 1BR in Skokie | Great Spot Near Transit
TV, offices

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.
The price is ￥15,701
￥35,777 total
includes taxes & fees
Apr 6 - Apr 7
Spacious 2BR Close to it All - Chic Apt in Skokie
Design Apartment, Private Bathroom (The Oak Park Loft) | Exterior

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (5 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The Oak Park Loft
TV, offices

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is ￥17,922
￥36,792 total
includes taxes & fees
Apr 5 - Apr 6
Sunlit 1BR Apartment | Warm & Welcoming Space
TV, offices

Great Layout – Spacious 2BR Apt

Great Layout – Spacious 2BR Apt
Rogers Park
8.8 out of 10, Excellent, (8 reviews)
"Clean, comfortable, and would definitely stay again!"
United States
KM W.
The price is ￥15,701
￥36,570 total
includes taxes & fees
Apr 5 - Apr 6
Great Layout – Spacious 2BR Apt
Interior

Modern West Loop Gem-City Views & Prime Location 3

Modern West Loop Gem-City Views & Prime Location 3
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Loved the place 4 bedroom & 4 bathrooms was ideal for our stayGreat locationLoved the well stocked convenience store a block away "
United States
Tina Y.
The price is ￥22,997
￥87,116 total
includes taxes & fees
Apr 22 - Apr 23
Modern West Loop Gem-City Views & Prime Location 3
Interior

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
United States
Jennifer M.
The price is ￥25,376
￥72,036 total
includes taxes & fees
Apr 14 - Apr 15
River North Rooftop With In and Out Parking 3
TV, offices

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
9.4 out of 10, Exceptional, (16 reviews)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is ￥10,943
￥27,835 total
includes taxes & fees
Apr 12 - Apr 13
Modern Comfort: 1BR Unit w/ Laundry
Interior

Spacious, lovely 2bed 1bath with free parking

Spacious, lovely 2bed 1bath with free parking
Oak Park
9.6 out of 10, Exceptional, (20 reviews)
"Very nice place and neighborhood."
United States
Charles R.
The price is ￥24,980
￥57,829 total
includes taxes & fees
Apr 3 - Apr 4
Spacious, lovely 2bed 1bath with free parking
Private kitchen

Your Next Vacation Home

Your Next Vacation Home
Oakton
9.4 out of 10, Exceptional, (68 reviews)
"We enjoyed our stay"
United States
Lukose K.
The price is ￥25,376
￥48,357 total
includes taxes & fees
Apr 27 - Apr 28
Your Next Vacation Home
Interior

Vintage Urban Retreat

Vintage Urban Retreat
Oak Park
10.0 out of 10, Exceptional, (14 reviews)
"The house was spotless and very comfortable for our needs. Best of all it was not far from our son’s home in River Forest which made going back and forth convenient."
United States
Beryl I.
The price is ￥27,121
￥80,617 total
includes taxes & fees
Apr 6 - Apr 7
Vintage Urban Retreat
1 bedroom, iron/ironing board, travel crib, WiFi

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (8 reviews)
"Great spot next to the green line train a few restaurants and a Starbucks right up the street I will book again for sure "
United States
2k G.
The price is ￥17,922
￥36,792 total
includes taxes & fees
Apr 5 - Apr 6
West Loop Living – Bright 1BR
1 bedroom, iron/ironing board, travel crib, WiFi

Charming Sunlit 1BR Apartment

Charming Sunlit 1BR Apartment
Irving Park
9.2 out of 10, Wonderful, (13 reviews)
"Host was very attentive and answered all of our questions. It was very cozy and exactly as pictured."
United States
Brandon M.
The price is ￥14,274
￥32,129 total
includes taxes & fees
Apr 8 - Apr 9
Charming Sunlit 1BR Apartment
Exterior detail

Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (29 reviews)
"Finding a good 3 br or 4 br option in and around OP / RF is challenging and if this one is available, jump on it. Functional plan, easy parking, great location and responsive owners. "
United States
Lawrence P.
The price is ￥28,548
￥80,434 total
includes taxes & fees
Apr 5 - Apr 6
Oak Park Victorian by FLW Studio
Interior

Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (98 reviews)
"Cozy place, host was very helpful and responded quickly to all my concerns. I would definitely stay there again. "
United States
Deborah R.
The price is ￥18,699
￥42,651 total
includes taxes & fees
Apr 8 - Apr 9
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Smart TV, fireplace, offices

PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard

PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard
Arlington Heights
9.0 out of 10, Wonderful, (6 reviews)
"Host was very responsive. Location was perfect for what we needed.Really liked having a garage for the car."
United States
Katie C.
The price is ￥40,633
￥84,529 total
includes taxes & fees
Apr 5 - Apr 6
PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard
Interior

Oak Park Queen

Oak Park Queen
Oak Park
8.2 out of 10, Very Good, (33 reviews)
"The property was very clean and comfortable. Good location. The owner was responsive."
United States
Susan S.
The price is ￥19,270
￥42,397 total
includes taxes & fees
Apr 5 - Apr 6
Oak Park Queen
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Skokie Hotel Reviews

Hilton Chicago

Hilton Chicago

2/10 Terrible
"The lobby and main floor restaurant and bar area, gorgeous. The rooms do not match up. Small. Dingy. The AC does not work. Room would not cool past 72. Was told the hotel was “historic” when complained. Was given a fan. "
Tann 4-night trip
Posted 2 hours ago
Hilton 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
  • Use the map to find apartments and other holiday homes in the Skokie neighbourhood you prefer
  • 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!

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?

Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!: This vacation home near Skokie is on a lake and equipped with air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 5 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 29 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 Michigan Avenue.

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.