Skokie Holiday Rentals

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Our top choices for Skokie holiday rentals

10.0 out of 10, Exceptional, (35 reviews)
"Beautiful property, great location, quiet, with plenty of curb parking directly in front. "
United States
carlos l.
The price is AU$991
includes taxes & fees
30 Mar - 31 Mar
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
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 AU$310
includes taxes & fees
19 Mar - 20 Mar
Spacious 2BR Close to it All - Chic Apt in Skokie
The price is AU$281
includes taxes & fees
15 Mar - 16 Mar
Skokie Gem - 1BR on Davis St!
10.0 out of 10, Exceptional, (1 review)
The price is AU$268
includes taxes & fees
15 Mar - 16 Mar
Chic Skokie Retreat - 1BR Unit in Skokie

Apartment in West Dempster

1-Bedroom Pad | Cozy + All-Set
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 AU$285
includes taxes & fees
22 Mar - 23 Mar
1-Bedroom Pad | Cozy + All-Set
9.8 out of 10, Exceptional, (18 reviews)
"Plenty of space for my family and loved the onsite free parking, that was helpful because we drove everywhere, just a 30 min drive into the heart of the city"
United States
Jessica T.
The price is AU$980
includes taxes & fees
19 Mar - 20 Mar
Chic 3bed 2bath Home with free parking close to United Center

Holiday Home in Oak Park

A quiet stay while you are away
9.8 out of 10, Exceptional, (34 reviews)
"Everything was very comfortable and Jay did a great job of showing the house. I would definitely come back again"
United States
Fred D.
The price is AU$350
includes taxes & fees
18 Mar - 19 Mar
A quiet stay while you are away
9.6 out of 10, Exceptional, (20 reviews)
"Very nice place and neighborhood."
United States
Charles R.
The price is AU$531
includes taxes & fees
15 Mar - 16 Mar
Spacious, lovely 2bed 1bath with free parking
9.8 out of 10, Exceptional, (20 reviews)
"Great place Great location "
United States
Josh W.
The price is AU$603
includes taxes & fees
17 Mar - 18 Mar
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

Apartment in Lincoln Square

Cozy & Furnished 2BR Unit
9.2 out of 10, Wonderful, (16 reviews)
"Nice location "
United States
tom b.
The price is AU$300
includes taxes & fees
15 Mar - 16 Mar
Cozy & Furnished 2BR Unit
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful space and convenient location. Really responsive host and super quiet neighborhood! "
United States
Jess S.
Cozy Boho Chicago - 10 Minutes to Downtown Chicago

Holiday Home in Oak Park

Oak Park Victorian by FLW Studio
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 AU$761
includes taxes & fees
17 Mar - 18 Mar
Oak Park Victorian by FLW Studio
8.6 out of 10, Excellent, (26 reviews)
"Amazing location. Completely thrilled with our choice of this beautiful place. Thank you!"
United States
Emily M.
Modern|Aesthetic|2BR|Evanston|Next to Beach

Apartment in North Center

Cozy Train Vibes + Rare Parking x3
10.0 out of 10, Exceptional, (17 reviews)
"Nice place. Very responsive hosts"
United States
Charles H.
The price is AU$779
includes taxes & fees
17 Mar - 18 Mar
Cozy Train Vibes + Rare Parking x3

Holiday Home in Oak Park

Vintage Urban Retreat
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 AU$791
includes taxes & fees
24 Mar - 25 Mar
Vintage Urban Retreat

Apartment in Near West Side

Your Perfect 2BR Home
8.4 out of 10, Very good, (15 reviews)
"Great location! "
United States
Kourtney K.
The price is AU$334
includes taxes & fees
15 Mar - 16 Mar
Your Perfect 2BR Home
9.8 out of 10, Exceptional, (73 reviews)
"Apartment is as advertised. Nicely stocked, large, clean, comfortable, nice natural light, quiet, great location, full size appliances, easy access. "
United States
Susan G.
The price is AU$423
includes taxes & fees
18 Mar - 19 Mar
Cozy, Comfortable and Convenient apartment. Close to everything!

Apartment in Uptown

Uptown Studio Gem Sum
7.4 out of 10, Good, (6 reviews)
"The neighborhood was perfect for me. I’d like to book the same property again because of the location.The only problem was checking in. The address was wrong and if I wasn’t raised in that part of Chicago I would have been very confused.Plus I checked in late at night. It wasn’t an easy process. Next time it will be diffeeent."
United States
Darryl C.
The price is AU$280
includes taxes & fees
17 Mar - 18 Mar
Uptown Studio Gem Sum
8.4 out of 10, Very good, (7 reviews)
"Host was fantastic and property excellent!"
United States
David R.
The price is AU$304
includes taxes & fees
31 Mar - 1 Apr
Ideal 2BR Getaway Close to Attractions
9.6 out of 10, Exceptional, (61 reviews)
"Nice property, great location, super helpful host!"
United States
Carin O.
The price is AU$437
includes taxes & fees
18 Mar - 19 Mar
2-bedroom apartment just 2 minutes drive to Wrigley Field
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

Find out more about Skokie

Everything you need to know about Skokie holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Skokie holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Skokie holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Skokie holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Skokie holiday rentals we have selected for you start as low as AU$190 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Skokie rentals

At Expedia, we put the best Skokie holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Skokie?

Yes, there are holiday rentals in Skokie close to North Shore Center for the Performing Arts, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Skokie. Make sure you allow time to enjoy the gardens during your holiday.

What are some of the best holiday rentals that Skokie has to offer?

Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!: This holiday home rental outside of 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 that you can cook with friends or family.

How many holiday rentals are there in Skokie?

Expedia has 29 holiday 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 the family-friendly sights, whereas cultural attractions include Skokie Theatre. While in the area, you can also visit popular places such as Wrigley Field and Michigan Avenue.

What are holiday rentals like in Skokie?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Skokie. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for small groups.