Skokie Vacation Rentals

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Our top choices for Skokie vacation rentals

10.0 out of 10, Exceptional, (1 review)
The price is CA $109
CA $253 total
includes taxes & fees
Mar 16 - Mar 17
Chic Skokie Retreat - 1BR Unit in Skokie
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 CA $450
CA $965 total
includes taxes & fees
Mar 30 - Mar 31
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
The price is CA $109
CA $253 total
includes taxes & fees
Mar 11 - Mar 12
Skokie Gem - 1BR on Davis St!

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 CA $121
CA $267 total
includes taxes & fees
Mar 23 - Mar 24
1-Bedroom Pad | Cozy + All-Set
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 CA $120
CA $292 total
includes taxes & fees
Mar 17 - Mar 18
Spacious 2BR Close to it All - Chic Apt in Skokie
9.8 out of 10, Exceptional, (20 reviews)
"Great place Great location "
United States
Josh W.
The price is CA $195
CA $546 total
includes taxes & fees
Mar 11 - Mar 12
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

Vacation 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 CA $131
CA $332 total
includes taxes & fees
Mar 18 - Mar 19
A quiet stay while you are away

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 CA $147
CA $341 total
includes taxes & fees
Mar 16 - Mar 17
Your Perfect 2BR Home

Apartment in Downtown Chicago

Sun-Drenched 1BR Apartment
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 CA $153
CA $318 total
includes taxes & fees
Mar 11 - Mar 12
Sun-Drenched 1BR Apartment
9.6 out of 10, Exceptional, (60 reviews)
"Comfortable bed, spacious rooms and clean."
United States
Michael W.
The price is CA $95
CA $275 total
includes taxes & fees
Mar 30 - Mar 31
Chic Suite/Mins to L Train /Laundry/Free Parking

Apartment in Downtown Chicago

Modern Comfort: 1BR Unit w/ Laundry
9.2 out of 10, Wonderful, (15 reviews)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is CA $153
CA $315 total
includes taxes & fees
Mar 12 - Mar 13
Modern Comfort: 1BR Unit w/ Laundry
8.0 out of 10, Very good, (21 reviews)
"Easy to access, big place, great for a group that needs to have several rooms and beds. Would definitely stay again"
United States
JOSE S.
The price is CA $202
CA $413 total
includes taxes & fees
Mar 23 - Mar 24
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Apartment in South Evanston

Peaceful 1BR Escape in Evanston
8.6 out of 10, Excellent, (7 reviews)
"Nice apartment in Evanston, perfect for my 2 night stay."
United States
Paul W.
The price is CA $109
CA $253 total
includes taxes & fees
Mar 11 - Mar 12
Peaceful 1BR Escape in Evanston

Vacation Home in Elmhurst

Enamored in Elmhurst
10.0 out of 10, Exceptional, (16 reviews)
"Clean rooms, very helpful and friendly host, the house had everything we needed"
United States
Kaitlyn M.
The price is CA $321
CA $710 total
includes taxes & fees
Mar 11 - Mar 12
Enamored in Elmhurst

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 CA $128
CA $268 total
includes taxes & fees
Mar 12 - Mar 13
Uptown Studio Gem Sum
9.6 out of 10, Exceptional, (20 reviews)
"Very nice place and neighborhood."
United States
Charles R.
The price is CA $214
CA $502 total
includes taxes & fees
Mar 28 - Mar 29
Spacious, lovely 2bed 1bath with free parking

Apartment in Irving Park

Charming Sunlit 1BR Apartment
9.2 out of 10, Wonderful, (12 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 CA $94
CA $238 total
includes taxes & fees
Mar 15 - Mar 16
Charming Sunlit 1BR Apartment
9.6 out of 10, Exceptional, (60 reviews)
"Nice property, great location, super helpful host!"
United States
Carin O.
The price is CA $158
CA $414 total
includes taxes & fees
Mar 11 - Mar 12
2-bedroom apartment just 2 minutes drive to Wrigley Field
10.0 out of 10, Exceptional, (4 reviews)
"Had a great experience here, and also close to the airport!"
United States
Yafeat D.
The price is CA $129
CA $167 total
includes taxes & fees
Mar 19 - Mar 20
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
10.0 out of 10, Exceptional, (6 reviews)
"Beautifully decorated, spotless unit. Conveniently located."
United States
Holly G.
The price is CA $153
CA $340 total
includes taxes & fees
Mar 25 - Mar 26
Pine Beam Sloth Apartment next to Blue Line
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Skokie. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Wrigley Field/Lakeview -Entire Home- Large Groups!: This vacation home rental near Skokie is located on a lake and has a fireplace, a patio, 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. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Skokie?

Expedia has 27 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.