Skokie Vacation Rentals

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Skokie vacation rentals

Smart TV, fireplace, books, video library

Vacation Home in Skokie

Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
10.0 out of 10, Exceptional, (34 reviews)
"Beautiful property, great location, quiet, with plenty of curb parking directly in front. "
United States
carlos l.
The price is ￥35,026
￥85,242 total
includes taxes & fees
Feb 25 - Feb 26
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
TV, offices

Apartment in West Dempster

Spacious 2BR Close to it All - Chic Apt in Skokie
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 ￥10,698
￥29,030 total
includes taxes & fees
Feb 26 - Feb 27
Spacious 2BR Close to it All - Chic Apt in Skokie
Dining

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 ￥10,698
￥26,704 total
includes taxes & fees
Mar 3 - Mar 4
1-Bedroom Pad | Cozy + All-Set
Fridge, microwave, oven, stovetop

Apartment in Skokie

Skokie Gem - 1BR on Davis St!
The price is ￥10,670
￥26,633 total
includes taxes & fees
Mar 9 - Mar 10
Skokie Gem - 1BR on Davis St!
Iron/ironing board, travel crib, WiFi, bed sheets

Apartment in Skokie

Chic Skokie Retreat - 1BR Unit in Skokie
10.0 out of 10, Exceptional, (1 review)
The price is ￥10,670
￥26,633 total
includes taxes & fees
Mar 9 - Mar 10
Chic Skokie Retreat - 1BR Unit in Skokie
Indoor pool

Aparthotel in Downtown Chicago

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (1,094 reviews)
"Best full kitchen multi-room family lodging"
United States
Lee
The price is ￥17,003
￥24,511 total
includes taxes & fees
Feb 25 - Feb 26
Sentral Michigan Avenue
Full-size fridge, microwave, oven, stovetop

Aparthotel in Downtown Chicago

Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (431 reviews)
"Clean, nice amenities and great staff."
United States
Sydnee
The price is ￥27,504
￥36,111 total
includes taxes & fees
Mar 23 - Mar 24
Level Chicago – Old Town
Exterior

Apartment in Near North Side

Spacious 4BR Central Apartment w/ Skyline Views
10.0 out of 10, Exceptional, (9 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is ￥108,380
￥189,418 total
includes taxes & fees
Mar 2 - Mar 3
Spacious 4BR Central Apartment w/ Skyline Views
Lounge

Aparthotel in Downtown Chicago

Kasa River North Chicago
4.0 star property
9.4 out of 10, Exceptional, (184 reviews)
"Awesome stay "
United States
Sally
Kasa River North Chicago
1 bedroom, iron/ironing board, travel crib, WiFi

Apartment in Downtown Chicago

West Loop Living – Bright 1BR
10.0 out of 10, Exceptional, (7 reviews)
"Well-outfitted, nice apartment. Nearby (walkable) Jewel-Osco grocery, restaurants, and pay-parking. Moderate noise from nearby Chicago "L" Green Line."
United States
Jeffrey
The price is ￥15,505
￥32,843 total
includes taxes & fees
Feb 25 - Feb 26
West Loop Living – Bright 1BR
Interior

Apartment in Downtown Chicago

River North Rooftop With In and Out Parking 3
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 ￥21,087
￥56,358 total
includes taxes & fees
Mar 1 - Mar 2
River North Rooftop With In and Out Parking 3
TV, offices

Apartment in Downtown Chicago

Complete 1BR Fully Furnished Home
The price is ￥17,521
￥35,969 total
includes taxes & fees
Mar 1 - Mar 2
Complete 1BR Fully Furnished Home
Desk, iron/ironing board, travel crib, WiFi

Apartment in Downtown Chicago

Chic Studio in the Heart of the Gold Coast
10.0 out of 10, Exceptional, (5 reviews)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is ￥15,505
￥31,292 total
includes taxes & fees
Feb 25 - Feb 26
Chic Studio in the Heart of the Gold Coast
TV, offices

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 ￥15,505
￥32,843 total
includes taxes & fees
Feb 26 - Feb 27
Sun-Drenched 1BR Apartment
TV, offices

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 ￥15,505
￥32,843 total
includes taxes & fees
Feb 26 - Feb 27
Modern Comfort: 1BR Unit w/ Laundry
1 bedroom, WiFi, bed sheets

Apartment in Downtown Chicago

1BR Modern Luxe Apt with In-Unit Laundry
10.0 out of 10, Exceptional, (1 review)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is ￥17,474
￥35,111 total
includes taxes & fees
Mar 9 - Mar 10
1BR Modern Luxe Apt with In-Unit Laundry
Interior

Apartment in Oak Park

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
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 ￥20,094
￥43,948 total
includes taxes & fees
Mar 2 - Mar 3
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Design Apartment, Private Bathroom (The Oak Park Loft) | 2 bedrooms

Apartment in Oak Park

The Oak Park Loft
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is ￥19,730
￥39,804 total
includes taxes & fees
Feb 25 - Feb 26
The Oak Park Loft
Interior

Vacation Home in Oak Park

Chic 3bed 2bath Home with free parking close to United Center
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 ￥34,794
￥104,806 total
includes taxes & fees
Mar 9 - Mar 10
Chic 3bed 2bath Home with free parking close to United Center
Exterior detail

Vacation Home in Oak Park

Oak Park Victorian by FLW Studio
10.0 out of 10, Exceptional, (29 reviews)
"Great location and walkable to restaurants. "
United States
Laura B.
The price is ￥29,011
￥82,026 total
includes taxes & fees
Mar 3 - Mar 4
Oak Park Victorian by FLW Studio
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

Hilton Chicago

Hilton Chicago

10/10 Excellent
"The check in process was smooth. Paul provided excellent customer service. The room had a great view of the lake. Everyone we interacted with was very friendly."
LuShana 2-night trip
Posted 14 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
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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!

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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?

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 and North Shore Center for the Performing Arts. 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.