Skokie Holiday Rentals

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Our top choices for Skokie holiday rentals

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, (34 reviews)
"Beautiful property, great location, quiet, with plenty of curb parking directly in front. "
United States
carlos l.
The price is HK$1,767
HK$4,494 total
includes taxes & fees
3 Mar - 4 Mar
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS

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 HK$681
HK$1,646 total
includes taxes & fees
3 Mar - 4 Mar
Spacious 2BR Close to it All - Chic Apt in Skokie

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 HK$626
HK$1,448 total
includes taxes & fees
3 Mar - 4 Mar
1-Bedroom Pad | Cozy + All-Set

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 HK$626
HK$1,457 total
includes taxes & fees
11 Mar - 12 Mar
Chic Skokie Retreat - 1BR Unit in Skokie

Skokie Gem - 1BR on Davis St!

Skokie Gem - 1BR on Davis St!
Skokie
The price is HK$540
HK$1,347 total
includes taxes & fees
5 Mar - 6 Mar
Skokie Gem - 1BR on Davis St!

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 HK$1,236
HK$3,085 total
includes taxes & fees
10 Mar - 11 Mar
River North Rooftop With In and Out Parking 3

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,096 reviews)
"Best full kitchen multi-room family lodging"
United States
Lee
The price is HK$858
HK$1,237 total
includes taxes & fees
3 Mar - 4 Mar
Sentral Michigan Avenue

Sleek 1BR Apartment w/ In-unit Laundry

Sleek 1BR Apartment w/ In-unit Laundry
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveller
The price is HK$994
HK$1,905 total
includes taxes & fees
23 Mar - 24 Mar
Sleek 1BR Apartment w/ In-unit Laundry

Sun-Drenched 1BR Apartment

Sun-Drenched 1BR Apartment
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 HK$884
HK$1,776 total
includes taxes & fees
9 Mar - 10 Mar
Sun-Drenched 1BR Apartment

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
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 HK$884
HK$1,805 total
includes taxes & fees
3 Mar - 4 Mar
West Loop Living – Bright 1BR

Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"We had a wonderful stay at this Vrbo! The home was spotless, cozy, and exactly as described. The host was friendly, responsive, and made everything easy from check-in to check-out. We would absolutely stay here again. Highly recommend!"
United States
Brianna K.
The price is HK$884
HK$1,717 total
includes taxes & fees
3 Mar - 4 Mar
Chic Studio in the Heart of the Gold Coast

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
9.2 out of 10, Wonderful, (15 reviews)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is HK$884
HK$1,805 total
includes taxes & fees
3 Mar - 4 Mar
Modern Comfort: 1BR Unit w/ Laundry

1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
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 HK$884
HK$1,805 total
includes taxes & fees
3 Mar - 4 Mar
1BR Modern Luxe Apt with In-Unit Laundry

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (436 reviews)
"Clean, nice amenities and great staff."
United States
Sydnee
Level Chicago – Old Town

A quiet stay while you are away

A quiet stay while you are away
Oak Park
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 HK$537
HK$1,600 total
includes taxes & fees
3 Mar - 4 Mar
A quiet stay while you are away

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (184 reviews)
"Awesome stay "
United States
Sally
Kasa River North Chicago

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (9 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is HK$5,468
HK$9,471 total
includes taxes & fees
11 Mar - 12 Mar
Spacious 4BR Central Apartment w/ Skyline Views

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

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Northlake
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 HK$743
HK$963 total
includes taxes & fees
3 Mar - 4 Mar
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

2-bedroom apartment just 2 minutes drive to Wrigley Field

2-bedroom apartment just 2 minutes drive to Wrigley Field
North Center
9.6 out of 10, Exceptional, (59 reviews)
"Nice property, great location, super helpful host!"
United States
Carin O.
The price is HK$908
HK$2,356 total
includes taxes & fees
4 Mar - 5 Mar
2-bedroom apartment just 2 minutes drive to Wrigley Field

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Westchester
9.8 out of 10, Exceptional, (20 reviews)
"Great place Great location "
United States
Josh W.
The price is HK$1,618
HK$3,698 total
includes taxes & fees
8 Mar - 9 Mar
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
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

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:

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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?

Wrigley Field/Lakeview -Entire Home- Large Groups!: This holiday home rental outside of Skokie is located on a lake, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Skokie?

Expedia has 27 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.