Skokie Vacation Rentals

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Aug 6 - Aug 7
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Aug 7 - Aug 8
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Aug 8 - Aug 10
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Aug 15 - Aug 17

Vacation Rentals in Skokie

Sentral Michigan Avenue
Relax in a spacious area with comfortable seating and lush greenery.

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (861)
"Great stay!"
$194 nightly
The price is $228
Sep 2 - Sep 3
Total includes taxes and fees
Sentral Michigan Avenue
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Enjoy a minimalist retreat with a large bed, desk, and compact kitchenette.

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.2 out of 10, Very Good, (339)
"The property canceled on us 4 hours prior to check in"
$127 nightly
The price is $149
Aug 24 - Aug 25
Total includes taxes and fees
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Level Chicago – Old Town
Located in a bustling urban area, this high-rise building offers stunning city views.

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (335)
"A lot of good food options walkable distance. "
$218 nightly
The price is $255
Sep 2 - Sep 3
Total includes taxes and fees
Level Chicago – Old Town
Kasa Magnificent Mile Chicago
Relax on the spacious balcony with a city view, featuring a sofa, armchair, and outdoor seating area.

Kasa Magnificent Mile Chicago

4.0 star property
9.4 out of 10, Exceptional, (460)
"Kasa apartments are two blocks away from Magnificent mile street. It is a really nice area and there are a lot of attractions close by. We had a wonderful time!!"
Kasa Magnificent Mile Chicago
The Neighborhood Hotel-Little Italy
Welcome to The Neighborhood Hotel, where guests enter through a distinctive black brick facade with the hotel's name prominently displayed.

The Neighborhood Hotel-Little Italy

4.0 star property
9.8 out of 10, Exceptional, (182)
"Definitely will back soon, very clean and spacious."
The Neighborhood Hotel-Little Italy
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Enjoy a city view from the large window, with a comfortable sofa and potted plant adding to the inviting atmosphere.

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.8 out of 10, Excellent, (605)
"I would stay again. "
$143 nightly
The price is $168
Aug 25 - Aug 26
Total includes taxes and fees
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Kasa South Loop Chicago
Enjoy the city view from this balcony with a comfortable Adirondack chair and a small table.

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (325)
"Great stay"
Kasa South Loop Chicago
The Gem Museum Suites
Kitchen area with dining space, featuring a refrigerator, round table, and two chairs.

The Gem Museum Suites

3.5 star property
9.6 out of 10, Exceptional, (82)
"Super nice hotel and staff "
$202 nightly
The price is $232
Aug 10 - Aug 11
Total includes taxes and fees
The Gem Museum Suites
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Enjoy the city view from this stylish balcony with a sofa, chair, and table.

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
7.8 out of 10, Good, (127)
"Super convenient location. Lots of parking options and able to walk to all sites in this area."
$152 nightly
The price is $179
Aug 21 - Aug 22
Total includes taxes and fees
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Relax in style with plush armchairs and a natural centerpiece, surrounded by a contemporary design.

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
9.0 out of 10, Wonderful, (201)
"Clean, new, spacious "
$169 nightly
The price is $199
Aug 24 - Aug 25
Total includes taxes and fees
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Relax in this stylish living room with a sofa, armchair, and coffee table, offering a view of the city outside.

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.2 out of 10, Very Good, (171)
"Great location. Clean (very clean) and comfortable apartments with everything you need. Cons: soundproofing from the city center is weak, all sounds are heard quite well. In terms of price per room ratio - a super option. I will book next time, and I recommend it to everyone."
$152 nightly
The price is $179
Aug 24 - Aug 25
Total includes taxes and fees
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Wrigleyville Suites
Enjoy meals in this cozy dining area with a long table and six chairs, surrounded by framed photographs and a potted plant.

Wrigleyville Suites

2.0 star property
9.0 out of 10, Wonderful, (13)
"Excellent location and very clean! Would stay again!"
$198 nightly
The price is $224
Aug 7 - Aug 8
Total includes taxes and fees
Wrigleyville Suites
Kasa River North Chicago
Meetings take place around a large, rectangular table surrounded by six chairs with chrome legs.

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (159)
"Great location and very clean! Will definitely be staying again. "
$276 nightly
The price is $324
Aug 11 - Aug 12
Total includes taxes and fees
Kasa River North Chicago
Sonder by Marriott Bonvoy The Opal Apartments River North
Enjoy a panoramic city view from this rooftop terrace, featuring a round table, wicker chairs, and a sofa with a throw blanket.

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.6 out of 10, Excellent, (43)
"Great location. Apartment had all the amenities needed. Felt safe. Only not so good part was that being in downtown, it wasn't super quiet at times. Would stay here again without a doubt."
$135 nightly
The price is $159
Aug 20 - Aug 21
Total includes taxes and fees
Sonder by Marriott Bonvoy The Opal Apartments River North
Clean & Equipped 1BR Apt
Relax in comfort with a large bed, featuring a dark headboard and crisp white bedding, and a cozy throw blanket.

Clean & Equipped 1BR Apt

7.6 out of 10, Good, (9)
$185 nightly
The price is $206
Aug 7 - Aug 8
Total includes taxes and fees
Clean & Equipped 1BR Apt
Lakeview 2BR Apartment
Fridge, microwave, oven, stovetop

Lakeview 2BR Apartment

9.0 out of 10, Wonderful, (10)
"Great experience overall. Check-in was easy and the unit was very well kept. Very happy that we were so close to so much public transportation. It is a little noisy for those who aren’t used to hearing the L train nearby. Parking is hard to find, but there is paid parking nearby and easy to access public transit. If you plan on parking your car for the full time you’re there."
$200 nightly
The price is $221
Aug 11 - Aug 12
Total includes taxes and fees
Lakeview 2BR Apartment
Cozy, Fully Set-Up 1BR Space
Enjoy cooking and entertaining in this well-equipped kitchen with stainless steel appliances and sleek cabinetry.

Cozy, Fully Set-Up 1BR Space

9.4 out of 10, Exceptional, (9)
"Great place! 15 min walk to Wrigley "
$185 nightly
The price is $206
Aug 7 - Aug 8
Total includes taxes and fees
Cozy, Fully Set-Up 1BR Space
Stylish 1BR in Lakeview Chicago
Fridge, microwave, oven, stovetop

Stylish 1BR in Lakeview Chicago

8.0 out of 10, Very Good, (6)
"This is a great apartment. It was very clean, well equipped kitchen and comfortable bed. Close to restaurants, grocery store, Starbucks and Wrigley Field. We could not find any parking on the street where the apartment is. I do recommend that you get in touch with the property owners couple of days prior to your visit because there is a vetting process prior to getting the keys to the apartment. "
$198 nightly
The price is $221
Sep 3 - Sep 4
Total includes taxes and fees
Stylish 1BR in Lakeview Chicago
Charming 2BR in Vibrant Lakeview
Cozy retreat with a large bed and a bedside table.

Charming 2BR in Vibrant Lakeview

9.8 out of 10, Exceptional, (7)
$204 nightly
The price is $226
Aug 11 - Aug 12
Total includes taxes and fees
Charming 2BR in Vibrant Lakeview
Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater
8 bedrooms, desk, iron/ironing board, travel crib

Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater

$783 nightly
The price is $954
Aug 12 - Aug 13
Total includes taxes and fees
Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater
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

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

10/10 Excellent
"Comfortable and accommodating when our flight was cancelled."
Norene 1-night trip
Posted 14 hours ago
Hotel Felix River North/Magnificent Mile

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?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: Located near Skokie, this vacation home rental is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

How many vacation rentals are there in Skokie?

Expedia has 23 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.