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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 700 Vacation Homes in Skokie with updated reviews, rates, and availability.

The Arlington Heights Breakaway - 6 Luxury Bed House NEW
Fridge, microwave, oven, stovetop

The Arlington Heights Breakaway - 6 Luxury Bed House NEW

The price is AED 698
AED 1,632 total
includes taxes & fees
16 Jun - 17 Jun
The Arlington Heights Breakaway - 6 Luxury Bed House NEW
Charming Home in Portage Park
Private kitchen

Charming Home in Portage Park

10.0 out of 10, Exceptional, (1)
"My family and stayed 2 nights at Alex's place. For us it was a great location equidistant from family events in the city. The 4 bedrooms were all very cozy and comfortable with easy access to bathrooms. The kitchen likewise was super clean and had everything that we needed. As an added bonus the house was only about 200 yards from a great breakfast restaurant call Eggselent. I would not hesitate to book Alex's house again on any return trip to Chicago. "
Charming Home in Portage Park
Luxury Home Away From Your Home
Fridge, microwave, oven, stovetop

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (118)
"Perfect for what we were looking for!"
Luxury Home Away From Your Home
6 Kings Ping-Pong Gazebo!
Exterior

6 Kings Ping-Pong Gazebo!

The price is AED 914
AED 2,114 total
includes taxes & fees
2 Jun - 3 Jun
6 Kings Ping-Pong Gazebo!
Charming 3-bedroom house in marvelous Ukrainian village Chicago
Living area

Charming 3-bedroom house in marvelous Ukrainian village Chicago

Charming 3-bedroom house in marvelous Ukrainian village Chicago
Chic and Spacious Bi-level 3BD in Bucktown!
Microwave, toaster, cookware/dishes/utensils

Chic and Spacious Bi-level 3BD in Bucktown!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great property for my group of friends. Walkable neighborhood and comfortable apt."
Chic and Spacious Bi-level 3BD in Bucktown!
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard
Fridge, microwave, oven, stovetop

Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard

9.8 out of 10, Exceptional, (23)
"Perfect location to make training visits to the area. Close to places to eat & grocery stores."
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Fridge, microwave, oven, stovetop

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Cozy 3-bedroom house in family-oriented Melrose Park.
Interior

Cozy 3-bedroom house in family-oriented Melrose Park.

10.0 out of 10, Exceptional, (10)
"This is a great place and very pet friendly. Only negatives were lack of hashtags (only one in the home), no hair dryer when it advertised it had one, and no TV in any of the bedrooms. The home was clean, spacious, fireplace and hot tub are a great bonus."
Cozy 3-bedroom house in family-oriented Melrose Park.
New Humble Home! - Near Six Flags & Naval Base!!
Private kitchen

New Humble Home! - Near Six Flags & Naval Base!!

8.2 out of 10, Very Good, (31)
"The owner of the property was easy to communicate with and very helpful. Our family has stayed at two houses from the owner and each house is beautiful and well taken care of. Two graduations from Navy boot camp and two pleasant stays! I would recommend this house or any other of the owners properties."
New Humble Home! - Near Six Flags & Naval Base!!
Great 3 bedroom rental unit near Logan Square
Fridge, microwave, oven, stovetop

Great 3 bedroom rental unit near Logan Square

9.6 out of 10, Exceptional, (34)
"Safe neighborhood and super responsive host. I would definitely book again."
Great 3 bedroom rental unit near Logan Square
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Interior

Riverfront Libertyville Retreat w/ Outdoor Kitchen

8.8 out of 10, Excellent, (25)
"I loved the stay here! Everything was spacious & there’s plenty games to enjoy!"
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Historic Coach House in Evanston One Block to Beach and Close to Town and NU!
Property grounds

Historic Coach House in Evanston One Block to Beach and Close to Town and NU!

10.0 out of 10, Exceptional, (25)
"I have stayed at this property several times and it is Lovely! The decorating is darling and location is great!"
Historic Coach House in Evanston One Block to Beach and Close to Town and NU!
Master qtr close to nature & easy urban facilities
Exterior detail

Master qtr close to nature & easy urban facilities

9.8 out of 10, Exceptional, (52)
"Great trip "
The price is AED 400
AED 720 total
includes taxes & fees
2 Jun - 3 Jun
Master qtr close to nature & easy urban facilities
3-bedroom house in awesome Addison with WiFi, AC. Enjoy your stay
Fridge, microwave, oven, stovetop

3-bedroom house in awesome Addison with WiFi, AC. Enjoy your stay

8.0 out of 10, Very Good, (4)
"Wonderful neighborhood! Comfortable beds! Great TV in the living room. Communication with host was fabulous. "
The price is AED 867
AED 1,348 total
includes taxes & fees
2 Jun - 3 Jun
3-bedroom house in awesome Addison with WiFi, AC. Enjoy your stay
Modern 4 Bed, 3.5 Bath Home | Near Sox & McCormick
Living area

Modern 4 Bed, 3.5 Bath Home | Near Sox & McCormick

Modern 4 Bed, 3.5 Bath Home | Near Sox & McCormick
Vital Urban: Spa Inspired Retreat
Terrace/patio

Vital Urban: Spa Inspired Retreat

10.0 out of 10, Exceptional, (4)
"All the comforts of home with the amenities of a resort! Communication with the host was stellar. We had an amazing stay and look forward to booking again!"
Vital Urban: Spa Inspired Retreat
Charming 3-bedroom in awesome Chicago with AC, WiFi
Private kitchen

Charming 3-bedroom in awesome Chicago with AC, WiFi

2.0 out of 10, (1)
Charming 3-bedroom in awesome Chicago with AC, WiFi
Urban Farmhouse near O’Hare Airport
Exterior

Urban Farmhouse near O’Hare Airport

9.2 out of 10, Wonderful, (39)
"We enjoyed this old house! It was clean & furnished well. Owner very accessible & easy to work with. Would definitely stay here again!"
Urban Farmhouse near O’Hare Airport
Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square
Aerial view

Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square

10.0 out of 10, Exceptional, (38)
"Nice place, good location."
Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square
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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Other property types in Skokie

Skokie 2BR Apt - Bright & Central
Standard Apartment, 2 Bedrooms, Non Smoking | Room amenity

Skokie 2BR Apt - Bright & Central

3.0 star property
Skokie 2BR Apt - Bright & Central
Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (767)
"we enjoyed the stay"
The price is AED 653
AED 874 total
includes taxes & fees
5 Jun - 6 Jun
Sentral Michigan Avenue
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
City view from property

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
9.0 out of 10, Wonderful, (522)
"Great stay "
The price is AED 601
AED 705 total
includes taxes & fees
24 Jun - 25 Jun
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
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.