House holiday rentals in Skokie
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Top-rated house rentals in Skokie
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Skokie
House rentals with a pool
Home in McHenry
5.0 out of 5 average rating, 35 reviewsHighwood Haven
18–25 Oct
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
18–25 Apr
Home in Glen Ellyn
4.94 out of 5 average rating, 16 reviewsGlen Ellyn Home
6–13 May
Home in Chicago
4.86 out of 5 average rating, 36 reviewsLuxury Cabin in Lakeview
7–12 Jul
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
12–19 Jan
Home in Schaumburg
New place to stayParadise 4BR w/ Pool & Games
31 Aug – 7 Sep
Home in Carol Stream
4.55 out of 5 average rating, 20 reviewsAmazing Summer Pool Awaits You!
3–10 Nov
Home in Bartlett
5.0 out of 5 average rating, 4 reviewsFully Furnished Executive Home, Lux Amenities
8–15 Dec
Weekly house rentals
Home in Wilmette
4.98 out of 5 average rating, 92 reviewsUnique porcelain-enamel paneled "Lustron" home
23–30 Sep
Home in Skokie
5.0 out of 5 average rating, 33 reviewsOur Cottage Near the City
12–19 Mar
Home in Skokie
4.82 out of 5 average rating, 60 reviewsCozy, sun drenched, spacious, perfect location!
20–27 Sep
Home in Skokie
4.87 out of 5 average rating, 86 reviewsA+amazing beauty, entire 2 BR Skokie historic stay
5–12 Jan
Home in Skokie
5.0 out of 5 average rating, 25 reviewsCulinary DREAM - Pizza Oven/BBQ/Smoker
20–27 Dec
Home in Skokie
5.0 out of 5 average rating, 41 reviews*King Bed-Updated-Laundry-Near NWU-Hospitals+More
17–24 Mar
Home in Chicago
5.0 out of 5 average rating, 12 reviewsHidden Gem on the CHI north side
14–21 Sep
Home in Evanston
4.89 out of 5 average rating, 45 reviews“North Shore Nest” by NU & downtown Chicago
19–26 Nov
Private house rentals
Home in Skokie
4.97 out of 5 average rating, 29 reviewsStunning Designer Home in Quiet Neighborhood
20–27 Apr
Home in Chicago
4.87 out of 5 average rating, 62 reviewsChicago getaway for two!
19–26 Mar
Home in Highland Park
4.98 out of 5 average rating, 59 reviewsCharming Ranch-Style Cottage
1–8 Apr
Home in Chicago
4.98 out of 5 average rating, 87 reviews3BD Home Mins from Airport | Free Wi-Fi + Parking
21–28 Sep
Home in Northbrook
5.0 out of 5 average rating, 16 reviewsNorthbrook Retreat with Ample Outdoor Space
10–17 Sep
Home in Skokie
5.0 out of 5 average rating, 9 reviewsChicago suburb home 4 bedrooms with private baths
13–20 Sep
Home in Skokie
4.78 out of 5 average rating, 18 reviewsNew 6 bed 2 bath Ranch Home in Skokie w/ basement
25 Jun – 2 Jul
Home in Lake Forest
5.0 out of 5 average rating, 6 reviewsParkside Cottage Near the Train
9–16 Dec
Quick stats about house rentals in Skokie
Total rentals
60 properties
Wifi availability
60 properties include access to wifi
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
2.2T reviews
Destinations to explore
- Downtown Chicago Holiday rentals
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