House vacation rentals in Oak Park
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Top-rated house rentals in Oak Park
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Oak Park house rentals
House rentals with a pool
Home in Highland Park
4.91 out of 5 average rating, 127 reviews2-Acre Highland Park Retreat with Heated Pool ~ 5*
Home in Plainfield
4.95 out of 5 average rating, 63 reviewsLarge Spanish style Home (w/heated pool)
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
Home in Schaumburg
5.0 out of 5 average rating, 4 reviewsParadise 4BR w/ Pool & Games
Home in Glen Ellyn
4.94 out of 5 average rating, 17 reviewsGlen Ellyn Home
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
Home in Chicago
4.87 out of 5 average rating, 38 reviewsLuxury Cabin in Lakeview
Home in Gary
4.82 out of 5 average rating, 214 reviewsOasis , Near Beach, Hard Rock and Dunes
Weekly house rentals
Home in Aurora
4.83 out of 5 average rating, 258 reviewsAlbor Homes #1
Home in Bolingbrook
4.92 out of 5 average rating, 100 reviewsThe Sunshine Spot
Home in Whiting
4.8 out of 5 average rating, 230 reviewsWhiting Getaway
Home in Berwyn
4.92 out of 5 average rating, 108 reviewsBeautiful Bungalow, Near Downtown Chicago
Home in Oak Park
4.92 out of 5 average rating, 13 reviewsBright Studio Newly Remodeled
Home in Berwyn
4.99 out of 5 average rating, 84 reviewsRetro Modern Bungalow | free parking | fire pit
Home in Oak Park
4.95 out of 5 average rating, 42 reviewsCozy & comfy w/free parking & W/D
Home in Forest Park
4.94 out of 5 average rating, 70 reviewsAdorable house Madison Street w/ 2 car garage!
Private house rentals
Home in Oak Park
5.0 out of 5 average rating, 15 reviewsOak Park - Wine House!
Home in Chicago
4.86 out of 5 average rating, 70 reviewsChicago getaway for two!
Home in Oak Park
5.0 out of 5 average rating, 18 reviewsOak Park 3000 sq ft, sleeps 16
Home in Forest Park
5.0 out of 5 average rating, 69 reviewsNEW Gather in spacious 3 bedroom 2 bath home
Home in Wilmette
4.98 out of 5 average rating, 96 reviewsUnique porcelain-enamel paneled "Lustron" home
Home in Chicago
4.91 out of 5 average rating, 90 reviewsBoho Chic Coach House 30Min to downtown W/ Parking
Home in Oak Park
5.0 out of 5 average rating, 21 reviewsThe Oak Park Game Room 15 mins to Chicago Loop
Home in Forest Park
4.88 out of 5 average rating, 66 reviews5 Bedroom - Next to Restaurants and Shopping
Quick stats about house rentals in Oak Park
Total rentals
130 properties
Wifi availability
120 properties include access to wifi
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
2.9K reviews
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