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
4.9 out of 5 average rating, 125 reviews2-Acre Highland Park Retreat with Heated Pool ~ 5*
Nov 14 – 21
Home in Schaumburg
5.0 out of 5 average rating, 3 reviewsParadise 4BR w/ Pool & Games
Nov 21 – 28
Home in Plainfield
4.95 out of 5 average rating, 62 reviewsSpanish style Home (w/heated pool)
Sep 17 – 24
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
Nov 19 – 26
Home in Glen Ellyn
4.94 out of 5 average rating, 16 reviewsGlen Ellyn Home
Jul 23 – 30
Home in Chicago
4.86 out of 5 average rating, 37 reviewsLuxury Cabin in Lakeview
Jul 7 – 14
Home in Gary
4.82 out of 5 average rating, 213 reviewsOasis , Near Beach, Hard Rock and Dunes
Nov 20 – 27
Home in Chicago
4.8 out of 5 average rating, 15 reviews2Bed+2Bath PentHouse in South Loop
Jan 22 – 29
Weekly house rentals
Home in Des Plaines
4.78 out of 5 average rating, 307 reviewsUrban Farmhouse near O'Hare
Aug 11 – 18
Home in Whiting
4.8 out of 5 average rating, 227 reviewsWhiting Getaway
Nov 17 – 24
Home in Aurora
4.83 out of 5 average rating, 257 reviewsAlbor Homes #1
Dec 4 – 11
Home in Oak Park
4.95 out of 5 average rating, 37 reviewsCozy & comfy w/free parking & W/D
Jul 14 – 19
Home in Oak Park
5.0 out of 5 average rating, 6 reviewsBright Studio Newly Remodeled
Aug 6 – 13
Home in Forest Park
4.94 out of 5 average rating, 67 reviewsAdorable house Madison Street w/ 2 car garage!
Nov 10 – 17
Home in Oak Park
4.8 out of 5 average rating, 15 reviewsThe Maple Place
Sep 16 – 23
Home in Berwyn
5.0 out of 5 average rating, 78 reviewsRetro Modern Bungalow | free parking | fire pit
Nov 18 – 25
Private house rentals
Home in Forest Park
4.88 out of 5 average rating, 65 reviews5 Bedroom - Next to Restaurants and Shopping
Mar 10 – 17
Home in Forest Park
5.0 out of 5 average rating, 66 reviewsNEW Gather in spacious 3 bedroom 2 bath home
Jul 7 – 14
Home in Wilmette
4.98 out of 5 average rating, 92 reviewsUnique porcelain-enamel paneled "Lustron" home
Sep 23 – 30
Home in Chicago
4.87 out of 5 average rating, 63 reviewsChicago getaway for two!
Apr 10 – 17
Home in Oak Park
5.0 out of 5 average rating, 21 reviewsThe Oak Park Game Room 15 mins to Chicago Loop
Jul 1 – 8
Home in Oak Park
5.0 out of 5 average rating, 16 reviewsOak Park 3000 sq ft, sleeps 16
Jul 23 – 30
Home in Berwyn
4.95 out of 5 average rating, 22 reviewsBerwyn Beauty
Jan 31 – Feb 7
Home in Maywood
4.83 out of 5 average rating, 60 reviewsMaywood Relaxation
Nov 21 – 28
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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