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 Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
May 25 – Jun 1
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, 36 reviewsLuxury Cabin in Lakeview
Jul 7 – 12
Home in Schaumburg
New place to stayParadise 4BR w/ Pool & Games
Aug 5 – 12
Home in Chicago
4.8 out of 5 average rating, 15 reviews2Bed+2Bath PentHouse in South Loop
Nov 23 – 30
Home in Carol Stream
4.55 out of 5 average rating, 20 reviewsAmazing Summer Pool Awaits You!
Nov 3 – 10
Home in Bartlett
5.0 out of 5 average rating, 4 reviewsFully Furnished Executive Home, Lux Amenities
Dec 8 – 15
Home in Plainfield
4.89 out of 5 average rating, 27 reviewsPool* King beds* Grill & Patio* 30mi to Chicago
Sep 1 – 8
Weekly house rentals
Home in Justice
4.95 out of 5 average rating, 192 reviews3 Kng|1 Qn|1 Full|3AirBds|Basketball Crt|FreePark
Sep 1 – 8
Home in Oak Park
4.9 out of 5 average rating, 127 reviewsPicture-Perfect Oak Park Home- 18 Mins To Downtown
May 21 – 28
Home in Chicago
4.98 out of 5 average rating, 175 reviewsThe Evergreen House
Jun 20 – 27
Home in Oak Park
4.94 out of 5 average rating, 36 reviewsCozy & comfy w/free parking & W/D
Jul 14 – 19
Home in Oak Park
4.97 out of 5 average rating, 71 reviewsClean, Comfy Duplex with Kitchen & Free Parking
Aug 25 – Sep 1
Home in Forest Park
4.94 out of 5 average rating, 66 reviewsAdorable house Madison Street w/ 2 car garage!
Sep 3 – 10
Home in Chicago
4.89 out of 5 average rating, 35 reviewsBrand New Spacious Duplex
Oct 8 – 15
Home in Oak Park
4.8 out of 5 average rating, 15 reviewsThe Maple Place
Jul 10 – 17
Private house rentals
Home in Forest Park
5.0 out of 5 average rating, 66 reviewsNEW Gather in spacious 3 bedroom 2 bath home
Sep 25 – Oct 2
Home in Forest Park
4.87 out of 5 average rating, 63 reviews5 Bedroom - Next to Restaurants and Shopping
Feb 11 – 18
Home in Berwyn
5.0 out of 5 average rating, 75 reviewsRetro Modern Bungalow | free parking | pets ok
Aug 21 – 28
Home in Chicago
4.98 out of 5 average rating, 49 reviewsCity Cottage in Logan Square-Avondale
Oct 2 – 9
Home in Wilmette
4.98 out of 5 average rating, 92 reviewsUnique porcelain-enamel paneled "Lustron" home
Sep 23 – 30
Home in Chicago
4.91 out of 5 average rating, 87 reviewsBoho Chic Coach House 30Min to downtown W/ Parking
Sep 11 – 18
Home in Chicago Ridge
4.9 out of 5 average rating, 51 reviewsQuiet cul-de-sac with huge fenced in backyard
Nov 24 – Dec 1
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
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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