House vacation rentals in Oak Park
Find and book unique houses on Airbnb
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
Dec 8 – 15
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 Schaumburg
New place to stayParadise 4BR w/ Pool & Games
Nov 30 – Dec 7
Home in Carol Stream
4.55 out of 5 average rating, 20 reviewsAmazing Summer Pool Awaits You!
Dec 31 – Jan 7
Home in Chicago
4.8 out of 5 average rating, 15 reviews2Bed+2Bath PentHouse in South Loop
Jan 19 – 26
Home in Bartlett
5.0 out of 5 average rating, 4 reviewsFully Furnished Executive Home, Lux Amenities
Mar 28 – Apr 4
Home in Plainfield
4.89 out of 5 average rating, 27 reviewsPool* King beds* Grill & Patio* 30mi to Chicago
Aug 21 – 28
Weekly house rentals
Home in Oak Park
4.96 out of 5 average rating, 73 reviewsClean, Cozy Duplex with Kitchen & Free Parking
Aug 25 – Sep 1
Home in Oak Park
4.95 out of 5 average rating, 37 reviewsCozy & comfy w/free parking & W/D
Jul 14 – 19
Home in Forest Park
4.94 out of 5 average rating, 67 reviewsAdorable house Madison Street w/ 2 car garage!
Sep 3 – 10
Home in Maywood
4.83 out of 5 average rating, 60 reviewsMaywood Relaxation
Apr 9 – 16
Home in Oak Park
4.8 out of 5 average rating, 15 reviewsThe Maple Place
Aug 23 – 30
Home in Oak Park
4.97 out of 5 average rating, 59 reviewsModern Victorian Charm | A+ Location in OP
Dec 14 – 21
Home in Chicago
4.89 out of 5 average rating, 35 reviewsBrand New Spacious Duplex
Sep 13 – 20
Home in Oak Park
5.0 out of 5 average rating, 15 reviewsOak Park - Wine House!
Dec 22 – 29
Private house rentals
Home in Berwyn
5.0 out of 5 average rating, 77 reviewsRetro Modern Bungalow | free parking | fire pit
Sep 15 – 22
Home in Wilmette
4.98 out of 5 average rating, 92 reviewsUnique porcelain-enamel paneled "Lustron" home
Sep 29 – Oct 6
Home in Oak Park
5.0 out of 5 average rating, 15 reviewsOak Park 3000 sq ft, sleeps 16
Aug 9 – 16
Home in Chicago
4.91 out of 5 average rating, 87 reviewsBoho Chic Coach House 30Min to downtown W/ Parking
Feb 25 – Mar 4
Home in Downers Grove
4.94 out of 5 average rating, 52 reviewsGames, Grounds, Goodness in DG
Sep 10 – 17
Home in Chicago
4.98 out of 5 average rating, 50 reviewsCity Cottage in Logan Square-Avondale
Oct 1 – 8
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 Chicago Ridge
4.9 out of 5 average rating, 52 reviewsQuiet cul-de-sac with huge fenced in backyard
Mar 6 – 13
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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