Apartment holiday rentals in Oak Park
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Top-rated apartment rentals in Oak Park
Guests agree: these apartments 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 Oak Park apartment rentals
Weekly apartment rentals
Flat in Cicero
4.98 out of 5 average rating, 202 reviewsCOZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
1–8 Jan
Flat in Forest Park
4.9 out of 5 average rating, 124 reviewsLarge Renovated 1st FL Suite Forest Park/Oak Park
21–28 Oct
Flat in Oak Park
4.91 out of 5 average rating, 171 reviewsLarge sunny 3BR apt. in downtown Oak Park
23–30 Sept
Flat in Oak Park
4.79 out of 5 average rating, 169 reviewsCozy modern unit w/ easy access to downtown Chi
22–29 Jul
Flat in Berwyn
4.99 out of 5 average rating, 254 reviewsBerwyn Betty Apartment
8–15 Jan
Flat in Berwyn
4.87 out of 5 average rating, 137 reviewsThe Green Bungalow: Charming 1-BR apt. with patio
19–26 Jul
Flat in Oak Park
4.94 out of 5 average rating, 105 reviewsEclectic Beauty *Walk to Everything*
25 Sept – 2 Oct
Flat in Chicago
4.95 out of 5 average rating, 108 reviewsComfortable, modern apartment 20 Min from Downtown
23–30 Sept
Private apartment rentals
Flat in Forest Park
4.9 out of 5 average rating, 101 reviewsThe Belvidere
15–22 Mar
Flat in Forest Park
4.86 out of 5 average rating, 155 reviews2 Bed Apartment | Convenient Access to Downtown
2–9 Jul
Flat in Oak Park
4.94 out of 5 average rating, 157 reviewsA quiet stay while you are away
30 Jul – 6 Aug
Flat in Chicago
4.97 out of 5 average rating, 117 reviewsDesigner Avondale Attic
6–13 Jul
Flat in Chicago
4.95 out of 5 average rating, 170 reviewsFlexible Apt. for 8 by Oak Park-CHI
12–19 Oct
Flat in Forest Park
4.99 out of 5 average rating, 90 reviewsSunny 1 bedroom apartment 1 block from restaurants
14–21 Feb
Flat in Oak Park
4.98 out of 5 average rating, 86 reviewsLovely 2-bedroom rental in the heart of Oak Park
1–8 Oct
Flat in Oak Park
5.0 out of 5 average rating, 65 reviewsCheerful Oak Park Apartment
23–30 Jul
Apartment rentals with a hot tub
Flat in Berwyn
4.91 out of 5 average rating, 203 reviews“Dream slice of urban homesteading.”
29 Nov – 6 Dec
Flat in Chicago
4.88 out of 5 average rating, 393 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
14–21 Oct
Flat in Chicago
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
1–8 Nov
Flat in Chicago
4.87 out of 5 average rating, 106 reviewsCloud9 |XL Penthouse+Movie Theater+Gym |The Harper
18–25 Feb
Flat in Chicago
4.9 out of 5 average rating, 30 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
8–15 Mar
Flat in Chicago
4.94 out of 5 average rating, 18 reviewsSpacious Beautiful Condo
19–26 Oct
Flat in Chicago
5.0 out of 5 average rating, 25 reviewsBelmont Pleasures - hot tub / arcade gaming room
6–13 Jan
Flat in Chicago
4.8 out of 5 average rating, 10 reviewsSpacious & Homey Chicago 2BR Apartment
23–30 Jun
Quick stats about flat rentals in Oak Park
Total rentals
130 properties
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
7.5K reviews
Nightly prices starting at
£8 before taxes and fees
Destinations to explore
- Downtown Chicago Holiday rentals
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