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Oak Park Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Oak Park vacation rentals

Smart TV, books

1. Chic Suite/Mins to L Train /Laundry/Free Parking

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.6 out of 10, Exceptional, (68 reviews)
"Very nice stay. Close to everything. Host very helpful. "
United States
Tamela S.
The price is AED 423
AED 964 total
includes taxes & fees
18 Aug - 19 Aug
Chic Suite/Mins to L Train /Laundry/Free Parking
Apartment, Private Bathroom | Lounge

2. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (11 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is AED 816
AED 1,342 total
includes taxes & fees
23 Aug - 24 Aug
At Home in Oak Park
Interior

3. Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (110 reviews)
"Very clean, spacious living area, and convenient location"
United States
Clara B.
The price is AED 575
AED 1,163 total
includes taxes & fees
19 Aug - 20 Aug
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Coffee/tea maker, fridge, microwave, oven

4. Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (77 reviews)
"The host responded quickly to my requests. Apartment was clean. Kitchen well stocked with cooking, utensils, spices, etc. He registered my car so I coiud park on the street without any problem. Close to the Blue Line stop to take the "L" into downtown Chicago."
United States
Michael
The price is AED 502
AED 1,235 total
includes taxes & fees
19 Aug - 20 Aug
Cozy, Comfortable and Convenient apartment. Close to everything!
Exclusive Apartment, Private Bathroom, Garden View (1st Floor) | Lounge

5. Historic Oak Park Home

Historic Oak Park Home
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (5 reviews)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
United States
Janette
The price is AED 859
AED 1,391 total
includes taxes & fees
18 Aug - 19 Aug
Historic Oak Park Home
Smart TV, books

6. Comfy Premier Luxe Retreat with Free Parking

Comfy Premier Luxe Retreat with Free Parking
Oak Park
The price is AED 588
AED 1,140 total
includes taxes & fees
9 Sep - 10 Sep
Comfy Premier Luxe Retreat with Free Parking
Exterior

7. Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Oak Park
10.0 out of 10, Exceptional, (3 reviews)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
The price is AED 747
AED 1,335 total
includes taxes & fees
7 Sep - 8 Sep
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Exterior detail

8. Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (32 reviews)
"Would stay there again"
United States
Margaret L.
The price is AED 828
AED 2,142 total
includes taxes & fees
12 Aug - 13 Aug
Oak Park Victorian by FLW Studio
Living area

9. Attractive Coach House Apartment for rent in Oak Park.

Attractive Coach House Apartment for rent in Oak Park.
Oak Park
8.0 out of 10, Very Good, (3 reviews)
"The house was super clean , very quiet neighborhood !! Check in was super easy we enjoyed our stay"
United States
kerston b.
The price is AED 661
AED 854 total
includes taxes & fees
12 Aug - 13 Aug
Attractive Coach House Apartment for rent in Oak Park.
Smart TV

10. Urban Oasis in the Heart of Oak Park

Urban Oasis in the Heart of Oak Park
Oak Park
10.0 out of 10, Exceptional, (1 review)
"The location is perfect to all things Chicago. The property is as described and was very clean. Owner was very easy to communicate with. Would recommend staying there."
United States
Dem1209
Urban Oasis in the Heart of Oak Park
Property grounds

11. First floor of Historic Oak Park Villa, Grge:2Cars

First floor of Historic Oak Park Villa, Grge:2Cars
Oak Park
9.6 out of 10, Exceptional, (26 reviews)
"Very clean, comfortable and nicely located!"
United States
Steve P.
First floor of Historic Oak Park Villa, Grge:2Cars
Coffee/tea maker, fridge, microwave, oven

12. 1BR Apartment - Walk to Shops - Downtown OAK PARK

1BR Apartment - Walk to Shops - Downtown OAK PARK
Oak Park
9.2 out of 10, Wonderful, (43 reviews)
"Clean and close to all we needed."
United States
Steve O.
The price is AED 469
AED 992 total
includes taxes & fees
1 Sep - 2 Sep
1BR Apartment - Walk to Shops - Downtown OAK PARK
TV

13. Mins to DT & Frank Lloyd Wright

Mins to DT & Frank Lloyd Wright
Oak Park
8.0 out of 10, Very Good, (2 reviews)
"Great location here. Close to downtown oak Park. Easy walking."
United States
John N.
The price is AED 573
AED 1,161 total
includes taxes & fees
17 Aug - 18 Aug
Mins to DT & Frank Lloyd Wright
Interior

14. Vintage Urban Retreat

Vintage Urban Retreat
Oak Park
10.0 out of 10, Exceptional, (15 reviews)
"It was a very nice neighborhood, with many restaurants and retail establishments in proximity. We really enjoyed our stay and our host was an excellent when it comes to communication."
United States
Tim P.
The price is AED 1,002
AED 2,367 total
includes taxes & fees
13 Aug - 14 Aug
Vintage Urban Retreat
Smart TV, books

15. Oak Park 3BR/2BA Walk to Frank Lloyd Wright & Hemingway Home, 15 Min to Chicago

Oak Park 3BR/2BA Walk to Frank Lloyd Wright & Hemingway Home, 15 Min to Chicago
Oak Park
9.4 out of 10, Exceptional, (3 reviews)
"Great, walkable, location to Concordia University Chicago (River Forest), restaurants and coffee shops, Green Line train to downtown. Beautiful neighborhoods.Upstairs tenants occasionally could be heard walking around, but nothing too bad."
United States
Brian T.
The price is AED 1,076
AED 2,418 total
includes taxes & fees
31 Aug - 1 Sep
Oak Park 3BR/2BA Walk to Frank Lloyd Wright & Hemingway Home, 15 Min to Chicago
Private kitchen

16. Studio Mins Walk to DT OAK PARK

Studio Mins Walk to DT OAK PARK
Oak Park
The price is AED 1,047
AED 1,762 total
includes taxes & fees
12 Aug - 13 Aug
Studio Mins Walk to DT OAK PARK
Interior

17. Chic 3bed 2bath Home with free parking close to United Center

Chic 3bed 2bath Home with free parking close to United Center
Oak Park
9.8 out of 10, Exceptional, (19 reviews)
"Overall just great lovely area and chill place, rooms was great and I love the Roku tvs to sit back In chill!"
United States
Chantrice A.
The price is AED 826
AED 2,523 total
includes taxes & fees
12 Aug - 13 Aug
Chic 3bed 2bath Home with free parking close to United Center
Smart TV, foosball, books, stereo

18. Space&style New rehab, first flr + bsmt of duplex, driveway prkng, walk to train

Space&style New rehab, first flr + bsmt of duplex, driveway prkng, walk to train
Oak Park
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful area of Nashville and felt very safe. The home was updated and very clean. Caroline was responsive to my requests. We would stay here again. "
United States
David J.
The price is AED 1,241
AED 2,363 total
includes taxes & fees
9 Sep - 10 Sep
Space&style New rehab, first flr + bsmt of duplex, driveway prkng, walk to train
Terrace/patio

19. Top floor of Historic Oak Park Home /2 Car Garage

Top floor of Historic Oak Park Home /2 Car Garage
Oak Park
9.6 out of 10, Exceptional, (23 reviews)
"Our stay was wonderful. The location with parking was perfect."
United States
Joan W.
The price is AED 818
AED 1,497 total
includes taxes & fees
18 Aug - 19 Aug
Top floor of Historic Oak Park Home /2 Car Garage
Smart TV

20. Elegant Retreat in Historic Oak Park

Elegant Retreat in Historic Oak Park
Oak Park
The price is AED 1,102
AED 2,161 total
includes taxes & fees
19 Aug - 20 Aug
Elegant Retreat in Historic Oak Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oak Park Hotel Reviews

River Hotel

River Hotel

10/10 Excellent
"The customer service rep Jock was so kind and accomadating, from arrival to our last day he made sure we enjoyed our visit. Great customer service is hard to find Jock is a gem. I must say the entire staff was pleasant and even the maintenance men, it seems like a great place to work. The hotel is located right in the center of everything. This will be my home anytime I visit Chi-town."
Letitia 3-night trip
Posted less than an hour ago
River Hotel

Frequently asked questions

Are there vacation rentals in Oak Park?

Yes, we have vacation rentals in Oak Park close to Labyrinth, or you can choose a secluded option if you're looking for extra privacy while you relax. Tourists like the array of shops and top-notch restaurants in Oak Park. While you're here, grab a bite or have a drink at the cafes.

What are some of the best vacation rentals that Oak Park has to offer?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This vacation home rental outside of Oak Park is located in the city center and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Oak Park?

With 31 Expedia vacation rentals, you're sure to find just the right place for your Oak Park stay.

What’s there to see and do in Oak Park?

Cultural attractions include Ernest Hemingway Museum and House and Madison Street Theatre, whereas Mills Park and Oak Park Conservatory are a couple of picturesque spots to enjoy the outdoors. Other popular places to visit in the area include United Center and Wrigley Field.

What’s a vacation rental in Oak Park like?

Vacation rentals are private properties you can stay in for several days or longer in Oak Park. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.