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Oak Park Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Oak Park vacation rentals

Apartment, Private Bathroom | Terrace/patio

1. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (12 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is AED 818
AED 1,345 total
includes taxes & fees
6 Oct - 7 Oct
At Home in Oak Park
Interior

2. 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, (114 reviews)
"Very clean, spacious living area, and convenient location"
United States
Clara B.
The price is AED 499
AED 1,034 total
includes taxes & fees
29 Sep - 30 Sep
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Smart TV, books

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

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.4 out of 10, Exceptional, (71 reviews)
"Easy access to the Green Line."
United States
Michael
The price is AED 387
AED 884 total
includes taxes & fees
28 Sep - 29 Sep
Chic Suite/Mins to L Train /Laundry/Free Parking
Exclusive Apartment, Private Bathroom, Garden View (1st Floor) | Lounge

4. Historic Oak Park Home

Historic Oak Park Home
2.0 star property
Oak Park
8.8 out of 10, Excellent, (6 reviews)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
United States
Janette
The price is AED 592
AED 1,086 total
includes taxes & fees
27 Oct - 28 Oct
Historic Oak Park Home
Exterior detail

5. Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (33 reviews)
"Would stay there again"
United States
Margaret L.
The price is AED 735
AED 1,880 total
includes taxes & fees
29 Sep - 30 Sep
Oak Park Victorian by FLW Studio
Coffee/tea maker, fridge, microwave, oven

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

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (80 reviews)
"Excellent place to stay!"
United States
Alicia K.
The price is AED 423
AED 1,073 total
includes taxes & fees
30 Sep - 1 Oct
Cozy, Comfortable and Convenient apartment. Close to everything!
Smart TV, books

7. 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
9.6 out of 10, Exceptional, (4 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 856
AED 1,985 total
includes taxes & fees
30 Sep - 1 Oct
Oak Park 3BR/2BA Walk to Frank Lloyd Wright & Hemingway Home, 15 Min to Chicago
Smart TV

8. Luxury Retreat w/ King Bed, 3-in-1 Pool Table, 15 Min to Chicago, Free Parking

Luxury Retreat w/ King Bed, 3-in-1 Pool Table, 15 Min to Chicago, Free Parking
Oak Park
9.0 out of 10, Wonderful, (2 reviews)
"We had a very good stay overall and would definitely consider staying here again. The price was excellent for the location, and it was only about a 15–20 minute walk to the train, making it easy to get into the city. The neighborhood felt safe and had several great restaurants nearby.The unit is in an older apartment building, but it’s clear the hosts are putting effort into updating it, and we appreciated the improvements they’ve already made. The host was also very responsive and easy to...
United States
K G.
The price is AED 331
AED 883 total
includes taxes & fees
25 Oct - 26 Oct
Luxury Retreat w/ King Bed, 3-in-1 Pool Table, 15 Min to Chicago, Free Parking
Exterior

9. 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.
The price is AED 658
AED 1,245 total
includes taxes & fees
27 Oct - 28 Oct
First floor of Historic Oak Park Villa, Grge:2Cars
Living area

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

Attractive Coach House Apartment for rent in Oak Park.
Oak Park
8.6 out of 10, Excellent, (4 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 841 total
includes taxes & fees
29 Sep - 30 Sep
Attractive Coach House Apartment for rent in Oak Park.
Design Apartment, Private Bathroom (The Oak Park Loft) | Exterior

11. The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
9.2 out of 10, Wonderful, (7 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is AED 652
AED 1,155 total
includes taxes & fees
13 Oct - 14 Oct
The Oak Park Loft
Exterior

12. 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 1,102
AED 2,048 total
includes taxes & fees
6 Oct - 7 Oct
Space&style New rehab, first flr + bsmt of duplex, driveway prkng, walk to train
Exterior

13. 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, (4 reviews)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
The price is AED 694
AED 1,194 total
includes taxes & fees
6 Oct - 7 Oct
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Coffee/tea maker, fridge, microwave, oven

14. 1BR Apartment - Walk to Shops - Downtown OAK PARK

1BR Apartment - Walk to Shops - Downtown OAK PARK
Oak Park
9.2 out of 10, Wonderful, (44 reviews)
"Great location! Enjoyed my stay!"
United States
Shannon H.
The price is AED 411
AED 912 total
includes taxes & fees
27 Oct - 28 Oct
1BR Apartment - Walk to Shops - Downtown OAK PARK
Private kitchen

15. Studio Mins Walk to DT OAK PARK

Studio Mins Walk to DT OAK PARK
Oak Park
The price is AED 1,047
AED 1,657 total
includes taxes & fees
4 Oct - 5 Oct
Studio Mins Walk to DT OAK PARK
TV

16. 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 371
AED 866 total
includes taxes & fees
27 Oct - 28 Oct
Mins to DT & Frank Lloyd Wright
Dining

17. 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, (24 reviews)
"Our stay was wonderful. The location with parking was perfect."
United States
Joan W.
The price is AED 818
AED 1,416 total
includes taxes & fees
6 Oct - 7 Oct
Top floor of Historic Oak Park Home /2 Car Garage
Interior

18. Top floor of Historic Oak Park Villa /Grge: 2Cars

Top floor of Historic Oak Park Villa /Grge: 2Cars
Oak Park
10.0 out of 10, Exceptional, (5 reviews)
"The property was beautiful, spacious, warm, and very charming!"
United States
Sarah S.
The price is AED 981
AED 1,620 total
includes taxes & fees
30 Sep - 1 Oct
Top floor of Historic Oak Park Villa /Grge: 2Cars
Smart TV, books

19. Comfy Premier Luxe Retreat with Free Parking

Comfy Premier Luxe Retreat with Free Parking
Oak Park
The price is AED 575
AED 1,100 total
includes taxes & fees
26 Oct - 27 Oct
Comfy Premier Luxe Retreat with Free Parking
Exclusive Room, Private Bathroom, Garden View (2nd Floor) | Exterior

20. Historic Oak Park Residence

Historic Oak Park Residence
2.0 star property
Oak Park
9.6 out of 10, Exceptional, (12 reviews)
"The house is in an amazing neighborhood, easy access to subway, extremely clean and great follow-up and follow through communication with owner!"
United States
Ann-Marie
The price is AED 883
AED 1,419 total
includes taxes & fees
21 Oct - 22 Oct
Historic Oak Park Residence
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

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"It was clean, location was fantastic, close walk to some of the sights we wanted to see & the lakeshore. Didn’t have any issues with safety. Service at the restaurant they have there was extremely slow. We would stay at the hotel again."
Brandi 3-night trip
Posted less than an hour ago
Congress Plaza Hotel

Frequently asked questions

Are there vacation rentals in Oak Park?

Yes, we have vacation rentals in Oak Park close to Oak Park Conservatory, 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 26 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 Pleasant Home, whereas Oak Park Conservatory and Mills Park are a couple of picturesque spots to enjoy the outdoors. Other popular places to visit in the area include Wrigley Field and Soldier 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.