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Check prices for these dates

Tonight
23 Feb - 24 Feb
Tomorrow
24 Feb - 25 Feb
Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar

Top Holiday Rentals in Oak Park

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (682)
"This is a great hotel. The rooms have a kitchenette and the staff is wonderful! Beautiful hotel, great amenities. "
The price is ฿3,679
฿5,303 total
includes taxes & fees
25 Feb - 26 Feb
Sentral Michigan Avenue
Sonder South Wabash
Superior Apartment, 1 Bedroom, Balcony, City View | Living area | 36-inch flat-screen TV with digital channels, TV

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (433)
"Loved the app and process for checking-in and out. The property itself could use some TLC, there were lots of scuff marks and scratches in the walls due to prior tenants. Our unit could have used a painting. There also wasn't a space to get extra toiletries per the app, would take this out if it's not really an option. "
The price is ฿3,156
฿3,705 total
includes taxes & fees
23 Mar - 24 Mar
Sonder South Wabash
Found Chicago powered by Sonder
Exterior

Found Chicago powered by Sonder

3.5 star property
7.6 out of 10, Good, (186)
"It was a Great option, straight and contactless."
The price is ฿4,500
฿5,282 total
includes taxes & fees
5 Mar - 6 Mar
Found Chicago powered by Sonder
Sonder Market Hall
Interior

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (257)
"It was wonderful!"
The price is ฿3,791
฿4,450 total
includes taxes & fees
25 Mar - 26 Mar
Sonder Market Hall
Sonder The Burnham Apartments
Marina

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (141)
"My unit was very nice and more than perfect for my needs. It was spacious and quiet. There is little going on in the area in the evenings which I found a bit unnerving as an older adult. You know - there's safety in numbers! "
The price is ฿4,211
฿4,944 total
includes taxes & fees
11 Mar - 12 Mar
Sonder The Burnham Apartments
Kasa Magnificent Mile Chicago
49-inch Smart TV with digital channels, TV, streaming services

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (363)
"Great location, comfortable, would have opted for a traditional hotel with routine service had I known it was not offered."
Kasa Magnificent Mile Chicago
Level Chicago – Old Town
Front of property – evening/night

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (289)
"Amazing stay ! Love this property every time I’m in Chicago. "
The price is ฿4,799
฿6,383 total
includes taxes & fees
27 Feb - 28 Feb
Level Chicago – Old Town
The Neighborhood Hotel-Little Italy
50-inch Smart TV with satellite channels

The Neighborhood Hotel-Little Italy

3.5 star property
9.8 out of 10, Exceptional, (132)
"The suite was amazing - the decor was beautiful and it was well equipped with everything I needed for a longer stay. The coffee machine and local freshly ground coffee was a nice touch. The bed was incredibly comfortable too. There were a few tiny issues with the room - the water pressure in the shower was really poor making hair washing feel like a chore and there were no tea spoons which made stirring coffee or eating a yogurt kind of comical. However, neither of these were deal breakers for...
The Neighborhood Hotel-Little Italy
Kasa South Loop Chicago
42-inch Smart TV with digital channels, TV, streaming services

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (259)
"Super nice place and reasonable price. Suitable for5-6 people traveling."
Kasa South Loop Chicago
Sonder Jewelers Row
Free toiletries, hair dryer, towels, soap

Sonder Jewelers Row

3.5 star property
8.2 out of 10, Very good, (138)
"Loved it Had to leave early but loved "
The price is ฿3,439
฿4,037 total
includes taxes & fees
27 Mar - 28 Mar
Sonder Jewelers Row
Kasa River North Chicago
Exterior

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (125)
"Loved the view, and the proximity to restaurants and to the L-train"
The price is ฿2,919
฿3,427 total
includes taxes & fees
25 Feb - 26 Feb
Kasa River North Chicago
Sonder The Opal
Exterior

Sonder The Opal

3.5 star property
8.6 out of 10, Excellent, (28)
"We loved the location in River North with shops around plenty of nice restaurants. Walkable and good buses around. Apartment was very nice, we were 5 adults. A bit noisy because of bar nearby ( it depends of your tolerance to noise. Some of us were disturbed some heard nothing). We enjoyed our stay !"
The price is ฿3,611
฿4,239 total
includes taxes & fees
25 Feb - 26 Feb
Sonder The Opal
Sonder The Plymouth
City view from property

Sonder The Plymouth

3.5 star property
8.2 out of 10, Very good, (90)
"Great apartment, we were given an extra bedroom which we used as a wardrobe. Well equipped, modern and well decorated. Full cooker, fridge freezer, microwave. We were provided with tablets for laundry and dishwasher. Washing up.liquids, towels and toilet roll. Great shower. Loved the location. We enjoy cities and walking. Trains a very short walks (several L stations). Target was a 15 minute walk, great independent coffee shop 2 mins from entrance. We will use Sonder again. "
The price is ฿4,841
฿5,683 total
includes taxes & fees
27 Feb - 28 Feb
Sonder The Plymouth
Sonder Greektown
40-inch flat-screen TV with digital channels, TV

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (40)
"I loved how easy it was to find and the instructions to access was easy to follow"
The price is ฿4,225
฿4,959 total
includes taxes & fees
25 Mar - 26 Mar
Sonder Greektown
Wrigleyville Suites
Living area

Wrigleyville Suites

2.0 star property
10.0 out of 10, Exceptional, (2)
The price is ฿2,718
฿4,868 total
includes taxes & fees
25 Feb - 26 Feb
Wrigleyville Suites
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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Other types of properties in Oak Park you may be interested in

River Hotel
View from property

River Hotel

4.0 star property
8.8 out of 10, Excellent, (3812)
"I loved everything the beds were amazing view was beautiful loved what was around us food wise "
The price is ฿2,738
฿3,214 total
includes taxes & fees
9 Mar - 10 Mar
River Hotel
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8540)
"Just a easy place to stay at "
The price is ฿2,875
฿3,375 total
includes taxes & fees
25 Feb - 26 Feb
Congress Plaza Hotel
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (1678)
"Awesome staff, very clean, good location! Would totally stay there again."
The price is ฿4,328
฿5,081 total
includes taxes & fees
25 Feb - 26 Feb
L7 Chicago by LOTTE
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.

Frequently asked questions

Are there holiday rentals in Oak Park?

Yes, there are holiday rentals in Oak Park close to Oak Park Conservatory, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Oak Park has to offer?

Chic Chicago Retreat 2 Bedroom Home by RedAwning: This holiday home rental outside Oak Park offers a private garden, a BBQ and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, an oven and a coffee maker.

How many holiday rentals are there in Oak Park?

With 29 Expedia holiday rentals, you're guaranteed 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 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 Michigan Avenue.

What’s a holiday rental in Oak Park like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oak Park. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a small group gathering.