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Check prices for these dates

Tonight
6 Mar - 7 Mar
Tomorrow
7 Mar - 8 Mar
This weekend
7 Mar - 9 Mar
Next weekend
14 Mar - 16 Mar

Top Holiday Rentals in Oak Park

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (691)
"it was alright, $77 extra for parking, no breakfast included but it was like a little apartment. no fan for guests either. no phone for communication but u can text their number yet they take forever to respond. "
The price is Rp2.066.041
Rp2.904.071 total
includes taxes & fees
9 Mar - 10 Mar
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, (443)
"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 Rp1.463.325
Rp1.717.796 total
includes taxes & fees
27 Mar - 28 Mar
Sonder South Wabash
Sonder The Burnham Apartments
Marina

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (145)
"Beautiful apartment! Very quiet area "
The price is Rp2.048.260
Rp2.404.454 total
includes taxes & fees
1 Apr - 2 Apr
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, (371)
"Conveniently located, and an excellent option for a longer stay. "
Kasa Magnificent Mile Chicago
Sonder Market Hall
Interior

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (259)
"wonderful easy accessible ideal for people have stsycation"
The price is Rp1.843.043
Rp2.163.548 total
includes taxes & fees
1 Apr - 2 Apr
Sonder Market Hall
Level Chicago – Old Town
Front of property – evening/night

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (290)
"Amazing stay ! Love this property every time I’m in Chicago. "
The price is Rp2.803.226
Rp3.654.928 total
includes taxes & fees
12 Mar - 13 Mar
Level Chicago – Old Town
Kasa River North Chicago
Exterior

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (128)
"We had an overall wodnerful experience. We were celebrating a milestone birthday and was perfect for a group of 4! The room was beautiful and close to everything!! We will definitely come back. "
The price is Rp1.923.303
Rp2.257.767 total
includes taxes & fees
13 Mar - 14 Mar
Kasa River North Chicago
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, (262)
"realy great place and very close to everything"
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, (140)
"Loved it Had to leave early but loved "
The price is Rp1.672.735
Rp1.963.624 total
includes taxes & fees
27 Mar - 28 Mar
Sonder Jewelers Row
The Neighborhood Hotel-Little Italy
50-inch Smart TV with satellite channels

The Neighborhood Hotel-Little Italy

3.5 star property
9.6 out of 10, Exceptional, (135)
"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
Sonder The Plymouth
City view from property

Sonder The Plymouth

3.5 star property
8.2 out of 10, Very good, (92)
"This is the best Sonder property we've ever stayed at!! The location is perfect for Chicago. We had a few different questions during our stay and we always received immediate and thorough answers by using the chat button in the app. Would definitely stay here again!"
The price is Rp1.686.601
Rp1.979.901 total
includes taxes & fees
1 Apr - 2 Apr
Sonder The Plymouth
Sonder The Opal
Exterior

Sonder The Opal

3.5 star property
8.6 out of 10, Excellent, (29)
"Our stay was amazing. "
The price is Rp1.886.109
Rp2.214.103 total
includes taxes & fees
12 Mar - 13 Mar
Sonder The Opal
Sonder Greektown
40-inch flat-screen TV with digital channels, TV

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (42)
"I loved how easy it was to find and the instructions to access was easy to follow"
The price is Rp2.282.841
Rp2.679.827 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 Rp2.202.255
Rp3.400.875 total
includes taxes & fees
7 Mar - 8 Mar
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

Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8583)
"Easy access to CTA busses. We had a room with 3 beds which was much appreciated "
The price is Rp1.867.512
Rp2.192.274 total
includes taxes & fees
9 Mar - 10 Mar
Congress Plaza Hotel
River Hotel
View from property

River Hotel

4.0 star property
8.8 out of 10, Excellent, (3860)
"The staff was very nice and professional . The valet service is not nice. They told us we have to pay in cash and that was not true. No cafes in the areas. Ok location. "
The price is Rp1.331.141
Rp1.562.626 total
includes taxes & fees
23 Mar - 24 Mar
River Hotel
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (1787)
"Nice and quiet. "
The price is Rp2.675.332
Rp3.140.574 total
includes taxes & fees
9 Mar - 10 Mar
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.

How many holiday rentals are there in Oak Park?

With 34 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.