Search Holiday Rentals in Oak Park

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Check prices for these dates

Tonight
2 Feb - 3 Feb
Tomorrow
3 Feb - 4 Feb
Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb

Top Holiday Rentals in Oak Park

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (670)
"Sandra and Joy are welcoming and helpful. Great front desk."
The price is Rp1.787.843
Rp2.577.261 total
includes taxes & fees
3 Feb - 4 Feb
Sentral Michigan Avenue
Sonder Market Hall
Interior

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (250)
"Enjoyed My Stay."
The price is Rp1.842.465
Rp2.162.869 total
includes taxes & fees
24 Feb - 25 Feb
Sonder Market Hall
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, (427)
"Property was convenient and clean. Overall great experience. Street meter parking could be a headache during parking hours but it’s a city thing. Also the incidental feee is a bit confusing with how it’s returned. "
The price is Rp1.512.060
Rp1.775.007 total
includes taxes & fees
25 Feb - 26 Feb
Sonder South Wabash
Sonder The Burnham Apartments
Marina

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (135)
"If you are a walker and just want to explore what Chicago has to offer please book this place. You can store your bags before and after checkin/out and the lobby is so nice and quiet. "
The price is Rp2.048.071
Rp2.404.231 total
includes taxes & fees
4 Feb - 5 Feb
Sonder The Burnham Apartments
Level Chicago – Old Town
Front of property – evening/night

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (287)
"Amazing stay ! Love this property every time I’m in Chicago. "
The price is Rp3.306.654
Rp4.245.281 total
includes taxes & fees
9 Feb - 10 Feb
Level Chicago – Old Town
Found Chicago powered by Sonder
Exterior

Found Chicago powered by Sonder

3.5 star property
7.6 out of 10, Good, (184)
"It was a Great option, straight and contactless."
The price is Rp1.968.177
Rp2.310.444 total
includes taxes & fees
23 Feb - 24 Feb
Found Chicago powered by Sonder
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, (356)
"Very walkable area! The building is older but was pretty clean."
Kasa Magnificent Mile Chicago
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, (125)
"This was so comfortable, clean and very quiet. Having no front desk was concerning but it didn't really matter. The response to any concern was addressed quickly and professionally. I love this place. "
The Neighborhood Hotel-Little Italy
Sonder Jewelers Row
Free toiletries, hair dryer, towels, soap

Sonder Jewelers Row

3.5 star property
8.2 out of 10, Very good, (136)
"Sonder check in experience as a first timer was super easy! Great instructions and no issues entering or exiting the property. Property was in great condition with all the amenities you could need. Only downside was the cigar bar downstairs... you could at certain times of day smell the cigar scent in our room upstairs. Not a huge issue, but if you were sensitive to the smell it would not be ideal."
The price is Rp1.822.573
Rp2.139.519 total
includes taxes & fees
26 Feb - 27 Feb
Sonder Jewelers Row
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, (254)
"Everything was great from the beginning. From the instructions on where to park and enter to how to exit. "
Kasa South Loop 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 Rp1.755.559
Rp2.060.851 total
includes taxes & fees
4 Feb - 5 Feb
Sonder The Opal
Sonder The Plymouth
City view from property

Sonder The Plymouth

3.5 star property
8.4 out of 10, Very good, (89)
"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 Rp1.685.937
Rp1.979.122 total
includes taxes & fees
23 Feb - 24 Feb
Sonder The Plymouth
Kasa River North Chicago
Exterior

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (121)
"Very nice 1-bedroom apartment with a very comfortable king-size bed. A 2-minute walk from the subway station and a lot of tourist places are a walkable distance too. Communication was great and very easy via text message. We loved our stay :-) "
The price is Rp1.597.890
Rp1.875.764 total
includes taxes & fees
3 Feb - 4 Feb
Kasa River North Chicago
Sonder Greektown
40-inch flat-screen TV with digital channels, TV

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (37)
"The place was awesome, they had to kick out the people before me, so getting my room was a little bit late "
The price is Rp2.053.941
Rp2.411.123 total
includes taxes & fees
24 Feb - 25 Feb
Sonder Greektown
Wrigleyville Suites
Living area

Wrigleyville Suites

2.0 star property
8.8 out of 10, Excellent, (3)
"All conditions (like the deposit) should be clear in the description. This is not a hotel or a hotel, it's a private place. All this should be clear at the moment of reservation. The property was good enough but the communication with the host was troublesome. And the price is not that low. I will look for a hotel next time. "
The price is Rp1.188.634
Rp2.210.590 total
includes taxes & fees
3 Feb - 4 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

Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8473)
"Staff is extremely nice and is beyond exceptional in check in process. Very nice and accommodating. "
The price is Rp1.408.752
Rp1.653.735 total
includes taxes & fees
3 Feb - 4 Feb
Congress Plaza Hotel
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (1574)
"Great experience, nice city view, spacious rooms"
The price is Rp2.592.495
Rp3.043.330 total
includes taxes & fees
3 Feb - 4 Feb
L7 Chicago by LOTTE
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (2627)
"Best hotel stay ever!"
The price is Rp1.614.195
Rp1.895.130 total
includes taxes & fees
5 Feb - 6 Feb
citizenM Chicago Downtown
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 30 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.