Search Holiday Rentals in Oak Park

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Check prices for these dates

Tonight
21 Apr - 22 Apr
Tomorrow
22 Apr - 23 Apr
This weekend
25 Apr - 27 Apr
Next weekend
2 May - 4 May

Top Holiday Rentals in Oak Park

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (731)
"Fantastic location would definitely recommend!!"
The price is 2.842.786 ₫
4.098.011 ₫ total
includes taxes & fees
22 Apr - 23 Apr
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, (476)
"Good place"
The price is 2.846.934 ₫
3.342.016 ₫ total
includes taxes & fees
22 Apr - 23 Apr
Sonder South Wabash
Sonder Market Hall
Interior

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (272)
"Very clean l, quiet and well thought out. Had everything we needed and the bed was super comfortable! Great having a 12 cup coffee pot! Parking was close and although not a lot of close options to restaurants or shopping, there were many more options within a 15-20 min walk. Would definitely stay here again!"
The price is 3.538.043 ₫
4.153.310 ₫ total
includes taxes & fees
24 Apr - 25 Apr
Sonder Market Hall
Sonder The Burnham Apartments
Marina

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (160)
"Property was great. The only issue was the virtual key didn’t always work for our door. "
The price is 3.311.528 ₫
3.887.405 ₫ total
includes taxes & fees
24 Apr - 25 Apr
Sonder The Burnham Apartments
Sonder Onterie
Miscellaneous

Sonder Onterie

3.5 star property
8.4 out of 10, Very good, (13)
"The stove, washer/drier, plates, silverwear, beds, everything was obviously cleaned throughly. Was very impressed with how spotless everything was"
The price is 4.315.123 ₫
5.065.522 ₫ total
includes taxes & fees
23 Apr - 24 Apr
Sonder Onterie
Level Chicago – Old Town
Front of property – evening/night

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (304)
"Only thing was no communication on the pool location and the arcade games so I just didn't go and how to work the stove other that it was a beautiful experience. I think you should let people smoke on the balcony. I mean it is a expensive location and marijuana is legal a recreational use think about it. "
The price is 4.831.414 ₫
6.250.265 ₫ total
includes taxes & fees
22 Apr - 23 Apr
Level Chicago – Old Town
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, (391)
"it was as it advertising. clean, tourist friendly "
Kasa Magnificent Mile Chicago
Sonder Jewelers Row
Free toiletries, hair dryer, towels, soap

Sonder Jewelers Row

3.5 star property
8.4 out of 10, Very good, (148)
"This was the perfect stay for us this past weekend "
The price is 4.153.345 ₫
4.875.611 ₫ total
includes taxes & fees
23 Apr - 24 Apr
Sonder Jewelers Row
Kasa South Loop Chicago
Deluxe Apartment, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | City view

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (275)
"We had a great time"
Kasa South Loop Chicago
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, (151)
"This is our second time staying and it is really a nice place.clean and just enough kitchen stuff to cook simple meals.Our family booked 4 suites this time and everyone was comfortable even in the sofa beds. the area has many restaurants so easy places to walk to and a nice variety. Only complaint is my son needed to work remotely and the internet was not sufficient for him. It also was spotty just for streaming."
The Neighborhood Hotel-Little Italy
Sonder The Plymouth
City view from property

Sonder The Plymouth

3.5 star property
8.4 out of 10, Very good, (97)
"The apartment was perfect. Location made everything walkable. Super clean. Bright rooms. Bed was super comfy. I can’t say enough good things about this place. I loved it and would stay here again on my next trip to Chicago "
The price is 3.564.047 ₫
4.183.835 ₫ total
includes taxes & fees
12 May - 13 May
Sonder The Plymouth
Sonder The Opal
Exterior

Sonder The Opal

3.5 star property
8.6 out of 10, Excellent, (33)
"Very very cozy and clean! All messages and questions were answered promptly, and checking in and out was smooth! getting into the building was easy, everything was perfect. "
The price is 2.860.675 ₫
3.358.146 ₫ total
includes taxes & fees
11 May - 12 May
Sonder The Opal
Kasa River North Chicago
Library

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (136)
"Easy, clean, affordable and great location. Great value too- kitchen, living room, washer/dryer, so much space!"
The price is 4.433.346 ₫
5.204.304 ₫ total
includes taxes & fees
23 Apr - 24 Apr
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, (47)
"I was in the mood to walk, so I put on my sneakers and did just that. The property is a little off the beaten track, and I was not that impressed with Greek Town, but I would stay again because the property itself was quite nice. "
The price is 4.347.272 ₫
5.103.262 ₫ total
includes taxes & fees
27 Apr - 28 Apr
Sonder Greektown
Wrigleyville Suites
Living area

Wrigleyville Suites

2.0 star property
9.4 out of 10, Exceptional, (3)
"Very good place at a very good price! Communication is the only need for improvement in my opinion. "
The price is 3.733.344 ₫
5.678.873 ₫ total
includes taxes & fees
22 Apr - 23 Apr
Wrigleyville Suites
Ground Floor Studios in Chicago by 747 Lofts
Exterior

Ground Floor Studios in Chicago by 747 Lofts

2.0 star property
9.6 out of 10, Exceptional, (12)
"Overall for solo travel is recommended."
The price is 2.041.673 ₫
4.106.679 ₫ total
includes taxes & fees
21 May - 22 May
Ground Floor Studios in Chicago by 747 Lofts
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

Embassy Suites by Hilton Chicago Downtown River North
Lobby

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
8.4 out of 10, Very good, (3918)
"All good"
The price is 4.122.234 ₫
4.839.089 ₫ total
includes taxes & fees
22 Apr - 23 Apr
Embassy Suites by Hilton Chicago Downtown River North
Swissotel - Chicago
Front of property – evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2081)
"The location is very convenient - a short walk to attraction such as Millennium Park, the Art Institute, Navy Pier, and the Miraculous Mile. I got a wonderful room, it was clean and very quiet. The gym is wonderful but it would be great if there were yoga mats in addition to the equipment offered. Staff was very friendly and helpful. It's a shame that the Palm doesn't have a better view, it's very dark and cave-like, though the food and wine were great. I don't like the $25/day fee for...
The price is 4.666.680 ₫
6.239.092 ₫ total
includes taxes & fees
11 May - 12 May
Swissotel - Chicago
Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2155)
"The only thing was the pool was closed. But other then that we had a good stay"
The price is 4.122.234 ₫
4.839.089 ₫ total
includes taxes & fees
22 Apr - 23 Apr
Hilton Chicago/Magnificent Mile 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.

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.