Oak Park Holiday Rentals

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Holiday Rentals in Oak Park

Comfy 2-bedroom apartment with AC, WiFi in Oak Park

10.0 out of 10, Exceptional, (1)
"Very responsive, parking and nice layout "
The price is AU$1,092
includes taxes & fees
1 Aug - 2 Aug
Comfy 2-bedroom apartment with AC, WiFi in Oak Park

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (844)
"We would stay here again. Very happy with our stay "
The price is AU$362
includes taxes & fees
4 Aug - 5 Aug
Sentral Michigan Avenue

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.2 out of 10, Very good, (334)
"The property canceled on us 4 hours prior to check in"
The price is AU$226
includes taxes & fees
17 Aug - 18 Aug
Sonder by Marriott Bonvoy Market Hall Apartments West Loop

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (331)
"Hotel was nice"
The price is AU$499
includes taxes & fees
24 Aug - 25 Aug
Level Chicago – Old Town

Kasa Magnificent Mile Chicago

4.0 star property
9.4 out of 10, Exceptional, (453)
"Nice views and convenient location to transit and dining"
Kasa Magnificent Mile Chicago

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.8 out of 10, Excellent, (590)
"I would stay again. "
The price is AU$269
includes taxes & fees
25 Aug - 26 Aug
Sonder by Marriott Bonvoy South Wabash Apartments South Loop

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
7.8 out of 10, Good, (124)
"Super convenient location. Lots of parking options and able to walk to all sites in this area."
The price is AU$234
includes taxes & fees
25 Aug - 26 Aug
Sonder by Marriott Bonvoy The Plymouth Apartments Loop

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (321)
"I definitely enjoyed my stay and roof deck was the highlight. "
Kasa South Loop Chicago

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
9.0 out of 10, Wonderful, (199)
"Clean, new, spacious "
The price is AU$407
includes taxes & fees
17 Aug - 18 Aug
Sonder by Marriott Bonvoy The Burnham Apartments Loop

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (80)
"Had a good and comfortable stay "
The price is AU$355
includes taxes & fees
4 Aug - 5 Aug
The Gem Museum Suites

The Neighborhood Hotel-Little Italy

4.0 star property
9.8 out of 10, Exceptional, (180)
"Building was quiet. Good nearby restaurants. "
The Neighborhood Hotel-Little Italy

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.2 out of 10, Very good, (169)
"Great location. Clean (very clean) and comfortable apartments with everything you need. Cons: soundproofing from the city center is weak, all sounds are heard quite well. In terms of price per room ratio - a super option. I will book next time, and I recommend it to everyone."
The price is AU$287
includes taxes & fees
17 Aug - 18 Aug
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (157)
"Great location and very clean! Will definitely be staying again. "
Kasa River North Chicago

Wrigleyville Suites

2.0 star property
9.8 out of 10, Exceptional, (10)
"Excellent location and very clean! Would stay again!"
The price is AU$230
includes taxes & fees
29 July - 30 July
Wrigleyville Suites

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.6 out of 10, Excellent, (42)
"Our stay was amazing. "
The price is AU$255
includes taxes & fees
17 Aug - 18 Aug
Sonder by Marriott Bonvoy The Opal Apartments River North

Lakeview 2BR Apartment

9.4 out of 10, Exceptional, (6)
The price is AU$336
includes taxes & fees
12 Aug - 13 Aug
Lakeview 2BR Apartment

Sonder by Marriott Bonvoy Greektown Apartments

3.5 star property
8.8 out of 10, Excellent, (56)
"Great location, easy stay!"
The price is AU$378
includes taxes & fees
24 Aug - 25 Aug
Sonder by Marriott Bonvoy Greektown Apartments

Clean & Equipped 1BR Apt

8.0 out of 10, Very good, (6)
The price is AU$290
includes taxes & fees
3 Aug - 4 Aug
Clean & Equipped 1BR Apt

Cozy, Fully Set-Up 1BR Space

9.2 out of 10, Wonderful, (7)
"Great place! 15 min walk to Wrigley "
The price is AU$290
includes taxes & fees
5 Aug - 6 Aug
Cozy, Fully Set-Up 1BR Space

Huge Projector and Designated Workspace - Near Wrigley!

The price is AU$429
includes taxes & fees
12 Aug - 13 Aug
Huge Projector and Designated Workspace - Near Wrigley!
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

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?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This holiday home rental outside of Oak Park is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop and a microwave.

How many holiday rentals are there in Oak Park?

With 32 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.