Holiday Rentals in Oak Park

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Holiday Rentals in Oak Park

Chic Suite/Mins to L Train /Laundry/Free Parking

9.6 out of 10, Exceptional, (35)
"Had a great stay! Thank you!"
The price is €197
includes taxes & fees
4 Jan - 5 Jan 2025
Chic Suite/Mins to L Train /Laundry/Free Parking

Cozy modern unit w/ easy access to downtown Chi

9.4 out of 10, Exceptional, (37)
"Great property, perfect for our needs. Kids love it, and it’s in a great area. "
Cozy modern unit w/ easy access to downtown Chi

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (624)
"I have stayed at this property 3 times now and every time has been amazing. They have become the only place I will stay at in the city. The location is great with a parking garage around the corner at is very cheap. You get so many more amenities than a hotel and is an overall great experience. I highly recommend."
The price is €152
includes taxes & fees
23 Dec - 24 Dec
Sentral Michigan Avenue

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (342)
"The property location was great. The room was very spacious. The only knock was there was not a tv in the bedroom."
Kasa Magnificent Mile Chicago

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (407)
"The stay was great."
The price is €140
includes taxes & fees
12 Jan - 13 Jan 2025
Sonder South Wabash

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (228)
"Very nice place for the cost. Could hear outside and inside noises but noise doesn’t bother me. Would stay here again."
The price is €64
includes taxes & fees
21 Jan - 22 Jan 2025
Sonder Market Hall

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (277)
"Great location and stay"
The price is €218
includes taxes & fees
3 Jan - 4 Jan 2025
Level Chicago – Old Town

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (246)
"Everything was great from the beginning. From the instructions on where to park and enter to how to exit. "
Kasa South Loop Chicago

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (109)
"Great stay overall"
The price is €140
includes taxes & fees
5 Jan - 6 Jan 2025
Kasa River North Chicago

Sonder The Burnham Apartments

3.5 star property
9.0 out of 10, Wonderful, (122)
"Very nice place, good location near sights and bus central station, a bit slow with the heating, but overall a very good value."
The price is €141
includes taxes & fees
14 Jan - 15 Jan 2025
Sonder The Burnham Apartments

Found Chicago powered by Sonder

3.5 star property
7.6 out of 10, Good, (179)
"Excellent location, amazing price. No nonsense stay, you only get the basics here but very clean and simple. Pros: no carpet in rooms, no extra frilly pillows or curtains, all surfaces look like they can be easily wiped down and disinfected. You can actually open the windows. Self serve toiletry station. Coded locks instead of keys. Great location close to restaurants and bus stops. THE PRICE!!! Cons: non responsive staff in person and online, sometimes no staff at all. No view, stuffy room...
The price is €136
includes taxes & fees
13 Jan - 14 Jan 2025
Found Chicago powered by Sonder

The Neighborhood Hotel-Little Italy

3.5 star property
9.6 out of 10, Exceptional, (110)
"Absolutely loved loved loved my stay here!! It feels more like a personal home rather than a hotel. It’s very private, has tons of space, and felt very safe. "
The Neighborhood Hotel-Little Italy

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 €115
includes taxes & fees
13 Jan - 14 Jan 2025
Sonder Jewelers Row

Sonder The Plymouth

3.5 star property
8.4 out of 10, Very good, (87)
"Loved the location. "
The price is €116
includes taxes & fees
16 Jan - 17 Jan 2025
Sonder The Plymouth

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (116)
"Had a great time at Ms. Linnie’s place! She was incredibly responsive and helpful. The house was clean and comfortable, and I loved that there were 2 full bathrooms! I was a little nervous about the neighborhood as we were definitely looked at as outsiders, but no one bothered us and we walked to Maxwell Street Polish and back just fine (which is fantastic, btw). I did love the gated yard in back with two parking spots, so we had our own space. Would definitely stay again!"
Luxury Home Away From Your Home

Walking distance to restaurants, shops and Lake Michigan,

9.6 out of 10, Exceptional, (174)
"We were very pleased with the property. Stayed there over the Thanksgiving holiday & weekend while visiting my older daughter. Nice neighborhood & easy location to get to other parts of the city. Everything was as depicted in the description and communication with management was excellent. Would stay here again."
Walking distance to restaurants, shops and Lake Michigan,

Sonder The Opal

3.5 star property
8.6 out of 10, Excellent, (27)
"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 €116
includes taxes & fees
12 Jan - 13 Jan 2025
Sonder The Opal

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (36)
"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 €142
includes taxes & fees
13 Jan - 14 Jan 2025
Sonder Greektown

LakeHouse

10.0 out of 10, Exceptional, (13)
"Overall great experience! Great home, I love the decor of the entire home. And I will definitely recommend to others and will book again "
LakeHouse

Wrigley/Southport Corridor Garden Oasis +parking!

9.8 out of 10, Exceptional, (67)
"Very clean and comfortable place!"
Wrigley/Southport Corridor Garden Oasis +parking!
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

3.5 star property
7.8 out of 10, Good, (8292)
"This is a very old property which is part of it's charm. Water pressure in the shower was very limited. Accomodations are simple. Really liked new vinyl flooring in room with throw rug. Much better than carpeting. I will return. "
The price is €118
includes taxes & fees
23 Dec - 24 Dec
Congress Plaza Hotel

River Hotel

4.0 star property
8.8 out of 10, Excellent, (3632)
"Having to park my car 4 blocks away"
The price is €105
includes taxes & fees
21 Jan - 22 Jan 2025
River Hotel

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3125)
"I loved my stay. One of the best hotels in the city. "
The price is €194
includes taxes & fees
5 Jan - 6 Jan 2025
Hyatt Regency Chicago
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?

LakeHouse: This holiday home rental outside of Oak Park is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Oak Park?

With 27 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 Madison Street Theatre and Ernest Hemingway Museum and House, whereas Mills Park and Oak Park Conservatory are a couple of picturesque spots to enjoy the outdoors. Other popular places to visit in the area include Michigan Avenue and Wrigley Field.

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.