Oak Park Vacation Rentals

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Vacation Rentals in Oak Park

The Neighborhood Hotel-Little Italy
50-inch Smart TV with satellite channels
The Neighborhood Hotel-Little Italy
2.0 star property
10.0 out of 10, Exceptional, (23)
"Beautiful, clean, new suites! Highly recommend! Easy to get to from public transport. The pull out sofa bed is not comfortable for those hoping to use it. But the main area bed was a dream! "
The price is P 9,483
per night
May 5 - May 6
The Neighborhood Hotel-Little Italy
Ground Floor Studios in Chicago by 747 Lofts
Exterior
Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
10.0 out of 10, Exceptional, (6)
"Easy to check in, good information for parking in the area. The place was clean and nice."
The price is P 4,957
per night
May 22 - May 23
Ground Floor Studios in Chicago by 747 Lofts
Kasa River North Chicago
Exterior
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (65)
"Very clean and comfortable. Great location very close to an L stop. Walkable to shopping and the lake front and river walk"
Kasa River North Chicago
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Sentral Michigan Avenue
Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (389)
"We really enjoyed our stay at Sentral. The property is conveniently located near Art Institute of Chicago, Millennium and Grant Park."
The price is P 8,795
per night
May 27 - May 28
Sentral Michigan Avenue
Kasa South Loop Chicago
Living area
Kasa South Loop Chicago
4.0 star property
9.2 out of 10, Wonderful, (160)
"Highly recommend! Amazing view of the city and the lake, clean and quiet yet close to everything. Thoughtfully furnished with nice surprises like power strips, white noise machine in bedroom, electric kettle etc. It was ideal and we’d stay there again. "
Kasa South Loop Chicago
Sonder The Burnham
Exterior
Sonder The Burnham
3.5 star property
9.0 out of 10, Wonderful, (46)
"We loved the space, very clean, great amenities, looks like a perfect combo of a cozy apartment and a hotel room. The only problem is that it’s not very soundproof, and you can hear people using restrooms or showering in the neighboring rooms. But would definitely stay again!"
The price is P 11,222
per night
May 5 - May 6
Sonder The Burnham
Sonder South Wabash
City view from property
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (294)
"Overall the stay was amazing. We will definitely be booking here again."
The price is P 10,097
per night
May 28 - May 29
Sonder South Wabash
Level Chicago – Old Town
Front of property - evening/night
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, (206)
"Nice"
The price is P 12,917
per night
May 12 - May 13
Level Chicago – Old Town
Sonder Greektown
40-inch flat-screen TV with digital channels, TV
Sonder Greektown
3.5 star property
8.8 out of 10, Excellent, (28)
"LOCATION was terrific - central and close to all our 'outings'. Downside was NOT being able to control the thermostat. And NO response to any of our efforts to contact the property manger(s)."
The price is P 16,538
per night
May 29 - May 30
Sonder Greektown
Sonder The Plymouth
City view from property
Sonder The Plymouth
3.5 star property
8.4 out of 10, Very Good, (65)
"Great place to stay and visit Chicago on foot. The property was exactly what we hoped for. "
The price is P 13,702
per night
May 27 - May 28
Sonder The Plymouth
Sonder Jewelers Row
Bar (on property)
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very Good, (97)
"The only real problem is train noise I was lucky that my unit was at the end of hallway so relatively far from train noise but they moved us for one night to another unit because of plumbing issue and as extremely noisy "
The price is P 10,201
per night
May 28 - May 29
Sonder Jewelers Row
Sonder Market Hall
Private kitchen
Sonder Market Hall
3.5 star property
8.0 out of 10, Very Good, (74)
"The property was nice, clean and fresh. The Studio was really nice and updated. "
The price is P 6,564
per night
May 5 - May 6
Sonder Market Hall
Sonder The Opal
Full-size fridge, oven, stovetop, dishwasher
Sonder The Opal
3.5 star property
8.0 out of 10, Very Good, (12)
"Overall: A nice stay in a great part of town. Pros: Walking distance to almost everything downtown Chicago. Check-in is easy, but not the most intuitive instructions for the building codes. Spacious and clean room. Cons: The view. DO NOT let the pictures of the property deceive you… Unless you are on the top floor, the view is not very good. Also, says there’s rooftop access but no way to get to the roof (door locked). The walls are thin inside the apartment. Layout was a bit bizarre. Advert...
The price is P 11,313
per night
May 28 - May 29
Sonder The Opal
Found Chicago powered by Sonder
Interior
Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, (124)
"I enjoyed the fact that everything was close. The hotel was cleaned but I never saw a personal member. The code to enter didn't work and people inside had to help fellow clients to enter."
The price is P 11,879
per night
May 28 - May 29
Found Chicago powered by Sonder
WoodSpring Suites Chicago Addison
1 bedroom, premium bedding, pillowtop beds, desk
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (183)
"ITS A VERY NICE AND UPBEAT ESTABLISHMENT.......I ENJOYED THE STAY ONLY THING I DIDNT LIKE WAS THERE HOUSE KEEPING SCHEDULE BUT OTHER THAN THAT ITS A NICE QUIET LOCATION WITH NICE PEOPLE"
The price is P 4,142
per night
May 7 - May 8
WoodSpring Suites Chicago Addison
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See all available properties in Oak Park
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.

Other types of properties in Oak Park you may be interested in

River Hotel
View from property
River Hotel
4.0 star property
8.8 out of 10, Excellent, (2843)
"Loved the free water. Hotel staff (Pedro) was very friendly & helpful! The room was the perfect size for one person."
The price is P 9,238
per night
May 12 - May 13
River Hotel
Eurostars Magnificent Mile
Balcony
Eurostars Magnificent Mile
4.0 star property
8.4 out of 10, Very Good, (1884)
","
The price is P 9,781
per night
May 12 - May 13
Eurostars Magnificent Mile
Warwick Allerton - Chicago
Front of property
Warwick Allerton - Chicago
4.0 star property
7.8 out of 10, Good, (2546)
"Our stay at your hotel was very comfortable! Thanks 😍"
The price is P 7,768
per night
May 12 - May 13
Warwick Allerton - 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.

Search for holiday rentals in Oak Park on Expedia! You can easily find your home rentals, villas, holiday apartments in Oak Park using one of the methods below:

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Look no further and take a look at our great range of rental properties in Oak Park!

Frequently asked questions

Are there vacation rentals in Oak Park?

Yes, we have vacation rentals in Oak Park close to Oak Park Conservatory, or you can choose a secluded option if you're looking for extra privacy while you relax. 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 vacation rentals are there in Oak Park?

With 23 Expedia vacation rentals, you're sure 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 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 Wrigley Field and Grant Park.

What’s a vacation rental in Oak Park like?

Vacation rentals are private properties you can stay in for several days or longer in Oak Park. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.

Recent reviews of Oak Park properties
Expedia verified reviews

Congress Plaza Hotel

Congress Plaza Hotel

5/5 Excellent
"I loved my stay at the Congress Plaza Hotel! Check in was easy, especially since I got to check in at 12 noon, instead of 3PM. My room was very spacious and my king size bed was made up nicely and it was very comfortable too! There were plenty of towels in the pretty bathroom. The flatscreen TV was nice to watch. My room was very chilly at night because the HVAC registers are now set for warmer outdoor climates, but the lady at the front desk gave me a warm thick blanket to use. There are lots of things to do on Michigan Ave within walking distance. I also walked across the street to Millennium Park. My concert at the United Center was only 3 miles away and my Curb Taxi was less than $17. The doorman Steve hailed my Curb Taxi and it pulled right up to the front door of the of the hotel. The doorman also told me about the Harold's Chicken and the Subway restaurants around the corner from the hotel and that made my day! I will be staying at the Congress Plaza again in the future! "
A verified traveler stayed at Congress Plaza Hotel
Posted 1 day ago
Congress Plaza Hotel