Search Holiday Rentals in Oak Park

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Top Holiday Rentals in Oak Park

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 ₹6,739
per night
22 May - 23 May
Ground Floor Studios in Chicago by 747 Lofts
50-inch Smart TV with satellite channels
The Neighborhood Hotel-Little Italy
2.0 star property
9.8 out of 10, Exceptional, (28)
"Great location, Great Neighborhood, plenty of dining options within walking distance. You can park by the hotel to unload and load and there is limited time meter parking or late night early am free parking streetside... When you can find it. There is a parking garage at the corner of Taylor and Paulina that is only $9 if in after 3p and out before 8a... Which is a steal by Chicago parking costs. It's a short 3 block walk to the hotel... Well lit and sidewalks. The only nitpick I can even...
The Neighborhood Hotel-Little Italy
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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Family Apartment, 3 Bedrooms, Non Smoking, Balcony | Living area | Smart TV, streaming services
Kasa South Loop Chicago
4.0 star property
9.4 out of 10, Exceptional, (161)
"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
Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (395)
"The facility is fantastic. Really enjoyed the gym and pool. Our premium apartment was not the best. Although the corner suite offered a fantastic view the apartment was dirty and run down. Trains are very loud. Not sure that I would stay here again. For the same price you can book something in the north or downtown. "
The price is ₹11,949
per night
27 May - 28 May
Sentral Michigan Avenue
49-inch Smart TV with digital channels, TV, streaming services
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (222)
"Kasa is good overall. However, the cleaning lady just barged in my room without knocking and pretended to be checking the place. Not good at all. No proper MANNER. There is only one person in the lobby checking in guests as well as taking luggages for storage. It would be helpful to have a separate person designated so guests are not waiting."
Kasa Magnificent Mile Chicago
City view from property
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (295)
"Overall the stay was amazing. We will definitely be booking here again."
The price is ₹16,203
per night
28 May - 29 May
Sonder South Wabash
Exterior
Sonder The Burnham
3.5 star property
8.8 out of 10, Excellent, (52)
"Very easy to check in. Was a beautiful place."
The price is ₹16,384
per night
28 May - 29 May
Sonder The Burnham
Front of property – evening/night
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, (207)
"Nice"
The price is ₹25,465
per night
15 May - 16 May
Level Chicago – Old Town
40-inch flat-screen TV with digital channels, TV
Sonder Greektown
3.5 star property
8.8 out of 10, Excellent, (29)
"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 ₹23,964
per night
29 May - 30 May
Sonder Greektown
City view from property
Sonder The Plymouth
3.5 star property
8.4 out of 10, Very good, (66)
"Great place to stay and visit Chicago on foot. The property was exactly what we hoped for. "
The price is ₹21,989
per night
27 May - 28 May
Sonder The Plymouth
Apartment, 1 Bedroom, City View | Living area | Flat-screen TV, streaming services
Sonder Market Hall
3.5 star property
8.2 out of 10, Very good, (77)
"Gorgeous rooms. Simple and quiet property. "
The price is ₹9,627
per night
27 May - 28 May
Sonder Market Hall
Exterior
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very good, (99)
"This is an overall very convenient, clean and well maintained apartment hotel. Transportation is convenient, there are restaurants and other amenities nearby, and the facilities within the hotel are also good. However, the only downside is that it is close to the station and there is construction nearby, so it is very noisy. However, if I had the chance to choose again, I would choose this hotel. I am satisfied."
The price is ₹17,295
per night
28 May - 29 May
Sonder Jewelers Row
Full-sized 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 ₹18,870
per night
28 May - 29 May
Sonder The Opal
Interior
Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, (125)
"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 ₹17,321
per night
6 Jun - 7 Jun
Found Chicago powered by Sonder
1 bedroom, premium bedding, pillow-top beds, desk
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (184)
"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 ₹6,011
per night
14 May - 15 May
WoodSpring Suites Chicago Addison
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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

View from property
River Hotel
4.0 star property
8.8 out of 10, Excellent, (2873)
"We enjoyed our stay, great area within walking distance of shopping, food and activities. The room was clean and comfortable (standard room). The facility offers valet parking for a fee. The staff was friendly. The only downside was the small shower. Overall, I would recommend this hotel as a budget friendly option to enjoy Chicago."
The price is ₹14,199
per night
27 May - 28 May
River Hotel
Exterior
The Westin Michigan Avenue Chicago
4.5 star property
8.6 out of 10, Excellent, (1008)
"We had a wonderful time in Chicago! This property was located in such a great area and easy walking to all the things we wanted to do...and eat. :)"
The price is ₹12,191
per night
27 May - 28 May
The Westin Michigan Avenue Chicago
Front of property
Warwick Allerton - Chicago
4.0 star property
7.8 out of 10, Good, (2580)
"Great location near shops, food outlet’s, etc"
The price is ₹9,602
per night
27 May - 28 May
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.

Holiday Rentals in Oak Park

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

  • View our selection of featured holiday rentals in Oak Park
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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 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 23 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 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 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.

Recent reviews of Oak Park properties
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