Oak Lawn Holiday Rentals

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Find properties with these dates

Tonight
May 3 - May 4
Tomorrow
May 4 - May 5
This weekend
May 3 - May 5

Holiday Rentals in Oak Lawn

Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (389)
"Likes having a kitchen and living room"
The price is S$282
per night
27 May - 28 May
Sentral Michigan Avenue
Living area
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 S$181
per night
27 May - 28 May
Sonder Market Hall
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 S$278
per night
28 May - 29 May
Sonder South Wabash
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Exterior
Sonder The Burnham
3.5 star property
9.0 out of 10, Wonderful, (46)
"Only real issue was no late night (after 9) dining options. I got in later than expected & couldn't find even a fast food joint open after 9. Settled for 7-11 Pizza. "
The price is S$308
per night
5 May - 6 May
Sonder The Burnham
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 S$327
per night
27 May - 28 May
Found Chicago powered by Sonder
Smart TV
The Neighborhood Hotel-Little Italy
2.0 star property
10.0 out of 10, Exceptional, (24)
"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 S$310
per night
5 May - 6 May
The Neighborhood Hotel-Little Italy
Front of property – evening/night
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, (206)
"Nice"
The price is S$362
per night
5 May - 6 May
Level Chicago – Old Town
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 S$280
per night
28 May - 29 May
Sonder Jewelers Row
1 bedroom, premium bedding, pillow-top 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 S$103
per night
5 May - 6 May
WoodSpring Suites Chicago Addison
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
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 S$377
per night
27 May - 28 May
Sonder The Plymouth
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
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 S$277
per night
28 May - 29 May
Sonder The Opal
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 S$205
per night
22 May - 23 May
Ground Floor Studios in Chicago by 747 Lofts
Flat-screen 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 S$449
per night
29 May - 30 May
Sonder Greektown
Don't see what you're looking for?
See all available properties in Oak Lawn
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 Lawn you may be interested in

Lobby
Congress Plaza Hotel
3.5 star property
7.6 out of 10, Good, (6645)
"I like the Congress Plaza because it's still a reasonably priced downtown hotel that is close to a lot of downtown attractions. I didn't find the counter staff particularly professional, friendly, or helpful this particular visit. Was a bit disappointed by that. Otherwise, we liked our rooms (539 and 539A). Will be back. "
The price is S$248
per night
9 May - 10 May
Congress Plaza Hotel
View from property
River Hotel
4.0 star property
8.8 out of 10, Excellent, (2845)
"Staff are friendly and nice. Hotel is close to Riverwalk and CTA/buses. "
The price is S$255
per night
12 May - 13 May
River Hotel
Front of property
Warwick Allerton - Chicago
4.0 star property
7.8 out of 10, Good, (2548)
"Nice hotel"
The price is S$235
per night
12 May - 13 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.

Frequently asked questions

Can I find a holiday rental in Oak Lawn?

Yes, there are holiday rentals in Oak Lawn close to Childrens Museum of Oak Lawn, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Oak Lawn. While you're here, grab a bite or have a drink at the bars.

How many holiday rentals are there in Oak Lawn?

Expedia has 11 holiday rentals for your stay in Oak Lawn.

What’s there to see and do in Oak Lawn?

Explore the area and cultural attractions such as Art Institute of Chicago, or visit one of the family-friendly sights such as Childrens Museum of Oak Lawn. In the wider area, you’ll find popular places such as Grant Park and Navy Pier.

What’s a holiday rental in Oak Lawn like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oak Lawn. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a small group gathering.

Recent reviews of Oak Lawn properties
Expedia verified reviews

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

5/5 Excellent
"I enjoyed this place. It was prettt decent and in a convenient location and walkable to shops and restaurants. Felicia was really nice and helped tremendously regarding making recommendations for activities. The place is a little older because it’s a historical building so the rooms aren’t that sound proof but still a great stay. "
A verified traveller stayed at The Whitehall Hotel, BW Premier Collection
Posted 8 hours ago
The Whitehall Hotel, BW Premier Collection