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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Oak Lawn holiday rentals

Bar (on property)

Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn
3.5 star property
Oak Lawn
8.4 out of 10, Very good, (1,209 reviews)
"Nice place to stay "
United States
Stephanie
The price is ฿3,464
฿3,983 total
includes taxes & fees
15 Feb - 16 Feb
Hilton Chicago/Oak Lawn
Exterior

Hotel O Miami Inn & Suites Chicago Midway Airport

Hotel O Miami Inn & Suites Chicago Midway Airport
2.5 star property
Oak Lawn
5.6 out of 10, (244 reviews)
"Yes we loved it there we will go tell our friends all about it it was nice and clean"
United States
Anthony
The price is ฿1,819
฿2,312 total
includes taxes & fees
12 Feb - 13 Feb
Hotel O Miami Inn & Suites Chicago Midway Airport
Iron/ironing board, free WiFi

GATEWAY INN

GATEWAY INN
2.0 star property
Oak Lawn
8.4 out of 10, Very good, (154 reviews)
"Yes staff was courteous and the room was clean."
United States
John
The price is ฿3,121
฿3,589 total
includes taxes & fees
9 Feb - 10 Feb
GATEWAY INN
Suite, 1 King Bed, Smoking, Jetted Tub | Jetted bathtub

Midway Inn & Suites

Midway Inn & Suites
2.0 star property
Oak Lawn
7.0 out of 10, Good, (312 reviews)
"Don’t let the motel style fool you. Comfy bed, excellent tv service, great water pressure for the shower. It’s as good as any Holiday Inn but cheaper "
United States
Gregory
The price is ฿2,270
฿2,610 total
includes taxes & fees
9 Feb - 10 Feb
Midway Inn & Suites
Lobby

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4,995 reviews)
"Great stay, good location, accommodating staff."
United States
Ian
The price is ฿2,209
฿2,594 total
includes taxes & fees
22 Feb - 23 Feb
River Hotel
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,074 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is ฿2,680
฿3,146 total
includes taxes & fees
22 Feb - 23 Feb
Aloft Chicago Mag Mile
Restaurant

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,371 reviews)
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
United States
Stephanie
The price is ฿3,009
฿3,533 total
includes taxes & fees
27 Feb - 28 Feb
Hyatt Centric The Loop Chicago
Nightclub

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,416 reviews)
"The staff was very helpful with the check in and the room was great. "
United States
George
The price is ฿3,024
฿3,550 total
includes taxes & fees
15 Feb - 16 Feb
Club Quarters Hotel, Central Loop, Chicago
Shared kitchen

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very good, (441 reviews)
"Amazing staff and very clean, modern rooms!"
United States
genevieve
The price is ฿1,860
฿2,183 total
includes taxes & fees
22 Feb - 23 Feb
FOUND Hotel Chicago River North
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9,867 reviews)
"Staff was nice, clean room, nice location"
United States
Zyanya
The price is ฿4,666
฿5,477 total
includes taxes & fees
13 Feb - 14 Feb
Congress Plaza Hotel
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,285 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is ฿4,240
฿5,765 total
includes taxes & fees
21 Feb - 22 Feb
Palmer House a Hilton Hotel
Property amenity

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,660 reviews)
"Lovely room, beautiful hotel, wonderful staff, ideal location to navy pier & Michigan Ave. "
United States
Norah
The price is ฿2,806
฿3,294 total
includes taxes & fees
12 Feb - 13 Feb
The Wade
Interior

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,750 reviews)
"i've stayed here twice now and its so incredibly charming and beautiful, staff is friendly, and very affordable, HIGHLY reccomend!!"
United States
Jayden
The price is ฿1,702
฿2,554 total
includes taxes & fees
10 Feb - 11 Feb
Freehand Chicago
Exterior

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,039 reviews)
"Great place"
United States
Omar
The price is ฿2,063
฿3,348 total
includes taxes & fees
22 Feb - 23 Feb
Warwick Allerton - Chicago
Lobby sitting area

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,079 reviews)
"Great place"
United States
Nicholas
The price is ฿2,320
฿2,723 total
includes taxes & fees
15 Feb - 16 Feb
Club Quarters Hotel Wacker at Michigan, Chicago
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,288 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is ฿3,260
฿3,827 total
includes taxes & fees
9 Feb - 10 Feb
The Chicago Hotel Collection Ambassador Gold Coast
Lobby

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
Downtown Chicago
7.4 out of 10, Good, (2,516 reviews)
"Always a good stay"
Canada
Domenic
The price is ฿2,396
฿2,813 total
includes taxes & fees
9 Feb - 10 Feb
Travelodge by Wyndham Downtown Chicago
Nightclub

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,019 reviews)
"Clean rooms, very friendly staff, and great location"
United States
Dipayan
The price is ฿2,320
฿2,723 total
includes taxes & fees
26 Feb - 27 Feb
Central Loop Hotel
Bar (on property)

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3,945 reviews)
"Location, breakfast was good, room was nice. "
United States
Traci
The price is ฿2,413
฿2,833 total
includes taxes & fees
16 Feb - 17 Feb
The Whitehall Hotel, BW Premier Collection
Exterior

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,529 reviews)
"Great location, friendly staff and nice room"
United States
Srinivasa
The price is ฿1,784
฿3,019 total
includes taxes & fees
22 Feb - 23 Feb
Claridge House Chicago, Tapestry Collection by Hilton
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 Lawn Hotel Reviews

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

10/10 Excellent
"Great room, very quiet and staff was friendly and accomodating."
Samuel 1-night trip
Posted 2 days ago
Courtyard by Marriott Chicago Magnificent Mile

Find out more about Oak Lawn

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

  • View our selection of featured holiday rentals in Oak Lawn
  • Use the map to find apartments and other holiday homes in the Oak Lawn neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oak Lawn while they last

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

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 7 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 Moraine Valley Community College Fine and Performing Arts Center, 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 Michigan Avenue and Wrigley Field.

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.