A cityscape with a river, high-rise buildings, and a bridge.

Oak Lawn Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Oak Lawn vacation rentals

Private kitchen

1. Soothing 1 bedroom apartment with AC in charming Oak Lawn,

Soothing 1 bedroom apartment with AC in charming Oak Lawn,
Oak Lawn
6.4 out of 10, (8 reviews)
The price is AED 496
AED 609 total
includes taxes & fees
16 Aug - 17 Aug
Soothing 1 bedroom apartment with AC in charming Oak Lawn,
Exterior

2. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,260 reviews)
"The room and building were beautiful and located in a great place."
United States
Ryan
The price is AED 555
AED 760 total
includes taxes & fees
30 Aug - 31 Aug
Sentral Michigan Avenue
Lake

3. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (13 reviews)
"Great location and super clean!"
United States
Erica
The price is AED 751
AED 1,111 total
includes taxes & fees
7 Sep - 8 Sep
Kasa Lake Shore Chicago
Dining

4. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Berwyn
10.0 out of 10, Exceptional, (31 reviews)
"Relaxing stay and safe location. Host JD provided great communication throughout the stay. Stores are nearby in case you need items for your trip. Food options are abundant in the area. 30 min drive to downtown Chicago."
United States
Cynthia M.
The price is AED 252
AED 663 total
includes taxes & fees
17 Aug - 18 Aug
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Full-size fridge, microwave, oven, stovetop

5. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (516 reviews)
"We only stayed one night but we definitely want to go back and stay at least two nights. It really was beautiful, clean and very secure."
United States
Martha
The price is AED 865
AED 1,106 total
includes taxes & fees
31 Aug - 1 Sep
Level Chicago – Old Town
Coffee/tea maker, fridge, microwave, oven

6. *The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Worth
9.4 out of 10, Exceptional, (63 reviews)
"Checking in was easy, the place is as advertised, communication was easy as well, had no problems, will be staying there again. "
United States
Joe M.
The price is AED 815
AED 1,632 total
includes taxes & fees
24 Aug - 25 Aug
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Smart TV, video games

7. Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Brighton Park
8.6 out of 10, Excellent, (21 reviews)
"Excellent location and go anywhere so close."
United States
Yiu S.
The price is AED 426
AED 1,041 total
includes taxes & fees
7 Sep - 8 Sep
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Dining

8. Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI

Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
Berwyn
9.0 out of 10, Wonderful, (18 reviews)
"It's a great place to stay, honestly, the hosts are nice and there to help you as well.The place is big, it has good A/C, and lots of space for different activities.Finally, there's lots of parking available in case you are using a car."
United States
Juan Pablo T.
The price is AED 249
AED 620 total
includes taxes & fees
16 Aug - 17 Aug
Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
1 bedroom, iron/ironing board, travel crib, WiFi

9. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.4 out of 10, Exceptional, (17 reviews)
"Highly recommend! Will be staying here again."
United States
Sheila M.
The price is AED 676
AED 898 total
includes taxes & fees
17 Aug - 18 Aug
LIVN West Loop Chicago Queen Superior Studio
Interior

10. Premium Urban 4BR - Perfect Mix of Comfort & Location

Premium Urban 4BR - Perfect Mix of Comfort & Location
Near North Side
10.0 out of 10, Exceptional, (4 reviews)
"Clean, comfortable, and stylish!"
United States
Maurya K.
The price is AED 1,028
AED 2,379 total
includes taxes & fees
2 Sep - 3 Sep
Premium Urban 4BR - Perfect Mix of Comfort & Location
Interior

11. Modern West Loop Gem-City Views & Prime Location 3

Modern West Loop Gem-City Views & Prime Location 3
Downtown Chicago
9.6 out of 10, Exceptional, (8 reviews)
"Loved the place 4 bedroom & 4 bathrooms was ideal for our stayGreat locationLoved the well stocked convenience store a block away "
United States
Tina Y.
The price is AED 856
AED 2,484 total
includes taxes & fees
30 Aug - 31 Aug
Modern West Loop Gem-City Views & Prime Location 3
Smart TV

12. Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW

Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
Berwyn
9.6 out of 10, Exceptional, (19 reviews)
"Great place to stay "
United States
Harquesha S.
The price is AED 249
AED 659 total
includes taxes & fees
23 Aug - 24 Aug
Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
Coffee/tea maker, fridge, microwave, oven

13. Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (77 reviews)
"The host responded quickly to my requests. Apartment was clean. Kitchen well stocked with cooking, utensils, spices, etc. He registered my car so I coiud park on the street without any problem. Close to the Blue Line stop to take the "L" into downtown Chicago."
United States
Michael
The price is AED 463
AED 1,182 total
includes taxes & fees
18 Aug - 19 Aug
Cozy, Comfortable and Convenient apartment. Close to everything!
Smart TV, books

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

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.4 out of 10, Exceptional, (69 reviews)
"Very nice stay. Close to everything. Host very helpful. "
United States
Tamela S.
The price is AED 423
AED 964 total
includes taxes & fees
17 Aug - 18 Aug
Chic Suite/Mins to L Train /Laundry/Free Parking
Dining

15. LIVN Millennium Park Downtown Chicago Studio

LIVN Millennium Park Downtown Chicago Studio
Downtown Chicago
9.4 out of 10, Exceptional, (9 reviews)
"Great location, lovely furnishings and amenities."
United States
Georgina E.
The price is AED 815
AED 1,098 total
includes taxes & fees
19 Aug - 20 Aug
LIVN Millennium Park Downtown Chicago Studio
Interior

16. South Loop Rooftop With In and Out Parking 3

South Loop Rooftop With In and Out Parking 3
Downtown Chicago
8.8 out of 10, Excellent, (5 reviews)
"Clean place. Family friendly. Location was great. A lot of restaurants close by. Great communication from the host."
United States
jaspreet
The price is AED 768
AED 1,949 total
includes taxes & fees
19 Aug - 20 Aug
South Loop Rooftop With In and Out Parking 3
Property grounds

17. Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Robertsdale
9.8 out of 10, Exceptional, (31 reviews)
"I had a fun stay "
United States
Jusu K.
The price is AED 526
AED 741 total
includes taxes & fees
20 Aug - 21 Aug
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Dining

18. Downtown Chicago Stay with Free In & Out Parking-2

Downtown Chicago Stay with Free In & Out Parking-2
Downtown Chicago
The price is AED 1,579
AED 3,201 total
includes taxes & fees
26 Aug - 27 Aug
Downtown Chicago Stay with Free In & Out Parking-2
Coffee/tea maker, fridge, microwave, oven

19. River North Rooftop With In and Out Parking 5

River North Rooftop With In and Out Parking 5
Downtown Chicago
9.8 out of 10, Exceptional, (6 reviews)
"Everything was amazing, property was even better than expected"
United States
Jacob
River North Rooftop With In and Out Parking 5
Smart TV

20. Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
8.0 out of 10, Very Good, (32 reviews)
"Pros: Quiet neighborhood, felt safe going in and out of the house. Upstairs bathroom shower was amazing. Cons: warmer in living room, stained pillows, couches and floors felt like dust mites all over( simple fix) All in all it was a good stay."
United States
Amal
The price is AED 545
AED 1,114 total
includes taxes & fees
17 Aug - 18 Aug
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
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

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Staff was professional and friendly. Pool was incredible! Great location and lots of things to do within walking distance. Especially with a family. Will be staying again."
Sean 2-night trip
Posted less than an hour ago
InterContinental Chicago Magnificent Mile by IHG

Frequently asked questions

Can I find a vacation rental in Oak Lawn?

Yes, you can find vacation rentals in Oak Lawn close to Childrens Museum of Oak Lawn, or you can go with 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.

What are some of the best vacation home rentals that Oak Lawn has to offer?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: Visitors like this Oak Lawn vacation home rental. It is located in the city center and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Oak Lawn?

Expedia has 7 vacation 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 a family-friendly sight such as Childrens Museum of Oak Lawn. In the larger area, you’ll find popular places like United Center and Soldier Field.

What’s a vacation rental in Oak Lawn like?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Oak Lawn. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a family trip.