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Oak Lawn Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

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
6.6 out of 10, (7 reviews)
The price is ￥21,532
￥26,404 total
includes taxes & fees
Aug 4 - Aug 5
Soothing 1 bedroom apartment with AC in charming Oak Lawn,
Indoor pool

2. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,235 reviews)
"Great property and location."
United States
Michael
The price is ￥23,799
￥32,558 total
includes taxes & fees
Aug 31 - Sep 1
Sentral Michigan Avenue
Coffee/tea maker, fridge, microwave, oven

3. *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 ￥31,480
￥64,696 total
includes taxes & fees
Aug 9 - Aug 10
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Coffee/tea maker, fridge, microwave, oven

4. 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 ￥22,345
￥54,269 total
includes taxes & fees
Aug 17 - Aug 18
Cozy, Comfortable and Convenient apartment. Close to everything!
Smart TV, books

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

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.6 out of 10, Exceptional, (67 reviews)
"Very nice stay. Close to everything. Host very helpful. "
United States
Tamela S.
The price is ￥19,832
￥43,426 total
includes taxes & fees
Aug 18 - Aug 19
Chic Suite/Mins to L Train /Laundry/Free Parking
1 bedroom, iron/ironing board, travel crib, WiFi

6. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.2 out of 10, Wonderful, (15 reviews)
"Highly recommend! Will be staying here again."
United States
Sheila M.
The price is ￥39,035
￥51,847 total
includes taxes & fees
Aug 6 - Aug 7
LIVN West Loop Chicago Queen Superior Studio
Smart TV

7. 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, (30 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 ￥23,374
￥47,401 total
includes taxes & fees
Aug 3 - Aug 4
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Interior

8. 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 ￥34,795
￥86,675 total
includes taxes & fees
Aug 19 - Aug 20
South Loop Rooftop With In and Out Parking 3
Full-size fridge, microwave, oven, stovetop

9. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (512 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 ￥39,665
￥50,445 total
includes taxes & fees
Sep 1 - Sep 2
Level Chicago – Old Town
Interior

10. Sleeps 7 • Huge Projector • Designated Workspace

Sleeps 7 • Huge Projector • Designated Workspace
Irving Park
10.0 out of 10, Exceptional, (6 reviews)
"Great location and easy on street parking. "
United States
Lori A.
The price is ￥13,647
￥49,640 total
includes taxes & fees
Sep 1 - Sep 2
Sleeps 7 • Huge Projector • Designated Workspace
TV, offices

11. River North Rooftop With In and Out Parking 6

River North Rooftop With In and Out Parking 6
Downtown Chicago
9.0 out of 10, Wonderful, (2 reviews)
"Host was amazing, very responsive. VRBO was spotless! Great location! Would definitely stay here again."
United States
Amy L.
River North Rooftop With In and Out Parking 6
Interior

12. Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (105 reviews)
"Everything was good!"
United States
Brio
The price is ￥25,271
￥50,913 total
includes taxes & fees
Aug 31 - Sep 1
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Smart TV, video games

13. 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 ￥33,678
￥64,780 total
includes taxes & fees
Aug 2 - Aug 3
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Smart TV

14. Newly Remodeled Gem | Heart of Chicago

Newly Remodeled Gem | Heart of Chicago
Humboldt Park
9.4 out of 10, Exceptional, (6 reviews)
"Super clean, comfortable beds, easy to access, easy checkout, and a very communicable host. Overall a great stay. "
United States
Kevin R.
The price is ￥28,570
￥81,918 total
includes taxes & fees
Aug 3 - Aug 4
Newly Remodeled Gem | Heart of Chicago
Property grounds

15. 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, (28 reviews)
"I had a fun stay "
United States
Jusu K.
The price is ￥25,027
￥34,905 total
includes taxes & fees
Aug 20 - Aug 21
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
3 bedrooms, desk, iron/ironing board, WiFi

16. Downtown Chicago Stay with Free In & Out Parking 4

Downtown Chicago Stay with Free In & Out Parking 4
Downtown Chicago
9.4 out of 10, Exceptional, (6 reviews)
"Our stay was wonderful. The views were fantastic. The apartment was centrally located so we were able to walk to restaurants, museums, and theaters. We bookmarked this location for future stays."
United States
Renae S.
The price is ￥55,864
￥116,417 total
includes taxes & fees
Aug 25 - Aug 26
Downtown Chicago Stay with Free In & Out Parking 4
1 bedroom, iron/ironing board, WiFi (free), bed sheets

17. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (89 reviews)
"It was small and cozy and perfect for a weekend trip in Chicago"
United States
Lilly L.
The price is ￥16,520
￥30,234 total
includes taxes & fees
Aug 25 - Aug 26
Cozy studio in Andersonville Chicago
Dining

18. LIVN Millennium Park Downtown Chicago Prem Studio

LIVN Millennium Park Downtown Chicago Prem Studio
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"The check in and out process was very quick. Communication with the host was great. "
United States
Raquel W.
The price is ￥44,531
￥59,175 total
includes taxes & fees
Aug 3 - Aug 4
LIVN Millennium Park Downtown Chicago Prem Studio
Coffee/tea maker, fridge, microwave, oven

19. Mins from O'Hare • Safe Location • Private Parking

Mins from O'Hare • Safe Location • Private Parking
O'Hare
8.0 out of 10, Very Good, (2 reviews)
"I had no issues at all, they were in constant contact if i needed anything. The area was really nice and relaxing. Everything was 10 minutes or less drive. Truly a primed rental, would definitely go back"
United States
Daniel H.
The price is ￥16,322
￥53,372 total
includes taxes & fees
Aug 2 - Aug 3
Mins from O'Hare • Safe Location • Private Parking
TV, offices

20. Modern West Loop Gem-City Views & Prime Location 6

Modern West Loop Gem-City Views & Prime Location 6
Downtown Chicago
10.0 out of 10, Exceptional, (26 reviews)
"Great location. "
United States
Tom S.
The price is ￥60,971
￥140,452 total
includes taxes & fees
Aug 2 - Aug 3
Modern West Loop Gem-City Views & Prime Location 6
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

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"Comfortable and perfect for a quick business trip."
Vivian 1-night trip
Posted 1 hour ago
Club Quarters Hotel, Central Loop, Chicago

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
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  • 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 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.