A city skyline with numerous high-rise buildings, a large body of water with numerous boats, and a clear blue sky.

Oak Lawn Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Oak Lawn vacation rentals

A modern building with the name 'SENIORAL' prominently displayed on the facade.

1. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,415 reviews)
"Great for extended stays."
United States
Jeff
The price is SAR 718
SAR 842 total
includes taxes & fees
7 Dec - 8 Dec
Sentral Michigan Avenue
A waterfront promenade with high-rise buildings, a sandy beach, and a pedestrian walkway.

2. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (90 reviews)
"The bathroom was really clean. The beds were really comfortable"
United States
Jair
The price is SAR 548
SAR 839 total
includes taxes & fees
26 Nov - 27 Nov
Kasa Lake Shore Chicago
A modern kitchen with a large island, bar stools, and a city view.

3. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (562 reviews)
"Super clean and friendly staff! Would definitely stay here again"
United States
Robert Edward
The price is SAR 649
SAR 854 total
includes taxes & fees
23 Nov - 24 Nov
Level Chicago – Old Town
A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

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, (83 reviews)
"Excellent place to stay!"
United States
Alicia K.
The price is SAR 405
SAR 1,061 total
includes taxes & fees
16 Nov - 17 Nov
Cozy, Comfortable and Convenient apartment. Close to everything!
A dining area with a table set for two, a black leather sofa, and a ceiling fan.

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

Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Berwyn
9.8 out of 10, Exceptional, (35 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 SAR 269
SAR 662 total
includes taxes & fees
16 Nov - 17 Nov
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

6. Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
9.6 out of 10, Exceptional, (51 reviews)
"The area was nice! Many restaurants and stores are at walking distance Room was very nice and clean"
United States
Francisco
The price is SAR 441
SAR 518 total
includes taxes & fees
7 Dec - 8 Dec
Wrigleyville Suites
A neatly arranged bedroom with a bed, bedside tables, and abstract wall art.

7. Hyde Park Trendy Studio Apartment in Good Spot

Hyde Park Trendy Studio Apartment in Good Spot
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"Location could not be beat of looking to be near University of Chicago. Within walking distance to several restaurants, coffee, shops, and stores. Perfect for our trip!"
United States
rebecca
The price is SAR 270
SAR 597 total
includes taxes & fees
16 Nov - 17 Nov
Hyde Park Trendy Studio Apartment in Good Spot
A kitchen with dark wooden cabinets, stainless steel appliances, and a granite countertop.

8. Serene 1-bedroom apartment in Berwyn perfect for a relaxing stay

Serene 1-bedroom apartment in Berwyn perfect for a relaxing stay
Berwyn
The price is SAR 300
SAR 784 total
includes taxes & fees
18 Nov - 19 Nov
Serene 1-bedroom apartment in Berwyn perfect for a relaxing stay
A modern living room with a blue sofa, a patterned rug, and a television.

9. Great Area Logan Square Apt Games Pets - Sleeps 5

Great Area Logan Square Apt Games Pets - Sleeps 5
Avondale
10.0 out of 10, Exceptional, (2 reviews)
"Place was nice and clean. Great communication from the host! Would stay here again!"
United States
Deborah J.
The price is SAR 233
SAR 738 total
includes taxes & fees
16 Nov - 17 Nov
Great Area Logan Square Apt Games Pets - Sleeps 5
A rooftop terrace with a brick wall, large windows, and a metal railing.

10. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Uptown
10.0 out of 10, Exceptional, (60 reviews)
"Clean, efficient, and conveniently located to plenty of transportation and culture."
United States
Michael S.
The price is SAR 371
SAR 1,045 total
includes taxes & fees
14 Nov - 15 Nov
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
A modern living room with a flat-screen TV, a sofa, a coffee table, and a dining area with a bar stool.

11. 3BR Complete and Spacious Apartment in Ideal Spot

3BR Complete and Spacious Apartment in Ideal Spot
West Town
8.4 out of 10, Very good, (25 reviews)
"My wife and I stayed here when we came to town for a concert at the united center. We actually walked to the venue and it was about 45 mins, a lovely walk. It was a very convenient location, lovely apartment, and the host communicated very well. Check in and out was easy. Great neighborhood. Would definitely stay here again."
United States
Francis
The price is SAR 319
SAR 823 total
includes taxes & fees
16 Nov - 17 Nov
3BR Complete and Spacious Apartment in Ideal Spot
A rooftop terrace with a brick wall, large windows, and a metal railing.

12. Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Uptown
9.2 out of 10, Wonderful, (32 reviews)
"Very nice and clean place in a great location if you are going to Wrigley"
United States
Paul J.
The price is SAR 281
SAR 980 total
includes taxes & fees
17 Nov - 18 Nov
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

13. 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, (76 reviews)
"Had an amazing stay and would definitely book again!"
United States
Makenna
The price is SAR 324
SAR 779 total
includes taxes & fees
17 Nov - 18 Nov
Chic Suite/Mins to L Train /Laundry/Free Parking
A modern living room with teal sofas, a coffee table, and a TV.

14. Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Northlake
10.0 out of 10, Exceptional, (28 reviews)
"The room was very clean, and the host was timely with communications. The couches and bed were so comfy!"
United States
Kaitlyn W.
The price is SAR 563
SAR 654 total
includes taxes & fees
13 Dec - 14 Dec
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
A two-story house with a brick exterior, a sloped roof, and a front porch.

15. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (14 reviews)
"Great location with parking included"
United States
Melissa
At Home in Oak Park
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

16. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (79 reviews)
"We had a very nice stay, the place was comfortable and clean, beautifully decorated. We only wish we would’ve had more time! And bonus it came with a parking spot. We hope to come back again!"
United States
Rachael
The price is SAR 385
SAR 1,608 total
includes taxes & fees
30 Nov - 1 Dec
Chic Urban Retreat Near Wrigley Field w/Parking
A modern living room with a grey sofa, a wooden coffee table, a green sofa, and a large window with curtains.

17. Vibrant House, Walk to Train, Game Room

Vibrant House, Walk to Train, Game Room
Brookfield
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful place to stay!"
United States
Chasity D.
The price is SAR 913
SAR 2,560 total
includes taxes & fees
16 Nov - 17 Nov
Vibrant House, Walk to Train, Game Room
Private kitchen

18. ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago
Kenwood
10.0 out of 10, Exceptional, (6 reviews)
"Exactly as described, would recommend"
United States
Anonymous traveler
ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago
A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

19. Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
Westmont
9.6 out of 10, Exceptional, (7 reviews)
"Very welcoming and smells good, cozy feeling to it and quiet neighborhood."
United States
Tomas R.
The price is SAR 638
SAR 967 total
includes taxes & fees
13 Nov - 14 Nov
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
A hotel room with a large bed, a window with a view of buildings, a nightstand with a lamp, and two framed pictures on the wall.

20. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.6 out of 10, Exceptional, (29 reviews)
"Location was amazing, and check in was super simple."
United States
Dale H.
The price is SAR 612
SAR 778 total
includes taxes & fees
15 Nov - 16 Nov
LIVN West Loop Chicago Queen Superior Studio
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

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"It is so close to everything I need. The rooms are clean. The bathroom is clean. We forgot our toothbrushes and the staff helped us out."
Maria Cleofe 1-night trip
Posted less than an hour ago
The Chicago Hotel Collection - Magnificent Mile

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 Soldier Field and Navy Pier.

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.