Oak Lawn Holiday Rentals

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Check prices for these dates

Tonight
15 Jul - 16 Jul
Tomorrow
16 Jul - 17 Jul
This weekend
18 Jul - 20 Jul
Next weekend
25 Jul - 27 Jul

Holiday Rentals in Oak Lawn

Stylish 1BR in West Loop
Enjoy cooking in this well-equipped kitchen with a gas stove, oven, and microwave.

Stylish 1BR in West Loop

The price is HK$840
HK$1,564 total
includes taxes & fees
16 Jul - 17 Jul
Stylish 1BR in West Loop
All Set Up - Furnished 1BR Unit
1 bedroom, iron/ironing board, travel cot, WiFi

All Set Up - Furnished 1BR Unit

8.0 out of 10, Very good, (1)
"The apartment looked exactly like the pictures and was very well kept. Everything was clean and functional and we didn’t have any issues. The neighborhood is very quiet and safe and also has a target nearby for quick grocery trips. Connectivity wise, there’s a busy stop within walking distance but no train stations.The host was also very responsive and helpful. We didn’t have any trouble checking in or checking out.Overall a great experience and comfortable stay."
The price is HK$840
HK$1,564 total
includes taxes & fees
17 Jul - 18 Jul
All Set Up - Furnished 1BR Unit
Sun-Drenched 1BR Apartment
Enjoy cooking in this kitchen with a gas stove, oven, and microwave, complemented by dark cabinetry.

Sun-Drenched 1BR Apartment

The price is HK$1,154
HK$1,905 total
includes taxes & fees
17 Jul - 18 Jul
Sun-Drenched 1BR Apartment
2 Connecting Suites at a 4⭐️ Hotel
Experience the grandeur of our lobby, featuring a central fountain, plush seating, and intricate woodwork.

2 Connecting Suites at a 4⭐️ Hotel

The price is HK$4,646
HK$6,198 total
includes taxes & fees
11 Aug - 12 Aug
2 Connecting Suites at a 4⭐️ Hotel
Luxury Unit with Rooftop Lounge & Spectacular City Views
Property grounds

Luxury Unit with Rooftop Lounge & Spectacular City Views

The price is HK$1,287
HK$1,871 total
includes taxes & fees
20 Jul - 21 Jul
Luxury Unit with Rooftop Lounge & Spectacular City Views
2 Connecting Suites at a 5⭐️ Hotel
Classic Chicago hotel with a symmetrical facade, large windows, and a central entrance.

2 Connecting Suites at a 5⭐️ Hotel

The price is HK$21,328
HK$28,418 total
includes taxes & fees
10 Aug - 11 Aug
2 Connecting Suites at a 5⭐️ Hotel
Cozy studio in Andersonville Chicago
Relax in this inviting bedroom with a comfortable bed, sofa, and lush greenery.

Cozy studio in Andersonville Chicago

9.2 out of 10, Wonderful, (10)
"I thought I was in a $300 night hotel, private, and serene surrounding"
The price is HK$746
HK$1,386 total
includes taxes & fees
11 Aug - 12 Aug
Cozy studio in Andersonville Chicago
Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG
Kitchen features a gas stove, oven, and sink, with a colorful tile backsplash and window.

Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG

2.0 star property
9.6 out of 10, Exceptional, (9)
"Lovely little cottage in great location with excellent restaurants close by. Had everything we needed for our stay. Kitchen was perfectly equipped and having the washer dryer was such a bonus. The communication with the landlord was very good. Would absolutely stay here again. "
The price is HK$856
HK$2,128 total
includes taxes & fees
16 Jul - 17 Jul
Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG
Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.
Welcome to this charming home with a cozy front porch and inviting entrance.

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

2.0 star property
10.0 out of 10, Exceptional, (5)
"Very clean in a safe neighborhood. I would stay here again"
The price is HK$1,123
HK$1,566 total
includes taxes & fees
16 Jul - 17 Jul
Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.
Light-Filled 1-Bedroom Apt
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, and gas stove.

Light-Filled 1-Bedroom Apt

10.0 out of 10, Exceptional, (2)
"Great location. Very walkable to restaurants and bars. Awesome park nearby. Host was easy to communicate with. "
The price is HK$691
HK$1,415 total
includes taxes & fees
21 Jul - 22 Jul
Light-Filled 1-Bedroom Apt
Roscoe Retreat · Cozy 2BR in Chicago
Two stylish rooms with large beds, comfortable seating areas, and ample natural light.

Roscoe Retreat · Cozy 2BR in Chicago

The price is HK$746
HK$1,597 total
includes taxes & fees
5 Aug - 6 Aug
Roscoe Retreat · Cozy 2BR in Chicago
1BR Chic & Sunny Place
Enjoy cooking in this well-equipped kitchen with a microwave, stovetop, oven, dishwasher, and coffee maker.

1BR Chic & Sunny Place

10.0 out of 10, Exceptional, (1)
"Location was perfect for visiting family and getting around the city. Bed was extra comfy and the AC worked wonderfully. Will stay here again on our next visit. "
The price is HK$691
HK$1,415 total
includes taxes & fees
16 Jul - 17 Jul
1BR Chic & Sunny Place
Prime City Stay in a 1BR Apt
1 bedroom, iron/ironing board, travel cot, WiFi

Prime City Stay in a 1BR Apt

9.0 out of 10, Wonderful, (2)
"Location is very good, 10 mins walk to irving blue line station, and the apartment has lot of light during the day as it was a corner unit."
The price is HK$691
HK$1,415 total
includes taxes & fees
17 Jul - 18 Jul
Prime City Stay in a 1BR Apt
Cozy 2BR Apt for a Seamless Stay
Relax in a spacious room with a large bed, sofa, and separate living area, featuring a bathroom with a sink, toilet, and shower.

Cozy 2BR Apt for a Seamless Stay

The price is HK$691
HK$1,533 total
includes taxes & fees
17 Jul - 18 Jul
Cozy 2BR Apt for a Seamless Stay
Cozy 2BR Apt w/ Washer & Dryer
Cozy retreat with a large bed, bedside table, and reading area.

Cozy 2BR Apt w/ Washer & Dryer

The price is HK$691
HK$1,533 total
includes taxes & fees
16 Jul - 17 Jul
Cozy 2BR Apt w/ Washer & Dryer
1BR Vibrant & Inviting Apt in Chicago
Relax in a spacious room with a large bed, cozy reading nook, and comfortable living area.

1BR Vibrant & Inviting Apt in Chicago

The price is HK$691
HK$1,415 total
includes taxes & fees
16 Jul - 17 Jul
1BR Vibrant & Inviting Apt in Chicago
Cozy house in the city
Relax on the deck with four Adirondack chairs and a grill station.

Cozy house in the city

2.0 star property
10.0 out of 10, Exceptional, (2)
"This was one of our favorite places we have ever stayed! It was clean, decorated beautifully, had comfortable beds, a refrigerator with an ice maker and filtered water, washer and dryer that worked great, a cool backyard with hammocks, and even little things like coffee creamer, toothpaste, and mouthwash in case you forgot yours. We stayed in three different rental places on our trip and this was by far our favorite! What a beautiful home! "
The price is HK$1,392
HK$2,936 total
includes taxes & fees
23 Jul - 24 Jul
Cozy house in the city
1BR Airy Apartment w/ Wi-Fi
Relax in a serene space with a large bed, abstract art, and a stylish rug.

1BR Airy Apartment w/ Wi-Fi

The price is HK$691
HK$1,415 total
includes taxes & fees
28 Jul - 29 Jul
1BR Airy Apartment w/ Wi-Fi
Sleek Style 3BR Haven - Free Parking - Ashland 2N
Relax in a stylish room with a large bed, bedside table, and artwork adorning the walls.

Sleek Style 3BR Haven - Free Parking - Ashland 2N

8.0 out of 10, Very good, (1)
"Centrally located "
The price is HK$1,154
HK$2,237 total
includes taxes & fees
28 Jul - 29 Jul
Sleek Style 3BR Haven - Free Parking - Ashland 2N
Cozy 3-Bedroom Escape w/ Bonus Extra Living Area – Chicago Suburbs
Each room features a unique layout with a shower, table, and seating area.

Cozy 3-Bedroom Escape w/ Bonus Extra Living Area – Chicago Suburbs

10.0 out of 10, Exceptional, (2)
"Lakeia was very accommodating throughout our stay."
The price is HK$1,060
HK$2,061 total
includes taxes & fees
21 Jul - 22 Jul
Cozy 3-Bedroom Escape w/ Bonus Extra Living Area – Chicago Suburbs
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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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.

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

4BR Retreat w/ Theater, Game Room & Backyard: This holiday home rental outside of Oak Lawn offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Oak Lawn?

Expedia has 6 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 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.