Oak Lawn Vacation Rentals

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Our top choices for Oak Lawn vacation rentals

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,124 reviews)
"Clean spacious my go to vacation spot all year around "
United States
xavier
$160 nightly
The price is $188
Apr 12 - Apr 13
Total with taxes and fees
Sentral Michigan Avenue

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (456 reviews)
"Would definitely stay again. Everything was great!"
United States
Michelle
$247 nightly
The price is $290
Apr 7 - Apr 8
Total with taxes and fees
Level Chicago – Old Town

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (187 reviews)
"Nice area if you are renting a car, be aware that you would have to pay for street parking or go over a few blocks and park in a parking lot."
United States
Daysha
$221 nightly
The price is $259
Apr 22 - Apr 23
Total with taxes and fees
Kasa River North Chicago

Plymouth Collection: 2BD with Lobby, Gym, Rooftop

Plymouth Collection: 2BD with Lobby, Gym, Rooftop
Downtown Chicago
$291 nightly
The price is $320
Apr 7 - Apr 8
Total with taxes and fees
Plymouth Collection: 2BD with Lobby, Gym, Rooftop

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, (18 reviews)
"Great place"
United States
Daniel L.
$579 nightly
The price is $644
Apr 19 - Apr 20
Total with taxes and fees
Modern West Loop Gem-City Views & Prime Location 6

Cozy & Furnished 2BR Unit

Cozy & Furnished 2BR Unit
Lincoln Square
9.2 out of 10, Wonderful, (18 reviews)
"Very cozy, amenities in great condition."
United States
Kaitlin T.
$202 nightly
The price is $224
Apr 9 - Apr 10
Total with taxes and fees
Cozy & Furnished 2BR Unit

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
9.6 out of 10, Exceptional, (24 reviews)
"I had a fun stay "
United States
Jusu K.
$160 nightly
The price is $179
Apr 8 - Apr 9
Total with taxes and fees
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

Uptown Studio Gem Sum

Uptown Studio Gem Sum
Uptown
7.4 out of 10, Good, (6 reviews)
"The neighborhood was perfect for me. I’d like to book the same property again because of the location.The only problem was checking in. The address was wrong and if I wasn’t raised in that part of Chicago I would have been very confused.Plus I checked in late at night. It wasn’t an easy process. Next time it will be diffeeent."
United States
Darryl C.
$145 nightly
The price is $161
Apr 7 - Apr 8
Total with taxes and fees
Uptown Studio Gem Sum

Stylish and Roomy 2BR in Chicago

Stylish and Roomy 2BR in Chicago
Edgewater
9.0 out of 10, Wonderful, (14 reviews)
"Clean room, easy, check-in, great location"
United States
brent w.
$202 nightly
The price is $224
Apr 13 - Apr 14
Total with taxes and fees
Stylish and Roomy 2BR in Chicago

Nice 1BR Spot, Unwind & Relax

Nice 1BR Spot, Unwind & Relax
Lincoln Square
9.8 out of 10, Exceptional, (32 reviews)
"This was a great apartment in the heart of Lincoln Square. The kitchen is fully equipped, the bed was comfortable and there are a lot of amenities and public transportation close by. I will definitely be staying hear again! "
United States
Lisa
$178 nightly
The price is $198
Apr 7 - Apr 8
Total with taxes and fees
Nice 1BR Spot, Unwind & Relax

Chic 3bed 2bath Home with free parking close to United Center

Chic 3bed 2bath Home with free parking close to United Center
Oak Park
9.8 out of 10, Exceptional, (18 reviews)
"Overall just great lovely area and chill place, rooms was great and I love the Roku tvs to sit back In chill!"
United States
Chantrice A.
$592 nightly
The price is $678
Apr 7 - Apr 8
Total with taxes and fees
Chic 3bed 2bath Home with free parking close to United Center

Elegant 2BR Apartment w/ In-Unit Laundry

Elegant 2BR Apartment w/ In-Unit Laundry
Uptown
8.8 out of 10, Excellent, (15 reviews)
"Communication with host was very good and so was location "
United States
NICOLE T.
$216 nightly
The price is $240
Apr 8 - Apr 9
Total with taxes and fees
Elegant 2BR Apartment w/ In-Unit Laundry

Pine Beam Sloth Apartment next to Blue Line

Pine Beam Sloth Apartment next to Blue Line
Irving Park
10.0 out of 10, Exceptional, (6 reviews)
"Beautifully decorated, spotless unit. Conveniently located."
United States
Holly G.
$266 nightly
The price is $273
Apr 27 - Apr 28
Total with taxes and fees
Pine Beam Sloth Apartment next to Blue Line

2-bedroom apartment just 2 minutes drive to Wrigley Field

2-bedroom apartment just 2 minutes drive to Wrigley Field
North Center
9.6 out of 10, Exceptional, (66 reviews)
"Nice property, great location, super helpful host!"
United States
Carin O.
$268 nightly
The price is $331
Apr 8 - Apr 9
Total with taxes and fees
2-bedroom apartment just 2 minutes drive to Wrigley Field

Bright Spaced 3BR Furnished Stay

Bright Spaced 3BR Furnished Stay
Portage Park
9.4 out of 10, Exceptional, (3 reviews)
"Quick communication, great value, clean & bright."
United States
Barb S.
$212 nightly
The price is $233
Apr 7 - Apr 8
Total with taxes and fees
Bright Spaced 3BR Furnished Stay

Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Downers Grove
9.6 out of 10, Exceptional, (33 reviews)
"Great option for a relatively affordable place to stay near family."
United States
Erick B.
$118 nightly
The price is $125
Apr 25 - Apr 26
Total with taxes and fees
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Well-Furnished 3-Bedroom Apt

Well-Furnished 3-Bedroom Apt
Albany Park
9.0 out of 10, Wonderful, (4 reviews)
"Actual apartment was as good or better than the pics and description on vrbo"
United States
brad k.
$286 nightly
The price is $320
Apr 13 - Apr 14
Total with taxes and fees
Well-Furnished 3-Bedroom Apt

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
9.0 out of 10, Wonderful, (17 reviews)
"Great location, apt well equipped and host very responsive. Wonderful stay. "
United States
Gina G.
$159 nightly
The price is $176
Apr 12 - Apr 13
Total with taxes and fees
Modern Comfort: 1BR Unit w/ Laundry

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (8 reviews)
"Great spot next to the green line train a few restaurants and a Starbucks right up the street I will book again for sure "
United States
2k G.
$206 nightly
The price is $231
Apr 7 - Apr 8
Total with taxes and fees
West Loop Living – Bright 1BR

Oak Park Queen

Oak Park Queen
Oak Park
8.2 out of 10, Very Good, (33 reviews)
"The property was very clean and comfortable. Good location. The owner was responsive."
United States
Susan S.
$234 nightly
The price is $267
Apr 7 - Apr 8
Total with taxes and fees
Oak Park Queen
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

Find out more about Oak Lawn

Everything you need to know about Oak Lawn vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oak Lawn vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oak Lawn vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oak Lawn vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oak Lawn. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oak Lawn in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $121 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oak Lawn rentals

At Expedia, we put the best Oak Lawn vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oak Lawn rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oak Lawn vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oak Lawn. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony: Visitors like this Oak Lawn vacation home rental. It is located in the city center and has a balcony, an arcade game room, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 9 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 Wrigley Field and United Center.

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.