Oak Lawn Vacation Rentals from CA $225: Short-Term Rentals for 2026

Q: 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.

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Our top choices for Oak Lawn vacation rentals

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

Oak Lawn

CA $231 total

includes taxes & fees

Aug 16 - Aug 17

2. Sentral Michigan Avenue

Downtown Chicago

Ryan

CA $288 total

includes taxes & fees

Aug 30 - Aug 31

3. Kasa Lake Shore Chicago

Downtown Chicago

Erica

CA $412 total

includes taxes & fees

Sep 8 - Sep 9

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

Berwyn

Cynthia M.

CA $252 total

includes taxes & fees

Aug 17 - Aug 18

Full-size fridge, microwave, oven, stovetop

5. Level Chicago – Old Town

Downtown Chicago

Martha

CA $420 total

includes taxes & fees

Sep 1 - Sep 2

Coffee/tea maker, fridge, microwave, oven

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

Worth

Joe M.

CA $613 total

includes taxes & fees

Aug 24 - Aug 25

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

Brighton Park

Yiu S.

CA $395 total

includes taxes & fees

Sep 7 - Sep 8

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

Berwyn

Juan Pablo T.

CA $235 total

includes taxes & fees

Aug 16 - Aug 17

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Top Oak Lawn Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good

"Endroit calme, propre et très bien entretenu. Merci à toute l'équipe pour l'accueil !"

The Chicago Hotel Collection - Magnificent Mile

8/10 Good

"The location was excellent. It’s 10 minute walk from the Chicago metro station on the redline. It’s right off Michigan Ave and you can catch various bus routes from there. Hotel is walking distance to many restaurants, stores, the beach and other attractions. There is a pizza and ice cream place right next door. We arrived early around 1pm and the front desk allowed us to leave our luggage in the front. We were also able to leave our luggage with the front desk the day we checked out at 11AM and didn’t leave to the airport till 5pm. Our room was a decent size. We were two travelers. I had the king bed and my brother had the pull out sofa bed which he said was comfortable. We didn’t have much of a view, only of other buildings nearby. I didn’t visit the terrace but my brother did say it was nice. The shower in our room was VERY TINY. I’m only 5’0 and I felt crowded. The only issue I had was with the towels. They left us unwashed towels that were covered in lint. I requested new ones multiple times. It wasn’t until our second day in the evening that we were able to finally get new towels."

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oak Lawn vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oak Lawn vacation rentals we have selected for you start as low as CA $225 per night. Entering your travel dates in the search wizard 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?

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.

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Our top choices for Oak Lawn vacation rentals