A cityscape with a river, high-rise buildings, and a bridge.

Oak Lawn Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Oak Lawn vacation rentals

A modern kitchen with a central island, bar stools, stainless steel appliances, and pendant lighting.

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

Soothing 1 bedroom apartment with AC in charming Oak Lawn,
Oak Lawn
6.2 out of 10, (10 reviews)
$155 nightly
The price is $166
Aug 23 - Aug 24
Total with taxes and fees
Soothing 1 bedroom apartment with AC in charming Oak Lawn,
A dining area with a table set for two, a black leather sofa, and a ceiling fan.

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

Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Berwyn
10.0 out of 10, Exceptional, (31 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.
$170 nightly
The price is $182
Aug 23 - Aug 24
Total with taxes and fees
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
A hotel room with a bed, a TV mounted on the wall, a desk with a chair, and a door.

3. Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
Hickory Hills
9.6 out of 10, Exceptional, (8 reviews)
"Easy to locate shopping mall close by friendly neighborhood and safe. when you're looking at stay away from home that's where you want to be."
United States
Ralph
$199 nightly
The price is $213
Sep 9 - Sep 10
Total with taxes and fees
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
A modern building with the name 'SENIORAL' prominently displayed on the facade.

4. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,274 reviews)
"Nice stay"
United States
Heather
$176 nightly
The price is $207
Sep 7 - Sep 8
Total with taxes and fees
Sentral Michigan Avenue
A living room with a flat-screen TV, a sofa, a coffee table, and a staircase leading to another room.

5. 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.
$223 nightly
The price is $249
Sep 7 - Sep 8
Total with taxes and fees
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

6. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (17 reviews)
"Great location and super clean!"
United States
Erica
$216 nightly
The price is $257
Sep 9 - Sep 10
Total with taxes and fees
Kasa Lake Shore Chicago
A living room with a gray sofa, a coffee table, a TV mounted on the wall, and a wooden door.

7. Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW

Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
Berwyn
9.6 out of 10, Exceptional, (20 reviews)
"Great place to stay "
United States
Harquesha S.
$169 nightly
The price is $180
Aug 23 - Aug 24
Total with taxes and fees
Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW

8. Cozy Studio Suite, Steps from River North & Shops

Cozy Studio Suite, Steps from River North & Shops
Near North Side
9.4 out of 10, Exceptional, (3 reviews)
"Clean apartment in cozy neighborhood"
United States
Susannah R.
Cozy Studio Suite, Steps from River North & Shops
A modern hotel room with a large bed, a small dining table, a bench, and a view of the city through a large window.

9. LIVN West Loop Chicago Classic Queen Studio

LIVN West Loop Chicago Classic Queen Studio
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Excellent stay. Great area and very happy with everything"
United States
Abigail B.
$178 nightly
The price is $210
Aug 23 - Aug 24
Total with taxes and fees
LIVN West Loop Chicago Classic Queen Studio
A kitchen with white cabinets, a microwave, a kettle, and a toaster.

10. Plymouth Collection: 3BD 2BA High Floor with Gym

Plymouth Collection: 3BD 2BA High Floor with Gym
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"The suite was excellent. Clean and very well furnished. The building is located within walking distance to many of the things that we did. We would stay in this place again in a heartbeat. Very pleased with our experience"
United States
Derek M.
$1,305 nightly
The price is $1,547
Aug 28 - Aug 29
Total with taxes and fees
Plymouth Collection: 3BD 2BA High Floor with Gym
A modern kitchen with white cabinets, stainless steel appliances, and a black countertop.

11. 3BR | Complete & Well-Located Apt in Hyde Park

3BR | Complete & Well-Located Apt in Hyde Park
Hyde Park
7.6 out of 10, Good, (5 reviews)
"Enjoyed our stay. Thank you"
United States
Nicolle C.
$206 nightly
The price is $226
Aug 23 - Aug 24
Total with taxes and fees
3BR | Complete & Well-Located Apt in Hyde Park
A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

12. Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (78 reviews)
"Excellent place to stay!"
United States
Alicia K.
$294 nightly
The price is $336
Aug 24 - Aug 25
Total with taxes and fees
Cozy, Comfortable and Convenient apartment. Close to everything!
A hotel room with a large grey sofa, a small table with a copper pot, a red lamp, and a bed with white linens.

13. LIVN Millennium Park Downtown Chicago 1 BR

LIVN Millennium Park Downtown Chicago 1 BR
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Great location to sights, shops, and food."
United States
Adrianna W.
$180 nightly
The price is $213
Aug 23 - Aug 24
Total with taxes and fees
LIVN Millennium Park Downtown Chicago 1 BR
A modern building with a glass facade, surrounded by a parking area and greenery.

14. Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (30 reviews)
"An incredible experience and wonderful place to stay. A perfect location, quiet, and my twin boys loved having their own spaces. Thank you so much!"
United States
Miriam B.
$368 nightly
The price is $454
Aug 31 - Sep 1
Total with taxes and fees
Spacious 4BR Central Apartment w/ Skyline Views
A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

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

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.4 out of 10, Exceptional, (69 reviews)
"Very nice stay. Close to everything. Host very helpful. "
United States
Tamela S.
$229 nightly
The price is $262
Aug 31 - Sep 1
Total with taxes and fees
Chic Suite/Mins to L Train /Laundry/Free Parking
A living room with a sectional sofa, a round wooden coffee table, and three framed artworks on the wall.

16. 4BR Retreat w/ Theater, Arcade, Gym and Firepit

4BR Retreat w/ Theater, Arcade, Gym and Firepit
Belmont Cragin
10.0 out of 10, Exceptional, (3 reviews)
"Great location, safe and quiet. Perfect for our family of 6!"
United States
Jason
$447 nightly
The price is $544
Aug 23 - Aug 24
Total with taxes and fees
4BR Retreat w/ Theater, Arcade, Gym and Firepit
A modern living room with a sofa, a coffee table, and a dining area with chairs and a table. A kitchen is visible in the background with cabinets and a countertop.

17. Modern West Loop Gem-City Views & Prime Location 3

Modern West Loop Gem-City Views & Prime Location 3
Downtown Chicago
9.6 out of 10, Exceptional, (8 reviews)
"Loved the place 4 bedroom & 4 bathrooms was ideal for our stayGreat locationLoved the well stocked convenience store a block away "
United States
Tina Y.
$578 nightly
The price is $643
Aug 30 - Aug 31
Total with taxes and fees
Modern West Loop Gem-City Views & Prime Location 3
A modern kitchen with a large island, bar stools, and a city view.

18. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (520 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
$290 nightly
The price is $340
Aug 31 - Sep 1
Total with taxes and fees
Level Chicago – Old Town
A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

19. 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, (32 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
$284 nightly
The price is $303
Aug 24 - Aug 25
Total with taxes and fees
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

20. Premium Urban 4BR - Perfect Mix of Comfort & Location

Premium Urban 4BR - Perfect Mix of Comfort & Location
Near North Side
10.0 out of 10, Exceptional, (4 reviews)
"Clean, comfortable, and stylish!"
United States
Maurya K.
$466 nightly
The price is $575
Sep 2 - Sep 3
Total with taxes and fees
Premium Urban 4BR - Perfect Mix of Comfort & Location
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 Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Property was clean, staff was helpful and breakfast was perfect. Great for solo traveling and being in a location close to everything."
Lydia 3-night trip
Posted less than an hour ago
The Royal Sonesta Chicago Downtown

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 $151 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.

Explore a world of travel with Expedia

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.