Oak Lawn Holiday Rentals from NZ$133: Search Short-Term Rentals

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

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line : This holiday home rental outside of Oak Lawn is located in the city centre, and has a balcony, a BBQ 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 that you can cook with friends or family.

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In two weeks

In two months

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Our top choices for Oak Lawn holiday rentals

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

Hickory Hills

Ralph

includes taxes & fees

29 Sept - 30 Sept

2. Sentral Michigan Avenue

Downtown Chicago

Allison

includes taxes & fees

21 Sept - 22 Sept

3. Kasa Lake Shore Chicago

Downtown Chicago

Xiaoyu

includes taxes & fees

20 Sept - 21 Sept

4. Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade

Brighton Park

Damary T.

includes taxes & fees

29 Sept - 30 Sept

5. Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT

Berwyn

Carrie

6. South Loop Rooftop With In and Out Parking 2

Downtown Chicago

Kara V.

includes taxes & fees

21 Sept - 22 Sept

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

Oak Park

Alicia K.

includes taxes & fees

22 Sept - 23 Sept

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

Oak Park

Michael

includes taxes & fees

29 Sept - 30 Sept

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Top Oak Lawn Hotel Reviews

Hyatt Regency Chicago

10/10 Excellent

"The room was clean and spacious. The bell hop staff was helpful on recommending ways to get where we were going more quickly. Front desk staff was quick at check-in and helpful with an incoming, last-minute delivery. The bathroom doesn't have a ton of counter space but there's a useful ledge in front of the mirror. Would absolutely stay here again."

Travelodge by Wyndham Downtown Chicago

8/10 Good

"I checked in 9/11 around 8pm, when I was greeted and asked for my confirmation, employee informed me that my reservation had been canceled. I made my reservation through Expedia. My initial reservation was for three nights, shortly after making my reservation. I canceled the third night and received a new confirmation from Expedia. Apparently Expedia decided to cancel the entire reservation, although they sent me a new confirmation number. The funny thing is, a minute before I walked in the hotel Expedia sent me an email asking me how the check in process had gone. But the young lady (unfortunately I didn't get her name) working the front desk, made me a new reservation and got me checked in smoothly. Thank you to her."

The Royal Sonesta Chicago Downtown

10/10 Excellent

"We opted into a days-long impromptu Chicago trip for and were pleasantly surprised by the experience. We loved our stay! Arrived in the morning and early check in was available, which allowed us to dive into exploring the city. The key cards are adorable—our favorites were the rabbit, the lioness, and the cow. The room was sizable, comfortable and incredibly clean. Best night’s sleep! It felt secure. Security was present, but not overbearing, and staff (desk, bellhops, valet attendants, housekeeping, you name it) were vigilant, attentive, pleasant, and accommodating; if they did not remember names, they remembered faces - a feat in a hotel in a city this size where they must see hundreds of people a day. Valet parking is available, valet staff were always present and active whenever we passed by. $80 for overnight parking. Restaurant on premises was solid. We enjoyed breakfast and dinner on two occasions; there is something for everyone on the menu. We had a river view from our rooms, as well as of the Wrigley Building and Marina Towers. The hotel is centrally located and we were a stone’s throw away from the architectural boat tour docks, the Chicago Architecture Center and Chicago Tribune Tower. Walking distance to the Bean, the Art Institute of Chicago, and a plethora of restaurants. You can take a water taxi to Navy Pier. When it was time to leave, our flight was cancelled last minute and rescheduled for later in the day; we were able to do late check out."

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Nice view. Really didn’t like the energy from the guy that checked my son and I in. Breakfast was included with our stay. But, he didn’t give us the voucher that was needed my son had to go get it. It was his 21st Birthday and I wanted him to stay somewhere nice"

Find out more about Oak Lawn

Everything you need to know about Oak Lawn holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oak Lawn holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oak Lawn holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oak Lawn holiday rentals we have selected for you start as low as NZ$133 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 holiday 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 holiday.

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 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 Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This holiday home rental outside of Oak Lawn is located in the city centre, and has a balcony, a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Oak Lawn?

Expedia has 7 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 Soldier Field 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.

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Check prices for these dates

Our top choices for Oak Lawn holiday rentals

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

2. Sentral Michigan Avenue

3. Kasa Lake Shore Chicago

4. Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade

5. Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT

6. South Loop Rooftop With In and Out Parking 2

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

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

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

10. 4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line

11. Modern West Loop Gem-City Views & Prime Location 4

12. Stylish Luxe King bed w/Free Parkng near DT Oak Pk

13. Wabash 4BR - Pool, Free In & Out Parking 1

14. Level Chicago – Old Town

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

16. Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

17. ENVITAE Hotel, 4BR Luxury Modern Apartments

18. LIVN West Loop Chicago King Studio

19. Sleeps 7 • Huge Projector • Designated Workspace

20. Studio Near Wrigley • Sleeps 4 • Games + Fireplace

Find holiday rentals that suit your style

Top Oak Lawn Hotel Reviews

Hyatt Regency Chicago

Travelodge by Wyndham Downtown Chicago

The Royal Sonesta Chicago Downtown

Congress Plaza Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

The Chicago Hotel Collection - Magnificent Mile

Eurostars Magnificent Mile

Hotel Saint Clair- Magnificent Mile

L7 Chicago by LOTTE

Find out more about Oak Lawn

Frequently asked questions

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