Oak Lawn Holiday Rentals

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Holiday Rentals in Oak Lawn

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (623)
"We stayed at the Sentral with friends to take in the holiday sights around Chicago. The room was spacious and clean, though a little worn in areas. Having a kitchen, plus a washer & dryer was great. And the city views were incredible. The amenities (pool, gym, game room) on the 7th floor were phenomenal! We found cheaper parking in a nearby garage, but the valet option is nice. And having restaurants and a grocery nearby was super convenient."
The price is AU$260
includes taxes & fees
5 Jan - 6 Jan 2025
Sentral Michigan Avenue

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (341)
"Good location. Full kitchen and clothes washer/dryer in suite were awesome amenities! Blinds were missing a few blades which was annoying. Tub could use a reglaze parking is close by but having a deal with the lot would be nice"
Kasa Magnificent Mile Chicago

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (226)
"It was a little loud as there is a nightclub in the basement of the building but otherwise very nice. "
The price is AU$135
includes taxes & fees
13 Jan - 14 Jan 2025
Sonder Market Hall

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (407)
"Outstanding accommodations! Will choose this property again for my travels."
The price is AU$215
includes taxes & fees
9 Jan - 10 Jan 2025
Sonder South Wabash

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (277)
"Great location and stay"
The price is AU$370
includes taxes & fees
8 Jan - 9 Jan 2025
Level Chicago – Old Town

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (244)
"Nice view! Clean and neat!! "
Kasa South Loop Chicago

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (109)
"Great apartment hotel. The bed was very comfortable. The windows in the living room make the place feel luxurious and spacious. No complaints about this place. "
The price is AU$235
includes taxes & fees
24 Dec - 25 Dec
Kasa River North Chicago

Found Chicago powered by Sonder

3.5 star property
7.6 out of 10, Good, (179)
"Excellent location, amazing price. No nonsense stay, you only get the basics here but very clean and simple. Pros: no carpet in rooms, no extra frilly pillows or curtains, all surfaces look like they can be easily wiped down and disinfected. You can actually open the windows. Self serve toiletry station. Coded locks instead of keys. Great location close to restaurants and bus stops. THE PRICE!!! Cons: non responsive staff in person and online, sometimes no staff at all. No view, stuffy room...
The price is AU$237
includes taxes & fees
14 Jan - 15 Jan 2025
Found Chicago powered by Sonder

Sonder The Burnham Apartments

3.5 star property
9.0 out of 10, Wonderful, (122)
"Wonderful place with some personality "
The price is AU$247
includes taxes & fees
15 Jan - 16 Jan 2025
Sonder The Burnham Apartments

The Neighborhood Hotel-Little Italy

3.5 star property
9.6 out of 10, Exceptional, (110)
"Absolutely loved loved loved my stay here!! It feels more like a personal home rather than a hotel. It’s very private, has tons of space, and felt very safe. "
The Neighborhood Hotel-Little Italy

Sonder Jewelers Row

3.5 star property
8.2 out of 10, Very good, (135)
"I so enjoyed staying on jewelers row at the Sonder property In Chicago. It was very close to the places I was visiting so I could walk everywhere. It was noisy because of the L train, yes, but when you’re inside, you Barely hear the train. I felt very safe getting into the building and getting up to my room. It was so well appointed. You thought of everything! I just wish I had longer than three days in Chicago and I hope to come back. I would rent the same apartment again without a doubt!"
The price is AU$210
includes taxes & fees
13 Jan - 14 Jan 2025
Sonder Jewelers Row

Sonder The Plymouth

3.5 star property
8.4 out of 10, Very good, (87)
"Loved the location. "
The price is AU$205
includes taxes & fees
16 Jan - 17 Jan 2025
Sonder The Plymouth

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (116)
"Had a great time at Ms. Linnie’s place! She was incredibly responsive and helpful. The house was clean and comfortable, and I loved that there were 2 full bathrooms! I was a little nervous about the neighborhood as we were definitely looked at as outsiders, but no one bothered us and we walked to Maxwell Street Polish and back just fine (which is fantastic, btw). I did love the gated yard in back with two parking spots, so we had our own space. Would definitely stay again!"
Luxury Home Away From Your Home

Sonder The Opal

3.5 star property
8.6 out of 10, Excellent, (27)
"We loved the location in River North with shops around plenty of nice restaurants. Walkable and good buses around. Apartment was very nice, we were 5 adults. A bit noisy because of bar nearby ( it depends of your tolerance to noise. Some of us were disturbed some heard nothing). We enjoyed our stay !"
The price is AU$203
includes taxes & fees
12 Jan - 13 Jan 2025
Sonder The Opal

LakeHouse

10.0 out of 10, Exceptional, (13)
"Overall great experience! Great home, I love the decor of the entire home. And I will definitely recommend to others and will book again "
LakeHouse

Wrigley/Southport Corridor Garden Oasis +parking!

9.8 out of 10, Exceptional, (67)
"Very clean and comfortable place!"
Wrigley/Southport Corridor Garden Oasis +parking!

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (36)
"The place was awesome, they had to kick out the people before me, so getting my room was a little bit late "
The price is AU$252
includes taxes & fees
13 Jan - 14 Jan 2025
Sonder Greektown

51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi

10.0 out of 10, Exceptional, (213)
"Excited about our trip to Chicago and was not disappointed. Communication was very good from the homeowner location is perfect we had a fantastic time would recommend this for anyone wanting to enjoy downtown Chicago"
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi

Experience Chicago living near United Center

9.4 out of 10, Exceptional, (12)
"Our family stayed for a corporate training and we had a great experience. The neighborhood wasn't the best but we felt very secure with having a garage to use. Very thankful for the quick communication! from the p "
Experience Chicago living near United Center

Ground Floor Studios in Chicago by 747 Lofts

2.0 star property
9.8 out of 10, Exceptional, (11)
"Its was in a good location for anyone who has family close by. Bed was wonderful. "
Ground Floor Studios in Chicago by 747 Lofts
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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Other types of properties in Oak Lawn you may be interested in

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8261)
"Is an old hotel but is pretty and classic, clean and very big hotel, has great ubication highly recomended."
The price is AU$192
includes taxes & fees
23 Dec - 24 Dec
Congress Plaza Hotel

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
8.2 out of 10, Very good, (3351)
"Breakfast was excellent Shower water was not hot "
The price is AU$203
includes taxes & fees
5 Jan - 6 Jan 2025
Embassy Suites by Hilton Chicago Downtown River North

River Hotel

4.0 star property
8.8 out of 10, Excellent, (3624)
"Loved it! The room was spacious has a great view, loved the staff. 10/10 would definitely book a room here again"
The price is AU$168
includes taxes & fees
6 Jan - 7 Jan 2025
River Hotel
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.

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?

LUXE 3 BR, 2 BA + Hot Tub: This holiday home rental outside of Oak Lawn is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay.

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 Michigan Avenue and Soldier Field.

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.