Oak Lawn Vacation Rentals

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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Oak Lawn vacation rentals

Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,080 reviews)
"Best full kitchen multi-room family lodging"
United States
Lee
The price is ￥16,745
￥24,139 total
includes taxes & fees
Feb 22 - Feb 23
Sentral Michigan Avenue
Full-size fridge, microwave, oven, stovetop

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (427 reviews)
"Clean, nice amenities and great staff."
United States
Sydnee
Level Chicago – Old Town
Lounge

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (183 reviews)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Design Apartment, Private Bathroom (The Oak Park Loft) | 2 bedrooms

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (5 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is ￥19,431
￥39,201 total
includes taxes & fees
Feb 17 - Feb 18
The Oak Park Loft
Interior

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
United States
Jennifer M.
The price is ￥16,644
￥50,227 total
includes taxes & fees
Feb 19 - Feb 20
River North Rooftop With In and Out Parking 3
Interior

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Northlake
10.0 out of 10, Exceptional, (3 reviews)
"Had a great experience here, and also close to the airport!"
United States
Yafeat D.
The price is ￥14,507
￥18,787 total
includes taxes & fees
Feb 17 - Feb 18
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Fridge, microwave, oven, stovetop

Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (72 reviews)
"Glad to have found this gem in Oak Park for a two-night stay with friends. Booking and checking in was easy and seamless. Free street parking was a huge bonus. The space was super cute and comfortable. We enjoyed walking around the neighborhood and getting into the city was super easy (we chose to use Lyft instead of the train, but there are train stations within walking distance. Would definitely book this property again the next time I come to Chicago."
United States
Emily B.
The price is ￥16,492
￥45,276 total
includes taxes & fees
Feb 17 - Feb 18
Cozy, Comfortable and Convenient apartment. Close to everything!
Exterior

A quiet stay while you are away

A quiet stay while you are away
Oak Park
9.8 out of 10, Exceptional, (34 reviews)
"great stay"
United States
matt R.
The price is ￥11,654
￥32,571 total
includes taxes & fees
Mar 3 - Mar 4
A quiet stay while you are away
Exterior

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (9 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is ￥106,737
￥184,852 total
includes taxes & fees
Mar 2 - Mar 3
Spacious 4BR Central Apartment w/ Skyline Views
Interior

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

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (98 reviews)
"Cozy place, host was very helpful and responded quickly to all my concerns. I would definitely stay there again. "
United States
Deborah R.
The price is ￥11,682
￥32,605 total
includes taxes & fees
Mar 1 - Mar 2
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Fridge, microwave, oven, stovetop

Sleek 1BR Apartment w/ In-unit Laundry

Sleek 1BR Apartment w/ In-unit Laundry
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveler
The price is ￥10,536
￥26,800 total
includes taxes & fees
Feb 17 - Feb 18
Sleek 1BR Apartment w/ In-unit Laundry
Interior

Spacious, lovely 2bed 1bath with free parking

Spacious, lovely 2bed 1bath with free parking
Oak Park
9.6 out of 10, Exceptional, (19 reviews)
"Very nice place and neighborhood."
United States
Charles R.
The price is ￥24,050
￥56,027 total
includes taxes & fees
Feb 17 - Feb 18
Spacious, lovely 2bed 1bath with free parking
Property grounds

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
9.8 out of 10, Exceptional, (20 reviews)
"Wonderful property and nice owners. I definitely recommend and will stay again if I'm ever in the area."
United States
Karen D.
The price is ￥16,354
￥24,304 total
includes taxes & fees
Feb 17 - Feb 18
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Beach

Guild #2 | Gold Coast Mag Mile Best Location

Guild #2 | Gold Coast Mag Mile Best Location
Downtown Chicago
9.8 out of 10, Exceptional, (19 reviews)
"We loved our stay at this property. It’s in a fantastic location and is roomy and comfortable. We would definitely stay again!"
United States
laura s.
Guild #2 | Gold Coast Mag Mile Best Location
1 bedroom, iron/ironing board, travel crib, WiFi

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Well-outfitted, nice apartment. Nearby (walkable) Jewel-Osco grocery, restaurants, and pay-parking. Moderate noise from nearby Chicago "L" Green Line."
United States
Jeffrey
The price is ￥10,536
￥26,800 total
includes taxes & fees
Feb 17 - Feb 18
West Loop Living – Bright 1BR
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (57 reviews)
"Great place for a family visit to Wheaton! Thanks!"
United States
Lisa
The price is ￥25,959
￥47,093 total
includes taxes & fees
Feb 17 - Feb 18
✽ Charming Cottage ✽ close to College/Town/Station
Apartment, Private Bathroom | Lounge

At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.4 out of 10, Exceptional, (9 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is ￥20,240
￥40,128 total
includes taxes & fees
Mar 2 - Mar 3
At Home in Oak Park
Fridge, microwave, oven, stovetop

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Westchester
9.8 out of 10, Exceptional, (20 reviews)
"Great place Great location "
United States
Josh W.
The price is ￥21,966
￥59,602 total
includes taxes & fees
Feb 17 - Feb 18
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Interior

Your Perfect 2BR Home

Your Perfect 2BR Home
Near West Side
8.2 out of 10, Very Good, (14 reviews)
"Great location! "
United States
Kourtney K.
The price is ￥13,285
￥33,073 total
includes taxes & fees
Feb 17 - Feb 18
Your Perfect 2BR Home
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

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

10/10 Excellent
"The hotel was in a perfect location for our weekend getaway! Real nice hotel and staff made it great!"
Jeff 2-night trip
Posted 3 hours ago
Courtyard by Marriott Chicago Magnificent Mile

Find out more about Oak Lawn

Search for holiday rentals in Oak Lawn on Expedia! You can easily find your home rentals, villas, holiday apartments in Oak Lawn using one of the methods below:

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Look no further and take a look at our great range of rental properties in Oak Lawn!

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?

A Home Away From Home!: Visitors like this Oak Lawn vacation home rental. It offers a fireplace, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

How many vacation rentals are there in Oak Lawn?

Expedia has 8 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 Michigan Avenue.

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.