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Holiday rentals in Oak Lawn

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Top-rated holiday rentals in Oak Lawn

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Loft in Oak Park
Contemporary Oak Park Loft
This affordable loft is ideal for getaways, exploring Chicago, staycations, or work-from-home office space. The loft is a clean, private, second-story apartment with a 5-star rating. The high-speed Wi-Fi and large office area with a roomy, contemporary desk for laptop and ample plugs for all the electronics needed. The kitchenette provides the needed coffee, micro, and mini-fridge with some simple breakfast treats to get you going in the morning. Parking is available on the parking pad.
Individual Host
Superhost
Flat in Oak Park
Charming Chicago-Style, Vintage, Tv NFL PASS
→ Introducing our newly renovated and furnished apartment unit nestled in the charming Oak Park Art District. Experience vintage Chicago style living in this richly characteristic brick building, situated in a safe and quiet neighborhood. ★ Property Features: • One block away from the Oak Park Art District • Vintage Chicago style brick building • Safe, quiet neighborhood • Newly renovated and furnished • Smart TV with Cable and option to use other apps • Free Laundry Room • Free Parking
Professional Host
Guest favourite
Flat in Berwyn
The Green Bungalow: Charming 1-BR apt. with patio
Situated in a residential neighborhood just outside the city limits, this lovely 2nd floor apartment is blocks from the Blue Line train and highway. Our newly renovated vintage unit has a full kitchen, hardwood floors, plenty of natural light, a backyard patio and its own private entrance. Our bungalow is walking distance to cafes, restaurants, shopping, music and nightlife. Enjoy the charm of the suburbs while having easy access to all the attractions Chicago's downtown has to offer.
Individual Host

Popular amenities for Oak Lawn holiday rentals

Stay near Oak Lawn's top sights

Chicago Ridge Mall21 locals recommend
Portillo's Hot Dogs10 locals recommend
Advocate Christ Medical Center4 locals recommend
Cooper's Hawk Winery & Restaurant10 locals recommend
STACKED - Oak Lawn4 locals recommend
Jewel-Osco9 locals recommend

Other great holiday rentals in Oak Lawn

Guest favourite
Flat in Cicero
COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
Individual Host
Guest favourite
Flat in Berwyn
Berwyn Betty Apartment
Individual Host
Guest favourite
Apartment in Palos Hills
~Home Comforts, Roku SmartTV, Fast WiFi~
Professional Host
Superhost
Flat in Oak Lawn
Lovely & Modern 2 Bd Apt near Golf Course
Individual Host
Guest favourite
Home in Worth
Luxurious, Modern, Cozy House in Chicago Suburb!
Individual Host
Guest favourite
Home in Chicago
Boho Chic Coach House 30Min to downtown W/ Parking
Individual Host
Superhost
Flat in Chicago
Ultra Modern Beverly Suite
Individual Host
Guest favourite
Flat in Chicago
Midway Airport 2 Bedroom with full Kitchen
Professional Host
Guest favourite
Home in Burbank
Luxurious House 25 min for downtown
Professional Host
Superhost
Apartment in Chicago Ridge
Get Whisked Away at this Magical Kingdom
Individual Host
Guest favourite
Flat in Berwyn
1bd/1bth Berwyn Grden Apt 20 mins frm Chgo
Individual Host
Superhost
Apartment in Evergreen Park
Evergreen Park Condo with balcony and Jacuzzi tub
Individual Host

Quick stats about holiday rentals in Oak Lawn

Total rentals

30 properties

Wifi availability

30 properties include access to wifi

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

810 reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Oak Lawn