
Holiday houses in Oak Lawn
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Top-rated holiday rentals in Oak Lawn
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Spacious-Modern Cozy Home-near Midway-Downtown
Bright and Beautiful home 5 beds 4 baths house located in Burbank, IL , this can be your home away from home. Perfect for vacationers, families, business travelers,free wifi, free private parking, peaceful retreat in desirable neighborhood, ,close to shopping and restaurant 5 miles to Midway airport and 15 miles to downtown and chinatown bring the whole family to this great place with lots of room for fun. Please NOTE : there is * No garage access* * NO PET ALLOWED * *NO SMOKING IN THE HOUSE*

1920s fully updated unique open artist loft space
True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

Charming 1-Bedroom in Worth, IL
Welcome to your cozy retreat in Worth, IL! This newly remodeled one-bedroom apartment is perfect for a comfortable and convenient stay. Inside, you’ll find a spacious bedroom with a queen bed, fully equipped kitchen with brand-new stainless-steel appliances, an updated bathroom with modern fixtures, and two Smart TVs and highspeed Wi-Fi. Conveniently situated in the South Suburbs of Chicago near shops, parks, and dining, you’ll also have easy access to major highways and public transportation.

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
Located on a tranquil city side street, this property is walking distance to numerous restaurants and stores. Enjoy easy access to public transportation, including Metra train, CTA Pink Line, and a direct CTA bus to Midway Airport. Downtown Chicago is a mere 20-minute drive away, with the United Center and Soldier Field just 15 minutes away. Ideal for a quick getaway, an overnight stay before your flight, or an extended work assignment. Unwind on the patio, complete with a fire pit and grill.

Boho Chic Coach House 30Min to downtown W/ Parking
Whether your looking to stay near family or be close to Downtown. This place has it ALL! This coach house is located in Mt greenwood which is one of the safest neighborhoods in the City of Chicago. It is home to many police, firefighters and teachers. Downtown is a quick 30 minute drive and there are also many bars and restaurants in walking distance. The home has been totally renovated and stocked with all the essentials. All you need to do now is pack your bags and enjoy your vacation.

Retro Modern Bungalow | free parking | fire pit
Experience the city in style at Retro Modern Bungalow, the perfect pad for up to 4 friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a fully fenced, pup-friendly backyard. Enjoy central HVAC, speedy WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

Midway Airport • 3BR Home • 5 Beds • Free Parking
Step into a bright and inviting 3BR home just 10 minutes from Midway Airport! Enjoy space for up to 9 guests with 5 comfy beds, fast WiFi, smart tv's throughout the house, and a fully equipped kitchen with stainless steel appliances. Take advantage of rare driveway parking for 5 cars. Set in a safe, quiet Burbank neighborhood close to great food, parks, and major shopping—plus only ~30 minutes to downtown Chicago. Perfect for families, groups, airport travelers, and longer stays!

Paradise in the Park
Welcome to our home. Enjoy the park connected to our backyard, featuring new playgrounds, soccer fields, and a walking trail. Our well-appointed kitchen is ideal for preparing meals together. The living areas provide plenty of space for bonding, and our extra comfy beds will ensure your maximum relaxation. We are located 20 minutes from the heart of Chicago, and about 10 minutes from Midway Airport, several hospitals, and the famous Brookfield Zoo. We can't wait to host you!

New & Modern by Midway Airport
Located 4 miles away from Midway Airport in Chicago, Seat Geek Stadium 4 miles away, 20min to Down Town, 15min to Amphitheatre in Tinley Park 2-Bathrooms 3-Bedrooms one with queen size bed and 2 bedrooms with 4 single beds can accommodate up to 6 people. Two TV's 4K Incl. HBO MAX & NETFLIX & PEACOCK. Whether you're in town on business or for personal reasons our space has been meticulously designed to provide you with the best stay in the area! Digital check-in.

Beverly Cottage Loft
Whether you're looking to stay near family or be close to downtown, our place has it all. This tranquil cottage is located in Beverly which is one of the safest neighborhoods in the city of Chicago. Downtown is a quick 20 minute drive and there are also many restaurants and bars in this area. This cottage has been renovated and have all the essentials you need. All you need to do is unpack your bags and enjoy your vacation. The space is modern, clean, and cozy.

Guest Suite w/Private Entrance Beverly Basement
Great location. recently upgraded. Space: This is a new guest suite in the basement of my home. The suite is equipped with a full kitchen featuring high-quality appliances. The suite includes a large bathroom, a bedroom with a new queen-size mattress, and a washer and dryer onsite. The suite offers a peaceful and comfortable place to stay. A 2 block walk will get you to the commuter train, Subway sandwiches, an Italian deli, CVS Pharmacy, and Starbucks.

Quiet cul-de-sac with huge fenced in backyard
3 bedroom, 2 bath ranch home on a quiet cul-de-sac. Big fenced in backyard for the kids, dog, & adults to play during the day, then relax by the fire at night. Walking distance (50 ft.) to the bar/restaurant with private entrance. 15 miles (25 mins) from downtown Chicago. And for you couples, come back home from your busy day, sit back and relax in the 8 jet jacuzzi whirlpool tub that will comfortably fit both of you.
Popular amenities for Oak Lawn holiday rentals
Other great holiday rentals in Oak Lawn

Living in a dream (#2)

B: Spacious bedroom with private workspace.

The "Hangar" Room Delta

Comfortable Private 1 bedroom

Lakefront Room, basement, Safest Neighborhood

S3- Room - Street Free Parking

A1- Next to the train & Downtown

Chicago commuter room
When is the best time to visit Oak Lawn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $216 AUD | $231 AUD | $210 AUD | $252 AUD | $249 AUD | $261 AUD | $262 AUD | $268 AUD | $250 AUD | $237 AUD | $247 AUD | $240 AUD |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Frequently Asked Questions
Where should I stay in Oak Lawn?
Make yourself at home in Oak Lawn by choosing from our most frequently booked neighborhoods. We have over 100 vacation rentals in Chicago Ridge, over 100 vacation rentals in Worth, and over 50 vacation rentals in Hometown.
How much does it cost to stay in condo rentals in Oak Lawn?
Experience the best of Oak Lawn with our condo rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there house rentals with a dedicated workspace in Oak Lawn?
Yes! Work meets play with ease at over 10 house rentals in Oak Lawn featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Oak Lawn have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Oak Lawn. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Oak Lawn?
Oak Lawn has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do condo rentals in Oak Lawn have air conditioning?
Absolutely! We offer over 10 condo rentals with air conditioning in Oak Lawn. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Oak Lawn?
Four-legged friends are welcome in Oak Lawn. Choose from more than 10 house rentals for guests traveling with pets.
What are the most popular amenities for House Rentals in Oak Lawn?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Oak Lawn

Total holiday rentals
Explore 40 holiday rentals in Oak Lawn

Nightly prices starting at
Oak Lawn holiday rentals start at $45 AUD per night before taxes and fees

Verified guest reviews
Over 1,340 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Oak Lawn holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Oak Lawn rentals

4.7 Average rating
Oak Lawn stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Chicago Holiday rentals
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- Downtown Chicago Holiday rentals
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Oak Street Beach
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- The Beverly Country Club
- Museum of Science and Industry
- Brookfield Zoo
- Willis Tower
- Illinois Beach State Park
- Washington Park Zoo
- The 606
- Raging Waves Waterpark




