Best Vacation Homes in Oak Lawn
House
3 Bedrooms
2 Baths
6 Guests
Fireplace/Heating
Pet Friendly
Air Conditioner
Child Friendly
US $184/Night
7 Nights - US $1,286
Apartment
3 Bedrooms
1 Bath
6 Guests
2195.84 ft²
- Fireplace/Heating
Parking
Internet- Child Friendly
US $145/Night
7 Nights - US $1,015
US $145/Night
7 Nights - US $1,016
House
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
1120 ft²
- Fireplace/Heating
Balcony/Terrace- Pet Friendly
Kitchen
US $147/Night
7 Nights - US $1,027
New
House
1 Bedroom
2 Baths
8 Guests
129.17 ft²
- Pet Friendly
- Air Conditioner
- Internet
- Child Friendly
US $474/Night
7 Nights - US $3,320
Apartment
5.6(5 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $212/Night
7 Nights - US $1,481
Condo
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Air Conditioner
- Internet
US $100/Night
7 Nights - US $698
Hotel
1 Bath
- Fireplace/Heating
Pool- Kitchen
- Parking
US $129/Night
7 Nights - US $905
Oak Lawn Luxury Rentals
House
10.0(11 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $576/Night
7 Nights - US $4,030
House
7.8(8 Reviews)
4 Bedrooms
2 Baths
8 Guests
1150 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $520/Night
7 Nights - US $3,640
House
8.0(2 Reviews)
4 Bedrooms
3 Baths
14 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $460/Night
7 Nights - US $3,217
House
10.0(1 Review)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $426/Night
7 Nights - US $2,980
House
4 Bedrooms
3 Baths
8 Guests
Hot Tub- Fireplace/Heating
- Air Conditioner
- Internet
US $345/Night
7 Nights - US $2,415
House
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $337/Night
7 Nights - US $2,361
House
9.4(60 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $325/Night
7 Nights - US $2,276
House
10.0(2 Reviews)
4 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $319/Night
7 Nights - US $2,232
Oak Lawn Pet Friendly Vacation Rentals
House
10.0(3 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $202/Night
7 Nights - US $1,414
Apartment
3 Bedrooms
2 Baths
4 Guests
1194.79 ft²
- Pet Friendly
- Parking
- Air Conditioner
- Internet
US $275/Night
7 Nights - US $1,925
House
9.8(15 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $215/Night
7 Nights - US $1,502
Hotel
8.5(442 Reviews)
1 Bath
387.5 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $145/Night
7 Nights - US $1,014
House
9.4(18 Reviews)
3 Bedrooms
1 Bath
5 Guests
- Hot Tub
- Fireplace/Heating
Ocean View- Balcony/Terrace
US $179/Night
7 Nights - US $1,254
House
3 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $306/Night
7 Nights - US $2,142
House
4 Bedrooms
2 Baths
14 Guests
2250 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $238/Night
7 Nights - US $1,667
House
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $236/Night
7 Nights - US $1,650
Oak Lawn Large Vacation Homes
House
4 Bedrooms
2 Baths
14 Guests
2250 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $232/Night
7 Nights - US $1,624
House
4 Bedrooms
3 Baths
10 Guests
2250 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $464/Night
7 Nights - US $3,247
House
2.0(1 Review)
3 Bedrooms
1 Bath
93 Guests
- Hot Tub
Spa- Fireplace/Heating
- Kitchen
US $150/Night
7 Nights - US $1,050
House
4 Bedrooms
3 Baths
10 Guests
2250 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $408/Night
7 Nights - US $2,859
House
4 Bedrooms
3 Baths
14 Guests
2250 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $324/Night
7 Nights - US $2,268
House
4 Bedrooms
3 Baths
14 Guests
2250 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $291/Night
7 Nights - US $2,037
Why Choose Rent By Owner for your Oak Lawn Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Oak Lawn Vacation Rentals
Where are the best neighborhoods to stay in Oak Lawn?
When choosing a neighborhood to stay in Oak Lawn, Illinois, you will find a variety of welcoming areas that cater to diverse preferences. Whether you're looking for a quiet residential community or a lively spot with convenient amenities, Oak Lawn offers several neighborhoods that can enhance your visit. Exploring the local surroundings allows you to experience the authentic charm and convenience of this thriving suburb. With comfortable vacation rentals nestled within these neighborhoods, you can enjoy a seamless and dependable booking experience for your Illinois getaway.
Mount Greenwood
Locally known for its welcoming community, Mount Greenwood offers a peaceful retreat where you can enjoy the charm of this neighborhood while exploring the region's diverse attractions. Here, your stay provides a comfortable base to experience the area's friendly atmosphere and local ambiance.
View 70+ Rentals in Mount GreenwoodBest Times to Visit Oak Lawn
When should you plan your Vacation Rentals stay?
Timing your visit to this destination can enhance your experience, so consider planning your stay during the seasons when local events and weather patterns create the most enjoyable environment for exploring the area’s unique charm.
Peak Season Highlights
Summer (June to August)
During the summer months, you can enjoy warmer weather and longer daylight hours, making it ideal for exploring outdoor activities in the region.
Average Temperature Daytime: 78°F to 85°F - Nighttime: 60°F to 68°F
Fall (September to November)
The fall season offers pleasant temperatures and vibrant foliage, providing a cozy atmosphere perfect for experiencing the area's natural beauty.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Off-Season Highlights
Winter (December to February)
In winter, the region experiences cooler temperatures, making it an ideal time for those seeking quieter surroundings and lower accommodation rates.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
Spring (March to May)
Springtime welcomes milder weather and blooming landscapes, offering a peaceful escape with fewer crowds before the high seasons arrive.
Average Temperature Daytime: 50°F to 65°F - Nighttime: 35°F to 45°F
Weekly Weather Forecast for Oak Lawn
How to Book Your Oak Lawn Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Oak Lawn
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor patio or deck to unwind and dine al fresco amidst the fresh air.
- Take advantage of a spacious backyard perfect for outdoor activities or relaxing in the sunshine.
- Make use of well-maintained gardens or landscaped areas that add beauty and tranquility to your stay.
- Utilize outdoor grilling facilities to prepare delicious meals during your visit here.
- Benefit from access to nearby parks or green spaces for walking, jogging, or picnicking.
- Relax in a community swimming pool area, if available, to cool off during warm days.
- Experience outdoor lighting features that create a cozy atmosphere in the evenings.
Top Attractions Around Oak Lawn
What attractions are nearby?
In this destination, you can enjoy a variety of activities nearby, including exploring local parks, engaging in community events, and discovering charming eateries that showcase the region's welcoming atmosphere.
Family Activities
- Community Park:** You can enjoy outdoor activities like picnics, playgrounds, and sports in this popular local park that offers a relaxing environment for families.
- Children’s Museum:** Engaging and educational, this museum provides hands-on exhibits designed to inspire curiosity and learning in young visitors.
- Local Library:** A visit here offers storytime sessions, children’s programs, and a quiet space for reading and family bonding moments.
- Indoor Recreation Centers:** Perfect for year-round fun, these centers feature activities such as swimming, fitness classes, and arcade games suitable for all ages.
Adult Activities
- Golfing at Oak Lawn Golf Course: Enjoy a leisurely round of golf at this local course, perfect for relaxing and improving your swing in the area.
- Exploring the Illinois Aviation Museum: Discover aviation history through engaging exhibits that appeal to those interested in flight and local heritage.
- Shopping at Chicago Ridge Mall: Experience a variety of retail stores and dining options just a short drive from your vacation rental here.
- Visiting the local nature parks: Spend time outdoors in nearby parks offering walking trails and serene scenery, ideal for unwinding during your stay.
Other Places to Stay in Oak Lawn, IL
Chicago Ridge Shopping Mall
Childrens Museum of Oak Lawn
Advocate Christ Hospital and Medical Center
Oak Lawn Travel Tips
How Can You Make the Most of Your Stay?
- Explore local dining options: Take advantage of the area’s diverse restaurants to experience authentic regional cuisine during your stay in Oak Lawn.
- Plan outdoor activities: Incorporate nearby parks and recreational spaces into your itinerary for a relaxing experience in the region's natural surroundings.
- Visit community events: Check out local gatherings and festivals to immerse yourself in the vibrant culture of this destination.
- Utilize transportation options: Familiarize yourself with public transit or convenient parking facilities to navigate easily around the region’s attractions and amenities.
Transportation Options
- Chicago Midway International Airport: This nearby airport offers convenient domestic flights, making it a practical gateway for travelers visiting the area.
- Metra Commuter Rail:** The regional rail service provides quick and easy access to downtown Chicago and surrounding suburbs from here.
- Local Bus Services:** Public transportation options are available throughout the region, offering an affordable way to explore the area without a car.
- Taxi and Rideshare Services:** Reliable taxi and rideshare options are readily accessible for convenient door-to-door transportation in and around this destination.
Local Customs Options
- Respect for Veterans Day: Participating in and honoring local observances during Veterans Day is a meaningful custom here, reflecting the area's appreciation for service members.
- Community Events: Engaging in neighborhood festivals and parades fosters a sense of unity that is cherished in this region's culture.
- Traditional Holiday Celebrations: Celebrating holidays with family-oriented gatherings and local traditions offer an authentic experience of the area's customs.
- Local Dining Etiquette: Embracing the regional cuisine with polite manners and shared dishes highlights the communal spirit prevalent during visits here.
Oak Lawn Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Oak Lawn?
There are a lot of options in Oak Lawn. If you plan on staying in the Oak Lawn area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Oak Lawn:
- New&Modern Apartment only 4 miles away from Midway Airport.
- Luxurious House - 25 min Downtown - 10min Midway Airport
- Grade A Working Class Safe Neighborhood 3BR up to 6 guests. Updated & Best Price
- Luxurious 4-bedroom house 30min near downtown Chicago
- Love: A charming 3 BR-2.5 BA house in Burbank!
- Oak Lawn big 2nd floor Condo for 8 ppl 3 bedroom 2 bath Sofa bed Garage Parking.
- Modern 2BR Oak Lawn Home - Easy Commute to Chicago, Perfect for Longer Stays
- Peaceful and Lovely 3-bedroom house near MDW. Furry friends welcomed
- The Comfy King Ranch/King Bed Suite/Fast Wi-Fi
- Quiet cul-de-sac with huge fenced in backyard
2. Which vacation homes in Oak Lawn are best for families?
If you are looking for a family-friendly vacation home in Oak Lawn, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Oak Lawn:
3. How many Rentbyowner vacation rentals are available in Oak Lawn?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 91 in the Oak Lawn area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Oak Lawn.
4. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary depending on the individual property listing. To understand the specific terms, please review the cancellation details provided in the listing or contact the property owner directly before booking.
5. Are there any specific requirements or restrictions when booking a vacation rental here?
Requirements and restrictions differ by property. It’s recommended to read the listing carefully for any age limits, minimum stay requirements, or other rules, or reach out to the host for clarification.
6. How do I find the best vacation rental deals in the region?
To secure the best deals, compare listings based on amenities, reviews, and prices, and consider booking during off-peak seasons. Filtering your search options can help you find properties that match your budget and preferences.
7. What amenities are typically included in vacation rentals in the area?
Amenities vary by property but often include essentials such as Wi-Fi, parking, full kitchens, and laundry facilities. Be sure to check each listing for detailed information about available amenities.
8. How can I contact the property owner if I have questions before booking?
Most listings provide a messaging feature or contact details for the property owner. Use these options to ask any specific questions about the property or to clarify booking details before finalizing your reservation.
Oak Lawn Top Rated Vacation Rentals
Hotel
8.1(585 Reviews)
1 Bath
434.14 ft²
Private Pool- Fireplace/Heating
- Pool
Breakfast
US $174/Night
7 Nights - US $1,217
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $129/Night
7 Nights - US $904
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $123/Night
7 Nights - US $864
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $122/Night
7 Nights - US $856
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $107/Night
7 Nights - US $747
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $107/Night
7 Nights - US $747
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $91/Night
7 Nights - US $639
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $91/Night
7 Nights - US $639
