Holiday houses 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.

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Top Guest favourite
Apartment in Oak Lawn
4.98 out of 5 average rating, 282 reviews

New 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. 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.This Airbnb operates with Village Ord. 8-875

Guest favourite
A modern kitchen is presented, featuring stainless-steel appliances including a refrigerator and a gas range. Light wood cabinetry complements the white tiled backsplash, while a mat is placed in front of the sink area, enhancing the functional design.
Apartment in Worth
4.85 out of 5 average rating, 40 reviews

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.

Guest favourite
A modern kitchen features sleek white cabinetry and stainless steel appliances. A central island serves as a dining space, complemented by two navy blue stools with gold accents. Pendant lights provide illumination, enhancing the contemporary feel of the room.
Home in Chicago
4.87 out of 5 average rating, 175 reviews

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.

Guest favourite
A treehouse elevated above ground showcases a wooden exterior with a balcony. An inviting staircase leads to the entrance, surrounded by lush greenery and vibrant leaves creating a natural setting. The sturdy structure is supported by wooden beams, blending harmoniously with the surrounding trees.
Treehouse in Schaumburg
4.94 out of 5 average rating, 873 reviews

Enchanted Garden Treehouse (Amenity*)

Summer's here, the treehouse air conditioned and cozy, and the hot tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

Superhost
Home in Elk Grove Village
5 out of 5 average rating, 4 reviews

Chicagoland-Schaumburg/ORD 3BR Ranch Home, sleeps7

Enjoy a comfortable stay in this charming Schaumburg home featuring 3 private bedrooms with queen beds, 1 full bathroom, and 1 extra single bed, perfect for up to 7 guests. Ideal for travel nurses, families, or small groups, the home offers a fully equipped kitchen, washer/dryer, Wi-Fi, free parking, and a fenced yard. Conveniently located just minutes from LEGOLAND, Woodfield Mall, Boomers Stadium, and iFLY, with easy access to O’Hare Airport and downtown Chicago.

Top Guest favourite
A modern living area features a large flat-screen TV mounted on a wooden wall. Two tan armchairs sit opposite a gray sofa, creating a comfortable seating arrangement. A wooden coffee table occupies the center, and textured walls in green add depth to the space.
Home in Berwyn
5 out of 5 average rating, 15 reviews

The Blueprint Studio

Welcome to The Blueprint Studio – A Stylish Modern Retreat Step into comfort and contemporary design at The Blueprint Studio, a newly renovated 2-bedroom, 1-bathroom unit thoughtfully crafted for your perfect stay. This modern bottom-level space features sleek interiors, cozy furnishings, and all the amenities you need to feel right at home. Please note: This is a bottom unit of a two-unit home. Thus you will hear some occasional noise from the unit above.

Top Guest favourite
A single-story brick home with a well-maintained front yard features green shrubs and a neat pathway leading to the entrance. Large windows allow natural light to illuminate the interior, while a tree provides shade near the entrance.
Home in Brookfield
4.99 out of 5 average rating, 91 reviews

Cozy Home in Brookfield

Discover tranquility just minutes from the busy city life! Nestled in the heart of Brookfield, IL, our charming home offers the perfect blend of suburban serenity and urban convenience. Just an 8-minute walk from the train station, you'll find easy access to downtown Chicago while enjoying the peaceful atmosphere of our neighborhood. Max 4 overnight guests. No parties or events. Pets allowed (no exotic pets or animals with a bite history).

Superhost
Home in Worth
4.85 out of 5 average rating, 178 reviews

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

This beautiful, newly remodeled, spacious, 3 bed 2 bath ranch style home is set back on a large lot. Located close to a major hwy, restaurants and a shopping. Just 15 minute to Midway Airport, 25 mins to O'Hare, and 25 mins to Downtown Chicago. Its a great spot to get to everything! Perfect for families, vacationers, and business travelers. You must be 21 or older to book. You must provide a valid photo of your D.L. or State ID upon request.

Top Guest favourite
A light and airy bedroom is seen with a spacious bed adorned with a striped blanket. Soft pillows are arranged at the head of the bed. Large windows allow natural light to illuminate the room, complemented by simple white curtains.
Apartment in Geneva
4.95 out of 5 average rating, 176 reviews

The Tailor's Loft, 1 bdrm apt. in Downtown Geneva

The Tailor's Loft is located right the the heart of historic downtown Geneva and is walkable to dozens of unique restaurants and shops. This apartment has been completely renovated in a fresh modern style. It is a great space for a couples getaway, girls weekend or extended stays. High ceilings and open floorpan with separate king-size bedroom. In unit washer/ dryer. Easy walk to the Geneva train station (0.5 miles).

Superhost
A corner jacuzzi whirlpool tub is positioned against a wall, featuring multiple jets for relaxation. A white toilet and a small wooden stool are visible nearby. Light gray walls are complemented by a window covered with a light-colored curtain, allowing natural light to filter in.
Home in Chicago Ridge
4.9 out of 5 average rating, 200 reviews

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.

Top Guest favourite
A tranquil lake scene is depicted, featuring autumnal trees reflecting vibrant hues of yellow, orange, and red in still water. The grassy shoreline enhances the serene environment, while neighboring greenery contributes to the picturesque landscape.
Guest suite in Naperville
4.96 out of 5 average rating, 541 reviews

Cozy Lakeview Studio with Private Access

Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.

Guest favourite
A modern living area is highlighted by a large, light-colored sectional sofa adorned with a dark throw blanket. A uniquely shaped wooden coffee table rests at the center, complemented by a textured, dark area rug. A decorative wall art piece enhances the backdrop.
Condo in South Side
4.96 out of 5 average rating, 80 reviews

The Modern Woodlawn 2 Bed 2 Bath

Enjoy a stylish experience at this centrally-located place. Minutes from University of Chicago, the upcoming Obama Presidential Library, Golfing at the South Shore Country Club, Lake Michigan, Public Transportation and Downtown Chicago. There is an ALDI grocery store around the corner. Jewels Grocery Store is a few minutes drive by car. Free Street Parking.

Popular amenities for Oak Lawn holiday rentals

When is the best time to visit Oak Lawn?

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Avg. price$254 NZD$270 NZD$298 NZD$297 NZD$293 NZD$307 NZD$309 NZD$316 NZD$295 NZD$328 NZD$334 NZD$343 NZD
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Frequently Asked Questions

  • How much does it cost to stay in house rentals in Oak Lawn?

    Experience the best of Oak Lawn with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Oak Lawn?

    Yes! Work meets play with ease at over 20 vacation rentals in Oak Lawn featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Oak Lawn?

    Oak Lawn has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly vacation rentals in Oak Lawn?

    Four-legged friends are welcome in Oak Lawn. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Oak Lawn have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Oak Lawn. Enjoy a tailored experience with all the comforts you desire.

  • 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.

Quick stats about holiday rentals in Oak Lawn

  • Total holiday rentals

    Explore 30 holiday rentals in Oak Lawn

  • Nightly prices starting at

    Oak Lawn holiday rentals start at $53 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 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

  • 4.6 Average rating

    Oak Lawn stays receive an average rating of 4.6 out of 5 from guests

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