Vacation rentals in Oak Lawn

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Top-rated vacation rentals in Oak Lawn

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

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Superhost
A spacious artist loft features a living area with hardwood floors and large windows allowing natural light. A leather sofa is positioned in the center, with stylish chairs nearby. The open kitchen is visible in the background, along with a modern dining space under soft lighting.
Loft in Brookfield
4.89 out of 5 average rating, 163 reviews

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

FamilyValueHospitality

Guest favorite
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
4.88 out of 5 average rating, 172 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.

LocationValueDecor

Top guest favorite
A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.
Apartment in Aurora
4.98 out of 5 average rating, 245 reviews

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

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Top guest favorite
A living area showcases an elegant, light-colored sofa paired with a black armchair. A glass coffee table sits atop a patterned rug, while wooden beams accent the ceiling. A dining space can be seen through an archway, complementing the overall spacious feel.
Home in Burbank
4.94 out of 5 average rating, 99 reviews

Spacious-Modern Cozy Home-near Midway-Downtown

Bright and beautiful 5-bedroom, 4-bath home located in Burbank, IL — perfect for families, small groups, and business travelers. Conveniently located near shopping and restaurant, Midway Airport (5 miles) and downtown Chicago (15 miles), with free WiFi and private parking for up to 4 cars. Our home is best suited for families or small groups. Parties and large gatherings are not permitted. Please NOTE: there is * No garage access* * NO PET ALLOWED * *NO SMOKING IN THE HOUSE*

LocationValueBathroom

Top guest favorite
A sitting room features a beige sofa and a cream-colored armchair, positioned near a wooden desk. Two lamps provide soft lighting, while several framed photographs and artwork adorn the walls. Large windows allow natural light to fill the space, complemented by neutral-colored carpeting.
Guest suite in Orland Park
4.98 out of 5 average rating, 121 reviews

Private Guest Suite 2 Cozy Rooms

Private guest suite with separate entrance. Sitting room, kitchenette, bedroom w/queen bed, private bath, plus twin sofa bed in sitting room. Great alternative to hotel for business trip or visiting the area. Conveniently located in southwest suburbs of Chicago, 40 minutes from downtown by car (non rush hour) or Metra lines a few miles from the house. Set near a golf course and forest preserve, nearby to multiple restaurant and shopping districts less than 10 minutes away.

ValueFamilyTV

Guest favorite
A bright and airy loft space is characterized by sloped ceilings and wooden paneling. A dark sofa is complemented by decorative pillows, while a small desk and chair are positioned by the window. Lush greenery adds a touch of nature to the cozy setting.
Apartment in Archer Heights
4.94 out of 5 average rating, 124 reviews

Comfortable and Cozy Apartment

Enjoy this simple and cozy apartment! Located just a few blocks from stores like Walgreens, Aldi, Target, Laundromat and various restaurants. Its conveniently located just a 10 minute walk from the orange line cta train station. Disfrutá de la sencillez de este alojamiento tranquilo y céntrico. Ubicada a dos minutos de tiendas como target, Walgreens, Aldi, Lavandería y restaurantes . Estamos a 10 minutos del aeropuerto midway y 15 minutos del centro de Chicago.

FamilyLocationHospitality

Top guest favorite
A polished granite countertop is highlighted, showcasing a vibrant bouquet of pink roses in an elegant vase. Natural light filters through large windows, illuminating a cozy seating area in the background. Decorative greenery adds a touch of warmth to the setting.
Apartment in Burbank
4.98 out of 5 average rating, 278 reviews

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.

LocationFamilySleep quality

Guest favorite
A round dining table is set with blue dishware and a floral centerpiece. Four light-colored chairs surround the table, placed on a patterned area rug. Natural light is visible through two softly shaded windows, and a tall green plant adds a touch of greenery to the room.
Apartment in Beverly
4.94 out of 5 average rating, 114 reviews

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.

LocationValueWalkability

Top guest favorite
Home in Burbank
4.97 out of 5 average rating, 38 reviews

Luna:4BR/1.5BA+Fenced Backyard +Near MDW+One Level

Come experience this beautiful home in Burbank, a sweet spot for family living in a quiet suburban neighborhood just minutes from Chicago and Midway Airport. This inviting home blends comfort and modern finishes with a warm, welcoming feel throughout. Designed for families, it offers spacious living areas perfect for relaxing, entertaining, and everyday life. Close to parks, shopping, dining, and major highways for an easy commute into the city

ValueFamilyQuiet

Guest favorite
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, 192 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.

LocationFamilyWalkability

Top guest favorite
A ranch-style home is showcased with a welcoming facade of brick and siding. Large windows provide ample natural light, while a well-maintained garden features a variety of colorful flowers. A manicured lawn and sidewalk lead to the entryway, enhancing the inviting exterior.
Home in Worth
4.94 out of 5 average rating, 110 reviews

Worth It! 3 bedroom ranch home

Relax with the whole family at this peaceful place to stay. Just minutes from walking parks, outdoor concert venue, golfing, and down town! Comfy and inviting Ranch style home offers 3 bedrooms, a fully equipped kitchen, flat screen TVs, and large windows. The private backyard has a patio, and bbq grill. A real home away from home, we look forward to your new booking.

ValueLocationGetting around

Top guest favorite
Home in Burbank
5 out of 5 average rating, 15 reviews

Love: Screened Porch, One Level

Welcome to our luxurious one-level ranch, featuring three bedrooms, 2 ½ bathrooms, and plenty of modern comforts. With three king beds, one queen bed, a gorgeous feature-wall fireplace, a screened-in 360 porch, and both indoor and outdoor dining spaces, this home is perfect for extended stays, family gatherings, or weekends away near SeatGeek Stadium.

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Popular amenities for Oak Lawn places to stay

When is the best time to visit Oak Lawn?

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Frequently Asked Questions

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

    Experience the best of Oak Lawn with our apartment rentals, starting at about $110 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.

  • 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 Worth, over 40 vacation rentals in Hometown, and over 100 vacation rentals in Chicago Ridge.

  • 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 house rentals in Oak Lawn have wifi?

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

  • 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 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Oak Lawn

  • Total vacation rentals

    Explore 30 vacation rentals in Oak Lawn

  • Nightly prices starting at

    Oak Lawn vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 1,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Oak Lawn vacation 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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