Compare cheap apartments in Oak Park, IL from 100+ providers!

411 available apartment offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Oak Park, IL apartments
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

411 Apartments or condos in Oak Park, IL

Browse Apartments in the Historic District of Oak Park, IL

Renting a downtown vacation apartment in Oak Park, IL places you steps from local dining, historic neighborhoods, and bustling city nightlife.

Cozy & Stylish Studio Near City+airport - Oak Park, IL
9.6 49 reviews

Cozy & Stylish Studio Near City+airport

apartment, Oak Park
This Oak Park studio apartment boasts a prime location, a 20-minute commute from Downtown Chicago and Midway Airport, and is within a 10-minute walk of the CTA Green Line.
The unit features a queen-size bed, a pull-out sofa accommodating up to four guests, a 58” 4K Smart TV, a full kitchen with microwave, fridge, and freezer, and an in-building washer/dryer (fee applies).
Large 2 Br Apt In Flw Historic Dist. In Oak Park! - Oak Park, IL
9.9 35 reviews

Large 2 Br Apt In Flw Historic Dist. In Oak Park!

apartment, Oak Park
This two-bedroom, one-bathroom apartment is located in Oak Park's Historic District, offering easy walking access to shops, restaurants, and Frank Lloyd Wright's Home and Studio.
The first-floor unit sleeps four, features a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, parking, and internet access.
The Lookout Of Historic Oak Park, - Oak Park, IL
9.4 21 reviews

The Lookout Of Historic Oak Park,

apartment, Oak Park
This 3-bedroom, 1-bathroom condo is centrally located in Oak Park, offering easy access to the historic downtown area, the Oak Park Arts District, and numerous local attractions, with convenient proximity to public transportation for further exploration. This pet-friendly apartment includes a kitchen with a fridge and dishwasher, air conditioning, and parking, accommodating up to 5 guests with excellent user, location, and cleanliness ratings.
Architect-designed 3br Oak Park Flat - Oak Park, IL
10 17 reviews

Architect-designed 3br Oak Park Flat

apartment, Oak Park
This renovated 1920s apartment in historic Oak Park offers a direct commute to downtown Chicago, located steps from the Green Line.
This family-friendly residence accommodates up to 6 guests with 3 bedrooms, 2 bathrooms, a fully equipped kitchen, air conditioning, and a shared roof deck, plus a free reserved parking space.

Best Oak Park, IL apartment rentals with air conditioning

Chic Suite/mins To L Train /Laundry/free Parking - Oak Park, IL
9.4 71 reviews

Chic Suite/mins To L Train /Laundry/free Parking

apartment, Oak Park
This Oak Park condo, near the Frank Lloyd Wright Historic District (0.7 miles) and Concordia University Chicago (2 miles), offers convenient access to public transportation and major attractions.
This 2400-square-foot smoke-free apartment sleeps five, featuring one bedroom, one bathroom, a fully equipped kitchen, free WiFi, in-unit laundry, and on-site parking.
Cozy Modern Unit W/ Easy Access To Downtown Chi - Oak Park, IL
9.6 273 reviews

Cozy Modern Unit W/ Easy Access To Downtown Chi

apartment, Oak Park
This Oak Park apartment is conveniently located just 1.2 miles from the Frank Lloyd Wright Historic District and 2.2 miles from Concordia University Chicago, making it easy to explore these popular attractions. The apartment consistently receives excellent ratings for location, cleanliness, and overall user experience.
The 2-bedroom apartment comfortably accommodates up to 5 guests. It features a fully equipped kitchen, a private yard, and a terrace or balcony, providing everything you need for a relaxing stay.
101 Mid-century Rustic Studio - Oak Park, IL
9.4 165 reviews

101 Mid-century Rustic Studio

apartment, Cicero
This newly renovated studio apartment in Cicero is conveniently located a few blocks from the CTA Pink Line, offering easy access to Chicago and situated across the street from a Dollar General.
The 4-guest unit features a queen bed, full-size pull-out sofa, full kitchen with fridge, microwave, and dishwasher, in-unit laundry, a large smart TV with Wi-Fi, and on-site parking.
Free Parking+20 Min To Downtown Chicago - Oak Park, IL
9.3 3 reviews

Free Parking+20 Min To Downtown Chicago

apartment, Oak Park
This 2-bedroom, 1-bathroom Oak Park flat offers immediate access to Pete's Market and is steps from the Green Line train station, providing quick transit to downtown Chicago and proximity to Frank Lloyd Wright architecture. This family-friendly rental accommodates up to 6 guests with included high chair and pack & play, features keyless entry, and provides complimentary parking, all within 5 miles of the I-290 Eisenhower Expressway and a short drive to O'Hare and Midway Airports.

Frequently Asked Questions about apartment rentals in Oak Park, IL

  • What are the must-see attractions for a 2 days stay in Oak Park, IL?

    You absolutely have to visit the Frank Lloyd Wright Home and Studio, it's a national landmark. The Oak Park River Forest Museum is also a great place to learn about local history. And don't forget to check out the beautiful parks, like the Oak Park Conservatory, which has a unique collection of plants.
  • What are the best apartments in Oak Park, IL?

    Among the apartments in Oak Park, IL, Cozy And Character-rich Chicago Style - Tv Nfl Pass, Rockin' 2bed Steps To Shops/food/train and Sunny Jumbo Studio are the most popular ones.

  • Which neighborhoods in Oak Park, IL are best for renting an apartment?

    The neighborhoods around the Oak Park Green Line station and the Forest Park Green Line station are popular choices for renters. They're convenient for getting around and close to shops and restaurants. If you prefer a quieter area, consider the Ridgeland neighborhood.
  • What are the best apartments with a pool in Oak Park, IL?

  • What are the top cultural and historical sites in Oak Park, IL?

    The Ernest Hemingway Birthplace and Museum is a must-see for any literary enthusiast. The Unity Temple, designed by Frank Lloyd Wright, is a stunning example of Prairie School architecture. And the Oak Park Arts Center offers a variety of art exhibits and classes.
  • What are the best apartments with a jacuzzi in Oak Park, IL?

  • What makes Oak Park, IL unique or famous?

    Oak Park is known for its beautiful architecture, particularly the Prairie School style pioneered by Frank Lloyd Wright. It's also home to a vibrant arts and culture scene and a strong sense of community. And of course, it's where Ernest Hemingway grew up.
  • What are the best apartments for families and kids in Oak Park, IL?

    The best apartments for families and kids in Oak Park, IL are Rockin' 2bed Steps To Shops/food/train, Sunny Jumbo Studio and 949 N East.

  • Where can you find the best local markets and street food in Oak Park, IL?

    The Oak Park Farmers Market on Marion Street is a great place to find fresh produce and local goods. For street food, check out Lake Street, which has a variety of restaurants and cafes. The Oak Park Avenue district is also a good option for finding local food.
  • What are the best pet friendly apartments in Oak Park, IL?

  • How is the public transportation system in Oak Park, IL?

    Oak Park has a good public transportation system, with the Green Line running through the village. There are also several bus routes. You can easily get to downtown Chicago or other nearby towns.
  • What are the best apartments with parking in Oak Park, IL?

  • Which seasonal events or festivals should apartment renters look forward to in Oak Park, IL?

    The Oak Park Festival of the Arts is a popular event in the summer, with art exhibits, live music, and food vendors. The Oak Park Holiday Walk is a great way to get into the holiday spirit in December. And don't forget the Oak Park Farmers Market, which runs from May to October.
  • What amenities are typically included in apartments in Oak Park, IL?

    Most apartments in Oak Park include central air conditioning, laundry facilities, and parking. Some apartments also offer amenities like a fitness center, a swimming pool, or a community room.
  • What leisure activities are available for relaxation in Oak Park, IL?

    Oak Park has a lot to offer for relaxation. You can take a walk or bike ride along the Des Plaines River Trail, enjoy a picnic in Scoville Park, or visit the Oak Park Conservatory. And don't forget to check out the Oak Park Public Library, which has a large collection of books and other resources.

Popular destinations

Best Vacation Apartments with a Terrace in Oak Park, IL

A private balcony with views of the skyline is worth every penny at these vacation apartments in Oak Park, IL.

Remodeled West Loop Apartment Near United Center - Oak Park, IL
9.0 64 reviews

Remodeled West Loop Apartment Near United Center

apartment, Chicago
This family-friendly Chicago apartment, located near Rush University Medical Center and the United Center, offers easy access to the Willis Tower and Art Institute of Chicago, all within a 3-mile radius.
The 4-bedroom, 2-bathroom dwelling accommodates 8 guests and boasts a terrace, garden, spa, parking, and a fully equipped kitchen with a fridge, microwave, and dishwasher, plus free WiFi.
The Upscale Getaway Near Downtown - Oak Park, IL
8.6 7 reviews

The Upscale Getaway Near Downtown

apartment, Chicago
This two-bedroom, two-bathroom Chicago apartment rental is conveniently located in a residential area, approximately 1.1 miles from the United Center and within 3-4 miles of Union Station, Willis Tower, and DePaul University.
The 1190-square-foot unit comfortably sleeps 11 guests and features a fully equipped kitchen, free Wi-Fi, air conditioning, a fireplace, a balcony, on-site parking, and a children's playground.
Featured In Chicago Socials Most Luxurious Airbnbs - Oak Park, IL
10 116 reviews

Featured In Chicago Socials Most Luxurious Airbnbs

apartment, Chicago
This apartment is located in the Lakeview neighborhood, just steps from Wrigley Field, the Lake, Zoo, 606, and Southport Corridor. With excellent user, location, and cleanliness ratings, this 6-bedroom apartment can accommodate up to 16 guests in its 5010 square feet of floor area.
The apartment features a chef's kitchen with a dazzling center island, a private courtyard and balcony on each level with skyline views, an outdoor fire pit for cozy evenings, a Jacuzzi, a sauna, a spa, a fitness center, and parking. It is also family-friendly, pet-friendly, and has internet access.
New! 10-min To Downtown - Oak Park, IL
10 2 reviews

New! 10-min To Downtown

apartment, Oak Park
This 4-bedroom, 2-bathroom house in Oak Park is a 4-minute drive from the Frank Lloyd Wright Historic District and a 5-minute drive from the Ernest Hemingway Museum and House, with the Austin Metro Station a 5-minute walk away for Chicago exploration.
This family-friendly vacation rental accommodates up to 8 guests and offers a garden, balcony, foosball table, air conditioning, Wi-Fi, and a full kitchen with a microwave and dishwasher.

Search Family-Friendly Vacation Apartments in Oak Park, IL

Choosing a vacation apartment built for families in Oak Park, IL ensures city attractions are within easy reach, making for a stress-free stay.

Experience Downtown Chicago At Millennium - Luxury Apartments In The Loop - Oak Park, IL
8.7 106 reviews

Experience Downtown Chicago At Millennium - Luxury Apartments In The Loop

apartment, Chicago
This apartment is in the heart of Chicago, just a short walk from popular attractions like the CIBC Theatre, Willis Tower, and DePaul University. It consistently receives excellent ratings for its location, cleanliness, and overall experience.
The rental features a modern kitchen with a dishwasher, a comfortable living area, and a private bathroom. It can accommodate up to 5 guests and offers amenities like a swimming pool, jacuzzi, terrace, and free Wi-Fi.
Historic 1920s Bungalow Near Logan Square ! - Oak Park, IL
9.9 145 reviews

Historic 1920s Bungalow Near Logan Square !

apartment, Chicago
This Chicago bungalow is located in a quiet historic district, just 15-20 minutes from the lakefront, downtown, and popular attractions like Wrigley Field and the United Center. The apartment has consistently earned excellent ratings for cleanliness, location, and user experience.
The two-story home offers 2,400 square feet of space, including three bedrooms, two bathrooms, a large kitchen, and two living areas. Amenities include a private backyard with a deck, a garage parking space, a dedicated bar with a small fridge and grill, and a full suite of family-friendly features like a pack-and-play, stroller, and highchair.
Appartement-design-salle De Bain Privée-vue Histor - Oak Park, IL
9.9 26 reviews

Appartement-design-salle De Bain Privée-vue Histor

apartment, Oak Park
This Oak Park loft offers a convenient location, a 30-minute commute to Chicago's Loop and easy access to both Midway and O'Hare airports, plus proximity to Frank Lloyd Wright and Ernest Hemingway sites.
This two-bedroom, one-bathroom rental sleeps four, features a renovated space with a modern kitchen including a refrigerator, air conditioning, a garden, parking (garage included), and high-speed internet access.
Family Friendly, Lovely 6 Bd Retreat W/ Game Room, Back Deck & Bar - Oak Park, IL
9.8 16 reviews

Family Friendly, Lovely 6 Bd Retreat W/ Game Room, Back Deck & Bar

apartment, Chicago
This spacious six-bedroom, three-bathroom apartment in Chicago's peaceful Jefferson Park neighborhood is a short distance from downtown and O'Hare International Airport. With an excellent user rating, this 3200-square-foot apartment comfortably accommodates up to 16 guests.
The apartment features a speakeasy-style basement with a full bar, game room, and retro popcorn machine. There's also a large back deck with a grill, fire table, and picnic table, as well as multiple dedicated workspaces for remote work. The modern and spacious decor includes beautiful art and lush plants throughout, and high-quality mattresses, pillows, and linens ensure a restful night's sleep.

Discover Apartments with Parking in Oak Park, IL

Parking is sorted from the start, as every vacation apartment in Oak Park, IL includes free on-site spaces for your stay.

Downtown Penthouse #5 | Vintage +Gym & Balcony - Oak Park, IL
9.5 1044 reviews

Downtown Penthouse #5 | Vintage +Gym & Balcony

apartment, Chicago
Cozy 2bd/1ba In Charming Logan Square - Oak Park, IL
9.4 215 reviews

Cozy 2bd/1ba In Charming Logan Square

apartment, Chicago
Bold Bohemian Splendor | 2br | Pilsen - Oak Park, IL
9.8 99 reviews

Bold Bohemian Splendor | 2br | Pilsen

apartment, Chicago
2bds/2ba+free Parking+20 Min To Downtown Chicago - Oak Park, IL
10 6 reviews

2bds/2ba+free Parking+20 Min To Downtown Chicago

apartment, Oak Park

Explore 5-Star Vacation Apartments in Oak Park, IL

Comfort and a prime location define these luxury vacation apartments in Oak Park, IL, each selected to provide a sophisticated home away from home.

Oak Park Bungalow - Oak Park, IL
9.7 174 reviews

Oak Park Bungalow

apartment, Oak Park

Compare Pet-Friendly Apartments in Oak Park, IL

Bringing your dog to Oak Park, IL? Every vacation apartment on this list features nearby dog parks and convenient city walks.

Sunflower Apt 10 Min From Downtown Chicago - Sleeps Up To 6 - Oak Park, IL
8.6 21 reviews

Sunflower Apt 10 Min From Downtown Chicago - Sleeps Up To 6

apartment, Chicago
Walk To Wrigley/ Boystown -Chicago 3br/2ba Duplex-paid Parking Available! - Oak Park, IL
9.0 151 reviews

Walk To Wrigley/ Boystown -Chicago 3br/2ba Duplex-paid Parking Available!

apartment, Chicago
Logan Square Boho Getaway - Sleeps 6 - Remodeled - Oak Park, IL
No reviews

Logan Square Boho Getaway - Sleeps 6 - Remodeled

apartment, Chicago
Modern 2 Bedroom W/king Bed, Free Parking & Pets! - Oak Park, IL
9.3 128 reviews

Modern 2 Bedroom W/king Bed, Free Parking & Pets!

apartment, Forest Park

Our Favorite Apartments with a Pool in Oak Park, IL

These vacation apartments in Oak Park, IL include a swimming pool, so a proper swim in the heart of the city is always an option.

Avenir West Loop Penthouses With Iconic City Views - Oak Park, IL
9.9 33 reviews

Avenir West Loop Penthouses With Iconic City Views

apartment, Chicago
Explore Fulton Market + Retreat In Modern Comfort - Oak Park, IL
10 2 reviews

Explore Fulton Market + Retreat In Modern Comfort

apartment, Chicago
Top Of River West: Luxe Penthouse For Groups - Oak Park, IL
9.0 2 reviews

Top Of River West: Luxe Penthouse For Groups

apartment, Chicago
Fulbrix Bright Designer Apartments With West Loop Views - Oak Park, IL
9.3 56 reviews

Fulbrix Bright Designer Apartments With West Loop Views

apartment, Chicago

Top-Rated Vacation Apartments with Jacuzzi in Oak Park, IL

Coming home to a hot tub after a day in Oak Park, IL changes the whole feel of a stay; every vacation apartment here features one.

Stylish 2br Retreat In Fulton Market For Getaways - Oak Park, IL
10 2 reviews

Stylish 2br Retreat In Fulton Market For Getaways

apartment, Chicago
Spacious Apt/comfy Bed/free Parking/22mins To Ord&mdw - Oak Park, IL
9.8 22 reviews

Spacious Apt/comfy Bed/free Parking/22mins To Ord&mdw

apartment, Berwyn
Urban Luxury 1br/2ba Logan Square Condo W/garage - Oak Park, IL
10 325 reviews

Urban Luxury 1br/2ba Logan Square Condo W/garage

apartment, Chicago
Sky-high 2br W/ Gym & City Views - Oak Park, IL
No reviews

Sky-high 2br W/ Gym & City Views

apartment, Chicago
©2026 cozycozy.com