This apartment is located on a peaceful, tree-lined street in a neighbourhood just a few kilometres from Chicago's city centre, offering easy access to major highways and public transportation. It has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience. This spacious property can comfortably accommodate up to 16 guests and features a unique speakeasy-style basement with a full bar, game room and retro popcorn machine. The apartment also boasts a fully equipped kitchen, multiple king and queen beds, a dedicated workspace, a spacious back deck with a fire table and a free covered garage and street parking.
9.8 24 reviews
Oak Park, IL
25/06 – 25/07
198 €/nighttotal: 5940 € (30 )
Jefferson Park Oasis
1 3
apartment , Chicago
This two-bedroom, one-bathroom apartment in Chicago's Jefferson Park neighbourhood is conveniently located within 1.6km of the CTA/Metra station, offering easy access to the city's public transport network. The self-catering flat, sleeping up to four guests, boasts a full kitchen, dedicated workspace, shared backyard with grill and fire pit, and readily available street parking.
10 2 reviews
Oak Park, IL
25/06 – 25/07
107 €/nighttotal: 3210 € (30 )
Perfect Location By Everything!
2 3
apartment , Dunning
This Dunning apartment, centrally located within the town, offers easy access to Dunning's attractions, although precise distances are not specified. The three-bedroom, one-bathroom flat sleeps seven guests and includes a kitchen, air conditioning, and internet access; further interior details are unavailable.
9.2 298 reviews
Oak Park, IL
20/07 – 27/07
187 €/nighttotal: 1309 € (7 )
Lively 2br Apt In Lincoln Square - Eastwood 47-1
1 1
apartment , Chicago
This apartment is conveniently located in the Ravenswood district, just a short distance from Wrigley Field and a range of other attractions, offering a peaceful escape from the city centre. It has received excellent ratings for its cleanliness, location, and overall experience. The flat is spacious, with 100 square metres of living space, and features two separate bedrooms for privacy. It is fully equipped with everything you need for a comfortable stay, including a kitchen with a dishwasher and oven, air conditioning, free Wi-Fi, and parking.
10 18 reviews
Oak Park, IL
10/07 – 12/07
1639 €/nighttotal: 3278 € (2 )
The Jackpot | Hot Tub · Cinema · Bar · Sleeps 14
6 14
apartment , Chicago
This Chicago flat offers convenient access, being a 9-minute walk to the Blue Line, 24 kilometres from O'Hare Airport and 25 kilometres from downtown, with Wrigley Field and Millennium Park within a 32 kilometre drive. This spacious 6-bedroom, 3-bathroom property sleeps 14 guests and boasts a private 2-car garage, an all-season backyard with a hot tub, a game room, a 4K home theatre, and a sunroom.
9.2 12 reviews
Oak Park, IL
10/07 – 12/07
1664 €/nighttotal: 3328 € (2 )
Luxury Designer Penthouse Loft | Sleeps 20
4 14
apartment , Chicago
This penthouse apartment is situated in Wicker Park, a trendy neighbourhood in Chicago, just a short distance from Michigan Avenue, Navy Pier, and the Field Museum of Natural History. It has received excellent reviews from previous guests. The apartment is spacious, spanning 418 square metres and comfortably accommodating up to 20 guests. It offers a fully equipped kitchen, a smart TV, a record player, and a large sectional sofa, ensuring a comfortable and enjoyable stay.
9.6 26 reviews
Oak Park, IL
14/10 – 17/10
385 €/nighttotal: 1155 € (3 )
First Floor Of Historic Oak Park Villa, Grge:2cars
3 4
apartment , Oak Park
This apartment is situated in historic Oak Park, just a short walk from the L train and 30 minutes from the Loop, MDW, and ORD, making it an ideal base for exploring the area. It has received excellent user ratings, suggesting a comfortable and enjoyable stay. The three-bedroom apartment offers 167 square metres of space, comfortably accommodating up to six guests. It boasts a fully equipped kitchen, air conditioning, parking, and a shared laundry facility, ensuring a convenient and comfortable stay.
9.7 138 reviews
Oak Park, IL
14/10 – 17/10
307 €/nighttotal: 921 € (3 )
At Home In Oak Park
3 4
apartment , Oak Park
This apartment is located in Oak Park's Hemingway District, a charming neighbourhood known for its historic architecture and literary connections, just 7 kilometres from the United Center, 10 kilometres from Lincoln Park Zoo, and 10 kilometres from Union Station. It has consistently received excellent ratings for user experience, location, and cleanliness. The apartment offers 3 bedrooms and 1 bathroom over 121 square metres, comfortably accommodating up to 6 guests. It includes a fully equipped kitchen with a fridge, microwave oven, and dishwasher, along with air conditioning, free parking, and Wi-Fi.
9.5 55 reviews
Oak Park, IL
16/07 – 19/07
229 €/nighttotal: 687 € (3 )
1 Bedroom Apartment In Lovely Victorian House
1 2
apartment , Oak Park
This apartment is conveniently located in Oak Park, just 2km from the train station, offering a quick 20-minute commute to Chicago, and is situated in a peaceful, family-friendly neighbourhood. It has received excellent ratings for location, cleanliness, and overall user experience. The apartment is ideal for couples, with one bathroom and a well-equipped kitchen. You can enjoy amenities such as Wi-Fi, air conditioning, and a fridge, freezer, and microwave.
9.4 7 reviews
Oak Park, IL
10/07 – 12/07
1861 €/nighttotal: 3722 € (2 )
Arcade • Theater • Gym • Office • Sleeps 15
7 14
apartment , Chicago
This seven-bedroom, three-bathroom flat in Chicago offers a private retreat in a city district, with convenient access to exploration. This spacious accommodation for up to 15 guests boasts a dedicated arcade room, private cinema, home gym, and office space, alongside family-friendly features like a Pack 'n Play and high chair, and is pet-friendly.
9.5 40 reviews
Oak Park, IL
25/06 – 25/07
177 €/nighttotal: 5310 € (30 )
2 Bedroom Apartment In Lovely Victorian House/deck
1 3
apartment , Oak Park
This spacious Oak Park Victorian attic apartment, precise location unspecified but suggested to be near various Oak Park attractions, offers a comfortable stay for families or groups. The self-catering flat sleeps six, features a full kitchen, dining area, dedicated office space, multiple TVs, fast WiFi, a private deck, and a trundle bed in the living room for extra guests.
10 614 reviews
Oak Park, IL
06/09 – 07/09
952 €/nightfor 1 night
Modern Victorian With Old World Charm
1 2
apartment , Oak Park
This charming flat is located in Oak Park's historic district, just a short walk from public transport, restaurants, shops and grocery stores. It has received excellent ratings for its location, cleanliness and overall experience. The two-bedroom, two-bathroom apartment is situated on the second floor and has a private balcony. Guests can enjoy a fully equipped kitchen, free parking, access to a shared laundry facility, and a range of amenities, including shampoo, conditioner, body wash, hair dryers and fresh towels.
Best family friendly Oak Park, IL Holiday Apartments and Self Catering Accommodations
Among the 247 accommodations in Oak Park, IL, here are the 4 best family friendly holiday apartments
10 6 reviews
Oak Park, IL
16/07 – 19/07
455 €/nighttotal: 1365 € (3 )
Modern Clean Private Entry Apartment Free Street Parking Washer & Dryer
1 2
apartment , Chicago
This Chicago West Ridge apartment, a short 6.4km drive from Lake Michigan and a 16km drive from Wrigley Field, offers convenient access to key attractions. The one-bedroom, one-bathroom flat sleeps six guests and includes free Wi-Fi, on-site parking, and essential amenities such as a refrigerator, coffee maker, and Smart TV; nearby cultural attractions include the Art Institute of Chicago and the Field Museum of Natural History.
8.4 5 reviews
Oak Park, IL
20/07 – 27/07
201 €/nighttotal: 1407 € (7 )
Chicago Style Apt/near Hosp/ord/mdw/dt
1 1
apartment , Berwyn
This Berwyn apartment is situated within 10 kilometres of the Frank Lloyd Wright Home and Studio, Loyola University Medical Center, and Concordia University Chicago, offering easy access to public transport via Berwyn LaVergne and Berwyn stations. This one-bedroom, one-bathroom flat sleeps four guests and includes free Wi-Fi, a Smart TV, a fully equipped kitchen with oven and microwave, in-unit laundry, and designated parking; nearby parks include Anna and Frederick Douglass Park and Garfield Park.
10 4 reviews
Oak Park, IL
06/09 – 07/09
88 €/nightfor 1 night
Lower Level Luxury
2 2
apartment , Chicago
This Chicago flat is located in a prime district, offering convenient access to major landmarks and attractions. This family-friendly 255 square meter apartment features one bedroom, one bathroom, air conditioning, WiFi, and a kitchenette, accommodating up to seven guests with private check-in and check-out.
9.5 127 reviews
Oak Park, IL
14/10 – 17/10
207 €/nighttotal: 621 € (3 )
Stylish Luxe King Bed W/free Parkng Near Dt Oak Pk
1 4
apartment , Oak Park
This Oak Park apartment, ideally located near Lake Street Theatre (approx. 9.6km) and Scoville Park (approx. 6.4km), provides easy access to downtown Chicago via public transport. The two-bedroom, two-bathroom flat sleeps six guests, boasting a fully equipped kitchen, private parking, and luxury amenities including a 4K Smart TV and high-end toiletries, making it perfect for family stays.
Best Oak Park, IL holiday apartments with a balcony
9.6 7 reviews
Oak Park, IL
14/10 – 17/10
190 €/nighttotal: 570 € (3 )
Cozy Coach House - Step Outside To Frank Lloyd Wright Architectural Icons!
1 4
apartment , Oak Park
This private coach house offers a secluded stay within Oak Park's Frank Lloyd Wright Historic District, placing you a short walk from world-famous architecture, museums, shops, and transit links for easy access to Chicago. This one-bedroom dwelling accommodates up to three guests, featuring a microwave, dishwasher, air conditioning, and parking, with pets welcome.
Oak Park, IL
23/10 – 25/10
729 €/nighttotal: 1458 € (2 )
Westchester House | Sleeps 10 | Near Chicago & Parks | Close To Restaurants & Easy Local Transport Access | Long Private Driveway
4 5
apartment , Westchester
This spacious four-bedroom flat in Westchester, IL, offers a suburban retreat just 40 kilometres from downtown Chicago, with convenient access to the I-290/I-294 motorways and the CTA Blue Line, placing it a short drive from Brookfield Zoo and Oakbrook Centre. This family-friendly residence accommodates up to eight guests and features a large garden with an oversized patio, ideal for outdoor entertaining, alongside high-speed Wi-Fi and Smart TVs for remote work or leisure.
10 51 reviews
Oak Park, IL
20/07 – 27/07
995 €/nighttotal: 6965 € (7 )
Wrigley Field Rooftop Apartment! - Cubs Season Open
2 1
apartment , Chicago
This Chicago apartment is located in the Lakeview neighbourhood, just a short walk from Wrigley Field and the Addison Red Line station, making it ideal for exploring the city. It has excellent user ratings and is perfect for Cubs fans. The apartment is a two-bedroom, two-bathroom property with a floor area of 93 square metres and a guest capacity of four. It offers a range of amenities, including a fully equipped kitchen, a private patio, and a shared laundry facility.
9.1 621 reviews
Oak Park, IL
14/10 – 17/10
455 €/nighttotal: 1365 € (3 )
The Double Play - Modern 2br Apts Right Next To Wrigley Field & Transit! - Perfect For Cubs Fans
2 4
apartment , Chicago
This two-bedroom apartment is located in the Lakeview neighbourhood, just a 3.7km walk from Lincoln Park Zoo and a short distance from Wrigley Field, a famous baseball stadium known for its lively atmosphere. The apartment has received very good ratings for cleanliness and user experience, and an excellent rating for its location. The apartment has one bathroom and includes a terrace, garden, and parking. It is equipped with a kitchen including a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning and free Wi-Fi.
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 should definitely visit the Frank Lloyd Wright Home and Studio, it's a must-see. And don't miss the Ernest Hemingway Birthplace Museum, it's just a short walk from the Wright House. For a bit of nature, the Oak Park Conservatory is lovely.
Which neighborhoods in Oak Park, IL are best for renting an apartment?
The areas around the Oak Park Avenue and Madison Street are popular with renters. They have lots of shops, restaurants, and are close to the train station. If you prefer a quieter area, consider the neighbourhoods around the Forest Park area.
What are the best apartments with a pool in Oak Park, IL?
What are the top cultural and historical sites in Oak Park, IL?
Oak Park is known for its beautiful architecture, particularly the Frank Lloyd Wright homes. The Unity Temple is another iconic building designed by Wright. You can also learn about the history of Oak Park at the Oak Park Area Historical Society.
What are the best apartments with a jacuzzi in Oak Park, IL?
Oak Park is famous for being the birthplace and home of Frank Lloyd Wright, one of the most influential architects of the 20th century. It also has a rich literary history, with Ernest Hemingway and Gwendolyn Brooks both having lived there.
What are the best apartments for families and kids in Oak Park, IL?
Where can you find the best local markets and street food in Oak Park, IL?
The Oak Park Farmers Market on the corner of Marion and Lake Streets is a great place to sample local produce and artisanal goods. There are also lots of great restaurants and cafes in the downtown area, with a variety of cuisines.
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 Metra train line running through the town and connecting to Chicago. There are also several bus routes that run through Oak Park.
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 in August is a great event with live music, art displays, and food vendors. The Oak Park Holiday Walk in December is a fun way to enjoy the festive season.
What amenities are typically included in apartments in Oak Park, IL?
Most apartments in Oak Park include central heating and air conditioning, in-unit laundry, and a dishwasher. Some apartments also offer parking, a balcony, or a yard.
What leisure activities are available for relaxation in Oak Park, IL?
Oak Park has many parks and green spaces, perfect for relaxing. The Oak Park Conservatory is a great place to visit for a peaceful stroll. The village also has several libraries, art galleries, and museums.
Destinations nearby
Best Oak Park, IL holiday apartments with parking
10 1 review
Oak Park, IL
14/10 – 17/10
539 €/nighttotal: 1617 € (3 )
New! 10-min To Downtown
4 4
apartment , Oak Park
This Oak Park flat is conveniently situated for exploring the area's historic architecture and cultural sites, being a 4-minute drive from the Frank Lloyd Wright Historic District and a 5-minute drive from the Ernest Hemingway Museum and House, with Austin Metro Station just 500 metres away for wider Chicago exploration. This family-friendly four-bedroom, two-bathroom apartment accommodates up to eight guests, offering amenities such as Wi-Fi, air conditioning, a fully equipped kitchen, and in-unit laundry, alongside outdoor space with a garden and balcony, plus covered parking.
9.5 179 reviews
Oak Park, IL
14/10 – 17/10
249 €/nighttotal: 747 € (3 )
Relax In Winter Park - You Will Love The Garden Access And The Classic, Comfortable Feeling Apts
2 4
apartment , Chicago
This two-bedroom Chicago flat is situated in Wicker Park, a short distance from the Blue Line, offering easy access to downtown Chicago and attractions such as Millennium Park. The apartment, sleeping up to six guests, includes a kitchen with fridge, microwave, and dishwasher, plus a garden and parking; quiet hours are enforced between 22:00 and 08:00.
8.2 5 reviews
Oak Park, IL
25/06 – 25/07
305 €/nighttotal: 9150 € (30 )
Exquisite Rogers Park 1 Bedroom, 1 Bath Apartment Near Evanston
1 3
apartment , Chicago
This Rogers Park flat in Chicago is situated 3.5km from Loyola University Chicago and within a reasonable driving distance of Wrigley Field and Lincoln Park Zoo. The 93 square metre self-catering apartment sleeps two, offering a fully equipped kitchen, free Wi-Fi, private parking, and a private entrance.
This Brighton Park flat, situated on a main road with a bus stop directly outside, offers easy access to Chicago's attractions. Sleeping up to six guests, this ground-floor apartment boasts a fully equipped kitchen including a large fridge, oven, microwave and Keurig machine, plus a 50" Smart TV, free Wi-Fi, keyless entry, and an in-unit safety deposit box; optional garage parking is available at an extra cost.
Best Oak Park, IL holiday apartments with air conditioning
Oak Park, IL
20/07 – 27/07
300 €/nighttotal: 2100 € (7 )
Elegant Retreat In Historic Oak Park
2 1
apartment , Oak Park
This recently refurbished two-bedroom, two-bathroom flat is situated in Oak Park, providing convenient access to local shops, cafes, and parks, with public transport links to Chicago. Spanning 93 square meters, this accommodation for four includes a fully equipped kitchen, air conditioning, a terrace, spa, and parking, with paid laundry facilities available in the building and nearby opportunities for swimming, cycling, and hiking.
9.2 184 reviews
Oak Park, IL
20/07 – 27/07
302 €/nighttotal: 2114 € (7 )
Cabin 101 By 747 Lofts
1 1
apartment , Chicago
This studio apartment is conveniently located near the Blue Line L, offering easy access to downtown Chicago and the bustling West Loop neighbourhood. The property has received excellent ratings for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay. The studio is ideal for a group of up to three guests and features a modern kitchen, a bathroom with a spa bath, and in-unit laundry facilities. Guests can enjoy convenient access to local amenities, including restaurants, bars, and shops, all within walking distance.
9.8 12 reviews
Oak Park, IL
10/07 – 12/07
2126 €/nighttotal: 4252 € (2 )
Family Friendly, Lovely 6 Bd Retreat W/ Game Room, Back Deck & Bar
6 14
apartment , Chicago
This six-bedroom home is situated in Jefferson Park, a quiet neighbourhood in Chicago, just 10 kilometres from Navy Pier and Michigan Avenue, and within easy reach of the airport and downtown. The property has received excellent reviews from previous guests. The apartment offers 297 square metres of space, comfortably accommodating up to 16 guests. It features a fully equipped kitchen, a games room, a spa, a garden, a terrace, parking, and a Super Mario-themed bunk room for kids.
10 2 reviews
Oak Park, IL
16/07 – 19/07
377 €/nighttotal: 1131 € (3 )
The King's Corner / Ground Level / Train Access
1 2
apartment , Oak Park
This Oak Park flat is ideally situated for exploring the area's architectural heritage, with the Frank Lloyd Wright Historic District 880 metres away and the Ernest Hemingway Museum and House 1.1 kilometres distant. This one-bedroom flat accommodates two guests and includes a kitchenette with a fridge and microwave, air conditioning, and on-site parking, with shared laundry facilities available.
