Best Short term and Weekly rentals in Oak Park, IL
Oak Park, IL
28/06 – 03/07
A$395/nighttotal: A$1975 (5 )
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.
Oak Park, IL
10/07 – 12/07
A$2595/nighttotal: A$5190 (2 )
Luxury 9br, Home Mins From Downtown And The Lake
1 14
apartment , Chicago
This spacious 9-bedroom flat in Chicago offers proximity to Lake Michigan's beaches and parks, situated just a short distance from the city centre's shops and restaurants. This residence, ideal for up to 14 guests, features a modern kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, parking, and six bathrooms, perfect for large groups or families visiting Chicago.
9.6 46 reviews
Oak Park, IL
10/08 – 15/08
A$237/nighttotal: A$1185 (5 )
Cozy & Stylish 1 Bd Near City+airport
1 2
apartment , Oak Park
This Oak Park apartment, a short 3.2km walk from the CTA Green Line, offers easy access to Chicago and is situated approximately 32km from Downtown Chicago and Midway Airport. The one-bedroom flat sleeps three guests, features a full-size dining table, in-building washer/dryer (small fee applies), and two Smart TVs (50" and 43"), plus a well-equipped kitchen with fridge, freezer and microwave.
8.0 1 review
Oak Park, IL
10/07 – 12/07
A$3090/nighttotal: A$6180 (2 )
Arcade Theater Gym Office Sleeps 15
7 14
apartment , Chicago
This spacious flat is located in Chicago's Portage Park district, offering access to Lake Michigan and Millennium Park, approximately 10 kilometres away, with Michigan Avenue and Navy Pier also within a moderate distance. This 231 square metre residence accommodates up to 15 guests across seven bedrooms and three bathrooms, featuring a fully equipped kitchen, an arcade room, a private cinema, a home gym, and on-site laundry facilities, with pets welcome.
10 15 reviews
Oak Park, IL
10/07 – 12/07
A$2695/nighttotal: A$5390 (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.
10 16 reviews
Oak Park, IL
28/06 – 05/07
A$442/nighttotal: A$3094 (7 )
New Boho 3br | King Bed, Firepit/close To Downtown
1 5
apartment , Chicago
This three-bedroom apartment is located in the Kilbourn Park/Logan Square neighbourhood of Chicago, approximately 16km from Millennium Park and 12km from Wrigley Field, offering easy access to the Blue Line for travel to the city centre and O'Hare International Airport. The 3-bedroom property sleeps up to 8 guests, features a king-size bed, two double beds and a fold-away single bed, a fully equipped kitchen, private garden with fire pit, high-speed Wi-Fi, and free on-street parking; baby amenities and EV charging are also available.
Oak Park, IL
10/07 – 12/07
A$7057/nighttotal: A$14114 (2 )
Nine-bedrooms In Wrigleyville
1 14
apartment , Chicago
This Wrigleyville apartment complex, in Chicago's North Side, is ideally located near Wrigley Field. Sleeping up to 22 guests across three units, this property boasts nine bedrooms, three bathrooms, a shared garden, parking permits (subject to availability), and a fully equipped kitchen in each unit, perfect for large groups.
10 6 reviews
Oak Park, IL
10/07 – 12/07
A$1830/nighttotal: A$3660 (2 )
Giant 5br W/ Pool Table, 15 Min To Cubs & Mag Mile
1 14
apartment , Chicago
This substantial five-bedroom residence in Chicago's Irving Park district offers convenient access to major attractions, situated a 15-25 minute Uber journey from landmarks such as Wrigley Field, the city centre, The Bean sculpture, Soldier Field, the United Center, and the Riverwalk. This early 1900s Craftsman Foursquare property accommodates up to 14 guests with its five bedrooms featuring hotel-quality bedding, three bathrooms, a fully equipped kitchen with a large peninsula, and a dedicated games room complete with a pool table and a 75-inch smart television, all supported by high-speed Wi-Fi.
9.7 37 reviews
Oak Park, IL
10/08 – 15/08
A$222/nighttotal: A$1110 (5 )
Cozy & Stylish Studio Near City+airport
1 2
apartment , Oak Park
This Oak Park studio flat enjoys a prime location, approximately 32 kilometres from Downtown Chicago and Midway Airport, offering easy access to the CTA Green Line and award-winning local restaurants. The self-catering apartment features a queen-size bed and sofa bed sleeping up to four guests, a 58” 4K Smart TV, in-building washer/dryer (small fee applies), and a well-equipped kitchen including a fridge, freezer and microwave.
9.9 28 reviews
Oak Park, IL
10/08 – 15/08
A$422/nighttotal: A$2110 (5 )
Large 2 Br Apt In Flw Historic Dist. In Oak Park!
1 2
apartment , Oak Park
This two-bedroom, one-bathroom apartment is situated on the ground floor in Oak Park's Historic District, within walking distance of Frank Lloyd Wright's Home and Studio. The 2-bedroom flat offers ample space for four guests, includes a fully equipped kitchen with dishwasher, air conditioning, parking, internet access, and is close to Oak Park's shops and restaurants.
9.8 100 reviews
Oak Park, IL
17/07 – 27/07
A$378/nighttotal: A$3780 (10 )
Studio Mins Walk To Dt Oak Park
1 1
apartment , Oak Park
This Oak Park studio flat enjoys a central location, a 0.8km walk from the Frank Lloyd Wright Home and Studio and 1.6km from Oak Park's town centre. The self-catering apartment, sleeping two, includes a kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, parking, and a garden; Petersen's Ice Cream and Giordano's Pizza are directly adjacent.
10 1 review
Oak Park, IL
10/07 – 12/07
A$1218/nighttotal: A$2436 (2 )
Charming Home 5 Minutes From Ohare Airport
1 14
apartment , Chicago
This five-bedroom, three-bathroom flat is conveniently situated near O'Hare International Airport, offering a mere 5-minute commute and excellent access to Chicago's major highways and public transport network, making it an ideal base for exploring the city or travelling further afield. This spacious accommodation comfortably hosts up to 14 guests, featuring air conditioning, a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, and a private 2-car garage, all within easy reach of shopping centres and restaurants.
Best Oak Park, IL luxury short term rentals
9.2 1379 reviews
Oak Park, IL
28/06 – 05/07
A$906/nighttotal: A$6342 (7 )
Kasa Magnificent Mile Chicago
2 5
aparthotel , Chicago
Kasa Magnificent Mile Chicago is situated on the Magnificent Mile, a short walk from the Shops at Northbridge and just over a mile from North Avenue Beach, making it ideal for exploring Chicago's attractions and enjoying the lakefront. This aparthotel consistently receives excellent ratings for its location, cleanliness, and overall experience. The accommodation offers spacious rooms with desks, comfortable furnishings, and private bathrooms. Amenities include a kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a terrace or balcony, a garden, a concierge, a restaurant, a fitness centre, and parking.
9.6 265 reviews
Oak Park, IL
28/06 – 03/07
A$311/nighttotal: A$1555 (5 )
The Neighborhood Hotel-little Italy
1 2
aparthotel , Chicago
This Near West Side serviced apartment is situated less than 1.6km from Rush University Medical Centre and within 4.8km of both the United Centre and Millennium Park. The self-catering apartments feature kitchenettes with fridges, microwaves, and dishwashers, smart TVs with satellite channels, and free Wi-Fi in public areas; guests also benefit from proximity to public transport links, including Polk and Racine train stations.
9.4 3084 reviews
Oak Park, IL
25/06 – 25/07
A$447/nighttotal: A$13410 (30 )
Kasa South Loop Chicago
1 3
aparthotel , Chicago
Kasa South Loop Chicago is situated in the South Loop, a short walk from DePaul University and within a mile of the CIBC Theatre, offering easy access to the city's vibrant attractions. This aparthotel has consistently received excellent ratings for its location, cleanliness, and overall user experience. The accommodation features modern, comfortable apartments with fully equipped kitchens, including a dishwasher, and a separate living area with a flat-screen TV. Guests can enjoy a range of amenities, such as a swimming pool, a fitness centre, a garden, and a terrace, as well as a business centre and a restaurant.
Best Oak Park, IL Short term rentals with a jacuzzi
Among the 233 accommodations in Oak Park, IL, here are the 4 best rentals with a jacuzzi
9.6 145 reviews
Oak Park, IL
17/07 – 27/07
A$1707/nighttotal: A$17070 (10 )
Jeffjack Heated Pool Penthouse In Chicago's West Loop
2 1
apartment , Chicago
This penthouse apartment is conveniently located in the centre of Chicago, within easy walking distance of Union Station, Willis Tower, and CIBC Theatre. The apartment consistently receives excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers. The apartment has two bedrooms, comfortably accommodating up to six guests. Enjoy a range of amenities including a rooftop pool, fitness centre, and private parking, as well as a fully equipped kitchen and balcony with stunning city views.
8.6 88 reviews
Oak Park, IL
28/06 – 05/07
A$1230/nighttotal: A$8610 (7 )
Experience Downtown Chicago At Millennium - Luxury Apartments In The Loop
2 5
apartment , Chicago
This apartment is located in downtown Chicago, within half a mile of the city centre, close to attractions like the CIBC Theatre, Willis Tower, and DePaul University. The apartment has received excellent ratings for location, cleanliness, and overall experience. The apartment is suitable for up to five guests and has a fully equipped kitchen. It also offers a range of amenities including a private terrace, a swimming pool, a jacuzzi, and free Wi-Fi.
10 17 reviews
Oak Park, IL
17/07 – 27/07
A$657/nighttotal: A$6570 (10 )
Downtown Chicago - Spa Bath, Patio, 3 Blocks To L
1 1
apartment , Chicago
This apartment is located in downtown Chicago, just a short walk from Navy Pier and Michigan Avenue, making it easy to explore the city’s attractions and vibrant nightlife. It has received excellent reviews from previous guests. The one-bedroom apartment spans 88 square metres and comfortably accommodates up to four guests. It boasts a fully equipped kitchen, a spa bathroom with a jetted tub and a rain shower, and a terrace where you can relax and enjoy the city views.
9.3 192 reviews
Oak Park, IL
10/08 – 15/08
A$712/nighttotal: A$3560 (5 )
Villa D' Citta
1 2
B&B , Chicago
This charming bed and breakfast is situated in the heart of Chicago's Lincoln Park, a short walk from the zoo and just a few miles from the Magnificent Mile. It has consistently received excellent ratings for its location, cleanliness and overall experience. The guest rooms are beautifully decorated with an Italian-inspired theme and offer views of the neighbourhood. Guests can enjoy a range of amenities including a private grotto and garden with BBQ facilities, a hot tub, a gourmet kitchen and daily continental breakfast, plus a hot breakfast on weekends.
Frequently asked questions about short term rentals in Oak Park, IL
Which top landmarks you shouldn't miss in Oak Park, IL?
Oak Park is known for its beautiful architecture, particularly the Frank Lloyd Wright homes. You definitely shouldn't miss the iconic Unity Temple, a masterpiece of Prairie School design. The Ernest Hemingway Birthplace Museum is another must-see for literary enthusiasts.
What are the best short term rentals in Oak Park, IL?
What kind of weather can travelers expect in Oak Park, IL?
Oak Park has a humid continental climate, with hot, humid summers and cold, snowy winters. Expect temperatures ranging from -12°C to 32°C. Spring and autumn are generally mild and pleasant, making them ideal times to visit.
What are the best short term rentals with a pool in Oak Park, IL?
What are the most popular festivals and events in Oak Park, IL?
Oak Park is known for its vibrant arts and culture scene. The Oak Park Festival of the Arts is a popular summer event featuring local artists, live music, and food stalls. The annual Oak Park Book Festival attracts book lovers from all over the region.
What are the best short term rentals with a jacuzzi in Oak Park, IL?
Are there any famous stadiums or sports arenas in Oak Park, IL?
There are no major sports stadiums or arenas in Oak Park itself. However, it's just a short drive to Chicago, where you can find iconic venues like Wrigley Field and Guaranteed Rate Field.
What are the best short term rentals for families and kids in Oak Park, IL?
What part of Oak Park, IL is ideal for finding lodging?
The village centre, known as the 'Oak Park Avenue District', is a great place to find accommodation. You'll be within walking distance of many restaurants, shops, and attractions. The area around the Oak Park train station is also a convenient option for those wanting easy access to Chicago.
Destinations nearby
Best family friendly Oak Park, IL Short term rentals
Among the 233 accommodations in Oak Park, IL, here are the 4 best family friendly rentals
9.9 25 reviews
Oak Park, IL
28/06 – 05/07
A$516/nighttotal: A$3612 (7 )
Paradise In The Park
1 5
apartment , Berwyn
This Berwyn flat offers excellent access to Chicago's central business district (32 kilometres), Midway Airport (16 kilometres), hospitals (16 kilometres), and Brookfield Zoo (16 kilometres), with direct garden access to a park featuring new playgrounds, soccer fields, and a walking trail. This family-friendly accommodation for up to nine guests boasts four bedrooms, two bathrooms, air conditioning, Wi-Fi, and a well-equipped kitchen, with ample parking and a garden making it ideal for stays in Berwyn.
Oak Park, IL
28/06 – 05/07
A$326/nighttotal: A$2282 (7 )
Free Parking+20 Min To Downtown Chicago
1 5
apartment , Oak Park
This two-bedroom flat in Oak Park offers excellent access, situated directly opposite Pete's Market and mere steps from the Green Line, providing swift transit to downtown Chicago and within a 25-minute drive to O'Hare Airport. This family-friendly property accommodates up to six guests and features essential amenities including a fridge, microwave, air conditioning, and one complimentary parking space, with a high chair and pack & play available for younger visitors.
9.0 3 reviews
Oak Park, IL
28/06 – 03/07
A$387/nighttotal: A$1935 (5 )
Cozy 3br Chicago Garden Apartment Near Loyola & Downtown
3 2
apartment , Chicago
This 3-bedroom garden flat is located in a Chicago neighbourhood, a 9-minute walk from Loyola University Chicago and 2.4 kilometres from Foster Beach, with Wrigley Field 5.9 kilometres away. This family-friendly flat offers 139 square metres of space with air conditioning, a fully equipped kitchen including a dishwasher, free Wi-Fi, and private parking, accommodating up to 15 guests.
This two-bedroom flat is situated in the Norwood Park/Edison Park neighbourhood of Chicago, a quiet area located 12 kilometres from Loyola University Chicago and 15 kilometres from Wrigley Field. The 85 square metre property can accommodate up to four guests and features a fully equipped kitchen, a patio, a garden, and outdoor play equipment, ideal for families with children.
Best Oak Park, IL short term rentals with parking
Oak Park, IL
10/08 – 15/08
A$432/nighttotal: A$2160 (5 )
Elegant Retreat In Historic Oak Park
2 2
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.
9.8 8 reviews
Oak Park, IL
28/06 – 05/07
A$526/nighttotal: A$3682 (7 )
Archer #2 | New 3 Bedroom Near Mccormick Place, Wintrust Arena, Chinatown
3 5
apartment , Chicago
This modern flat is ideally located near McCormick Place, just 2km from Downtown Chicago and 1km from Chinatown, offering easy access to the city's key attractions and diverse cultural experiences. The apartment enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The three-bedroom flat spans 84 square metres and provides ample space for up to 6 guests. The apartment is equipped with modern amenities such as high-speed Wi-Fi, a smart thermostat, a washing machine and dryer, a fully equipped kitchen, and large-screen Smart Roku TVs, making it a perfect choice for families or groups travelling to Chicago.
9.4 12 reviews
Oak Park, IL
10/08 – 15/08
A$362/nighttotal: A$1810 (5 )
Charming 3-bedroom 2-bathroom Loft In Oak Park
3 2
apartment , Oak Park
This Oak Park apartment rental is conveniently located on the second floor of a building opposite a park and a major grocery store, with direct access to the CTA/Metra lines for easy travel into Chicago city centre. The three-bedroom, two-bathroom loft sleeps six guests and boasts updated appliances, a Jacuzzi, and a garden, all within easy reach of Oak Park's cultural attractions and both O'Hare (16 km) and Midway (24 km) airports.
9.8 51 reviews
Oak Park, IL
17/07 – 27/07
A$282/nighttotal: A$2820 (10 )
Serene One Bedroom One Bath Apartment Near Chicago
1 1
apartment , Forest Park
This Forest Park flat is situated near the Interstate 290, a short walk from public transport links, and 13 kilometres from Chicago city centre. The one-bedroom apartment, sleeping two, boasts a kitchen with fridge, freezer and microwave, air conditioning, a garden, parking, and proximity to six tennis courts in a nearby park; guests enjoy excellent cleanliness and location ratings.