Search short-term rentals in Oak Park, IL from 100+ sites!

This 5-bedroom apartment is in the bustling Wrigleyville district, a 9-minute walk from Wrigley Field and a short drive from Lincoln Park Zoo and 360 Chicago. With excellent user, location, and cleanliness ratings, this 650 square feet apartment has a private balcony offering outdoor space and city views, as well as a fully equipped kitchen, air conditioning, free WiFi, and parking.
Perfect for a large group or family, this apartment is spacious and comfortable, with a private balcony and a fully equipped kitchen. Guests can enjoy the lively atmosphere of Wrigleyville, with its many restaurants, bars, and shops, and can easily explore other popular Chicago destinations such as Lincoln Park Zoo and 360 Chicago.

This 3.5-star aparthotel stands out with its unique location in the heart of Downtown Chicago, within walking distance of major tourist attractions. It has earned excellent user ratings for its cleanliness and location.
The spacious apartments feature a fully equipped kitchen, a washer/dryer, and a sitting area. Guests can enjoy panoramic city views from the rooftop terrace and take advantage of modern amenities like an electric kettle and a microwave. The aparthotel offers a fitness center, a concierge, and a garden.

B&B rental with an excellent rating of 93% based on 132 reviews. This accommodation is located in Chicago.
Facilities and services include air conditioning, a coffee place and an access for persons with reduced mobility. Enjoy free parking with this accommodation in Chicago!

This South Loop aparthotel is situated within a mile of iconic attractions like the Art Institute of Chicago and Grant Park. The 3.5-star aparthotel has received excellent ratings from past guests for its location and cleanliness.
Each apartment features a fully equipped kitchen, in-unit laundry facilities, flat-screen TVs, and a private balcony or terrace. Guests can also enjoy access to a fitness center, concierge services, and housekeeping upon request.

Apartment rental listing for up to 5 guests with an excellent rating of 98% based on 62 reviews. You will stay in Forest Park.
Services and facilities: a garden, a kitchen and air conditioning.

Vacation rental for up to 16 people with an excellent rating of 92% based on 96 reviews. You will stay in Maywood.
Services and facilities: a washing machine, a coffee place and a kitchen.

Aparthotel with an excellent rating of 88% based on 127 reviews. You will stay in Chicago.
Facilities and services: a washing machine, a kitchen and an elevator. This accommodation in Chicago also has air conditioning!

Accommodation for 5 guests with an excellent rating of 100% based on 3 reviews. You will be located in Forest Park.
Services and facilities: a dish washer, an iron and a fridge. Take advantage of the Free Parking with this accommodation in Forest Park!

Vacation rental for up to 6 guests with an excellent rating of 99% based on 38 reviews. Your accommodation will be based in Oak Park.
Services and facilities include a kitchen, air conditioning and a washing machine. Take advantage of the garden in this apartment!

Book this vacation rental with an excellent rating of 100% based on 3 reviews. You will be in Oak Park.
Facilities and services include an iron, a barbecue and a washing machine.

Vacation rental for 5 guests with a good rating of 84% based on 5 reviews. You will be based in Oak Park.
Facilities and services include a fridge, a washing machine and an iron.

Apartment at 75 dollars for up to 6 guests with an excellent rating of 100% based on 2 reviews. Your accommodation will be located in Des Plaines.
Services and facilities include free parking, a terrace and air conditioning.

This apartment is located in the heart of downtown Chicago, just steps from the Magnificent Mile, Art Institute of Chicago, and Millennium Park. It offers a unique blend of comfort and convenience for travelers visiting the city.
With a spacious floor area of 1350 square feet, the apartment features 2 bedrooms, 2 bathrooms, and a guest capacity of 8. It boasts amenities such as a rooftop swimming pool, a fitness center, and a coffee house, ensuring a comfortable and memorable stay.

Apartment rental listing from 853 dollars for 8 guests. You will stay in Chicago.
Services and facilities: an elevator, free parking and a concierge. Pets are welcome in this apartment.

This apartment is located in the heart of Chicago, steps away from major attractions and landmarks, offering stunning panoramic city views from the rooftop terrace. With 2020 square feet of floor area, it can accommodate up to 12 guests in 3 bedrooms and 3 bathrooms.
The apartment features modern furnishings, plush bedding, and a relaxing ambiance for a comfortable stay. Guests can enjoy on-site dining options, a fitness center, a rooftop swimming pool, an electric vehicle charging station, valet parking, and daily housekeeping.

Apartment rental from $136 per night for 6 guests with an excellent rating of 100% based on 2 reviews. You will be based in Oak Park.
Services and facilities include a washing machine, a dish washer and a kitchen. This apartment in Oak Park is ideal for families.

This spacious 3BR/1BA apartment is conveniently located in Brighton Park, just 3 miles from Little Italy, Chinatown, and Downtown Chicago. With an excellent user rating, this apartment is a great choice for families and groups visiting Chicago.
The apartment can accommodate up to 10 guests and features a fully equipped kitchen, a spacious living area with multiple seating areas and a large Smart TV, as well as a private entrance, a fully fenced backyard, and privacy film on all windows. The apartment also offers entertainment options such as classic arcades, Pop a Shot basketball, a dart board, and board games for both adults and kids.

Apartment to rent for up to 7 guests. Your accommodation will be located in Oak Park.
Services and facilities include a barbecue, a washing machine and an iron. Take advantage of the garden in this apartment!