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Oak Park, IL short term rentals
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Best Short term and Weekly rentals in Oak Park, IL

Search Luxury Short-Term Rentals in Oak Park, IL

Experience the pulse of the city from a luxury rental in central Oak Park, IL, where every urban convenience is at your fingertips.

The Neighborhood Hotel-little Italy - Oak Park, IL
9.6 265 reviews
Oak Park, IL
07/17 – 07/27
$446/nighttotal: $4460 (10 )

The Neighborhood Hotel-little Italy

1 1
aparthotel , Chicago
This 3.5-star Chicago Near West Side apartment hotel is located less than a mile from Rush University Medical Center and within three miles of the United Center and Millennium Park, offering easy access to public transportation.
Each apartment features a kitchenette with a refrigerator, stovetop, microwave, and dishwasher, plus a smart TV with satellite channels, a sitting area, and coffee/tea maker; on-site laundry facilities are also available.
Kasa South Loop Chicago - Oak Park, IL
9.4 3083 reviews
Oak Park, IL
07/17 – 07/27
$492/nighttotal: $4920 (10 )

Kasa South Loop Chicago

1 1
aparthotel , Chicago
Kasa South Loop Chicago is located in the South Loop neighborhood, just a short walk from DePaul University and a quick drive from attractions like Willis Tower and the Art Institute of Chicago. The aparthotel has excellent ratings for location, cleanliness, and overall user experience.
The apartments are spacious and well-equipped with kitchens, seating areas, and private bathrooms. Guests can enjoy amenities like a swimming pool, fitness center, and a sun terrace, along with free Wi-Fi and a business center.
Kasa Magnificent Mile Chicago - Oak Park, IL
9.2 1381 reviews
Oak Park, IL
06/28 – 07/05
$637/nighttotal: $4459 (7 )

Kasa Magnificent Mile Chicago

2 5
aparthotel , Chicago
Kasa Magnificent Mile Chicago is located on the Magnificent Mile, a bustling shopping and dining district, just a short walk from the Shops at Northbridge, CIBC Theatre, and Millennium Station. This aparthotel boasts excellent user ratings for its location, cleanliness, and overall experience.
The apartment features modern amenities like a flat-screen TV, air conditioning, and a private bathroom. Guests can enjoy a terrace or balcony, a garden, a fitness center, 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

Urban Luxury 1br/2ba Logan Square Condo W/garage - Oak Park, IL
10 315 reviews
Oak Park, IL
09/06 – 09/07
$1125/nightfor 1 night

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

1 2
apartment , Chicago
This one-bedroom garden-level condo is located in Logan Square, just one block from the Logan Square Blue Line station and a short walk from the neighborhood's restaurants and nightlife.
The apartment offers free on-site garage parking, a fully equipped kitchen, and a spacious backyard with a patio and fire pit.
The Bernardin Gold Coast Luxury Apartments Near Magnificent Mile - Oak Park, IL
9.1 68 reviews
Oak Park, IL
06/28 – 07/03
$966/nighttotal: $4830 (5 )

The Bernardin Gold Coast Luxury Apartments Near Magnificent Mile

2 2
apartment , Chicago
This apartment is located in the heart of the Magnificent Mile, a short walk from Oak Street Beach and Ohio Street Beach, making it ideal for exploring Chicago's vibrant downtown and relaxing by the lake. The apartment has excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The apartment is fully furnished and equipped with a kitchen, making it perfect for families or groups. Amenities include a rooftop pool, free Wi-Fi, and private parking, offering a range of options for relaxation and entertainment.
Last-minute Chicago Home With Rooftop Views +Private Hot Tub -Garage-sleeps 12 - Oak Park, IL
10 3 reviews
Oak Park, IL
06/28 – 07/03
$912/nighttotal: $4560 (5 )

Last-minute Chicago Home With Rooftop Views +Private Hot Tub -Garage-sleeps 12

3 2
apartment , Chicago
This West Town Chicago apartment boasts a prime location, just five minutes from Fulton Market's restaurants and the United Center, and seven minutes from Grant Park and Michigan Avenue.
The three-bedroom, three-bathroom unit sleeps up to twelve guests and features a king suite with a fireplace and steam shower, a queen suite with private roof deck access, a fully stocked kitchen with a balcony, super-fast WiFi, a private car garage, and a fenced-in backyard; enjoy stunning Willis Tower views from the roof deck.
The Bernadin- Designer 3br City Center With Balcony - Oak Park, IL
Oak Park, IL
07/17 – 07/27
$1680/nighttotal: $16800 (10 )

The Bernadin- Designer 3br City Center With Balcony

3 1
apartment , Chicago
This casino-equipped condo is located centrally in Chicago, a 17-minute walk from Oak Street Beach and close to Water Tower Chicago, 360 Chicago, and the Museum of Contemporary Art.
This 1600 square foot, 3-bedroom residence accommodates up to 9 guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, jacuzzi, garden, and fitness center.

Frequently Asked Questions about short term rentals in Oak Park, IL

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Discover Family Short-Term Rentals in Oak Park, IL

Family trips to Oak Park, IL are made simple with urban rentals that keep city attractions within easy walking distance.

Lower Level Luxury - Oak Park, IL
10 4 reviews
Oak Park, IL
09/06 – 09/07
$102/nightfor 1 night

Lower Level Luxury

2 2
apartment , Chicago
This Chicago apartment is located in a district with convenient access to local attractions and amenities.
This spacious 2740 square foot residence offers a 1-bedroom layout, accommodating up to 7 guests with a fully equipped kitchenette, complimentary WiFi, and an outdoor seating area.
South Loop 2br Chicago 420-friendly Near Mccormick & Chinatown - Oak Park, IL
10 1 review
Oak Park, IL
06/28 – 07/03
$286/nighttotal: $1430 (5 )

South Loop 2br Chicago 420-friendly Near Mccormick & Chinatown

2 2
apartment , Chicago
This South Loop apartment is situated near McCormick Place and Chinatown, offering convenient access to Chicago landmarks such as the Field Museum and the Art Institute of Chicago, all within 1.6 to 2.1 miles.
This family-friendly rental features a fully equipped kitchen, air conditioning, a private terrace, and on-site parking, accommodating up to 11 guests with complimentary WiFi.
Artful Abode: Cozy & Stylish Stay - Oak Park, IL
9.8 39 reviews
Oak Park, IL
06/28 – 07/03
$192/nighttotal: $960 (5 )

Artful Abode: Cozy & Stylish Stay

1 2
apartment , Berwyn
This Berwyn apartment rental boasts a convenient location near Midway and O'Hare International Airports, offering a quick 20-minute commute to downtown Chicago.
The two-bedroom, one-bathroom unit sleeps six guests and features a fully equipped kitchen, internet access, and a unique artistic interior design.
Eddy Street Upstairs Apartment - Oak Park, IL
9.9 165 reviews
Oak Park, IL
09/06 – 09/07
$608/nightfor 1 night

Eddy Street Upstairs Apartment

1 2
B&B , Chicago
This one-bedroom apartment is located in the Portage Park neighborhood of Chicago, about 25 minutes from downtown and 20 minutes from O'Hare Airport, offering a quiet and convenient location. It has received excellent ratings for cleanliness, location, and overall user experience.
The apartment comfortably accommodates up to five guests with a queen bed, a comfy couch, and an additional queen air mattress. Guests can enjoy amenities like a shared washer and dryer, a kitchen with a fridge, freezer, and microwave, and a fitness center.

Best Oak Park, IL lodging with parking

Comfy Bed/free Parking&wifi /Nearhosp/ord/mdw/dt - Oak Park, IL
9.4 21 reviews
Oak Park, IL
07/17 – 07/27
$248/nighttotal: $2480 (10 )

Comfy Bed/free Parking&wifi /Nearhosp/ord/mdw/dt

1 1
apartment , Oak Park
This apartment is located in Berwyn, a short drive from Oak Park and just a 25-minute drive from downtown Chicago. The property has earned an excellent user rating, making it a popular choice for travelers. This one-bedroom unit comfortably accommodates up to 5 guests. The apartment features a fully equipped kitchen, free Wi-Fi, parking, and is close to local attractions, including restaurants and gambling slot machines.
Mins To Dt & Frank Lloyd Wright - Oak Park, IL
8.0 1 review
Oak Park, IL
09/06 – 09/07
$479/nightfor 1 night

Mins To Dt & Frank Lloyd Wright

1 2
apartment , Oak Park
This 1-bedroom rental in Oak Park is located adjacent to Petersen's Ice Cream and Broken Tart, a 4-minute walk from the Frank Lloyd Wright Home and Studio, and a 10-minute walk from Downtown Oak Park.
This pet-friendly apartment sleeps up to 4 guests and offers a full kitchen with a fridge and microwave, air conditioning, a garden, and parking, with optional early check-in and late check-out services available.
Walkable Downtown Forest Park Apartment - Oak Park, IL
8.0 1 review
Oak Park, IL
06/25 – 07/25
$310/nighttotal: $9300 (30 )

Walkable Downtown Forest Park Apartment

1 3
apartment , Forest Park
This vintage bungalow is located in a quiet residential block of Forest Park, a few blocks from Madison Street's dining and shopping, and offers easy access to downtown Chicago.
This 2-bedroom, 1-bathroom rental sleeps 4 guests and features hardwood floors, a sunroom, a private backyard, WiFi, a dishwasher, and parking for one vehicle.
1br Modern Apartment In Lincoln Square - Eastwood 3s Rep - Oak Park, IL
9.2 298 reviews
Oak Park, IL
07/17 – 07/27
$382/nighttotal: $3820 (10 )

1br Modern Apartment In Lincoln Square - Eastwood 3s Rep

1 1
apartment , Chicago
This Chicago apartment is conveniently located in the Ravenswood district, just a short distance from Lincoln Park Zoo and United Center, offering easy access to attractions and public transportation. The apartment consistently receives excellent ratings for its cleanliness, location, and overall user experience.
The apartment features two bedrooms and a fully equipped kitchen, providing ample space for a comfortable stay. Guests can enjoy amenities like free Wi-Fi, air conditioning, a dishwasher, and parking, making it ideal for both short and long-term stays.
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