Best Short term and Weekly rentals in Oak Park, IL
9.4 71 reviews
Oak Park, IL
17/07 – 27/07
A$377/nighttotal: A$3770 (10 )
Mins To Dt & Frank Lloyd Wright
1 1
apartment , Oak Park
This Oak Park studio apartment is ideally located near Petersen's Ice Cream and Broken Tart, less than 0.6km from Frank Lloyd Wright's Home and Studio, and a 1km walk from Oak Park's town centre. The self-contained unit sleeps three guests, offering a kitchen with fridge, freezer, and microwave, plus air conditioning, Wi-Fi, parking, a garden, and is within easy reach of Giordano's and other restaurants.
10 111 reviews
Oak Park, IL
10/07 – 12/07
A$4700/nighttotal: A$9400 (2 )
Luxurious Four-level Home With Personal Touches Everywhere
6 14
apartment , Chicago
This six-bedroom mansion, situated in a quiet neighbourhood near Wrigley Field, offers easy access to Lake Michigan, Lincoln Park Zoo, and the 606 trail. The 465-square-metre property boasts a chef's kitchen, private courtyard, balconies with skyline views, a jacuzzi, sauna, and fitness centre; sleeping up to 16 guests and close to Southport Corridor's restaurants and bars.
9.2 197 reviews
Oak Park, IL
28/06 – 03/07
A$279/nighttotal: A$1395 (5 )
Cabin 104 By 747 Lofts
1 2
apartment , Chicago
This studio apartment is situated in Chicago's West Loop, just a short walk from Randolph Street's bustling restaurant scene and easily accessible to the city centre via the Blue Line "L" train. The studio enjoys excellent user, location and cleanliness ratings, making it a popular choice for travellers. The apartment is ideal for couples or solo travellers and features a modern kitchen with a fridge and microwave oven. Guests can enjoy the convenience of in-unit laundry facilities, air conditioning, parking, and complimentary Wi-Fi.
Oak Park, IL
10/07 – 12/07
A$1588/nighttotal: A$3176 (2 )
4 Units | Fitness Center And Sun Deck
4 14
B&B , Chicago
This guest house offers four rooms located in Chicago's River North district, within 800 metres of the Magnificent Mile and Navy Pier, providing easy access to dining and entertainment. With accommodation for up to 16 guests, this B&B features air conditioning, Wi-Fi, a shared indoor heated swimming pool, a fitness centre, and on-site paid parking for £39 per day.
9.8 16 reviews
Oak Park, IL
25/06 – 25/07
A$408/nighttotal: A$12240 (30 )
Oak Park Il · Charming Retro 2br Cottage/train/laundry/free Pkg
2 3
apartment , Oak Park
This Oak Park house, a short 2.3km from the Frank Lloyd Wright Historic District and 4.8km from Concordia University Chicago, offers convenient access to public transport and Chicago's attractions. The two-bedroom, one-bathroom property sleeps five, boasting a fully equipped kitchen with dishwasher, in-unit laundry, and a TV; nearby activities include visiting the United Center and Loyola University Medical Centre, both within 9.6km.
10 4 reviews
Oak Park, IL
06/09 – 07/09
A$145/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.
9.9 31 reviews
Oak Park, IL
28/06 – 05/07
A$310/nighttotal: A$2170 (7 )
Modern 2 Bd Near The 606 Trail | W&d | Luxtel
1 5
apartment , Chicago
This centrally located Chicago apartment, ideal for families, offers easy street parking with a provided permit and is conveniently situated within the city, though precise proximity to specific landmarks is not detailed. The 2-bedroom, 1-bathroom flat sleeps up to six guests, boasting a newly renovated interior with modern furnishings, a fully equipped kitchen including Samsung appliances, and amenities such as a 55" flat-screen TV with Netflix, complimentary snacks, and a private ground-floor entrance.
9.9 59 reviews
Oak Park, IL
17/07 – 27/07
A$316/nighttotal: A$3160 (10 )
Restored Mid-century 4 Square
1 1
apartment , Oak Park
This Oak Park apartment, situated in a central location offering easy access to Chicago's attractions (though precise distances aren't provided), is ideal for exploring both Oak Park and the city. The first-floor, four-room flat features a king-size bedroom, sofa bed, private parking, a three-season porch, and accommodates up to four guests, boasting a fully equipped kitchen including a dishwasher.
9.9 181 reviews
Oak Park, IL
17/07 – 27/07
A$277/nighttotal: A$2770 (10 )
Clean, Central Studio/ Urban Farm, Parking, For 4
1 1
apartment , Oak Park
This Oak Park garden apartment is situated 0.5km from the Green Line CTA station, offering easy access to Chicago and proximity to the Ernest Hemingway Birthplace Museum and Frank Lloyd Wright Home and Studio. The 65-square-metre open-plan flat sleeps four guests, featuring three beds, a kitchenette, on-site parking, and kid-friendly amenities including a travel cot, high chair, and toys, plus access to a nearby urban farm.
9.8 18 reviews
Oak Park, IL
06/09 – 07/09
A$969/nightfor 1 night
Chic 3bed 2bath Home With Free Parking Close To United Center
3 2
apartment , Oak Park
This family-friendly Oak Park house, situated within 5km of both the Frank Lloyd Wright Historic District and Concordia University Chicago, offers convenient access to local attractions and public transport. The 139 square metre property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, private garden, parking, and free Wi-Fi.
Oak Park, IL
10/07 – 12/07
A$6466/nighttotal: A$12932 (2 )
3 Stylish 2brs Steps From Magnificent Mile
1 14
apartment , Chicago
This luxurious six-bedroom, six-bathroom apartment in Chicago's Gold Coast offers stunning city skyline views and is situated close to Lake Michigan, with easy access to ice skating rinks and the city's upscale shopping and dining. The 24th, 25th or 26th-floor flat boasts a spacious layout sleeping up to 15 guests, featuring a fully equipped kitchen, a fitness centre, swimming pool, and extensive building amenities including a social club, gaming centre, and meditation lounges.
9.4 449 reviews
Oak Park, IL
28/06 – 03/07
A$359/nighttotal: A$1795 (5 )
Cabin 201 By 747 Lofts
1 2
apartment , Chicago
This studio apartment is conveniently located near the Blue Line L train, providing easy access to both Downtown Chicago and the vibrant West Loop neighbourhood with its abundance of restaurants, bars, and shops. It has excellent user, location, and cleanliness ratings, making it a popular choice for travellers. This self-catering apartment can accommodate up to three guests and features a modern kitchen, in-unit laundry, and spa baths. It also includes parking, internet access, and air conditioning, ensuring a comfortable and convenient stay.
Best Oak Park, IL luxury short term rentals
9.6 265 reviews
Oak Park, IL
17/07 – 27/07
A$634/nighttotal: A$6340 (10 )
The Neighborhood Hotel-little Italy
1 1
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 3083 reviews
Oak Park, IL
28/06 – 03/07
A$367/nighttotal: A$1835 (5 )
Kasa South Loop Chicago
1 2
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.
9.2 1381 reviews
Oak Park, IL
17/07 – 27/07
A$598/nighttotal: A$5980 (10 )
Kasa Magnificent Mile Chicago
1 1
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.
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
9.1 68 reviews
Oak Park, IL
28/06 – 03/07
A$1375/nighttotal: A$6875 (5 )
The Bernardin Gold Coast Luxury Apartments Near Magnificent Mile
2 2
apartment , Chicago
This Chicago Magnificent Mile apartment rental is situated less than 1.6km from the city centre, offering easy access to the Water Tower Place, the Museum of Contemporary Art Chicago, and 360 Chicago Observation Deck, with Oak Street Beach an 11-minute walk away. The fully furnished flat includes a kitchen with microwave and fridge, free Wi-Fi, air conditioning, a rooftop pool, garden, terrace, and private parking; nearby attractions include Ohio Street Beach (1.4km) and various high-end shops and restaurants.
9.6 21 reviews
Oak Park, IL
10/07 – 12/07
A$5519/nighttotal: A$11038 (2 )
:: The Wolcott :: Modern Elegance At Its Finest
6 14
apartment , Chicago
This exquisite 6000 sq ft (557 sq m) single-family home is situated in Chicago's Wicker Park neighbourhood, offering easy access to the city's attractions. The property boasts a spacious layout with four ensuite bedrooms and additional sleeping space for up to 16 guests, featuring a private 800 sq ft (74 sq m) garden, rooftop decks with Chicago skyline views, a jacuzzi, a fitness centre, and parking; other amenities include a wine cellar, pool table, and keyless entry.
8.6 90 reviews
Oak Park, IL
28/06 – 03/07
A$987/nighttotal: A$4935 (5 )
Experience Downtown Chicago At Millennium - Luxury Apartments In The Loop
2 2
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.
9.6 344 reviews
Oak Park, IL
28/06 – 03/07
A$940/nighttotal: A$4700 (5 )
K2 Sky High Apartments With Stunning Chicago Views In West Loop
2 2
apartment , Chicago
The Chicago by Cloud9-365 apartment is located in Chicago's West Loop district, a short distance from Union Station and Willis Tower, in a trendy area with plenty of restaurants and shops. This apartment has received excellent ratings for user experience, location, and cleanliness. The apartment offers a comfortable and modern living space, with amenities such as a fully equipped kitchen, a private balcony, and access to a shared terrace. Guests can enjoy the on-site fitness centre, swimming pool, and Jacuzzi, as well as complimentary Wi-Fi and private parking.
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
9.9 227 reviews
Oak Park, IL
28/06 – 05/07
A$384/nighttotal: A$2688 (7 )
The Evergreen House
1 5
apartment , Chicago
This first-floor flat is located in a quiet residential area of Chicago, just a short distance from the city centre and within easy reach of public transport. The apartment has consistently received excellent ratings from previous guests for its cleanliness, location and overall experience. The flat is ideal for families or groups of up to 5 people, with two bedrooms and one bathroom. It comes with a well-equipped kitchen, multiple TVs with access to Netflix, free street parking, a private backyard and a washer and dryer in the basement.
Oak Park, IL
25/06 – 25/07
A$253/nighttotal: A$7590 (30 )
2br Near O’hare + Oak Park • Coffee Nook
2 3
apartment , Elmwood Park
This Elmwood Park flat provides convenient access to Oak Park, O'Hare International Airport (approximately 13 kilometres away), and the attractions of central Chicago. This two-bedroom flat accommodates up to six guests, offering amenities such as air conditioning, internet, a kitchen, and complimentary private parking, with keyless self-check-in for a smooth arrival.
10 13 reviews
Oak Park, IL
17/07 – 27/07
A$850/nighttotal: A$8500 (10 )
Architect-designed 2br Oak Park Flat
1 1
apartment , Oak Park
This recently renovated 1923 building offers a 2-bedroom flat for four guests, located a short walk from Oak Park's historic cultural attractions and within 500 meters of Chicago's Green Line for easy travel to the city centre. This family-friendly abode features a fully equipped galley kitchen with a fridge, microwave, and dishwasher, air conditioning, and a shared roof deck, with the surrounding area providing convenient access to amenities like 3 Fold Bakery.
9.6 26 reviews
Oak Park, IL
17/07 – 27/07
A$638/nighttotal: A$6380 (10 )
First Floor Of Historic Oak Park Villa, Grge:2cars
3 1
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.
Best Oak Park, IL short term rentals with parking
8.9 27 reviews
Oak Park, IL
28/06 – 03/07
A$313/nighttotal: A$1565 (5 )
2br Airy & Tidy Apt With Free Covered Parking - Central Modern
2 2
apartment , Chicago
This Chicago apartment is located just a short distance from Lincoln Park Zoo, Loyola University Chicago, and the United Center, offering easy access to popular attractions and amenities. The apartment has consistently received excellent ratings for its cleanliness, location, and overall value. The flat offers a comfortable and convenient stay with a fully equipped kitchen, a washing machine, and free Wi-Fi. Guests can enjoy entertainment with a flat-screen TV and streaming services, and covered garage parking is included for added convenience.
9.2 42 reviews
Oak Park, IL
25/06 – 25/07
A$410/nighttotal: A$12300 (30 )
1br Apartment - Walk To Shops - Downtown Oak Park
2 3
apartment , Oak Park
This one-bedroom flat in Oak Park offers a prime location in a district celebrated for its Frank Lloyd Wright architecture, placing guests within easy reach of local shops and restaurants, and just a 4-minute drive from the train station for access to Chicago. This accommodation provides dedicated WiFi, two Smart TVs, and a fully equipped kitchen and bathroom, with a Pack 'n Play available for families, and is conveniently located a 2-minute drive from grocery stores and shopping centres, and a 20-minute drive to Downtown Chicago.
9.2 49 reviews
Oak Park, IL
06/09 – 07/09
A$458/nightfor 1 night
The Polo Inn Bridgeport U.s.a.
2 2
B&B , Chicago
Bridgeport Bed and Breakfast is situated just six miles south of Chicago's city centre, close to the White Sox stadium and McCormick Place, making it ideal for both sports fans and business travellers. This guesthouse consistently receives excellent reviews for its cleanliness, location, and overall experience. Each suite features a full-size fridge, flat-screen TV, and fingerprint security locks, providing a comfortable and secure stay. Guests can enjoy a complimentary breakfast at the on-site restaurant, Polo Café, and benefit from free shuttle service to McCormick Place and nearby train stations, as well as free parking.
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.