This Cicero, Illinois apartment offers three bedrooms and one bathroom, sleeping up to six guests, and is conveniently located an 18km drive from Midway Airport. The property features a Jacuzzi tub, shared backyard space, free street parking, and is equipped with toiletries, towels, cookware, bed linens, and smart locks; cannabis is permitted with consideration for others.
9.4 58 reviews
Oak Park, IL
28/06 – 03/07
$313/nighttotal: $1565 (5 )
Walkable Oasis: Your Chic Loft Awaits (Near Shops)
1 2
apartment , Oak Park
This Oak Park apartment, a short walk from the Green Line CTA train and a few blocks from Oak Park's historic downtown, offers easy access to Frank Lloyd Wright architecture (approximately 1.6km away). The one-bedroom, one-bathroom flat sleeps four guests and features two 47-inch smart TVs, free Wi-Fi, a fully equipped kitchen, and elevator access to the fourth floor, with nearby attractions including RUSH Oak Park Hospital and West Suburban Medical Center (approximately 1.6km).
9.4 42 reviews
Oak Park, IL
04/07 – 05/07
$514/nightfor 1 night
107 Mo-dern 1 Bedroom Apt
1 6
apartment , Cicero
This newly renovated Cicero flat is conveniently located a short distance from the CTA Pink Line, offering easy access to Chicago and situated directly opposite a Dollar General store. The one-bedroom apartment sleeps up to six guests, features a fully equipped kitchen including a fridge, freezer, microwave, and dishwasher, and benefits from air conditioning.
9.9 531 reviews
Oak Park, IL
11/10 – 21/10
$300/nighttotal: $3000 (10 )
Walk To Oak Park From A Bright Madison Street Loft
1 2
apartment , Forest Park
This Forest Park flat is ideally located in the Madison Street district, three blocks from the CTA Blue Line and within 1.6km of both the Metra Union Pacific West Line and the Green Line, offering easy access to Chicago's city centre and surrounding suburbs. The two-bedroom, two-bathroom apartment sleeps four guests comfortably, boasting a fully equipped kitchen with stainless steel appliances, in-unit laundry, a private balcony with Chicago skyline views, and keyless entry.
9.4 28 reviews
Oak Park, IL
01/08 – 31/10
$125/nighttotal: $11375 (91 )
Lovely - 2br 1st Floor Apart. W/ Free St. Parking
1 2
apartment , Chicago
This Chicago apartment, situated on a quiet street a short distance from a grocery store, offers convenient first-floor access and free street parking. Sleeping up to five guests, this two-bedroom flat features a fully equipped kitchen (fridge, freezer, microwave), air conditioning, and a garden, making it ideal for families or groups attending events in the city.
This Oak Park apartment is situated in the downtown area, a two-minute walk from the Chicago 'L' and Metra train stations, offering easy access to Chicago city centre and within walking distance of shops, restaurants, Target, Trader Joe's, and Frank Lloyd Wright's historic homes. The self-catering property sleeps six guests comfortably in two queen beds, a double sofa bed, and a queen air mattress, and includes a fully equipped kitchen, free on-site parking for one car, a garden with patio furniture and fire pit, and a Smart Roku TV.
9.4 3 reviews
Oak Park, IL
10/08 – 15/08
$390/nighttotal: $1950 (5 )
Cozy Extended Stay: King Bed/fully Equipped/train
1 2
apartment , Oak Park
This Oak Park flat offers excellent access to historical sites, being an 11-minute walk from the Frank Lloyd Wright Historic District and a 14-minute walk from the Ernest Hemingway Museum and Home, with the Oak Park Metro Station just 600 metres away for onward travel to Chicago. This accommodation provides on-site parking, a kitchenette equipped with a fridge and microwave oven, air conditioning, and laundry facilities, suitable for up to two guests.
9.8 9 reviews
Oak Park, IL
18/07 – 23/07
$763/nighttotal: $3815 (5 )
Expansive 4bd - Steps From Downtown - Oak Park
1 4
apartment , Oak Park
This spacious flat is located in a highly walkable Oak Park district, just minutes from downtown amenities, public transport, and Frank Lloyd Wright's architecture. Accommodating up to eight guests across four bedrooms and two bathrooms, this pet-friendly residence offers a fully equipped kitchen, air conditioning, and contact-free check-in, making it ideal for families.
9.6 26 reviews
Oak Park, IL
18/07 – 23/07
$582/nighttotal: $2910 (5 )
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.
9.8 98 reviews
Oak Park, IL
01/08 – 31/10
$168/nighttotal: $15288 (91 )
Kng & Qn 2bdrm/18 Min To O’hare/1free Parking Spot
1 2
apartment , Melrose Park
This Melrose Park apartment is conveniently located near O'Hare International Airport and Allstate Arena, offering easy access to both Chicago city centre and its suburbs. The two-bedroom, one-bathroom flat sleeps five guests and includes a fully equipped kitchen, in-unit laundry, designated parking, and low-profile beds; nearby attractions include four major hospitals within a 12-kilometre radius.
9.8 76 reviews
Oak Park, IL
11/10 – 21/10
$333/nighttotal: $3330 (10 )
Sunny Coach House In Historic Oak Park
2 2
apartment , Oak Park
This Oak Park flat is situated less than 1.6km from the Frank Lloyd Wright Historic District and Concordia University Chicago, offering easy access to public transport links including Oak Park and Ridgeland Green Line stations. The one-bedroom, one-bathroom apartment sleeps three guests and features a kitchen with a fridge, oven, and stovetop, plus a Smart TV, sofa bed, and garden access within a smoke-free building; parking is also provided.
9.4 22 reviews
Oak Park, IL
04/07 – 05/07
$1105/nightfor 1 night
Haus Of Hues: Mdrn Bright Peaceful Private Apt
3 6
apartment , Evanston
This three-bedroom Evanston apartment, ideal for families, is situated approximately 4.8km from Lake Michigan and Northwestern University, offering easy access to Montrose Beach and Loyola University Chicago (9.6km away). The 3-bathroom property sleeps eight guests and features a fully equipped kitchen with dishwasher, in-unit laundry, a Smart TV, and access to barbecue grills; nearby public transport links include Main Street and South Boulevard Metro stations (within a 20-minute walk).
Best family friendly Oak Park, IL vacation rentals
Among the 269 accommodations in Oak Park, IL, here are the 4 best family friendly rentals
9.6 32 reviews
Oak Park, IL
20/06 – 27/06
$415/nighttotal: $2905 (7 )
Classy Apt/comfy Beds/25mins To Ord>mdw>dt>hosp
2 2
apartment , Berwyn
This two-bedroom flat is situated in Berwyn, just a short drive from the Chicago Zoo, Oak Park, and Little Village, making it a great base for exploring the area. The property has an excellent user rating, so you can be sure of a comfortable stay. The flat is ideal for families or groups of up to six people. It comes equipped with a kitchen, air conditioning, and a spa, as well as free parking and fast Wi-Fi. You can enjoy easy access to local amenities, including restaurants, public transport, and gambling slots, as well as attractions like Wrigley Field and McCormick Place.
9.6 306 reviews
Oak Park, IL
18/07 – 23/07
$382/nighttotal: $1910 (5 )
Garage Parking - Vintage Charm - And A Fabulous Location! Easily Enjoy The Best Of Chicago!
1 4
apartment , Chicago
This two-bedroom Chicago apartment is situated in a neighbourhood a 1.6km walk from Chicago's best bars and restaurants. The property offers a fully equipped kitchen, including a fridge, microwave, and dishwasher, accommodates four guests, and includes a private garage parking space, plus access to a shared garden.
Oak Park, IL
28/06 – 03/07
$282/nighttotal: $1410 (5 )
Chicago Coach Casa
1 2
apartment , Chicago
This Chicago Coach Casa flat is located in a district offering convenient access to key city attractions, with the United Centre just 4.16 kilometres away and major landmarks like Union Station and Willis Tower within a 6.76-kilometre radius. This 60 square metre, 1-bedroom flat accommodates up to 7 guests and includes a kitchen with a fridge and microwave, air conditioning, Wi-Fi, and parking, with an in-unit washing machine for added convenience.
10 3 reviews
Oak Park, IL
01/08 – 31/10
$294/nighttotal: $26754 (91 )
Grade A Working Class Safe Neighborhood 3br Up To 6 Guests. Updated & Best Price
3 2
apartment , Burbank
This three-bedroom Burbank apartment, near Chicago Midway International Airport and a 40km drive from downtown Chicago, offers convenient access to major attractions including Grant Park and Millennium Park. Sleeping six guests, this self-catering property boasts a full kitchen with dishwasher, a washer/dryer, free Wi-Fi, a smart TV, on-site parking, and three Ring security cameras; nearby amenities include restaurants, grocery stores, parks, and a water park.
Best Oak Park, IL vacation rentals with parking
9.3 40 reviews
Oak Park, IL
04/07 – 05/07
$925/nightfor 1 night
Light Filled Mid-century Modern Bungalow
1 6
apartment , Oak Park
This 1910s bungalow is situated in historic Oak Park, a short distance from Chicago and many Frank Lloyd Wright buildings, including the iconic Unity Temple and the Frank Lloyd Wright Home and Studio. The two-bedroom, three-bathroom property can accommodate up to six guests and features a private gym, a tiki-themed bathroom, and a mid-century modern living room with a record player.
10 8 reviews
Oak Park, IL
28/06 – 03/07
$227/nighttotal: $1135 (5 )
King Comfort Apartment, Quiet, Clean, Ac & Wifi
1 2
apartment , Chicago
This Austin, Chicago dwelling is situated near the Frank Lloyd Wright Historic District, within 4.8km of the Walt Disney House and Humboldt Park, offering convenient access to public transport (a 7-minute walk to the Chicago Grand-Cicero Station). This one-bedroom, one-bathroom property sleeps three guests and features a fully equipped kitchen with oven, hob, and microwave, plus a Smart TV and other modern conveniences; nearby attractions include the United Center and Portage Park, both within 9.6km.
9.6 17 reviews
Oak Park, IL
18/07 – 23/07
$335/nighttotal: $1675 (5 )
Spacious Apt/comfy Bed/free Parking/22mins To Ord&mdw
1 4
apartment , Berwyn
This one-bedroom flat is conveniently situated in Berwyn, just a short drive from Oak Park, Little Village, and the Chicago Zoo, offering easy access to a range of attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The flat features a fully equipped kitchen with a microwave, fridge, coffee maker, and tea, allowing guests to prepare their own meals. Guests can enjoy the convenience of on-site laundry facilities, free parking, and a comfortable living space with a 50-inch TV, offering access to streaming services such as YouTube TV, Netflix, and Hulu.
Oak Park, IL
01/08 – 31/10
$194/nighttotal: $17654 (91 )
Bohemian Garden Oasis! 2-br Unit With Ac & Wifi In Prime Chicago.
2 2
apartment , Chicago
This two-bedroom apartment, situated in Chicago's Lower West Side, offers convenient access to downtown attractions such as the Field Museum and Art Institute of Chicago, though precise distances aren't provided. Sleeping five guests comfortably, this flat features a fully equipped kitchen with microwave, a living room with futon, air conditioning, Wi-Fi, and a washing machine, plus proximity to shopping on Michigan Avenue and McCormick Place.
Frequently Asked Questions about vacation rentals in Oak Park, IL
What should a first-time visitor not miss in Oak Park, IL?
A first-time visitor to Oak Park should definitely check out the Frank Lloyd Wright Trust sites, like the iconic Unity Temple and the beautiful Home and Studio. You can't go wrong with a stroll down the charming streets of the village, and a visit to the Oak Park Public Library is a must for any book lover.
What are the best Airbnb and vacation rentals in Oak Park, IL?
Which neighborhood in Oak Park, IL should you consider for a vacation rental?
The village is pretty compact, but if you want to be close to the action, consider the area around the Oak Park Avenue and Lake Street intersection. It's close to the train station, shops, restaurants, and the vibrant downtown area.
What are the most popular Airbnbs in Oak Park, IL?
What are the top family-friendly attractions in Oak Park, IL?
Oak Park has plenty for families! The park district has fantastic playgrounds, like the one at Scoville Park. The Oak Park Conservatory is a great place for a family outing, and the nearby Brookfield Zoo is always a hit with kids.
What are the best vacation rentals with a pool in Oak Park, IL?
When is the best time to book a vacation rental in Oak Park, IL?
The best time to book a vacation rental in Oak Park is usually during the shoulder seasons, from April to May and September to October, when the weather is mild and the crowds are smaller. Prices tend to be lower during these months too.
What are the best rentals for families and kids in Oak Park, IL?
What events or festivals should visitors check out in and around Oak Park, IL?
Oak Park has a lively events calendar! The Oak Park Festival of the Arts is a highlight in July, and the annual Taste of Oak Park is a great way to sample local cuisine. You can also catch the vibrant farmers' market at the Oak Park Public Library.
What are the best rentals or Airbnbs with a jacuzzi in Oak Park, IL?
What are the best budget-friendly activities in Oak Park, IL?
Oak Park is great for budget-conscious travellers. Take a stroll through the beautiful residential streets and admire the architecture, visit the free Oak Park Public Library, or enjoy a picnic in one of the many parks. There are also several free events throughout the year.
What are the best restaurants with local dishes in Oak Park, IL?
For local fare, head to Maya Del Sol for authentic Mexican cuisine or try the classic American dishes at The Purple Pig. If you're looking for something more casual, grab a pizza at the popular Lou Malnati's Pizzeria.
What are the best walking or cycling routes in Oak Park, IL?
Oak Park is a great place to explore on foot or by bike. The village is known for its beautiful tree-lined streets, so a walk along Forest Avenue or a bike ride along the Des Plaines River Trail is a must. There's also a paved trail along the Chicago Sanitary and Ship Canal.
Are there pet-friendly attractions in Oak Park, IL?
Oak Park is very dog-friendly! Most parks welcome dogs on leash, and many restaurants have outdoor seating where you can enjoy a meal with your furry companion. The Oak Park Conservatory also has a dog-friendly area.
What are the benefits of choosing a vacation rental in Oak Park, IL?
Vacation rentals offer more space and privacy compared to hotels. They are also often more affordable, especially for larger groups or families. You can also enjoy the convenience of having a kitchen and laundry facilities.
What are the top sports attractions and facilities in Oak Park, IL?
Oak Park is home to the Oak Park and River Forest High School, which boasts a state-of-the-art athletic complex. The village also has a number of public parks with sports fields and courts, and the nearby Ridgeland Common offers a variety of recreational activities.
Destinations nearby
Best Oak Park, IL vacation rentals with a balcony
9.5 324 reviews
Oak Park, IL
11/10 – 21/10
$943/nighttotal: $9430 (10 )
Garage Parking! Walk To Logan Square Station Plus Great Local Restaurants And Bars
3 2
apartment , Chicago
This three-bedroom duplex apartment is situated in Chicago's Logan Square, a short walk from the Logan Square Blue Line station, offering easy access to Chicago's attractions. The property boasts a duplex layout, sleeping up to seven guests, and includes amenities such as a fully equipped kitchen with dishwasher, garage parking, and essential toiletries; nearby restaurants and bars provide ample entertainment options.
Oak Park, IL
01/08 – 31/10
$199/nighttotal: $18109 (91 )
Relax In West Town - In-unit Laundry And Pet Friendly! By Allset Turnover
1 2
apartment , Chicago
This West Town flat, a couple of kilometres from the Loop and Navy Pier, offers easy access to the Blue and Green 'L' lines and is conveniently located near Lake Michigan. The one-bedroom apartment sleeps three, features a terrace, parking, and a kitchen with a fridge, microwave, and dishwasher, and is close to numerous restaurants and shops.
Oak Park, IL
01/08 – 31/10
$355/nighttotal: $32305 (91 )
New! Charming Andersonville Coach House | 3br/2.5ba
3 2
apartment , Chicago
This spacious two-storey coach house is situated in Chicago's Edgewater district, less than 500 metres from North Clark's amenities and within proximity to Lake Michigan and Millennium Park. This 134 square metre dwelling offers three bedrooms, 2.5 bathrooms, accommodates up to five guests, and permits one pet for an additional fee, with a kitchen equipped with a fridge, microwave, and dishwasher.
Oak Park, IL
15/07 – 17/07
$711/nighttotal: $1422 (2 )
Penthouse With Private Rooftop And Skyline Views - Sleeps 6
2 5
apartment , Chicago
This Chicago flat offers convenient access for travellers, situated approximately 16 kilometres from Midway International Airport. This 60 square metre penthouse apartment features two bedrooms, two bathrooms, a separate living room, and a fully equipped kitchen, with a private rooftop terrace providing outdoor seating and skyline views, accommodating up to 11 guests.
Best Oak Park, IL vacation rentals with air conditioning
Oak Park, IL
04/07 – 05/07
$537/nightfor 1 night
3j5ih3 First Floor Close To Chicago And Lolyoa
3 6
apartment , Forest Park
This Forest Park apartment, near restaurants and supermarkets, offers easy access to CTA bus routes and is less than 32km from downtown Chicago. The three-bedroom, two-bathroom property sleeps seven, features air conditioning, parking, a kitchen with fridge-freezer and microwave, plus abundant natural light and internet access.
10 5 reviews
Oak Park, IL
18/07 – 23/07
$708/nighttotal: $3540 (5 )
Top Floor Of Historic Oak Park Villa /Grge: 2cars
4 4
apartment , Oak Park
This Oak Park apartment is situated less than 1.6km from the Frank Lloyd Wright Home and Studio and Concordia University Chicago, offering easy access to public transport and major attractions. The spacious 167 square metre, three-bedroom flat sleeps six guests and boasts a fully equipped kitchen, free Wi-Fi, a DVD player, and on-site arcade games.
9.5 11 reviews
Oak Park, IL
10/08 – 15/08
$271/nighttotal: $1355 (5 )
2 Br Unit In The Heart Of Downtown Oak Park
1 2
apartment , Oak Park
This two-bedroom flat offers a prime location in downtown Oak Park, just a short walk from Frank Lloyd Wright's Studio and local amenities, with the Green Line and Metra stations a mere 300 metres away for excellent transport links. Guests can enjoy the convenience of in-unit laundry, air conditioning, complimentary Wi-Fi, and private parking, comfortably accommodating up to four people with two queen beds for a restful stay.
9.9 114 reviews
Oak Park, IL
09/08 – 13/08
$217/nighttotal: $868 (4 )
Oak Park Cozy Carriage House-lovely, Walkable Area
1 2
house , Oak Park
This Oak Park guest house, a private second-floor suite, is conveniently located on a quiet street, a short walk (less than 0.16 km) from the Oak Park 'L' Blue Line station, offering easy access to Chicago's city centre. The self-contained apartment features an open-plan living, dining, and office area, sleeps four guests, includes a well-equipped kitchen with gourmet coffee facilities, and offers off-street parking and access to a shared garden.
