This seven-bedroom, three-bathroom Lincoln Park duplex in Chicago offers convenient access to Lincoln Park itself and Chicago's attractions, though precise distances aren't specified. Sleeping fourteen guests, this spacious two-storey property features a fully equipped kitchen with outdoor grill, fast Wi-Fi, and free overnight street parking for two cars; additional paid parking is available nearby.
9.9 81 reviews
Oak Park
07/20 – 07/27
HK$1450/nighttotal: HK$10150 (7 )
Urban Oasis Getaway. 6 Stops To Downtown!
1 1
apartment , Chicago
This Chicago flat is situated in East Garfield Park, 0.8 km from Garfield Park Conservatory and a short walk from the CTA Green Line and Metra station. The one-bedroom apartment sleeps six, features a fully equipped kitchen, private patio, in-unit laundry, and high-speed Wi-Fi, with nearby attractions including the United Center and O'Hare Airport easily accessible via public transport.
Oak Park
07/10 – 07/12
HK$35626/nighttotal: HK$71252 (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 7 reviews
Oak Park
07/10 – 07/12
HK$16861/nighttotal: HK$33722 (2 )
Arcade • Theater • Gym • Office • Sleeps 15
7 14
apartment , Chicago
This seven-bedroom, three-bathroom flat in Chicago offers a private retreat in a city district, with convenient access to exploration. This spacious accommodation for up to 15 guests boasts a dedicated arcade room, private cinema, home gym, and office space, alongside family-friendly features like a Pack 'n Play and high chair, and is pet-friendly.
9.9 181 reviews
Oak Park
07/20 – 07/27
HK$1493/nighttotal: HK$10451 (7 )
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.
This luxurious four-bedroom duplex penthouse is situated in Chicago's Wrigleyville neighbourhood, directly opposite Wrigley Field. Offering 279 square metres of living space, this Chicago apartment sleeps sixteen guests and boasts a chef's kitchen, four bathrooms, a private 279 square metre roof terrace with unparalleled Wrigley Field views, and a reserved parking space nearby.
9.5 264 reviews
Oak Park
10/23 – 10/25
HK$1853/nighttotal: HK$3706 (2 )
Cozy Modern Unit W/ Easy Access To Downtown Chi
2 5
apartment , Oak Park
This two-bedroom flat is located in Oak Park, just 1.9 kilometres from the Frank Lloyd Wright Historic District and 3.5 kilometres from Concordia University Chicago, offering a peaceful retreat close to local attractions. The property has received excellent ratings for location, cleanliness, and overall user experience. The flat comfortably accommodates up to five guests and features a well-equipped kitchen, a private garden, a terrace, and free Wi-Fi. Guests can enjoy easy access to public transport, with Oak Park Station just an 8-minute walk away, making exploring Oak Park and Chicago a breeze.
9.8 56 reviews
Oak Park
06/28 – 07/05
HK$1834/nighttotal: HK$12838 (7 )
Charming Retro 2br Cottage/train/laundry/free Pkg
1 5
apartment , Oak Park
This charming retro cottage is located in Oak Park's Arts District, just a short walk from the Blue Line train station, providing easy access to downtown Chicago. The cottage is within 1 kilometre of Mills Park and Randolph Tot Lot, making it an ideal base for exploring Oak Park's attractions. The cottage has two bedrooms and a living room, comfortably accommodating up to five guests. The kitchen is fully equipped with modern appliances and a private patio with bistro lights offers a relaxing outdoor space.
10 170 reviews
Oak Park
10/23 – 10/25
HK$3146/nighttotal: HK$6292 (2 )
Gather In Spacious 3 Bedroom 2 Bath Retreat
3 5
apartment , Forest Park
Mohr Cottage, a recently renovated house in a quiet Forest Park residential neighbourhood, is located a short walk from local restaurants and shops, and a short drive from downtown Chicago. This three-bedroom, two-bathroom property sleeps up to ten guests, offering a fully equipped kitchen with modern appliances, a garden, and parking, plus amenities such as high chairs and travel cots for families.
9.6 11 reviews
Oak Park
06/28 – 07/05
HK$1613/nighttotal: HK$11291 (7 )
Chicago Boutique Hideaway • Private Deck, Fire Pit
1 5
apartment , Chicago
This Chicago flat, located in a quiet district, offers convenient access to various dining and coffee establishments, Sister Lavender Spa (274 metres away), REPS Fitness & The Garage gym (366 metres away), and park trails for running and biking (457 metres away). This private, tranquil retreat accommodates up to six guests, featuring a fully stocked kitchen, in-unit washer and dryer, keyless entry, and a private outdoor deck with a fire pit, ensuring a comfortable stay.
9.3 65 reviews
Oak Park
10/23 – 10/25
HK$2649/nighttotal: HK$5298 (2 )
5 Guests 3 Bdrm 1 Free Parking In Oak Park Il
3 5
apartment , Oak Park
This spacious Oak Park apartment, located near the Ernest Hemingway Museum and Frank Lloyd Wright Home and Studio, offers easy access to shops, restaurants, and the art district. Sleeping five guests, this three-bedroom, one-bathroom flat boasts a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, parking, and excellent guest ratings; a peaceful stay is ensured by its quiet location and proximity to Chicago's city centre via a 30-minute train journey (approx. 24km).
10 211 reviews
Oak Park
09/06 – 09/07
HK$5776/nightfor 1 night
Sunny 1 Bedroom Apartment 1 Block From Restaurants
1 2
apartment , Forest Park
This Forest Park apartment, a short walk from local amenities, offers easy access to downtown Chicago and O'Hare Airport via nearby train lines. The one-bedroom, one-bathroom flat sleeps three, features a private backyard patio with gas grill and fire pit, and includes off-street parking; original artwork adorns the walls of this second-floor dwelling within an 1890s farmhouse.
Best family friendly Oak Park holiday rentals
Among the 269 accommodations in Oak Park, here are the 4 best family friendly rentals
9.7 537 reviews
Oak Park
07/16 – 07/19
HK$11498/nighttotal: HK$34494 (3 )
Aurelien Spacious Apartments In The Heart Of Gold Coast
2 2
apartment , Chicago
This two-bedroom apartment is conveniently located in Chicago, just a short walk from Oak Street Beach and a mile from the city centre. It has received excellent ratings for location, cleanliness and user experience. The apartment comes with a fully equipped kitchen, private bathroom and free Wi-Fi. You can also enjoy a range of amenities including a swimming pool, sauna, fitness centre and parking.
9.8 30 reviews
Oak Park
07/16 – 07/19
HK$2201/nighttotal: HK$6603 (3 )
Private Parking/comfy Bed/25mins To Ord>mdw>dt>hosp
1 2
apartment , Berwyn
This one-bedroom flat is situated in Berwyn, a short walk from the BNSF Metra station and a 10-minute drive from Oak Park, Little Village, and the Chicago Zoo. The apartment has received excellent ratings for its location, cleanliness, and overall experience. The flat features a well-equipped kitchen with a fridge, freezer, and microwave oven, allowing guests to prepare their own meals. Modern amenities include a comfortable queen bed, a 50-inch TV with streaming services, fast Wi-Fi, a spa, and parking, ensuring a comfortable stay.
10 6 reviews
Oak Park
07/10 – 07/12
HK$10082/nighttotal: HK$20164 (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.
9.8 72 reviews
Oak Park
07/16 – 07/19
HK$1432/nighttotal: HK$4296 (3 )
Cute & Cozy Chicago Basement
1 2
apartment , Chicago
This recently remodelled one-bedroom basement flat in Chicago is located approximately 16km from O'Hare International Airport and a 16km drive from the Blue Line, providing easy access to the city centre. The 56-square-metre self-contained property offers a separate dining and living area (including a pull-out sofa bed), sleeping up to four guests, and boasts a fully equipped kitchen, private entrance, garden, parking, and excellent guest reviews.
Best Oak Park holiday rentals with parking
9.8 8 reviews
Oak Park
06/28 – 07/05
HK$2899/nighttotal: HK$20293 (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.
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.
9.4 449 reviews
Oak Park
07/20 – 07/27
HK$2701/nighttotal: HK$18907 (7 )
Cabin 201 By 747 Lofts
1 1
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.
Oak Park
09/06 – 09/07
HK$7729/nightfor 1 night
Comfortable Living, Within Reach!
2 2
apartment , Oak Park
This Oak Park flat is located 8.5 kilometres from the United Centre, providing easy access to downtown Chicago landmarks within an 8.5-kilometre radius and is 9.9 kilometres from Midway International Airport. This one-bedroom flat offers accommodation for up to 11 guests, featuring air conditioning, complimentary Wi-Fi, a fully equipped kitchen with a dishwasher and oven, and an in-unit washing machine, with parking available and pets permitted.
Frequently asked questions about holiday rentals in Oak Park
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 Home and Studio. It's a must-see for architecture enthusiasts and gives you a glimpse into the life of this famous architect. You should also visit the Oak Park River Forest Museum, which tells the story of the area's history and culture.
What are the best Airbnb and vacation rentals in Oak Park?
Which neighborhood in Oak Park, IL should you consider for a vacation rental?
The heart of Oak Park is the village centre, and it's a great place to stay. It's walkable to many restaurants, shops, and attractions, including the Oak Park Public Library. If you prefer a quieter neighbourhood, consider the area around the Forest Park station, which has a more residential feel.
What are the top family-friendly attractions in Oak Park, IL?
The Oak Park Conservatory is a great spot for families, with its beautiful gardens and interactive exhibits. The park also has a playground and a splash pad. The Scoville Park is another great option, with its large green space, playground, and tennis courts.
What are the best vacation rentals with a pool in Oak Park?
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 during the shoulder seasons, which are spring and autumn. The weather is pleasant, and the crowds are smaller. You'll find good deals on accommodation during these periods.
What are the best rentals for families and kids in Oak Park?
What are the best budget-friendly activities in Oak Park, IL?
Oak Park has many free or low-cost activities, such as visiting the Oak Park Public Library, taking a walk or cycle along the Des Plaines River Trail, or enjoying a picnic in one of the many parks. The village also has a number of free concerts and events throughout the year.
What are the best rentals or Airbnbs with a jacuzzi in Oak Park?
What are the best restaurants with local dishes in Oak Park, IL?
Oak Park has a vibrant culinary scene, with many restaurants serving local and regional dishes. Some of the best include Maya Del Sol, which serves Mexican cuisine, and the Oak Park Brewing Company, which serves craft beers and pub fare.
What are the best walking or cycling routes in Oak Park, IL?
Oak Park has a network of walking and cycling paths, including the Des Plaines River Trail, which runs along the river for over 100 km. The village also has a number of parks and green spaces, which are great for a leisurely stroll or bike ride.
Are there pet-friendly attractions in Oak Park, IL?
Many of Oak Park's parks and green spaces are pet-friendly, including Scoville Park and the Oak Park Conservatory. You can also find dog-friendly restaurants and cafes in the village.
What are the benefits of choosing a vacation rental in Oak Park, IL?
Vacation rentals in Oak Park offer more space and privacy than hotels, and they are often located in more residential areas. They can also be a more affordable option, especially for families or groups.
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 has a number of athletic facilities, including a football stadium, a baseball field, and a swimming pool. The village also has a number of parks and green spaces with tennis courts, basketball courts, and playgrounds.
Destinations nearby
Best Oak Park holiday rentals with a balcony
9.2 15 reviews
Oak Park
07/20 – 07/27
HK$4704/nighttotal: HK$32928 (7 )
Peaceful Cozy Beach View| 13 Mins Dt | 4 Mins Lake
1 1
apartment , Chicago
This Uptown Chicago flat is conveniently located near Montrose Beach, with the Argyle Red Line station a 1.4 kilometre walk away and several car parks within a short distance. The one-bedroom, one-bathroom apartment sleeps two guests and features a fully equipped kitchen, in-unit laundry, a rooftop terrace with city views, and proximity to Montrose Beach, the Aragon Ballroom, and the Riviera Theatre; a fitness centre is also available on-site.
9.2 12 reviews
Oak Park
10/23 – 10/25
HK$3582/nighttotal: HK$7164 (2 )
Cozy, Sunny, And Clean Apt 3 Bd Free Parking
3 5
apartment , Berwyn
This Berwyn apartment, situated within 9.6km of the Frank Lloyd Wright Historic District, Loyola University Medical Centre, and SeatGeek Stadium, offers convenient access to public transport and local attractions. Sleeping up to six guests, this three-bedroom, one-bathroom property boasts a fully equipped kitchen, including a dishwasher, and added conveniences such as a dryer and barbecue facilities, alongside proximity to Anna and Frederick Douglass Park and Concordia University Chicago.
9.7 239 reviews
Oak Park
10/23 – 10/25
HK$4206/nighttotal: HK$8412 (2 )
Wrigley Oasis! Steps From The Field! - 3bd 1ba
3 5
apartment , Chicago
This apartment is located in the Lakeview neighbourhood of Chicago, just 0.5km from Wrigley Field and a short drive from Montrose Beach, making it ideal for exploring the city's vibrant atmosphere and attractions. It has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This three-bedroom flat with one bathroom is 111 square metres in size and can accommodate up to six guests. It comes with a fully equipped kitchen, a terrace, a garden, a spa, and parking, as well as air conditioning and free Wi-Fi, making it perfect for families or groups travelling to Chicago.
10 20 reviews
Oak Park
07/20 – 07/27
HK$4247/nighttotal: HK$29729 (7 )
Bright Upper-level 3br Chicago King Walkable
3 1
apartment , Chicago
This comfortable apartment is situated in Avondale, a neighbourhood in Chicago, just a few kilometres from Lake Michigan. The area offers a relaxed atmosphere, with easy access to local restaurants and shops. Guests consistently rate this apartment as excellent. The apartment has three bedrooms and one bathroom, offering enough space for up to five guests. The apartment also comes with a range of amenities, including a kitchen with a fridge, microwave oven, and dishwasher, as well as a garden, terrace, and parking.
Best Oak Park holiday rentals with air conditioning
10 81 reviews
Oak Park
06/28 – 07/05
HK$1888/nighttotal: HK$13216 (7 )
Treetop Oasis With Parking Walkable To Town+train
1 5
apartment , Oak Park
This Oak Park flat is situated in the Frank Lloyd Wright Historic District, a short walk (less than 1.6km) from the Frank Lloyd Wright Home and Studio and a 1.6km walk from the ‘El’ and Metra train stations. The two-bedroom, one-bathroom apartment sleeps five, boasting an open-plan living/dining area, a well-equipped kitchen with a large island, a private deck with outdoor dining, and free on-site parking.
9.9 30 reviews
Oak Park
06/25 – 07/25
HK$1925/nighttotal: HK$57750 (30 )
Spacious & Airy 3br In Avondale - Free St Parking
3 3
apartment , Chicago
This Avondale flat, north of Logan Square, Chicago, offers easy access to breweries, restaurants, a Target supermarket, and CTA bus routes. The recently updated three-bedroom property sleeps six, includes a kitchen with fridge, microwave, and dishwasher, plus a backyard, fire pit (on request), and grill; one bedroom features a built-in desk.
9.8 50 reviews
Oak Park
10/23 – 10/25
HK$2684/nighttotal: HK$5368 (2 )
Entire 3 Bedrm 2 Bath Coach House In Jeffersonpark
3 5
apartment , Chicago
This three-bedroom coach house is located in the quiet Jefferson Park neighbourhood, just 15 kilometres from O'Hare Airport and 30 kilometres from downtown Chicago. The property has excellent user, location and cleanliness ratings. The apartment can accommodate up to six guests and features a fully equipped kitchen, a spacious living room, and a dining room. The property also includes a private entrance, secure parking for two cars, two decks, a washer and dryer, and modern amenities such as Wi-Fi and smart TVs.
9.2 10 reviews
Oak Park
06/25 – 07/25
HK$2199/nighttotal: HK$65970 (30 )
Relaxing 2br Stay | Comfy Queen Bed + Fast Wifi
1 3
apartment , Chicago
This two-bedroom flat in Chicago is located near Lincoln Square and Albany Park, with the CTA Blue Line providing direct access to the city centre. This pet-friendly apartment accommodates up to five guests and features a fully equipped kitchen, high-speed Wi-Fi, and complimentary toiletries, with secure mail delivery advice also provided.
