Oak Park Vacation Rentals

Compare 69 available properties from 17 providers
Oak Park

Discover a vacation home fitting your preferences among the 69 fantastic vacation rentals from several vacation rental websites in Oak Park. HomeToGo immediately shows the best offers by comparing all of the available vacation homes in Oak Park from 17 different providers.

Recommended Vacation Rentals in Oak Park

Rent a vacation accommodation in Oak Park: from $27 per night

House ∙ 6 guests ∙ 3 bedrooms
Oak Park, Oak Park Township, Illinois, United States
from $145
VRBO
4.8
View deal
Apartment ∙ 4 guests ∙ 1 bedroom
Oak Park, Oak Park Township, Illinois, United States
from $120
VRBO
4.7
View deal
House ∙ 4 guests ∙ 2 bedrooms
Oak Park, Oak Park Township, Illinois, United States
from $141
VRBO
5.0
View deal
Apartment ∙ 5 guests ∙ 2 bedrooms
Oak Park, Oak Park Township, Illinois, United States
from $200
VRBO
5.0
View deal
Apartment ∙ 8 guests ∙ 3 bedrooms
Oak Park, Oak Park Township, Illinois, United States
from $141
VRBO
4.9
View deal
Apartment ∙ 5 guests ∙ 3 bedrooms
South Austin, Chicago, Illinois, United States
from $159
VRBO
4.0
View deal
Apartment ∙ 4 guests ∙ 2 bedrooms
Forest Park, Proviso Township, Illinois, United States
from $95
VRBO
5.0
View deal
Apartment ∙ 6 guests ∙ 2 bedrooms
River Forest, River Forest Township, Illinois, United States
from $98
VRBO
5.0
View deal
Apartment ∙ 5 guests ∙ 2 bedrooms
Oak Park, Oak Park Township, Illinois, United States
from $154
Booking.com
5.0
View deal
See all offers

Apartments With Balconies or Patios

Balcony/Patio
House ∙ 8 guests ∙ 3 bedrooms
Oak Park, Oak Park Township, Illinois, United States
from $164
VRBO
4.8
View deal
Balcony/Patio
Apartment ∙ 5 guests ∙ 2 bedrooms
South Austin, Chicago, Illinois, United States
from $135
VRBO
5.0
View deal
Balcony/Patio
Private room ∙ 4 guests
Oak Park, Oak Park Township, Illinois, United States
from $58
Homestay.com
5.0
View deal
See all offers

Vacation Rentals With Fireplaces

Fireplace
Apartment ∙ 5 guests ∙ 2 bedrooms
Oak Park, Oak Park Township, Illinois, United States
from $124
VRBO
5.0
View deal
Fireplace
Apartment ∙ 6 guests ∙ 2 bedrooms
Oak Park, Oak Park Township, Illinois, United States
from $196
VRBO
4.8
View deal
Fireplace
Private room ∙ 2 guests
Oak Park, Oak Park Township, Illinois, United States
from $296
Booking.com
4.8
View deal
See all offers

Vacation Houses With Pools

Pool
House ∙ 5 guests ∙ 2 bedrooms
Oak Park, Oak Park Township, Illinois, United States
from $122
VRBO
4.9
View deal
Pool
Apartment ∙ 7 guests ∙ 2 bedrooms
Elmwood Park, Leyden Township, Illinois, United States
from $190
VRBO
4.9
View deal
Pool
House ∙ 11 guests ∙ 4 bedrooms
Elmwood Park, Leyden Township, Illinois, United States
from $268
VRBO
4.9
View deal
See all offers

Popular Rental Amenities in Oak Park

  • Internet (45)
  • AC (44)
  • TV (42)
  • Kitchen (42)
  • No smoking (41)
  • Parking (40)
  • Microwave (33)
  • Washer (30)
  • No pets (25)
  • Dishwasher (19)
  • Yard (19)
  • Grill (16)
Properties can be chosen based on the amenities they offer. Above, you will find the number of rentals that offer a specific feature in Oak Park. HomeToGo's data shows that "internet" and "TVs" are the most commonly provided features in Oak Park. Plan your vacation in advance if you plan to go fishing or you like to end your days curled up by the fire. There are just 3 listed rentals providing "fishing" and 6 rentals providing "fireplaces."

The Weather in Oak Park

34°
19°
36°
21°
48°
32°
59°
41°
73°
54°
81°
63°
84°
68°
84°
68°
77°
61°
64°
48°
50°
36°
39°
27°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Check out our climate diagram to find the perfect month for your vacation. In July maximum temperatures go higher than 84°. January is the coolest month, with average minimal temperature reaching 19°. The rainiest month is July while the driest month is September.

Accommodations in Oak Park

26 of the 69 listed properties in Oak Park are apartment rentals. They account for nearly half of the property types in this destination (45.61%). Additionally, these vacation accommodations have a median size of 1,770 ft² as well as an average price of $203 per night. Moreover, this type of residence is the perfect choice for medium-sized groups and families, as the majority of apartment rentals can accommodate 5 guests. If you would prefer something else, you can look for many other offers, such as house rentals, which are another typical type of property in Oak Park. While apartment rentals in Oak Park have an average size of 1,770 ft², house rentals have an average size of 1,170 ft².
Show all 69 properties
Art & Culture

Turn-of-the-century architecture

Oak Park was home to the premiere architects of America's Prairie School, including Louis Sullivan, George W, Maher, and most famously Frank Lloyd Wright. Of course, this makes the street scenes of Oak Park an inspiring setting of living history.

A 15-minute walk from downtown will lead you to Frank Lloyd Wright's lodgings and office. The museum provides an intimate portrayal of the Mission Movement creator – he designed his home with clean edges, expansive spaces, and open layouts. Daily tours will walk you through the life of the famed architect.

You can also tour the Maher-designed Pleasant Home on the south side of town. It is the only building of his open to the public. His Prairie style was a precursor to Wright's simplistic methods – creating that basic frame of straight lines and smooth curves with minute details. The site regularly hosts live music from touring and local musicians, lectures, and various film screenings.

Family Activities

Oak Park spurs the imagination

Because Oak Park offers a small-town feel, family-friendly activities are plentiful. From communing with nature to fostering your child's imagination, Oak Park always has something up its sleeve on those days when your kids are bored and you're out of ideas!

Established in 1929, the Oak Park Conservatory boasts 3 different greenhouses; one dedicated to the desert, tropical and Mediterranean landscapes. Some of their plants are over 80 years old. Age-appropriate workshops and field trips are scheduled regularly, along with wine nights for the parents

About a 10-minute drive from the downtown area, you will find a treasure for kids: Wonder Works. This hands-on children's museum fosters learning through art, performance, design, and building. With interactive imaginary play areas and an organic garden, children will thrive in this haven for playful learning.

Oak Park is a diverse town. While it may seem that Chicago overshadows the perks of this municipality, "the OP" holds it own!

We compare more than 300 providers, including:

Booking.com Vacation Rentals in Oak Park VRBO Vacation Rentals in Oak Park HomeAway Vacation Rentals in Oak Park TripAdvisor Vacation Rentals in Oak Park VacationRentals.com Vacation Rentals in Oak Park HouseTrip Vacation Rentals in Oak Park FlipKey Vacation Rentals in Oak Park 9flats.com Vacation Rentals in Oak Park VaycayHero Vacation Rentals in Oak Park PerfectPlaces.com Vacation Rentals in Oak Park Homestay.com Vacation Rentals in Oak Park Only-apartments Vacation Rentals in Oak Park Interhome Vacation Rentals in Oak Park Bedycasa Vacation Rentals in Oak Park Novasol Vacation Rentals in Oak Park HomeEscape Vacation Rentals in Oak Park

Vacation Destinations Near Oak Park