Oak Park Vacation Rentals - HolidayHomes base64Hash Oak Park Vacation Rentals - HolidayHomes

Oak Park Vacation Rentals

Browse 233 available vacation homes and compared across 6 trusted partners

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Top-Rated Vacation rentals in Oak Park

Book the highest-rated Oak Park vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Oak Park

Vacation home with garden & barbeque

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House Oak Park

Spacious Oak Park Home, 11 Mi to Downtown Chicago!

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House Oak Park

House with terrace, garden & grill

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House Oak Park

Children-friendly house with grill & patio | Perfect for remote work

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House Oak Park

House with terrace & barbecue

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House Oak Park

Oak Park, IL, entire house, short walk to train.

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Apartment Oak Park

Apartment with garden & patio | Perfect for remote work

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Apartment Oak Park

Charming 3-bedroom 2-bathroom loft in Oak Park

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House Oak Park

Oak Park 3000 sq ft, sleep 16

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House Oak Park

Vacation home with BBQ

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Apartment Oak Park

Historic Oak Park Residence

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Apartment Oak Park

Rental apartment | Good for workation

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House Oak Park

House with patio

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Apartment Oak Park

2-BR central Oak Park flat+near FLW homes+near trains to Chicago+pets ok+parking

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House Oak Park

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

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Top 15 most Recommended Vacation Rentals in Oak Park

Discover your ideal Oak Park vacation rental with real-time comparisons of 233 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Apartment Oak Park
Apartment ∙ 12 guests ∙ 4 bedrooms

Children-friendly pleasant apartment | Perfect for remote work | Pets are welcome

Oak Park, Oak Park Township, Illinois, United States
Spacious apartment rental in Oak Park for 12 with a fully equipped kitchen and parking available.
from $300
per night
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Apartment Oak Park
Apartment ∙ 5 guests ∙ 2 bedrooms

Apartment with 3 bedrooms for 5 persons

Oak Park, Oak Park Township, Illinois, United States
This Forest Park apartment rental accommodates 5 and features a spacious balcony for outdoor relaxation.
from $135
per night
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Apartment Oak Park
Apartment ∙ 4 guests ∙ 2 bedrooms

Rental apartment with terrace, garden & barbecue | City view

Oak Park, Oak Park Township, Illinois, United States
This Oak Park apartment rental accommodates 4 and features a cozy fireplace for a warm and inviting atmosphere.
from $142
per night
(28)
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House Oak Park
House ∙ 6 guests ∙ 2 bedrooms

Vacation home with barbecue, patio & hot tub

Oak Park, Oak Park Township, Illinois, United States
This house rental in Maywood accommodates 6 guests and features a fully equipped kitchen for your convenience.
from $169
per night
(48)
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Cabin Oak Park
Cabin ∙ 6 guests ∙ 3 bedrooms

Cottage with 3 bedrooms for 6 persons

Oak Park, Oak Park Township, Illinois, United States
This cozy cabin in Forest Park accommodates 7 guests and features a welcoming fireplace for relaxing evenings.
from $262
per night
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House Oak Park
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped spacious vacation home | Good for workation | Pets are welcome

Oak Park, Oak Park Township, Illinois, United States
Spacious house rental in Oak Park accommodating 10 guests, featuring a family-friendly kitchen and ample parking.
from $619
per night
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Apartment Oak Park
Apartment ∙ 7 guests ∙ 3 bedrooms

Apartment with 3 bedrooms for 7 persons

Oak Park, Oak Park Township, Illinois, United States
Spacious apartment rental in Oak Park accommodating 7 guests, featuring a cozy fireplace for a warm atmosphere.
from $378
per night
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Apartment Oak Park
Apartment ∙ 10 guests ∙ 4 bedrooms

Rental apartment | Nature view

Oak Park, Oak Park Township, Illinois, United States
Spacious apartment rental in Oak Park for 10 featuring a family-friendly atmosphere and convenient parking availability.
from $238
per night
(9)
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Apartment Oak Park
Apartment ∙ 4 guests ∙ 2 bedrooms

Fully equipped pleasant holiday apartment with grill | Pets are welcome

Oak Park, Oak Park Township, Illinois, United States
This apartment rental in Forest Park accommodates 4 and features convenient parking for residents.
from $120
per night
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