Cook County Vacation Rentals - HolidayHomes base64Hash Cook County Vacation Rentals - HolidayHomes

Cook County Vacation Rentals

Browse 10,675 available vacation homes and compared across 16 trusted partners

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Top-Rated Vacation rentals in Cook County

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

House Des Plaines
Fully equipped vacation home with barbecue | Perfect for remote work
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House Berwyn
House with garden & patio | Good for workation
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Cabin Barrington
Child-friendly cottage with yard, terrace & grill | Nature view
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House Evanston
Cozy 4-bedroom house in adorable Evanston with WiFi, AC
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House Schaumburg
Children-friendly spacious vacation home with private pool, barbeque & garden | Good for workation
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House Forest Park
Family-friendly vacation home with terrace, garden & BBQ | Pets are welcome
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House Winnetka
Vacation home | Suitable for remote work
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House Evanston
Vacation home with garden | City view
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House Willow Springs
Child-friendly house with barbecue | Nature view | Pets are welcome
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Apartment Berwyn
10 Minutes from Midway Airport Cozy Cottage Home
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House Glenview
House with private pool, terrace & grill | Lake view | Perfect for remote work
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House Homewood
House with garden & BBQ
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House Evanston
PROMO 10% WEEKLY AND 15% MONTHLY Near Northwestern, Beaches Parking Fenced Yard
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House Des Plaines
Family-friendly lovely vacation home with private pool, garden & grill
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House Arlington Heights
Vacation home with grill
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Top 15 most Recommended Vacation Rentals in Cook County

Discover your ideal Cook County vacation rental with real-time comparisons of 10,675 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Villa Hoffman Estates
Villa ∙ 12 guests ∙ 6 bedrooms

836 m² Villa

Hoffman Estates, Hanover Township, Cook County
This spacious villa in Hoffman Estates accommodates 12 guests and features a relaxing hot tub for ultimate comfort.
from $591
per night
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House Skokie
8 guests ∙ 4 bedrooms

House

Skokie, Niles Township, Cook County
Spacious house rental in Skokie accommodates 8 guests and features a modern kitchen with stainless steel appliances.
from $239
per night
(2)
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House Des Plaines
8 guests ∙ 2 bedrooms

House

Des Plaines, Maine Township, Cook County
This spacious house rental in Des Plaines accommodates 8 guests and features a modern kitchen for convenient meal preparation.
from $88
per night
(6)
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House Cicero
House ∙ 8 guests ∙ 4 bedrooms

139 m² House

Cicero, Cicero Township, Cook County
Spacious house rental in Cicero accommodates 8 guests and features a family-friendly kitchen perfect for gatherings.
from $521
per night
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House Evanston
3 guests ∙ 1 bedroom

House

Evanston, Evanston Township, Cook County
Spacious house rental in Evanston accommodating 3 guests with a cozy fireplace and a large backyard for outdoor relaxation.
from $120
per night
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Apartment Oak Park
5 guests ∙ 2 bedrooms

Apartment

Oak Park, Oak Park Township, Cook County
Spacious apartment rental in Oak Park accommodates 5 and features a cozy fireplace for added comfort.
from $90
per night
(32)
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House Des Plaines
House ∙ 6 guests ∙ 3 bedrooms

69 m² House

Des Plaines, Maine Township, Cook County
This house rental in Des Plaines accommodates 6 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $147
per night
(29)
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House Des Plaines
House ∙ 9 guests ∙ 3 bedrooms

186 m² House

Des Plaines, Maine Township, Cook County
This house rental in Des Plaines accommodates 9 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $305
per night
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House Country Club Hills
10 guests ∙ 4 bedrooms

House

Country Club Hills, Bremen Township, Cook County
This house rental in Country Club Hills accommodates 10 guests and features a family-friendly environment with ample parking.
from $236
per night
(12)
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