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

Cook County Vacation Rentals

Browse 10,906 available vacation homes and compared across 17 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 Evanston
Vacation home with garden | City view
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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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House Crestwood
Vacation home with yard | Pet-friendly
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House Schaumburg
House with barbecue & patio | Suitable for remote work
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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 10,906 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Brookfield
House ∙ 8 guests ∙ 4 bedrooms

232 m² House

Brookfield, Lyons Township, Cook County
This house rental in Brookfield accommodates 8 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $248
per night
(11)
View deal
Apartment Evanston
Apartment ∙ 6 guests ∙ 3 bedrooms

186 m² Apartment

Evanston, Evanston Township, Cook County
Spacious apartment rental in Evanston for 6 featuring a cozy fireplace and convenient parking.
from $367
per night
(26)
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House Glenwood
House ∙ 11 guests ∙ 4 bedrooms

226 m² House

Glenwood, Bloom Township, Cook County
This house rental in Glenwood accommodates 11 guests and features a heated pool for a perfect getaway.
from $391
per night
(109)
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House Evanston
16 guests ∙ 6 bedrooms

House

Evanston, Evanston Township, Cook County
Spacious house rental in Evanston for 16 featuring a cozy fireplace and a large yard perfect for family gatherings.
from $486
per night
(5)
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House Niles
House ∙ 4 guests ∙ 2 bedrooms

169 m² House

Niles, Niles Township, Cook County
Charming house rental in Niles for 4 featuring a spacious yard and pet-friendly amenities.
from $183
per night
(1)
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House Berwyn
16 guests ∙ 5 bedrooms

House

Berwyn, Cook County, Illinois, United States
Spacious house rental in Berwyn accommodating 16 guests, featuring a family-friendly kitchen and ample parking.
from $369
per night
(14)
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Condo Country Club Hills
Condo ∙ 5 guests ∙ 3 bedrooms

102 m² Condo

Country Club Hills, Bremen Township, Cook County
This Condo in Country Club Hills accommodates 5 guests and features convenient parking for your stay.
from $130
per night
(6)
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House Olympia Fields
House ∙ 10 guests ∙ 4 bedrooms

297 m² House

Olympia Fields, Rich Township, Cook County
This house rental in Olympia Fields accommodates 10 guests and features a family-friendly kitchen for a perfect getaway.
from $250
per night
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House Lansing
House ∙ 6 guests ∙ 3 bedrooms

114 m² House

Lansing, Thornton Township, Cook County
This house rental in Lansing accommodates 6 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $132
per night
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