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

Cook County Vacation Rentals

Browse 10,546 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 Palatine
House with yard, grill & terrace
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House Des Plaines
Urban Farmhouse near O’Hare Airport
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House Worth
House with yard | City view
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House Evanston
Cozy 4-bedroom house in adorable Evanston with WiFi, AC
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House Arlington Heights
Vacation home with 4 rooms for 11 persons
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House Schaumburg
Children-friendly spacious vacation home with private pool, barbeque & garden | Good for workation
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House Evanston
Family-oriented house | Good for workation
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House Glenwood
House with barbeque, private pool & terrace
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House Prospect Heights
Vacation home with grill, patio & garden | Lake view | Perfect for remote work
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House Chicago Ridge
Family-friendly nice house with garden, jacuzzi & barbeque | Good for workation | Pets are welcome
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House Des Plaines
Family-friendly lovely vacation home with private pool, garden & grill
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House Schaumburg
House with barbecue & patio | Suitable for remote work
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Apartment Oak Park
Charming 3-bedroom 2-bathroom loft in Oak Park
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House Glenview
Cozy 4 Bedroom/2 Bath Home In East Glenview With Inground Pool! On cul-de-sac.
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House Homewood
Fully equipped wonderful vacation home
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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 10,546 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Northbrook
House ∙ 12 guests ∙ 3 bedrooms

Family-friendly house with BBQ | Perfect for remote work | Pets allowed

Northbrook, Northfield Township, Cook County
Spacious house rental in Northbrook for 12 guests featuring a fully equipped kitchen and pet-friendly accommodations.
from $232
per night
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House Lincolnwood
House ∙ 8 guests ∙ 3 bedrooms

House with barbeque & pool | Perfect for remote work

Lincolnwood, Niles Township, Cook County
This spacious house rental in Lincolnwood accommodates 8 guests and features a family-friendly kitchen for enjoyable meals together.
from $220
per night
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House Franklin Park
House ∙ 10 guests ∙ 5 bedrooms

House with 5 rooms for 10 persons

Franklin Park, Leyden Township, Cook County
Spacious house rental in Franklin Park accommodating 10 guests, with pets allowed for a comfortable stay.
from $384
per night
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House Des Plaines
House ∙ 4 guests ∙ 2 bedrooms

Fully equipped wonderful vacation home with pool & barbeque

Des Plaines, Maine Township, Cook County
This house rental in Des Plaines accommodates 4 guests and features convenient parking for your vehicles.
from $319
per night
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Apartment Rosemont
Apartment ∙ 8 guests ∙ 4 bedrooms

Family-friendly apartment with yard, terrace & BBQ | Lake view | Perfect for remote work | Pets allowed

Rosemont, Leyden Township, Cook County
This spacious apartment rental in Rosemont accommodates 8 guests and features a family-friendly kitchen for convenient meals.
from $142
per night
(26)
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House Burbank
House ∙ 6 guests ∙ 3 bedrooms

House with patio, garden & grill

Burbank, Stickney Township, Cook County
from $216
per night
(6)
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House Evanston
House ∙ 16 guests ∙ 6 bedrooms

Vacation home with garden, terrace & barbeque | Good for workation

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 $744
per night
(7)
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Apartment Riverside
Apartment ∙ 2 guests ∙ 1 bedroom

Fully equipped holiday apartment | Perfect for remote work | Dogs allowed

Riverside, Riverside Township, Cook County
Cozy apartment rental for 2 in Riverside with a fully equipped kitchen and pets allowed for your convenience.
from $74
per night
(2)
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House Maywood
House ∙ 6 guests ∙ 3 bedrooms

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

Maywood, Proviso Township, Cook County
Cozy house rental in Maywood for 6 guests featuring a modern kitchen and a welcoming atmosphere.
from $246
per night
(29)
View deal

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