Cook County family rentals

We found 4,180 family rentals — enter your dates for availability

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November 2025

December 2025

Find the best place to stay - Cook County

Showing deals for: 18 Feb - 21 Feb

Premier Host

Less is more! Pet friendly Tiny Home near Chicago!

Sleeps 4 · 1 bedroom · 1 bathroom

for 3 nights, 1 home

NZ$271 per night

includes taxes & fees

Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking

Sleeps 5 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 room

NZ$321 per night

includes taxes & fees

"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "

Sleeps 4 · 25 bedrooms · 1 bathroom

for 3 nights, 1 room

NZ$213 per night

includes taxes & fees

Premier Host

Spacious 3br home near Chicago, fenced yard for pets

Sleeps 8 · 3 bedrooms · 2+ bathrooms

for 3 nights, 1 home

NZ$768 per night

includes taxes & fees

Premier Host

Luxury 5BR Family Getaway – Heated Pool, Hot Tub, Fire pit, Game Room,

Sleeps 12 · 5 bedrooms · 4 bathrooms

for 3 nights, 1 home

NZ$1,560 per night

includes taxes & fees

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Sleeps 6 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$408 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Cook County

Less is more! Pet friendly Tiny Home near Chicago!

Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking

"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "

Spacious 3br home near Chicago, fenced yard for pets

Luxury 5BR Family Getaway – Heated Pool, Hot Tub, Fire pit, Game Room,

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Find spaces that suit your style

Family-friendly Rentals in Cook County

Holiday Rental options in Cook County