Vacation rentals in Northwest Side
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Top-rated vacation rentals in Northwest Side
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Northwest Side vacation rentals
Other great vacation rentals in Northwest Side
Guest favorite
Apartment in Chicago
4.97 out of 5 average rating, 31 reviewsSerene Escape with King Sleep Number Bed, No Fees!
Apr 22 – 29
$108 per night
Guest favorite
Guest suite in Portage Park
4.94 out of 5 average rating, 77 reviewsEddy Street Upstairs Apartment
May 9 – 16
$69 per night
Guest favorite
Apartment in Portage Park
4.96 out of 5 average rating, 50 reviewsCozy Jefferson Park 2BR Apt
Jul 15 – 22
$94 per night
Guest favorite
Apartment in Avondale
4.91 out of 5 average rating, 66 reviewsAvondale Cozy 1 Bedroom Attic Apartment 4th FL
Sep 19 – 26
$93 per night
Superhost
Apartment in Chicago
4.9 out of 5 average rating, 70 reviewsStylish Garden-Level 2BR: Close to O'Hare & Downtown
Oct 18 – 25
$110 per night
Guest favorite
Guest suite in Chicago
4.87 out of 5 average rating, 78 reviewsTropical Bungalow Getaway in Quiet Neighborhood
Oct 4 – 11
$89 per night
Guest favorite
Apartment in Portage Park
4.96 out of 5 average rating, 70 reviewsSimple Unit Kids friendly
May 5 – 12
$111 per night
Guest favorite
Guest suite in Jefferson Park
4.94 out of 5 average rating, 97 reviewsThe Vanderpool House
Oct 1 – 8
$110 per night
Destinations to explore
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- Rentals with breakfast Northwest Side
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