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
Superhost
Apartment in Portage Park
4.83 out of 5 average rating, 77 reviewsClassic Chicago Bungalow Garden Unit
Jan 29 – Feb 5
G$17,855 GYD per night
Guest favorite
Guest suite in Chicago
4.87 out of 5 average rating, 78 reviewsTropical Bungalow Getaway in Quiet Neighborhood
Aug 10 – 17
G$21,157 GYD per night
Guest favorite
Apartment in Portage Park
4.91 out of 5 average rating, 22 reviewsTop Floor Portage Park Lookout
Aug 24 – 31
G$27,645 GYD per night
Guest favorite
Guest suite in Portage Park
5.0 out of 5 average rating, 6 reviewsPortage Park Entire 3BR Garden Unit
Jun 24 – Jul 1
G$30,048 GYD per night
Guest favorite
Guest suite in Jefferson Park
4.94 out of 5 average rating, 96 reviewsThe Vanderpool House
Jul 21 – 28
G$23,933 GYD per night
Superhost
Apartment in Chicago
4.92 out of 5 average rating, 36 reviewsCozy 2BR, Own Entrance, Gated Free Parking Spot
Sep 13 – 20
G$23,919 GYD per night
Superhost
Apartment in Norwood Park
5.0 out of 5 average rating, 5 reviews1BD Apt near O'Hare/Rosemont Allstate Arena
Aug 9 – 16
G$21,814 GYD per night
Guest favorite
Apartment in Portage Park
4.96 out of 5 average rating, 69 reviewsSimple Unit Kids friendly
Jun 25 – Jul 2
G$28,841 GYD per night
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- Rentals with outdoor seating Northwest Side
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- Rentals with a patio Northwest Side
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