Vacation rentals in North Side
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Top-rated vacation rentals in North 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 North Side vacation rentals
Other great vacation rentals in North Side
Guest favorite
Guesthouse in Andersonville
4.91 out of 5 average rating, 340 reviewsPrivate, Charming, Coach House Loft in Andersonville
Dec 11 – 18
ﺩ.ﺇ568 per night
Guest favorite
Apartment in Humboldt Park
4.98 out of 5 average rating, 105 reviewsHumboldt Park Loft
Sep 30 – Oct 7
ﺩ.ﺇ450 per night
Guest favorite
Guest suite in Lincoln Square
4.92 out of 5 average rating, 403 reviewsPrivate Lincoln Square Garden Apt
Dec 7 – 14
ﺩ.ﺇ384 per night
Guest favorite
Apartment in Roscoe Village
4.96 out of 5 average rating, 236 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Dec 13 – 20
ﺩ.ﺇ384 per night
Guest favorite
Guest suite in Portage Park
4.93 out of 5 average rating, 350 reviewsPeaceful Portage Park Apartment
Oct 1 – 8
ﺩ.ﺇ410 per night
Guest favorite
Apartment in Lincoln Square
4.96 out of 5 average rating, 320 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
Sep 30 – Oct 7
ﺩ.ﺇ489 per night
Guest favorite
Guesthouse in Edgewater
4.95 out of 5 average rating, 366 reviewsCozy Coach House
Aug 19 – 26
ﺩ.ﺇ411 per night
Guest favorite
Apartment in Irving Park
4.89 out of 5 average rating, 176 reviewsHistoric Chicago neighborhood flat
Feb 7 – 14
ﺩ.ﺇ416 per night
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- Rentals with a patio North Side
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