Apartment vacation rentals in North Side
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Top-rated apartment rentals in North Side
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for North Side apartment rentals
Weekly apartment rentals
Apartment in Andersonville
4.98 out of 5 average rating, 252 reviewsAndersonville Cozy 1 bedroom basement suite
Apartment in Irving Park
4.87 out of 5 average rating, 104 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Apartment in Chicago
4.89 out of 5 average rating, 209 reviewsNewly Rehabbed! 2br with Vintage Charm
Apartment in Lake View
4.93 out of 5 average rating, 169 reviewsCharming Apt. near Wrigley/Cubs, Ravenswood/Uptown
Apartment in Edgewater
4.93 out of 5 average rating, 382 reviewsRavenswood Guest House Annex
Apartment in Chicago
4.93 out of 5 average rating, 209 reviewsCozy Private Coach House
Apartment in Chicago
4.96 out of 5 average rating, 165 reviews2BR Centrally Located in Cozy Hip Logan Square
Apartment in Des Plaines
4.83 out of 5 average rating, 99 reviewsNewly Renovated, Safe, 1 Bdrm, Self Check-in
Private apartment rentals
Apartment in Lake View
4.86 out of 5 average rating, 202 reviewsPrivate Queen Bedroom and En Suite Bath
Apartment in Logan Square
4.97 out of 5 average rating, 258 reviewsLogan Square 2nd Floor Chicago Victorian
Apartment in Andersonville
4.96 out of 5 average rating, 254 reviewsSunny, Cozy, Colorful Andersonville
Apartment in Chicago
4.87 out of 5 average rating, 218 reviewsGarden Apartment in the Historic Heart of the City
Apartment in Logan Square
4.89 out of 5 average rating, 341 reviewsSunny Logan Square Artists' home
Apartment in Logan Square
4.85 out of 5 average rating, 185 reviewsBucktown Retreat - Why The Buck Not? Sleeps 1-6
Apartment in Chicago
4.86 out of 5 average rating, 325 reviewsThe Avondale Garden Unit
Apartment in Logan Square
4.91 out of 5 average rating, 373 reviewsThe Grotto of Logan Square
Apartment rentals with a hot tub
Apartment in West Town
4.88 out of 5 average rating, 394 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Apartment in Chicago
4.87 out of 5 average rating, 159 reviewsSkyline Serenity: Sauna, Hot Tub, Peloton, Views
Apartment in Berwyn
4.91 out of 5 average rating, 204 reviews“Dream slice of urban homesteading.”
Apartment in West Loop
4.87 out of 5 average rating, 106 reviewsCloud9 |XL Penthouse+Movie Theater+Gym |The Harper
Apartment in Logan Square
4.91 out of 5 average rating, 33 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Apartment in West Rogers Park
4.86 out of 5 average rating, 21 reviewsSpacious Beautiful Condo
Apartment in Belmont Cragin
5.0 out of 5 average rating, 28 reviewsBelmont Pleasures - hot tub / arcade gaming room
Apartment in Chicago
4.81 out of 5 average rating, 26 reviewsThe Professional's Playground
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- Family travel hub Tips and inspiration
- Family budget travel Get there for less
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