Apartment holiday 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.
Holiday rentals for every style
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Popular amenities for North Side apartment rentals
Weekly apartment rentals
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4.9 out of 5 average rating, 188 reviewsSpacious Vintage 3 BR in Chicago's NorthCenter!
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4.89 out of 5 average rating, 321 reviewsEdgewater escape, charming 2 BR, Rooftop Solar
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4.9 out of 5 average rating, 147 reviewsComfortable, modern apartment 20 Min from Downtown
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4.86 out of 5 average rating, 510 reviewsLogan Square Lookout
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5 out of 5 average rating, 232 reviewsExplore Lincoln Park from a Polished Apartment
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4.93 out of 5 average rating, 156 reviewsQuirky Quarters at Wrigley
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4.78 out of 5 average rating, 108 reviewsAndersonville Garden Living
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4.95 out of 5 average rating, 231 reviewsEntire 1st Floor Apt near O'Hare/ORD & Blue Line
Private apartment rentals
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4.96 out of 5 average rating, 129 reviewsEdgewater, private, charming coach house 1 (of 2) Licensed by the City of Chicago 2209375
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4.98 out of 5 average rating, 180 reviewsModern Apt with style & comfort in Pilsen Chicago
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4.98 out of 5 average rating, 281 reviewsAndersonville Cozy 1 bedroom basement suite
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4.96 out of 5 average rating, 108 reviewsElegant Depaul Apt on Jonquil Park
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4.79 out of 5 average rating, 156 reviewsChicago Lincoln Park Getaway
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4.95 out of 5 average rating, 286 reviewsTurquoise Wonder - Clean, Cozy & Stylish Apt
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4.99 out of 5 average rating, 125 reviewsVibrant & Chic Apt On Quiet St in Andersonville
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4.87 out of 5 average rating, 599 reviewsRockin' 2Bed steps to shops/food/train
Apartment rentals with a hot tub
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4.81 out of 5 average rating, 69 reviewsQuiet but in the Heart of City walk Everywhere
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4.88 out of 5 average rating, 49 reviewsSpacious Beautiful Condo
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4.85 out of 5 average rating, 53 reviewsPrivate Rooftop Views from Penthouse Suite
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5 out of 5 average rating, 20 reviewsSkyline Oasis: City & Lake Views
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4.86 out of 5 average rating, 96 reviews4Br Gold Coast Duplex w Jacuzzi in the Bedroom!
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5 out of 5 average rating, 21 reviewsLake, City, & River View Condo
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4.99 out of 5 average rating, 73 reviewsBelmont Pleasures - hot tub / arcade gaming room
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4.94 out of 5 average rating, 48 reviews420 friendly apt with 2 queens,1full roller,1 twin
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Evanston Holiday rentals
- Saugatuck Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Bend Holiday rentals
- South Side Holiday rentals
- Schaumburg Holiday rentals
- Chicago Holiday rentals
- Flat rentals United States
- Serviced apartment rentals United States
- Flat rentals Chicago
- Flat rentals Downtown Chicago
- Flat rentals Milwaukee
- Flat rentals Illinois
- Rentals with an EV charger North Side
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- Rentals with a balcony North Side
- Bed and breakfasts North Side
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- Family-friendly rentals North Side
- Smoking-friendly rentals North Side
- Townhouse rentals North Side
- Waterfront rentals North Side
- Rentals with outdoor seating North Side
- Apartment rentals North Side
- Rentals with breakfast North Side
- Fitness-friendly rentals North Side
- Pet-friendly rentals North Side
- Rentals with beach access North Side
- Loft rentals North Side
- Hotel rentals North Side
- Rentals with pools North Side
- Rentals with lake access North Side
- Rentals with a hot tub North Side
- Rentals with a washing machine and dryer North Side
- Beachfront rentals North Side
- Rentals with a fireplace North Side
- Monthly Rentals North Side
- House rentals North Side
- Rentals with a firepit North Side
- Family-friendly rentals North Side
- Yurt Rentals United States
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- Things to do Illinois
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- Things to do North Side