Apartment vacation rentals in North Side
Find and book unique apartments on Airbnb
Top-rated apartment rentals in North Side
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for North Side apartment rentals
Weekly apartment rentals
Rental unit
4.9 out of 5 average rating, 188 reviewsSpacious Vintage 3 BR in Chicago's NorthCenter!
Rental unit in Chicago
4.89 out of 5 average rating, 321 reviewsEdgewater escape, charming 2 BR, Rooftop Solar
Rental unit in Chicago
4.9 out of 5 average rating, 147 reviewsComfortable, modern apartment 20 Min from Downtown
Rental unit
4.86 out of 5 average rating, 510 reviewsLogan Square Lookout
Rental unit
5 out of 5 average rating, 232 reviewsExplore Lincoln Park from a Polished Apartment
Rental unit
4.93 out of 5 average rating, 156 reviewsQuirky Quarters at Wrigley
Rental unit in Chicago
4.78 out of 5 average rating, 108 reviewsAndersonville Garden Living
Rental unit
4.95 out of 5 average rating, 231 reviewsEntire 1st Floor Apt near O'Hare/ORD & Blue Line
Private apartment rentals
Rental unit
4.96 out of 5 average rating, 129 reviewsEdgewater, private, charming coach house 1 (of 2) Licensed by the City of Chicago 2209375
Rental unit
4.98 out of 5 average rating, 180 reviewsModern Apt with style & comfort in Pilsen Chicago
Rental unit
4.98 out of 5 average rating, 281 reviewsAndersonville Cozy 1 bedroom basement suite
Rental unit
4.96 out of 5 average rating, 108 reviewsElegant Depaul Apt on Jonquil Park
Rental unit
4.79 out of 5 average rating, 156 reviewsChicago Lincoln Park Getaway
Rental unit
4.95 out of 5 average rating, 286 reviewsTurquoise Wonder - Clean, Cozy & Stylish Apt
Rental unit in Chicago
4.99 out of 5 average rating, 125 reviewsVibrant & Chic Apt On Quiet St in Andersonville
Rental unit in Oak Park
4.87 out of 5 average rating, 599 reviewsRockin' 2Bed steps to shops/food/train
Apartment rentals with a hot tub
Rental unit
4.81 out of 5 average rating, 69 reviewsQuiet but in the Heart of City walk Everywhere
Rental unit
4.88 out of 5 average rating, 49 reviewsSpacious Beautiful Condo
Rental unit in Chicago
4.85 out of 5 average rating, 53 reviewsPrivate Rooftop Views from Penthouse Suite
Rental unit
5 out of 5 average rating, 20 reviewsSkyline Oasis: City & Lake Views
Rental unit
4.86 out of 5 average rating, 96 reviews4Br Gold Coast Duplex w Jacuzzi in the Bedroom!
Rental unit
5 out of 5 average rating, 21 reviewsLake, City, & River View Condo
Rental unit in Chicago
4.99 out of 5 average rating, 73 reviewsBelmont Pleasures - hot tub / arcade gaming room
Rental unit in Chicago
4.94 out of 5 average rating, 48 reviews420 friendly apt with 2 queens,1full roller,1 twin
Destinations to explore
- Downtown Chicago Vacation rentals
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Lake Michigan Beach Vacation rentals
- Evanston Vacation rentals
- Saugatuck Vacation rentals
- South Haven Vacation rentals
- Naperville Vacation rentals
- South Bend Vacation rentals
- South Side Vacation rentals
- Schaumburg Vacation rentals
- Chicago Vacation rentals
- Serviced apartment rentals United States
- Apartment rentals United States
- Apartment rentals Chicago
- Apartment rentals Downtown Chicago
- Apartment rentals Milwaukee
- Apartment rentals Illinois
- Rentals with a hot tub North Side
- Monthly Rentals North Side
- Rentals with a patio North Side
- Rentals with beach access North Side
- Townhouse rentals North Side
- Hotel rentals North Side
- Rentals with pools North Side
- Rentals with outdoor seating North Side
- Rentals with a balcony North Side
- Rentals with a fire pit North Side
- Rentals with breakfast North Side
- Fitness-friendly rentals North Side
- Smoking-friendly rentals North Side
- Waterfront rentals North Side
- Family-friendly rentals North Side
- Pet-friendly rentals North Side
- Rentals with a washer and dryer North Side
- Private suite rentals North Side
- Rentals with an EV charger North Side
- House rentals North Side
- Kid-friendly rentals North Side
- Beachfront rentals North Side
- Rentals with a fireplace North Side
- Rentals with lake access North Side
- Loft rentals North Side
- Condo rentals North Side
- Bed and breakfasts North Side
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do United States
- Sports activities United States
- Nature and outdoors United States
- Entertainment United States
- Art and culture United States
- Sightseeing United States
- Food and drink United States
- Wellness United States
- Things to do Illinois
- Art and culture Illinois
- Sightseeing Illinois
- Food and drink Illinois
- Things to do North Side