House vacation rentals in Near North Side, Chicago
Find and book unique houses on Airbnb
Top-rated house rentals in Near North Side, Chicago
Guests agree: these houses 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 Near North Side, Chicago house rentals
House rentals with a pool
Home in Glen Ellyn
4.94 out of 5 average rating, 17 reviewsGlen Ellyn Home
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
Home in Chicago
4.87 out of 5 average rating, 39 reviewsLuxury Cabin in Lakeview
Home in Chicago
4.82 out of 5 average rating, 17 reviews2Bed+2Bath PentHouse in South Loop
Home in Riverwoods
Riverwoods Nature Retreat
Home in Bloomingdale
5.0 out of 5 average rating, 3 reviewsWhole House in Bloomingdale, IL
Home in Skokie
Skokie town home
Weekly house rentals
Home in Chicago
4.95 out of 5 average rating, 133 reviewsChicago Riverhouse summer on our patio!
Home in Chicago
4.95 out of 5 average rating, 266 reviewsThe Roscoe House near Wrigley Field
Home in Chicago
4.96 out of 5 average rating, 189 reviewsCharming 2BR on Quiet Street Close to the Action
Home in Chicago
4.86 out of 5 average rating, 7 reviews1-bedroom with full kitchen, washer/dryer inside
Home in Chicago
4.98 out of 5 average rating, 59 reviews2BD/1 BA with summer patio in quiet Roscoe Village
Home in Chicago
5.0 out of 5 average rating, 54 reviewsCharming 3-BED in Lincoln Park/ Old Town & Parking
Home in Chicago
4.97 out of 5 average rating, 31 reviewsLakeview Condo
Home in Chicago
4.85 out of 5 average rating, 84 reviewsFree parking, close to public transit, dining
Private house rentals
Home in Chicago
4.98 out of 5 average rating, 52 reviewsCity Cottage in Logan Square-Avondale
Home in Chicago
4.99 out of 5 average rating, 68 reviewsOpulent 3bdr2bth Old Town Luxury + Parking prmts
Home in Chicago
4.99 out of 5 average rating, 98 reviewsHuge Sunlit Gem, Free Parking, No Cleaning Fee
Home in Chicago
4.86 out of 5 average rating, 71 reviewsChicago getaway for two!
Home in Chicago
5.0 out of 5 average rating, 13 reviewsHidden Gem on the CHI north side
Home in Chicago
4.95 out of 5 average rating, 61 reviewsLuxury SOHO Styled Two-Level Townhouse | Old Town
Home in Chicago
4.9 out of 5 average rating, 30 reviewsPrivate Condo in Chicago w/ Parking, Near Evanston
Home in Chicago
5.0 out of 5 average rating, 12 reviewsCubby Blue home - Wrigley ~Free Parking~
Quick stats about house rentals in Near North Side, Chicago
Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.4K reviews
Nightly prices starting at
$100 before taxes and fees
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