House holiday rentals in Near North Side, Chicago
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Top-rated house rentals in Near North Side, Chicago
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Near North Side, Chicago
House rentals with a pool
Home in Gary
4.93 out of 5 average rating, 126 reviewsBayless Dune Lodge at West Beach - Indiana Dunes!
Home in Chicago
4.86 out of 5 average rating, 37 reviewsLuxury Cabin in Lakeview
Home in Schaumburg
5.0 out of 5 average rating, 3 reviewsParadise 4BR w/ Pool & Games
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
Home in Glen Ellyn
4.94 out of 5 average rating, 17 reviewsGlen Ellyn Home
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
Home in Chicago Heights
Olympia field -matteson IL- homewood, park forest
Home in Gary
4.82 out of 5 average rating, 213 reviewsOasis , Near Beach, Hard Rock and Dunes
Weekly house rentals
Home in Chicago
4.81 out of 5 average rating, 198 reviewsSpacious Luxury Townhouse - Old Town
Home in Chicago
4.83 out of 5 average rating, 138 reviewsLincoln Park - DePaul House w/Patio Free Parking
Home in Chicago
4.82 out of 5 average rating, 115 reviewsExclusive and Spacious Pilsen Guest House
Home in Forest Park
4.91 out of 5 average rating, 224 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in Chicago
5.0 out of 5 average rating, 5 reviews1-bedroom with full kitchen, washer/dryer inside
Home in Chicago
4.91 out of 5 average rating, 89 reviewsBoho Chic Coach House 30Min to downtown W/ Parking
Home in Chicago
4.84 out of 5 average rating, 83 reviewsFree parking, close to public transit, dining
Home in Chicago
4.86 out of 5 average rating, 66 reviewsChicago getaway for two!
Private house rentals
Home in Chicago
5.0 out of 5 average rating, 12 reviewsHidden Gem on the CHI north side
Home in Chicago
4.97 out of 5 average rating, 29 reviewsLakeview Condo
Home in Berwyn
4.99 out of 5 average rating, 83 reviewsRetro Modern Bungalow | free parking | fire pit
Home in Chicago
4.95 out of 5 average rating, 59 reviewsLuxury SOHO Styled Two-Level Townhouse | Old Town
Home in Chicago
5.0 out of 5 average rating, 49 reviewsCozy, Quiet, Riverwalk Sanctuary
Home in Chicago
5.0 out of 5 average rating, 17 reviewsChicago Home by Midway near Downtown Attractions
Home in Chicago
4.99 out of 5 average rating, 77 reviewsFlat in Lincoln Park 2-Flat Central to Everything
Home in Chicago
4.98 out of 5 average rating, 66 reviewsOpulent 3bdr2bth Old Town Luxury + Parking prmts
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
£79 before taxes and fees
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