House vacation 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.
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 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
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
Home in Schaumburg
5.0 out of 5 average rating, 3 reviewsParadise 4BR w/ Pool & Games
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, 214 reviewsOasis , Near Beach, Hard Rock and Dunes
Weekly house rentals
Home in Chicago
4.82 out of 5 average rating, 116 reviewsExclusive and Spacious Pilsen Guest House
Home in Chicago
4.92 out of 5 average rating, 111 reviewsSpacious Two Story Luxurious Home w/Outdoor Deck!
Home in Chicago
4.83 out of 5 average rating, 139 reviewsLincoln Park - DePaul House w/Patio Free Parking
Home in Whiting
4.8 out of 5 average rating, 228 reviewsWhiting Getaway
Home in Chicago
4.92 out of 5 average rating, 237 reviewsCool Quiet Coach House W/ Private Access and Outdoor Space
Home in Chicago
4.82 out of 5 average rating, 124 reviewsBucktown Home W/ Free Garage Parking for 2 Cars!
Home in Chicago
4.98 out of 5 average rating, 175 reviewsThe Evergreen House
Home in Joliet
4.83 out of 5 average rating, 162 reviewsCozy Private Cottage in the Cathedral District
Private house rentals
Home in Chicago
4.98 out of 5 average rating, 57 reviews2BD/1 BA with summer patio in quiet Roscoe Village
Home in Chicago
5.0 out of 5 average rating, 51 reviewsCharming 3-BED in Lincoln Park/ Old Town & Parking
Home in Chicago
4.86 out of 5 average rating, 66 reviewsChicago getaway for two!
Home in Chicago
4.97 out of 5 average rating, 31 reviewsLakeview Condo
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, 51 reviewsCity Cottage in Logan Square-Avondale
Home in Chicago
4.97 out of 5 average rating, 32 reviewsLight and bright 3BD duplex in Avondale, Chicago
Home in Berwyn
4.99 out of 5 average rating, 83 reviewsRetro Modern Bungalow | free parking | fire pit
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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