
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

Pardizes Suites

Glen Ellyn Home

Munster hide away

Hidden GEM OASIS in Chicagoland with inground POOL

Rosemont 4BD2BA house with Pool

Spacious 3 Floor Townhome

Now Open: Heated Pool with Entire House

Schaumburg Oasis:Private Pool & Enchanted Garden
Weekly house rentals

Gold Coast Home|Rooftop |PoolTable |Parking |Views

3bd/3ba Bronzeville Beauty

NEW! 3BR/2.5B Duplex in Noble Sq

jane's house - a boutique flat in west town -2b/1b

Private Downtown Retreat with Rooftop Oasis

Sunny Character-Filled Apartment in Trendy Ukrainian Village

Vintage Walk-up in Old Town

Cozy 1 bedroom Suite in West Loop Fulton Market
Private house rentals

3 bd/ 2ba with Free Parking Spot by McCormick

Cheryl's on Sheffield! 3 bedroom in Lincoln Park.

Modern Single-Family Home w/outdoor space + garage

Unique Charm Studio Lincoln Park/Zoo Quiet Street

Luxury-Near Downtown & United Center-Sleeps 14

WrigleyRoost <5 min to Cubs/train/lake!

Opulent 3bdr2bth Old Town Luxury + Parking prmts

Sophisticated Twnhm in Prestigious S. Lincoln Park
Quick stats about house rentals in Near North Side, Chicago
Total rentals
50 properties
Nightly prices starting at
$128 SGD before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
- Family-friendly rentals Near North Side
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- Rentals with a firepit Near North Side
- Loft rentals Near North Side
- Fitness-friendly rentals Near North Side
- Rentals with an accessible-height bed Near North Side
- Rentals with an EV charger Near North Side
- Rentals with lake access Near North Side
- Apartment rentals Near North Side
- Townhouse rentals Near North Side
- Pet-friendly rentals Near North Side
- Rentals with pools Near North Side
- Rentals with beach access Near North Side
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- Hotel rentals Near North Side
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- Rentals with a sauna Near North Side
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Brookfield Zoo
- Garfield Park Conservatory
- Washington Park Zoo
- Wicker Park
- Illinois Beach State Park
- Lincoln Park Zoo
- Willis Tower
- Raging Waves Waterpark
- The 606
- The Beverly Country Club