
House holiday rentals in Northwest Side
Find and book unique houses on Airbnb
Top-rated house rentals in Northwest Side
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 Northwest Side
House rentals with a pool

2-Acre Highland Park Retreat with Heated Pool ~ 5*

Glen Ellyn Home

30 mins to CHI _3 Kings _ Fireplace_W/D_Workspace

No Cleaning Fee - Whole House With Hot Tub

New! Arcade+Sauna+Slots+Karaoke+more by O’Hare

Schaumburg Oasis with a Pool and Hidden Garden

Luxury Cabin in Lakeview

Beautiful Spanish style Home (w/inground pool)
Weekly house rentals

Duplex Home RoscoeVillage/Wrigley Free St Parking

Cozy at the Walter

Wicker Park 6bd/4ba, Steps from Cta, Parking Incl

The Avondale Guesthouse

The Spa of Downtown Whiting

Wrigleyville Greystone

3 Kng, 1 Qn, 1 Full, 3AirBd|Basktbll Crt|FreePrkin

Paradise on the Park
Private house rentals

Sleeps 12 Comfortably in 8 Bedrooms 3 Full Bath

Gorgeous and Luxurious 3 BR Home

Big Family Home with 4 King Beds

Grand Victorian Mansion in Austin Area

Warm and comfortable inviting Suburban home !

Quiet cul-de-sac with huge fenced in backyard

*ENTIRE CITY HOUSE/PARKING - 3 MIN WALK TO TRAIN

Upscale-5 Bed 4.5 Bath-3/4 Acre- 5400 sq ft
Destinations to explore
- Downtown Chicago Holiday rentals
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- Rentals with a hot tub Northwest Side
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- Rentals with outdoor seating Northwest Side
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