House vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Northwest Side house rentals
House rentals with a pool
Home in Highland Park
4.91 out of 5 average rating, 140 reviews2-Acre Highland Park Retreat with Heated Pool ~ 5*
Home in Glen Ellyn
4.94 out of 5 average rating, 18 reviewsGlen Ellyn Home
Home in Munster
5 out of 5 average rating, 8 reviewsMunster hide away
Home in Chicago
4.86 out of 5 average rating, 29 reviews2Bed+2Bath PentHouse in South Loop
Home in Bloomingdale
4.94 out of 5 average rating, 35 reviewsWhole House with a Hot Tub!
Home in Schaumburg
4.83 out of 5 average rating, 12 reviewsSchaumburg Oasis with a Pool and Hidden Garden
Home in Plainfield
4.93 out of 5 average rating, 75 reviewsSpanish style Home (w/inground pool)
Weekly house rentals
Home in Chicago
4.94 out of 5 average rating, 17 reviewsWrigley classic+trendy+2garage
Home in Chicago
5 out of 5 average rating, 65 reviewsNo Cleaning Fee Private Apt. Parking Near Airport
Home in Chicago
5 out of 5 average rating, 11 reviewsNEW! Large/Beautiful Home with 6BDS/4BTH + Garage!
Home in Chicago
4.96 out of 5 average rating, 27 reviewsPrivate Logan Square Garden Apt
Home in Skokie
4.88 out of 5 average rating, 84 reviewsLuxe-Haus of Love—The 1938 Cape Cod |Heated FLRS |
Home in Chicago
4.89 out of 5 average rating, 53 reviewsBrand New Spacious Duplex
Home in Chicago
4.94 out of 5 average rating, 64 reviewsNorthside Chicago Getaway
Home in Oak Park
5 out of 5 average rating, 10 reviewsCharming Retro 2BR Cottage/Train/Laundry/FREE PKG
Private house rentals
Home in Chicago
4.9 out of 5 average rating, 48 reviews3BD/2BA Chicago Avondale/Logan Square House
Home in Skokie
5 out of 5 average rating, 11 reviewsCasa 22 | Luxury Modern House for 6 | 3 Bed,2 Bath
Home in Skokie
4.88 out of 5 average rating, 90 reviewsA+amazing beauty, entire 2 BR Skokie historic stay
Home in Chicago
4.82 out of 5 average rating, 62 reviewsLogan Square Portrait Room
Home in Skokie
4.96 out of 5 average rating, 47 reviewsCulinary DREAM - Pizza Oven/BBQ/Smoker
Home in Oak Park
4.97 out of 5 average rating, 79 reviewsModern Victorian Charm | A+ Location in OP
Home in Oak Park
5 out of 5 average rating, 33 reviewsOak Park - Wine House!
Home in Chicago
4.97 out of 5 average rating, 99 reviewsUltra Modern, 2800 SQ Ft, Outdoor Gazebo Sleeps 14
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- Rentals with a patio Northwest Side
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