House holiday rentals in Northwest Side
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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
Home in Highland Park
4.91 out of 5 average rating, 127 reviews2-Acre Highland Park Retreat with Heated Pool ~ 5*
Home in Plainfield
4.95 out of 5 average rating, 63 reviewsLarge Spanish style Home (w/heated pool)
Home in Schaumburg
4.33 out of 5 average rating, 6 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 Chicago
4.87 out of 5 average rating, 39 reviewsLuxury Cabin in Lakeview
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 Gary
4.82 out of 5 average rating, 215 reviewsOasis , Near Beach, Hard Rock and Dunes
Weekly house rentals
Home in Chicago
4.86 out of 5 average rating, 70 reviewsChicago getaway for two!
Home in Chicago
4.92 out of 5 average rating, 25 reviewsNorthside Chicago Getaway
Home in Chicago
4.98 out of 5 average rating, 52 reviewsCity Cottage in Logan Square-Avondale
Home in Berwyn
4.99 out of 5 average rating, 84 reviewsRetro Modern Bungalow | free parking | fire pit
Home in Chicago
4.94 out of 5 average rating, 32 reviewsFurnished 3 Bedroom 2 Bathroom home.
Home in Wilmette
4.98 out of 5 average rating, 98 reviewsUnique porcelain-enamel paneled "Lustron" home
Home in Chicago
4.97 out of 5 average rating, 31 reviewsLakeview Condo
Home in Chicago
4.98 out of 5 average rating, 88 reviews3BD Home Mins from Airport | Free Wi-Fi + Parking
Private house rentals
Home in Chicago
5.0 out of 5 average rating, 13 reviewsHidden Gem on the CHI north side
Home in Chicago
5.0 out of 5 average rating, 21 reviewsHome in Chicago
Home in Chicago
5.0 out of 5 average rating, 6 reviews1-bedroom with full kitchen, washer/dryer inside
Home in Chicago
4.9 out of 5 average rating, 30 reviewsPrivate Condo in Chicago w/ Parking, Near Evanston
Home in Oak Park
4.97 out of 5 average rating, 61 reviewsModern Victorian Charm | A+ Location in OP
Home in Chicago
4.91 out of 5 average rating, 92 reviewsBoho Chic Coach House 30Min to downtown W/ Parking
Home in Chicago
4.89 out of 5 average rating, 36 reviewsBrand New Spacious Duplex
Home in Oak Park
4.95 out of 5 average rating, 42 reviewsCozy & comfy w/free parking & W/D
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
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- Monthly Rentals Northwest Side
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- Rentals with a patio Northwest Side
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- Private suite rentals Northwest Side
- Hotel rentals Northwest Side
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