Holiday rentals in Northwest Side
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Top-rated holiday rentals in Northwest Side
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Northwest Side holiday rentals
Other great holiday rentals in Northwest Side
Guest favourite
Guest suite in Lincoln Square
4.91 out of 5 average rating, 422 reviewsCozy, Quiet, Garden Getaway!
Guest favourite
Guest suite in Lincoln Square
4.92 out of 5 average rating, 405 reviewsPrivate Lincoln Square Garden Apt
Guest favourite
Flat in Chicago
4.92 out of 5 average rating, 492 reviews2BR Bursting w/ Character in Hip Logan Square!
Guest favourite
Bungalow in Chicago
4.84 out of 5 average rating, 153 reviewsYour Cozy 2nd Home!/Near Rosemount /O'Hare Airport
Guest favourite
Flat in Chicago
4.96 out of 5 average rating, 55 reviewsComfy & Private Chicago Studio
Guest favourite
Flat in Chicago
4.97 out of 5 average rating, 33 reviewsSerene Escape with King Sleep Number Bed, No Fees!
Guest favourite
Guest suite in Jefferson Park
4.94 out of 5 average rating, 99 reviewsThe Vanderpool House
Guest favourite
Guest suite in Chicago
4.87 out of 5 average rating, 79 reviewsTropical Bungalow Getaway in Quiet Neighborhood
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
- Chicago Holiday rentals
- Rentals with outdoor seating Northwest Side
- Flat rentals Northwest Side
- Rentals with a washing machine and dryer Northwest Side
- Private suite rentals Northwest Side
- Family-friendly rentals Northwest Side
- Family-friendly rentals Northwest Side
- Apartment rentals Northwest Side
- Fitness-friendly rentals Northwest Side
- Smoking-friendly rentals Northwest Side
- House rentals Northwest Side
- Rentals with a patio Northwest Side
- Rentals with a firepit Northwest Side
- Rentals with breakfast Northwest Side
- Pet-friendly rentals Northwest Side
- Rentals with a fireplace Northwest Side
- Monthly Rentals Northwest Side
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