
Vacation rentals in Highwood
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Top-rated vacation rentals in Highwood
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Popular amenities for Highwood vacation rentals
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Top guest favourite

Home in Highland Park
5 out of 5 average rating, 12 reviewsNorth Shore - Home Away From Home
Top guest favourite

Home in Northbrook
4.97 out of 5 average rating, 77 reviews*King bed *Outdoor Living *Sought-After Area
Guest favourite

Private room in Highland Park
4.89 out of 5 average rating, 219 reviewsPerfect for Individual Travelers #1
Top guest favourite

Home in Highland Park
4.91 out of 5 average rating, 74 reviewsA Wonderful Getaway Home on the North Shore!
Top guest favourite

Apartment in Highland Park
5 out of 5 average rating, 46 reviewsFull Apartment green oasis in law suite
Guest favourite

Home in Highland Park
4.91 out of 5 average rating, 34 reviewsThe Sunset Manor - Luxe Mansion for Serene retreat
Guest favourite

Private room in Glenview
4.89 out of 5 average rating, 384 reviewsGarden Suite with Private Full Bath-Adults Only
Guest favourite

Private room in Norwood Park
4.77 out of 5 average rating, 321 reviewsChicago River Room near USMLE
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- Oak Street Beach
- Humboldt Park
- Shedd Aquarium
- Frank Lloyd Wright Home and Studio
- Guaranteed Rate Field
- 875 North Michigan Avenue
- Alpine Valley Resort
- The Field Museum
- Lincoln Park
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Garfield Park Conservatory
- Wicker Park
- Geneva National Resort & Club
- Willis Tower
- Lincoln Park Zoo
- Raging Waves Waterpark
- Racine North Beach