
Places to stay in Winnetka
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Top-rated places to stay in Winnetka
Guests agree: these places to stay are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winnetka places to stay
Other great vacation rentals in Winnetka
Guest favorite

Private room in West Rogers Park
4.95 out of 5 average rating, 193 reviewsWelcoming Evanston Home
Guest favorite

Private room in Highland Park
4.89 out of 5 average rating, 214 reviewsPerfect for Individual Travelers #1

Place to stay in Wilmette
4.53 out of 5 average rating, 17 reviewsEco-friendly coach house near Chicago
Top guest favorite

Home in Glencoe
5 out of 5 average rating, 5 reviewsCozy 5 bedroom ranch with fireplace & 2 offices!
Top guest favorite

Private room in Evanston
4.98 out of 5 average rating, 181 reviewsPeaceful Suite with natural light. Shared bath

Home in Highland Park
5 out of 5 average rating, 3 reviewsNorth Shore Chicago Coastal Eco-Retreat
Top guest favorite

Apartment in Evanston
4.97 out of 5 average rating, 90 reviewsCozy Apartment Near Shops + Train
Top guest favorite

Private room in Evanston
4.96 out of 5 average rating, 584 reviewsClassy and Cozy home in Evanston
Quick stats about vacation rentals in Winnetka
Total rentals
10 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
150 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Self check-in, Gym, and BBQ grill
Local attractions
Tower Road Park/Beach, The Happ Inn Bar & Grill, and Spirit Elephant
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Humboldt Park
- Six Flags Great America
- Shedd Aquarium
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Museum of Science and Industry
- Lincoln Park Zoo
- Willis Tower
- Illinois Beach State Park
- Brookfield Zoo
- Wicker Park
- Raging Waves Waterpark
- The 606
- Grand Geneva Resort & Spa
- The Beverly Country Club
- Family travel hub Tips and inspiration
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