Title: Winnetka Cottages from CA $574 | Expedia.ca [Winnetka Travel Guide](https://expedia.ca/Winnetka.dx175751)[Hotels in Winnetka](https://expedia.ca/Winnetka-Hotels.d175751.Travel-Guide-Hotels)[Vacation Rentals in Winnetka](https://expedia.ca/Winnetka-Vacation-Rentals.d175751.Travel-Guide-VacationRentals)[Flights to Winnetka](https://expedia.ca/Cheap-Flights-To-Winnetka.d175751.Travel-Guide-Flights)[Winnetka Car Rentals](https://expedia.ca/Car-Rentals-In-Winnetka.d175751.Car-Rental-Guide)[Winnetka Vacation Packages](https://expedia.ca/Winnetka.d175751.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Winnetka Cottage Rentals from CA $574 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winnetka cottages ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121340000/121330200/121330192/ee4be839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121340000/121330200/121330192/2e0ddd03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121340000/121330200/121330192/df9330f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121340000/121330200/121330192/9b3183ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Classic Forest Park Foursquare < 1 Mi to Blue Line [](https://www.expedia.ca/Chicago-Hotels-Classic-Forest-Park-Foursquare-1-Mi-To-Blue-Line.h121330192.Hotel-Information) Forest Park CA $220 CA $574 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Chicago-Hotels-Classic-Forest-Park-Foursquare-1-Mi-To-Blue-Line.h121330192.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-25&endDate=2026-01-26®ionId=175751&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=VACATION_HOME) Villas [](https://www.expedia.ca/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=VILLA) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=COTTAGE) Residences [](https://www.expedia.ca/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=RESIDENCE) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinnetka-Cottages.d175751-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinnetka-Cottages.d175751-aaCottages.Travel-Guide-Accommodation) ## Top Winnetka Hotel Reviews ![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg) ### DoubleTree by Hilton Chicago - Magnificent Mile 10/10 Excellent "Great hotel " [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d_y.jpg) ### LondonHouse Chicago, Curio Collection by Hilton 10/10 Excellent "They had great cleaning service. The view was very nice and quiet. I liked how the whole exterior of the place looked." [](https://expedia.ca/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "Beautiful hotel with big rooms and great location! " [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 10/10 Excellent "Great service " [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5_y.jpg) ### River Hotel 10/10 Excellent "Location location location. Across from the Riverwalk. A block from Michigan avenue. " [](https://expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 10/10 Excellent "BEAUTIFUL PLACE" [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "Very nice hotel, great service, very convenient for travelers and family tour!" [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg) ### Pendry Chicago 10/10 Excellent "Everything was exceptional!!!!!" [](https://expedia.ca/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information) ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg) ### Palmer House a Hilton Hotel 10/10 Excellent "What stood out from Palmers house hotel for me was how spacious the rooms were! I got a 2 bed for 4 guests and we all fit perfectly with luggage and all , everyone accommodated easily :) " [](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ## Find out more about Winnetka ## Winnetka Cottages information | Number of reviews | | | ----------------- | ----------- | | Accommodation | 16 Cottages | | Lowest Price | CA $574 | | Highest Price | CA $574 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [5 Star Hotels in Glenview ](https://www.expedia.ca/5Star-Glenview-Hotels.s50-0-d8006.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Gross Point ](https://www.expedia.ca/5Star-Gross-Point-Chicago-Hotels.s50-n6132100-0.Travel-Guide-Filter-Hotels) - [Hotels near Baha'i House of Worship ](https://www.expedia.ca/Bahai-House-Of-Worship-Hotels.0-l6152644-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Botanic Garden ](https://www.expedia.ca/Chicago-Botanic-Garden-Hotels.0-l6064029-0.Travel-Guide-Filter-Hotels) - 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