Title: Northwest Side Villas from CA $1,969 | Expedia.ca [Northwest Side Travel Guide](https://expedia.ca/Northwest-Side.dx553248635976475367)[Hotels in Northwest Side](https://expedia.ca/Northwest-Side-Hotels.d553248635976475367.Travel-Guide-Hotels)[Vacation Rentals in Northwest Side](https://expedia.ca/Northwest-Side-Vacation-Rentals.d553248635976475367.Travel-Guide-VacationRentals)[Flights to Northwest Side](https://expedia.ca/Cheap-Flights-To-Northwest-Side.d553248635976475367.Travel-Guide-Flights)[Northwest Side Car Rentals](https://expedia.ca/Car-Rentals-In-Northwest-Side.d553248635976475367.Car-Rental-Guide)[Northwest Side Vacation Packages](https://expedia.ca/Northwest-Side.d553248635976475367.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/b2258a9797569cb24c44e8d88490c66c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by throwingsofas # Search Northwest Side Villa Rentals from CA $1,969 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976475367&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976475367&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976475367&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976475367&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Northwest Side Villas ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111760000/111752500/111752427/9c42ffe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111760000/111752500/111752427/552f9a66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111760000/111752500/111752427/a3db6777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111760000/111752500/111752427/f93d8f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HUGE! 3BR Private Home+Garage+360° Roof Deck+Hot Tub+EV+Sleeps 12 West Town 9.8/10 Exceptional (10) "Great location and the house looked as good as the pics. Hot tub was a great addition." CA $1,090 CA $1,969 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Chicago-Hotels-AlfaOmega-King-Queen-Rooftop-3-Bedroom25-Bath-Dwntwn-Car-Garage-Pets-Sleeps-10.h111752427.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118980000/118972000/118971954/4e886588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118980000/118972000/118971954/db85b7e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118980000/118972000/118971954/4146a56b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118980000/118972000/118971954/4873ff66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious Cozy 4BR 4-Story Gold Coast Villa with Free Parking Downtown Chicago [](https://www.expedia.ca/Chicago-Hotels-Luxurious-Cozy-4BR-4-Story-Gold-Coast-Villa-With-Free-Parking.h118971954.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100480000/100476100/100476031/fb8672bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100480000/100476100/100476031/04574f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/101000000/100480000/100476100/100476031/05692b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, offices](https://images.trvl-media.com/lodging/101000000/100480000/100476100/100476031/7f318f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Retreat in the Heart of Des Plaines by RedAwning Des Plaines 8.0/10 Very good (12) "Location was great and house was clean." [](https://www.expedia.ca/Chicago-Hotels-NEW-LISTING-Charming-Retreat-In-The-Heart-Of-Des-Plaines.h100476031.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=2025-10-16&endDate=2025-10-17®ionId=553248635976475367&adults=2&lodging=VILLA&sort=RECOMMENDED&openPlayBack=true) ![](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%2FNorthwest-Side-Villas.d553248635976475367-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FNorthwest-Side-Villas.d553248635976475367-aaVillas.Travel-Guide-Accommodation) ## Top Northwest Side Hotel Reviews ![Congress Plaza Hotel](//images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg) ### Congress Plaza Hotel 10/10 Excellent "Top Lage, sehr zentral" [](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![The Allegro Royal Sonesta Hotel Chicago Loop](//images.trvl-media.com/lodging/1000000/40000/34500/34496/69c2e798_y.jpg) ### The Allegro Royal Sonesta Hotel Chicago Loop 10/10 Excellent "Staff was excellent. Decor was very elegant and classy. Enjoyed my two nights here." [](https://expedia.ca/Chicago-Hotels-The-Allegro-Royal-Sonesta-Hotel.h34496.Hotel-Information) ![Hilton Garden Inn Chicago Downtown/Magnificent Mile](//images.trvl-media.com/lodging/1000000/430000/424200/424187/d51caee8_y.jpg) ### Hilton Garden Inn Chicago Downtown/Magnificent Mile 10/10 Excellent "Great location to and walking to riverwalk, millennium park. Metro is right outside the front door. " [](https://expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](//images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "Clean rooms, great staff, everything in walking distance from hotel. Would stay here again. " [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Warwick Allerton - Chicago](//images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1_y.jpg) ### Warwick Allerton - Chicago 10/10 Excellent "someone smoked as the mattress smelled of smoke. luggage rack is broken" [](https://expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information) ![InterContinental Chicago Magnificent Mile by IHG](//images.trvl-media.com/lodging/1000000/30000/20300/20205/35cb1bb8_y.jpg) ### InterContinental Chicago Magnificent Mile by IHG 10/10 Excellent "Outstanding place to stay in downtown Chicago " [](https://expedia.ca/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information) ![citizenM Chicago Downtown](//images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd_y.jpg) ### citizenM Chicago Downtown 10/10 Excellent "This hotel is right off of Michigan Ave with many restaurants, stores, and museums. Excellent location." [](https://expedia.ca/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information) ![Freehand Chicago](//images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c_y.jpg) ### Freehand Chicago 10/10 Excellent "Rooms were clean and staff were always happy to help " [](https://expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) ![Palmer House a Hilton Hotel](//images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg) ### Palmer House a Hilton Hotel 10/10 Excellent "Great property with great staff and amenities. " [](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ## Find out more about Northwest Side ## Northwest Side Villas information | Number of reviews | 21 | | --- | --- | | Accommodation | 2 Villas | | Lowest Price | CA $1,969 | | Highest Price | CA $1,969 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [3 Star Hotels in Old Irving Park](https://www.expedia.ca/3Star-Old-Irving-Park-Chicago-Hotels.s30-n553248635976471853-0.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Albany Park](https://www.expedia.ca/Albany-Park-Chicago-Hotels-Luxury-Hotel.0-n6132435-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Albany Park](https://www.expedia.ca/Albany-Park-Chicago-Hotels-Pet-Friendly-Hotel.0-n6132435-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Albany Park](https://www.expedia.ca/Albany-Park-Chicago-Hotels-Romantic-Hotel.0-n6132435-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - 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[Visit Albany Park](https://www.expedia.ca/Chicago-Albany-Park.dx6132435) - [Visit Dunning](https://www.expedia.ca/Chicago-Dunning.dx98520) - [Visit Irving Park](https://www.expedia.ca/Chicago-Irving-Park.dx6132221) - [Visit Logan Square](https://www.expedia.ca/Chicago-Logan-Square.dx6132429) - [Visit Mayfair](https://www.expedia.ca/Chicago-Mayfair.dx6132097) - [Visit Old Irving Park](https://www.expedia.ca/Chicago-Old-Irving-Park.dx553248635976471853) - [Copernicus Center](https://www.expedia.ca/Copernicus-Center-Jefferson-Park.d553248621555594799.Vacation-Attraction) - [Hertz Rental Cars in Belmont Cragin](https://www.expedia.ca/Hertz-Car-Rentals-In-Belmont-Cragin.d6132080-c40.Car-Rental-Guide-Suppliers) - [Book Villas in Northwest Side on Expedia.com](https://www.expedia.com/Northwest-Side-Villas.d553248635976475367-aaVillas.Travel-Guide-Accommodation)