Title: North Side Guest Houses | Expedia.ca [North Side Travel Guide](https://expedia.ca/North-Side.dx553248635976475406)[Hotels in North Side](https://expedia.ca/North-Side-Hotels.d553248635976475406.Travel-Guide-Hotels)[Vacation Rentals in North Side](https://expedia.ca/North-Side-Vacation-Rentals.d553248635976475406.Travel-Guide-VacationRentals)[Flights to North Side](https://expedia.ca/Cheap-Flights-To-North-Side.d553248635976475406.Travel-Guide-Flights)[Things to do in North Side](https://expedia.ca/Things-To-Do-In-North-Side.d553248635976475406.Travel-Guide-Activities)[North Side Car Rentals](https://expedia.ca/Car-Rentals-In-North-Side.d553248635976475406.Car-Rental-Guide)[North Side Vacation Packages](https://expedia.ca/North-Side.d553248635976475406.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24578-Chicago-History-Museum.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in North Side ![](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 Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976475406&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976475406&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976475406&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976475406&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select North Side Guest Houses ![Living room](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/e921e6b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/d0c2eca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Chic 3 BR CONDO](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/d323a9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/4769286c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Dubois Guest House Bronzeville 8.8/10 Excellent (73) "My stay was very pleasant. The accommodation was comfortable, easily accessible, and well connected to public transport. I highly recommend it to anyone visiting the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lizeth CA $137 CA $161 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Chicago-Hotels-Villa-Dubois-Guest-House.h35542249.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107230000/107226500/107226405/f37da67a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107230000/107226500/107226405/19703ae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107230000/107226500/107226405/1c564c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/108000000/107230000/107226500/107226405/413d095f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chicago Avenue Inn Humboldt Park 7.0/10 Good (94) "It's a good place if you was traveling with a group. That way your group would get the entire floor." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $67 CA $146 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Chicago-Hotels-Chicago-Avenue-Inn.h107226405.Hotel-Information) ![Full-size fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/23000000/22680000/22671000/22670906/b6c2dad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/23000000/22680000/22671000/22670906/dd3fd8f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, memory foam beds, individually decorated](https://images.trvl-media.com/lodging/23000000/22680000/22671000/22670906/c0e1e78d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/23000000/22680000/22671000/22670906/0aedd339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mccormick Place Guest House Bronzeville 9.2/10 Wonderful (35) "Convenient easy parking. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MEIHONG CA $107 CA $126 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Chicago-Hotels-Mccormick-Place-Guest-House.h22670906.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=2025-11-09&endDate=2025-11-10®ionId=553248635976475406&adults=2&lodging=GUEST_HOUSE&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%2FNorth-Side-Guest-Houses.d553248635976475406-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FNorth-Side-Guest-Houses.d553248635976475406-aaGuestHouses.Travel-Guide-Accommodation) ## Top North Side Hotel Reviews ![The Willows Hotel](//images.trvl-media.com/lodging/1000000/10000/7400/7374/10ec6d68_y.jpg) ### The Willows Hotel 10/10 Excellent "The hotel is a bit older, but the room was very nice and clean! In the BEST location. It was very convenient to walk around -- many food places and stores (CVS, target). " [](https://expedia.ca/Chicago-Hotels-The-Willows-Hotel.h7374.Hotel-Information) ![The Villa Toscana](//images.trvl-media.com/lodging/2000000/1160000/1153900/1153874/a7524278_y.jpg) ### The Villa Toscana 10/10 Excellent "Parking is easy. We chose to pay for a ramp versus street parking because it’s close and easy. " [](https://expedia.ca/Chicago-Hotels-The-Villa-Toscana.h1153874.Hotel-Information) ![Hotel Versey Chicago Lincoln Park](//images.trvl-media.com/lodging/1000000/30000/23000/22993/64a1c63a_y.jpg) ### Hotel Versey Chicago Lincoln Park 10/10 Excellent "AC unit is too loud. A mini fridge in the room would’ve made the stay a 5 stars for me. Not having a mini fridge was disappointing." [](https://expedia.ca/Chicago-Hotels-Hotel-Versey-Chicago-Lincoln-Park.h22993.Hotel-Information) ![The Chicago Hotel Collection - Wrigleyville](//images.trvl-media.com/lodging/24000000/23610000/23604900/23604891/582f9da7_y.jpg) ### The Chicago Hotel Collection - Wrigleyville 10/10 Excellent "It was very easy to check in and was quiet I had no problems would stay here again " [](https://expedia.ca/Chicago-Hotels-The-Chicago-Hotel-Collection-Wrigleyville.h23604891.Hotel-Information) ![The Neighborhood Hotel - Lincoln Park](//images.trvl-media.com/lodging/87000000/86510000/86506600/86506502/31e9fa5d_y.jpg) ### The Neighborhood Hotel - Lincoln Park 10/10 Excellent "We loved having our own little apartment. Although we didn’t use it, having laundry as an option was great. Very simple, cute decor, loved all the Chicago touches. Excellent location! We plan to stay there on our next trip to Chicago. " [](https://expedia.ca/Chicago-Hotels-The-Neighborhood-Hotel-Lincoln-Park.h86506502.Hotel-Information) ![The Majestic Hotel](//images.trvl-media.com/lodging/1000000/10000/7200/7127/bf9d41f0_y.jpg) ### The Majestic Hotel 10/10 Excellent "Nice hotel. Quirky yet the rooms are clean, well appointed and the bed is very comfortable. We had the sun room suite and it was perfect. We would definitely stay there again" [](https://expedia.ca/Chicago-Hotels-The-Majestic-Hotel.h7127.Hotel-Information) ![Best Western Plus Hawthorne Terrace Hotel](//images.trvl-media.com/lodging/1000000/120000/116900/116850/76dfc5de_y.jpg) ### Best Western Plus Hawthorne Terrace Hotel 10/10 Excellent "Great shower. " [](https://expedia.ca/Chicago-Hotels-Best-Western-Plus-Hawthorne-Terrace-Hotel.h116850.Hotel-Information) ![City Suites Hotel](//images.trvl-media.com/lodging/1000000/900000/892700/892669/2966b348_y.jpg) ### City Suites Hotel 10/10 Excellent "All good" [](https://expedia.ca/Chicago-Hotels-City-Suites-Hotel.h892669.Hotel-Information) ![Hotel Zachary Chicago, a Tribute Portfolio Hotel](//images.trvl-media.com/lodging/24000000/23060000/23056000/23055991/030ea101_y.jpg) ### Hotel Zachary Chicago, a Tribute Portfolio Hotel 10/10 Excellent "The staff was amazing! They went above and beyond for our anniversary! The hotel was so clean, room services was great! We will definitely be back!!! " [](https://expedia.ca/Chicago-Hotels-Hotel-Zachary-Chicago.h23055991.Hotel-Information) ## Find out more about North Side ## North Side Guest Houses information | Number of reviews | | | --- | --- | | Accommodation | Guest Houses | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in West Bucktown](https://www.expedia.ca/4Star-West-Bucktown-Chicago-Hotels.s40-n553248635976472789-0.Travel-Guide-Filter-Hotels) - [Apartments in Addison Station](https://www.expedia.ca/Addison-Station-Apartments.d6209952-aaApartments.Travel-Guide-Accommodation) - [Cottages in Addison Station](https://www.expedia.ca/Addison-Station-Cottages.d6210435-aaCottages.Travel-Guide-Accommodation) - [Hotels near Athenaeum Theatre](https://www.expedia.ca/Athenaeum-Theatre-Hotels.0-l6182970-0.Travel-Guide-Filter-Hotels) - [Hotels near Belmont Station](https://www.expedia.ca/Belmont-Station-Hotels.d6189375.Travel-Guide-Hotels) - 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[Luxury Hotels in Wrigleyville](https://www.expedia.ca/Wrigleyville-Chicago-Hotels-Luxury-Hotel.0-n6338684-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Wrigleyville](https://www.expedia.ca/Wrigleyville-Chicago-Hotels-Oceanfront-Hotels.0-n6338684-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Wrigleyville](https://www.expedia.ca/Wrigleyville-Chicago-Hotels-Pet-Friendly-Hotel.0-n6338684-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Wrigleyville](https://www.expedia.ca/Wrigleyville-Chicago-Hotels-Shopping-Hotel.0-n6338684-0-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Wrigleyville Hotels](https://www.expedia.ca/Wrigleyville-Chicago-Hotels.0-n6338684-0.Travel-Guide-Filter-Hotels) - [Flights to Chicago](https://www.expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights) - [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago) - [Visit Bucktown](https://www.expedia.ca/Chicago-Bucktown.dx553248622905536905) - [Visit Lakeview](https://www.expedia.ca/Chicago-Lakeview.dx178166) - [Visit Roscoe Village](https://www.expedia.ca/Chicago-Roscoe-Village.dx553248635939578987) - [Lakeview Vacations](https://www.expedia.ca/Lakeview.d178166.Destination-Travel-Guides) - [Wrigley Field](https://www.expedia.ca/Wrigley-Field-Lakeview.d6034754.Vacation-Attraction) - [Car rentals near Lakeview](https://www.expedia.ca/Car-Rentals-In-Lakeview.d178166.Car-Rental-Guide) - [Book Guest Houses in North Side on Expedia.com](https://www.expedia.com/North-Side-Guest-Houses.d553248635976475406-aaGuestHouses.Travel-Guide-Accommodation)