Title: North Side Guest Houses from CA $120 | 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) ![Great view of the city at Christmas time they light up the zoo. It's a great thing to do during the holidays #URBANJUNGLE](https://images.trvl-media.com/place/829/f6594aff-9bbe-4eff-8e85-1343b34d50f1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Vincent Ramundo ![](https://images.trvl-media.com/place/829/f6594aff-9bbe-4eff-8e85-1343b34d50f1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976475406&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976475406&startDate=2026-02-20&endDate=2026-02-22&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976475406&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976475406&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for North Side guest houses ![Exterior](https://images.trvl-media.com/lodging/108000000/107230000/107226500/107226405/3bf4676d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107230000/107226500/107226405/8c07545e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/108000000/107230000/107226500/107226405/7263f497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107230000/107226500/107226405/4cdad07a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chicago Avenue Inn [](https://www.expedia.ca/Chicago-Hotels-Chicago-Avenue-Inn.h107226405.Hotel-Information) Humboldt Park 7.0/10 Good (101 reviews) "It was a great experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $58 CA $178 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Chicago-Hotels-Chicago-Avenue-Inn.h107226405.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/d0c2eca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/8d4eacf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/5089d88a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/18e8c92a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Dubois Guest House [](https://www.expedia.ca/Chicago-Hotels-Villa-Dubois-Guest-House.h35542249.Hotel-Information) Bronzeville 8.6/10 Excellent (80 reviews) "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 $102 CA $120 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Chicago-Hotels-Villa-Dubois-Guest-House.h35542249.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/23000000/22680000/22671000/22670906/41972c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/23000000/22680000/22671000/22670906/4185cea1.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) ![Living area](https://images.trvl-media.com/lodging/23000000/22680000/22671000/22670906/dd3fd8f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mccormick Place Guest House [](https://www.expedia.ca/Chicago-Hotels-Mccormick-Place-Guest-House.h22670906.Hotel-Information) Bronzeville 8.8/10 Excellent (46 reviews) "Very good place,nice host " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Qiang CA $102 CA $120 total includes taxes & fees Mar 2 - Mar 3 [](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=2026-02-18&endDate=2026-02-19®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 ![Ray's Bucktown B&B](https://images.trvl-media.com/lodging/19000000/18280000/18278700/18278617/67423b1d_y.jpg) ### Ray's Bucktown B&B 10/10 Excellent "Place was amazing! Unique, great staff, comfy rooms and staff was very accomodating." [](https://expedia.ca/Chicago-Hotels-Rays-Bucktown-Bed-And-Breakfast.h18278617.Hotel-Information) ![Hotel Versey Chicago Lincoln Park](https://images.trvl-media.com/lodging/1000000/30000/23000/22993/64a1c63a_y.jpg) ### Hotel Versey Chicago Lincoln Park 10/10 Excellent "Our stay was great! " [](https://expedia.ca/Chicago-Hotels-Hotel-Versey-Chicago-Lincoln-Park.h22993.Hotel-Information) ![Villa D' Citta](https://images.trvl-media.com/lodging/23000000/22300000/22299700/22299604/fe13bf55_y.jpg) ### Villa D' Citta 10/10 Excellent "The entire building rooms, owner, amenities were wonderful. An absolutely lovely respite on a cold winter day." [](https://expedia.ca/Chicago-Hotels-Villa-D-Citta.h22299604.Hotel-Information) ![Hotel Lincoln](https://images.trvl-media.com/lodging/1000000/30000/23400/23314/48b7272b_y.jpg) ### Hotel Lincoln 10/10 Excellent "Clean and delightfully soundproof. " [](https://expedia.ca/Chicago-Hotels-Hotel-Lincoln.h23314.Hotel-Information) ![Best Western Plus Hawthorne Terrace Hotel](https://images.trvl-media.com/lodging/1000000/120000/116900/116850/76dfc5de_y.jpg) ### Best Western Plus Hawthorne Terrace Hotel 10/10 Excellent "Very pleasant stay. Great staff " [](https://expedia.ca/Chicago-Hotels-Best-Western-Plus-Hawthorne-Terrace-Hotel.h116850.Hotel-Information) ![City Suites Hotel](https://images.trvl-media.com/lodging/1000000/900000/892700/892669/2966b348_y.jpg) ### City Suites Hotel 10/10 Excellent "Room was clean, staff were helpful, and great neighborhood! The only negative was that you could hear footsteps and noises from above and outside the room, but that’s to be expected in an old building. Nothing that some white noise couldn’t drown out! Would definitely stay again. " [](https://expedia.ca/Chicago-Hotels-City-Suites-Hotel.h892669.Hotel-Information) ![The Neighborhood Hotel - Lincoln Park](https://images.trvl-media.com/lodging/87000000/86510000/86506600/86506502/31e9fa5d_y.jpg) ### The Neighborhood Hotel - Lincoln Park 10/10 Excellent "The heat clicking on and off all night was the only bummer. Other than that, I would stay here again. Great location and comfortable bed. " [](https://expedia.ca/Chicago-Hotels-The-Neighborhood-Hotel-Lincoln-Park.h86506502.Hotel-Information) ![The Villa Toscana](https://images.trvl-media.com/lodging/2000000/1160000/1153900/1153874/a7524278_y.jpg) ### The Villa Toscana 10/10 Excellent "Great place great price would book again" [](https://expedia.ca/Chicago-Hotels-The-Villa-Toscana.h1153874.Hotel-Information) ![The Den Hotel](https://images.trvl-media.com/lodging/121000000/120770000/120768600/120768541/3bcbd431_y.jpg) ### The Den Hotel 10/10 Excellent "We loved it! Super cute and clean and the location was great!" [](https://expedia.ca/Chicago-Hotels-The-Den-Hotel.h120768541.Hotel-Information) ## Find out more about North Side ## North Side Guest Houses information | Number of reviews | 227 | | ----------------- | -------------- | | Accommodation | 2 Guest Houses | | Lowest Price | CA $120 | | Highest Price | CA $178 | ## 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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