Title: Hillside Condo Rentals from CA $285 | Expedia.ca [Hotels in Hillside](https://expedia.ca/Hillside-Hotels.d8353.Travel-Guide-Hotels)[Vacation Rentals in Hillside](https://expedia.ca/Hillside-Vacation-Rentals.d8353.Travel-Guide-VacationRentals)[Flights to Hillside](https://expedia.ca/Cheap-Flights-To-Hillside.d8353.Travel-Guide-Flights)[Hillside Car Rentals](https://expedia.ca/Car-Rentals-In-Hillside.d8353.Car-Rental-Guide)[Hillside Vacation Packages](https://expedia.ca/Hillside.d8353.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/d37ecef1eae6732579d3a923329d31ca.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Off The Beaten Track # Search Condos Rentals in Hillside from CA $285 ![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=8353&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=8353&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=8353&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=8353&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Hillside Condo Rentals ![Exterior detail](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/a067dc99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/6f92a1cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/e7806e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/04e27943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Urban Retreat Near Wrigley Field w/Parking Lakeview 10/10 Exceptional (37) "The property was amazing, clean and well organized. Parking was a breeze and check in was easy. Would recommend this place to anyone looking to stay in the area." CA $209 CA $625 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Chicago-Hotels-Chic-Urban-Retreat-Near-Wrigley-Field-WParking.h100783919.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112530000/112528300/112528246/e55ec92c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112530000/112528300/112528246/25e124e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112530000/112528300/112528246/9c740284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112530000/112528300/112528246/646b6706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chicago Luxury Penthouse Massive Rooftop Walk to Beach and Restaurants Downtown Chicago 10/10 Exceptional (2) "I used to live in Chicago and have a short term rental in Ohio myself. This place is legit. This property is in the best location close to beach restaurants and bars. Perfect for college reunion. Rooftop was awesome place for us to catch up over coffee and plan the day. The kitchen has everything we needed. Speakers throughout was a nice touch. I can’t be more complementary of the hosts responsiveness and helpfulness. We would definitely stay here again." [](https://www.expedia.ca/Chicago-Hotels-Chicago-Gold-Coast-Luxury-Penthouse-4-BDR-3-BR-Massive-Rooftop-Views.h112528246.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83600000/83596200/83596157/e3a1a561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83600000/83596200/83596157/2a46ff05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83600000/83596200/83596157/efc73b64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83600000/83596200/83596157/277a5465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 3BRCondo near Wrigley/Dtwn +FreeParking Lincoln Park 9.6/10 Exceptional (45) "It was a great place to stay and very spacious!" CA $398 CA $877 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Chicago-Hotels-Spacious-3BRCondo-Near-WrigleyDtwn-FreeParking.h83596157.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78460000/78459600/78459583/bd22ff60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/79000000/78460000/78459600/78459583/0ea3b3a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78460000/78459600/78459583/6d12f8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/79000000/78460000/78459600/78459583/a28f965d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR Modern Condo near Wrigley/Dwtn +Free Parking Lincoln Park 9.6/10 Exceptional (40) "3 night stay with a family of 5. Was perfect for us! Clean, quiet, and easy to access. Would stay again! " CA $399 CA $878 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Chicago-Hotels-3BR-Modern-Condo-Near-WrigleyDwtn-Free-Parking.h78459583.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78130000/78127200/78127193/7887bfb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/79000000/78130000/78127200/78127193/022ffc6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78130000/78127200/78127193/e426462d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78130000/78127200/78127193/d878539f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 3 BR in prime Chicago location Lincoln Park 9.8/10 Exceptional (116) "Great location within walking distance to Wrigley Field and countless restaurants. " [](https://www.expedia.ca/Chicago-Hotels-Stunning-3-BR-In-Prime-Chicago-Location.h78127193.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101930000/101926700/101926653/1cb7e17b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101930000/101926700/101926653/0b7257e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, computer monitors](https://images.trvl-media.com/lodging/102000000/101930000/101926700/101926653/1d984d25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, computer monitors](https://images.trvl-media.com/lodging/102000000/101930000/101926700/101926653/4b24e0fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 3BR River North Condo - Free Parking Downtown Chicago 10/10 Exceptional (23) "House was very accommodating and well stocked for a family of 4 including two teenage children. Check in was easy and as described, and location was easy walking distance to restaurants and shopping. Would definitely stay here again when in Chicago!" [](https://www.expedia.ca/Chicago-Hotels-Gorgeous-3BR-River-North-Condo-Free-Parking.h101926653.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104350000/104341900/104341807/6f199fbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104350000/104341900/104341807/531c4a08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/105000000/104350000/104341900/104341807/cf0e0bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/105000000/104350000/104341900/104341807/84d1a57d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Condo-Obama & University of Chicago Area Woodlawn 8.8/10 Excellent (13) "I thought this place was so cute, loved the outset deck! Was spacious and the host was very nice and helpful when needed! Would stay again for sure! " [](https://www.expedia.ca/Chicago-Hotels-Modern-Condo-Obama-University-Of-Chicago-Area.h104341807.Hotel-Information) ![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/34000000/33550000/33548200/33548184/3d713b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33550000/33548200/33548184/7e506813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33550000/33548200/33548184/09b993fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33550000/33548200/33548184/58fff569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field Lakeview 10/10 Exceptional (108) "This was a great house, location, host....made our weekend easy and enjoyable!!" [](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Condo.h33548184.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/90000000/89850000/89841200/89841164/w1788h1188x0y2-67128702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/90000000/89850000/89841200/89841164/d78f2ea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/90000000/89850000/89841200/89841164/576859d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89850000/89841200/89841164/97d618ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elizabeth by Coast to Cactus | Chic Artists Loft Downtown Chicago 9.2/10 Wonderful (22) "Location is fantastic - place is cool but cleaning was fine at best" [](https://www.expedia.ca/Chicago-Hotels-Elizabeth-By-Coast-To-Cactus-Chic-Artists-Loft.h89841164.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/5bb478a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/e0567df2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/8b428166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/870fb3ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Suite/Mins to L Train /Laundry/Free Parking Oak Park 9.6/10 Exceptional (54) "Good location. " CA $103 CA $285 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Chicago-Hotels-Chic-SuiteMins-To-L-Train-LaundryFree-Parking.h83570994.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/100000000/99250000/99244100/99244065/w1217h775x1y0-a2307bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/100000000/99250000/99244100/99244065/77bb5a73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99250000/99244100/99244065/0299fed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/100000000/99250000/99244100/99244065/w1225h819x0y0-e156103e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious, Clean and Steps from Wrigley Field! Lakeview 9.8/10 Exceptional (22) "Great location, clean and spacious. A little loud with the train close by but added to the Chicago experience! " [](https://www.expedia.ca/Chicago-Hotels-Spacious.h99244065.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82810000/82802900/82802822/f01a9cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/83000000/82810000/82802900/82802822/bb5796c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors](https://images.trvl-media.com/lodging/83000000/82810000/82802900/82802822/769766d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/83000000/82810000/82802900/82802822/6d70ffa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Up to 8 Spacious lovely Chicago-style 3BDR condo. Safe & quiet neighborhood West Ridge 8.6/10 Excellent (19) "This place was clean and host was very nice" [](https://www.expedia.ca/Chicago-Hotels-For-Up-To-6-Spacious-Lovely-Chicago-Style-3-BDR-Condo-Safe-Quiet-Neighborhood.h82802822.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87690000/87684800/87684787/0afb39d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/88000000/87690000/87684800/87684787/570057cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/88000000/87690000/87684800/87684787/5caf3293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87690000/87684800/87684787/eefa87df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Experience Chicago living near United Center Austin 8.8/10 Excellent (20) "Immaculately clean property" [](https://www.expedia.ca/Chicago-Hotels-Experience-Chicago-Living-NearUnited-Center.h87684787.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/64000000/63890000/63882800/63882759/de8b2ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63890000/63882800/63882759/d502ea21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63890000/63882800/63882759/94efd1df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/64000000/63890000/63882800/63882759/d854c255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW LUXURY CONDO WITH PATIO DECK West Town 10/10 Exceptional (183) "Wonderful place to stay. We would stay there again. " [](https://www.expedia.ca/Chicago-Hotels-NEW-LUXURY-CONDO-WITH-PATIO-DECK.h63882759.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83460000/83455900/83455869/57ada61d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83460000/83455900/83455869/09166edd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83460000/83455900/83455869/b342ae08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83460000/83455900/83455869/ceb4fca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Experience Chicago living near United Center Austin 9.2/10 Wonderful (26) "Plenty of room, very nice amenities, short walk to bus line. Felt great coming back every day to that rather than a hotel room. Much more personal." [](https://www.expedia.ca/Chicago-Hotels-Clean-Cozy-Entire-3-Bedroom-Unit-7-Miles-From-Downtown.h83455869.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92500000/92499100/92499053/6e7ba948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92500000/92499100/92499053/ff259e15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/93000000/92500000/92499100/92499053/2f7eea1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/93000000/92500000/92499100/92499053/7b8df7b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wrigleyville Inn - Unit 3 Lakeview 10/10 Exceptional (42) "The property was perfect for our stay. Easy walk to baseball and food options were great." [](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Inn-Unit-3.h92499053.Hotel-Information) ![Smart TV, computer monitors](https://images.trvl-media.com/lodging/91000000/90990000/90982200/90982135/1c3f75fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90990000/90982200/90982135/31c4b515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90990000/90982200/90982135/c7daa883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors](https://images.trvl-media.com/lodging/91000000/90990000/90982200/90982135/37669387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Exclusive- 7 Bed, 6 Bath Retreat Logan Square 9.6/10 Exceptional (20) "Adam's building was the perfect space for our team offsite in Chicago. Very centrally located with the best coffee in the city downstairs! Would definitely stay here again." [](https://www.expedia.ca/Chicago-Hotels-The-Exclusive-7-Bed.h90982135.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92500000/92499100/92499045/f2ebfeef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/93000000/92500000/92499100/92499045/1b3b97b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92500000/92499100/92499045/d6c5f1e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/93000000/92500000/92499100/92499045/fd1a0236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wrigleyville Inn - Unit 2 Lakeview 10/10 Exceptional (14) "Great VRBO! So clean and nice. Will definitely be back!" [](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Inn-Unit-2.h92499045.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/64000000/63360000/63358300/63358275/e173d9a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63360000/63358300/63358275/2f08b052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63360000/63358300/63358275/3b41a424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, memory foam beds, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/64000000/63360000/63358300/63358275/b3492081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW LUXURY PENTHOUSE CONDO West Town 10/10 Exceptional (195) "I cannot recommend this property enough! Easiest check-in/out ever. Excellent communication from the host. And the condo itself was fabulous! The area was so quiet and peaceful, it was hard to believe we were in a city the size of Chicago. Having a lot private garage was" [](https://www.expedia.ca/Chicago-Hotels-NEW-LUXURY-PENTHOUSE-CONDO.h63358275.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22870000/22864700/22864683/14ea02c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22870000/22864700/22864683/8a8f698a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22870000/22864700/22864683/4bf204a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22870000/22864700/22864683/5f4ce9c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walking distance to restaurants, shops and Lake Michigan, Rogers Park 9.6/10 Exceptional (184) "We had a great time and the property manager was very thoughtful. It was a very cute apartment and great location very close to Loyola." [](https://www.expedia.ca/Chicago-Hotels-Walking-Distance-To-Restaurants.h22864683.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=8353&adults=2&lodging=CONDO&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%2FHillside-Condos.d8353-aaCondos.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHillside-Condos.d8353-aaCondos.Travel-Guide-Accommodation) ## Top Hillside 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 Hillside ## Hillside Condo Rentals information | Number of reviews | 1,148 | | --- | --- | | Accommodation | 300 Condo Rentals | | Lowest Price | CA $285 | | Highest Price | CA $878 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Vacation Rental - More ways to book - [Farmstay in Bellwood](https://www.expedia.ca/Bellwood-Agritourism.d6132079-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Bellwood](https://www.expedia.ca/Bellwood-Bed-And-Breakfast.d6132079-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Golf Hotels in Bellwood](https://www.expedia.ca/Bellwood-Hotels-Golf-Hotel.0-0-d6132079-tGolfHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Bellwood](https://www.expedia.ca/Bellwood-Hotels-Spa-Hotel.0-0-d6132079-tSpaHotel.Travel-Guide-Filter-Hotels) - [Bellwood Hotels](https://www.expedia.ca/Bellwood-Hotels.d6132079.Travel-Guide-Hotels) - 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