Title: Hillside Vacation Home Rentals from CA $280: Search Top Private Vacation Homes for Rent | 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) ![If you're in Chicago and like to visit famous grave sites, here is one not to miss. ](https://images.trvl-media.com/place/8353/04417658-847c-4a59-a291-8bfe14a93297.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Off The Beaten Track # Hillside Vacation Rentals - ![](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 [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=8353&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=8353&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=8353&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=8353&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Hillside vacation homes ![Dining](https://images.trvl-media.com/lodging/90000000/89820000/89818200/89818126/bbe51f50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/90000000/89820000/89818200/89818126/a849b8b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/90000000/89820000/89818200/89818126/b9ac37a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89820000/89818200/89818126/d13cd0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Getaway Near ORD With Great Local Amenities [](https://www.expedia.ca/Chicago-Hotels-Getaway-Near-ORD-With-Great-Local-Amenities.h89818126.Hotel-Information) Des Plaines 9.0/10 Wonderful (4) "Very nice and clean place to stay at. Great communication from property manager. I would absolutely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie G. CA $96 CA $384 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Chicago-Hotels-Getaway-Near-ORD-With-Great-Local-Amenities.h89818126.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/97000000/96390000/96384200/96384152/baf1fbd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96390000/96384200/96384152/02ca8784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/97000000/96390000/96384200/96384152/1e6ca815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96390000/96384200/96384152/27ecf0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LUXE 3 BR, 2 BA + Hot Tub [](https://www.expedia.ca/Chicago-Hotels-LUXE-3-BR.h96384152.Hotel-Information) Elmhurst 8.8/10 Excellent (38) "A really nice house, clean and well kept. Neighborhood is older but nice and quiet. Close to highway and lots of restaurants. The owner was very responsive and great to work with. I plan on using this VRBO again in future. Backyard was fenced in and I might bring my pets next time. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott C. CA $149 CA $388 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Chicago-Hotels-LUXE-3-BR.h96384152.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811939/f0d5c893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811939/66cebc67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811939/f1a28881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811939/e9080fd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Game Room • Fire-pit • Playground • Gym • Billiard [](https://www.expedia.ca/Chicago-Hotels-Game-Room-Fire-Pit-Playground-Gym-Billiard.h122811939.Hotel-Information) Belmont Cragin CA $157 CA $679 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Chicago-Hotels-Game-Room-Fire-Pit-Playground-Gym-Billiard.h122811939.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/124000000/123180000/123170100/123170055/1d875630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/124000000/123180000/123170100/123170055/06240ebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi](https://images.trvl-media.com/lodging/124000000/123180000/123170100/123170055/424f49bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/124000000/123180000/123170100/123170055/c3be97de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entire home in Lockport, Illinois [](https://www.expedia.ca/Lockport-Hotels-Entire-Home-In-Lockport.h123170055.Hotel-Information) Lockport CA $170 CA $474 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Lockport-Hotels-Entire-Home-In-Lockport.h123170055.Hotel-Information) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121310000/121303900/121303866/7b59028a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121310000/121303900/121303866/6dc00e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/122000000/121310000/121303900/121303866/2b52d153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121310000/121303900/121303866/9defe80f.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.h121303866.Hotel-Information) Forest Park CA $195 CA $562 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Chicago-Hotels-Classic-Forest-Park-Foursquare-1-Mi-To-Blue-Line.h121303866.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/afb1f08b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/08f64820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/d127a41d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/b132ab29_edited_0386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed [](https://www.expedia.ca/Chicago-Hotels-Charming-2-Bedroom-House-In-Maywood-With-WiFi.h117671933.Hotel-Information) Maywood 8.0/10 Very good (20) "Very nice place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elliot H. CA $205 CA $327 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Chicago-Hotels-Charming-2-Bedroom-House-In-Maywood-With-WiFi.h117671933.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122740000/122732000/122731919/e7e36576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/123000000/122740000/122732000/122731919/d590570a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122740000/122732000/122731919/c88a9d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122740000/122732000/122731919/7e3db215.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gated Family Home w/ Chef’s Kitchen [](https://www.expedia.ca/Chicago-Hotels-Gated-Family-Home-W-Chefs-Kitchen.h122731919.Hotel-Information) Humboldt Park CA $207 CA $706 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Chicago-Hotels-Gated-Family-Home-W-Chefs-Kitchen.h122731919.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/7b6dc406.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/72000000/71680000/71677300/71677273/5569ce20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/c1640248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/26045e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*The Comfy King Ranch\*King Bed Suite\*Fast Wi-Fi [](https://www.expedia.ca/Chicago-Hotels-The-Comfy-King-Ranch-King-BedFast-WiFiFree-Pkg.h71677273.Hotel-Information) Worth 9.6/10 Exceptional (54) "Perfect place for an 8 person golf trip! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Griffin P. CA $214 CA $455 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Chicago-Hotels-The-Comfy-King-Ranch-King-BedFast-WiFiFree-Pkg.h71677273.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119940000/119934600/119934530/eb62ac02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119940000/119934600/119934530/c2706618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119940000/119934600/119934530/82961acb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119940000/119934600/119934530/d7abc984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two Kings Chicago A unique royal environment, kingly comfort! [](https://www.expedia.ca/Chicago-Hotels-Your-Private-Sanctuary.h119934530.Hotel-Information) Villa Park 10/10 Exceptional (1) "Art & Milda were fantastic hosts! Very responsive to all inquiries and requests. The home was beautiful. Very comfy beds and recliners! So many perks you never knew you wanted. Will definitely stay again. Thank you Art & Milda!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa V. CA $276 CA $578 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Chicago-Hotels-Your-Private-Sanctuary.h119934530.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/119000000/118760000/118756100/118756057/w507h683x260y0-447e4031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, books](https://images.trvl-media.com/lodging/119000000/118760000/118756100/118756057/w508h683x259y0-9b6c1832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/119000000/118760000/118756100/118756057/w506h683x260y0-6224cb74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118760000/118756100/118756057/w536h683x248y0-2cd4d36f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Home by O'Hare + EV Plug [](https://www.expedia.ca/Houston-Hotels-Cozy-Home-By-OHare-EV-Plug.h118756057.Hotel-Information) Des Plaines 9.2/10 Wonderful (5) CA $159 CA $396 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Houston-Hotels-Cozy-Home-By-OHare-EV-Plug.h118756057.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/124000000/123610000/123601500/123601403/84b41d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123610000/123601500/123601403/856e7756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123610000/123601500/123601403/8b8f47d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/124000000/123610000/123601500/123601403/73949973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect modern 3-bedroom house Near Chicago • Fireplace & Yard [](https://www.expedia.ca/Chicago-Hotels-Perfect-Modern-3-Bedroom-House-Near-Chicago-Fireplace-Yard.h123601403.Hotel-Information) Schaumburg CA $234 CA $280 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Chicago-Hotels-Perfect-Modern-3-Bedroom-House-Near-Chicago-Fireplace-Yard.h123601403.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88500000/88494900/88494875/9878af78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88500000/88494900/88494875/w867h654x78y17-d683a7ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/89000000/88500000/88494900/88494875/bcec636a_edited_4fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/89000000/88500000/88494900/88494875/w904h683x60y0-33f7d28e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coziest estate home 20 minutes to downtown [](https://www.expedia.ca/Chicago-Hotels-Coziest-Estate-Home-20-Minutes-To-Downtown.h88494875.Hotel-Information) Willow Springs 8.8/10 Excellent (16) "We liked the home, it had everything we needed. We loved having the pool table to play on, that was a hit! The backyard was clean and large, with lots of room! We had the privacy that we needed!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gabriela N. CA $248 CA $549 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Chicago-Hotels-Coziest-Estate-Home-20-Minutes-To-Downtown.h88494875.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/33378924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/aa9396b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/699d0fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/c4f6c687.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vintage Urban Retreat [](https://www.expedia.ca/Chicago-Hotels-Vintage-Urban-Retreat.h105136524.Hotel-Information) Oak Park 10/10 Exceptional (14) "This location was very convenient, and in close proximity to both downtown Oak Park, and the greater Chicago area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas P. CA $302 CA $774 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Chicago-Hotels-Vintage-Urban-Retreat.h105136524.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74250000/74243100/74243056/bf01096c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74250000/74243100/74243056/8503342e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74250000/74243100/74243056/668e4d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/75000000/74250000/74243100/74243056/9849b1a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ✽ Charming Cottage ✽ close to College/Town/Station [](https://www.expedia.ca/Chicago-Hotels-Charming-Cottage-Close-To-CollegeTownStation.h74243056.Hotel-Information) Wheaton 10/10 Exceptional (55) "Great place for a family visit to Wheaton! Thanks!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $235 CA $426 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Chicago-Hotels-Charming-Cottage-Close-To-CollegeTownStation.h74243056.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269654/1a2e5255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269654/w1179h800x21y0-c9fb8097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269654/45b3ad33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269654/0dd7d579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 4BR Retreat Near MDW | LCP Collection [](https://www.expedia.ca/Chicago-Hotels-Modern-4BR-Retreat-Near-MDW-LCP-Collection.h99269654.Hotel-Information) Burbank 9.4/10 Exceptional (6) "Check in was easy and house was in safe neighborhood. It was a quick stay really a place to sleep for a few hours on our way through. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie S. CA $254 CA $632 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Chicago-Hotels-Modern-4BR-Retreat-Near-MDW-LCP-Collection.h99269654.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123200000/123195500/123195492/9474d5e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123200000/123195500/123195492/02817c96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/124000000/123200000/123195500/123195492/7923342c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123200000/123195500/123195492/c92cd100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Home in Suburbs near Chicago - pet friendly [](https://www.expedia.ca/Chicago-Hotels-Cozy-Home-In-Suburbs-Near-Chicago-Pet-Friendly.h123195492.Hotel-Information) Bridgeview CA $223 CA $442 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Chicago-Hotels-Cozy-Home-In-Suburbs-Near-Chicago-Pet-Friendly.h123195492.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101430000/101422200/101422169/4561d645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/102000000/101430000/101422200/101422169/52a0d19e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101430000/101422200/101422169/da0c68f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/102000000/101430000/101422200/101422169/5b29180e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4BR Near Woodfield Mall & Metra | LCP Collection [](https://www.expedia.ca/Chicago-Hotels-4BR-Near-Woodfield-Mall-Metra-LCP-Collection.h101422169.Hotel-Information) Schaumburg 8.4/10 Very good (5) "Had a wonderful relaxing & enjoyable stay; would definitely book again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chenae J. CA $224 CA $667 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Chicago-Hotels-4BR-Near-Woodfield-Mall-Metra-LCP-Collection.h101422169.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76930000/76925600/76925599/e8277045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76930000/76925600/76925599/ec956b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76930000/76925600/76925599/3706aabf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, Hulu, books](https://images.trvl-media.com/lodging/77000000/76930000/76925600/76925599/b02b5cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central [](https://www.expedia.ca/Chicago-Hotels-VERY-Close-To-Colleges.h76925599.Hotel-Information) Lisle 9.6/10 Exceptional (20) "The hosts were fantastic—very friendly and accommodating. The property itself was excellent, tucked away from the main road yet within walking distance of several restaurants, shops, and a supermarket. I would wholeheartedly recommend staying here if you're planning a trip to the Chicagoland area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) christian m. CA $226 CA $472 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Chicago-Hotels-VERY-Close-To-Colleges.h76925599.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/97000000/96840000/96832200/96832141/ec2f705b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96840000/96832200/96832141/c19bf78c.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/97000000/96840000/96832200/96832141/6304a47a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96840000/96832200/96832141/c237f0dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Suite in Glen Ellyn, IL USA [](https://www.expedia.ca/Chicago-Hotels-Luxury-Suite-In-Glen-Ellyn.h96832141.Hotel-Information) Glen Ellyn 9.6/10 Exceptional (10) "Was very comfortable. Had everything we needed except wash clothes. Walmart really close. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra B. [](https://www.expedia.ca/Chicago-Hotels-Luxury-Suite-In-Glen-Ellyn.h96832141.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99350000/99343900/99343866/w1200h799x0y1-c9026eae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99350000/99343900/99343866/w1199h799x1y1-4f4c0bde.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/100000000/99350000/99343900/99343866/w1199h799x1y1-3124530e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99350000/99343900/99343866/69b0df95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 3BR Home w/ Huge Backyard | LCP Collection [](https://www.expedia.ca/Chicago-Hotels-Modern-3BR-Home-W-Huge-Backyard-LCP-Collection.h99343866.Hotel-Information) Westchester 10/10 Exceptional (1) "Everything was exactly like we hoped and ghen sum. Great single level floor plan with garage access." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alva E. CA $269 CA $639 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Chicago-Hotels-Modern-3BR-Home-W-Huge-Backyard-LCP-Collection.h99343866.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=2026-01-04&endDate=2026-01-05®ionId=8353&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=Hillside%2C+Illinois%2C+United+States+of+America®ionId=8353&latLong=41.877808%2C-87.90284&adults=2&startDate=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Illinois%2C+United+States+of+America®ionId=8353&latLong=41.877808%2C-87.90284&adults=2&startDate=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Illinois%2C+United+States+of+America®ionId=8353&latLong=41.877808%2C-87.90284&adults=2&startDate=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Illinois%2C+United+States+of+America®ionId=8353&latLong=41.877808%2C-87.90284&adults=2&startDate=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Illinois%2C+United+States+of+America®ionId=8353&latLong=41.877808%2C-87.90284&adults=2&startDate=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&lodging=VILLA) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Illinois%2C+United+States+of+America®ionId=8353&latLong=41.877808%2C-87.90284&adults=2&startDate=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&lodging=COTTAGE) Residences [](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Illinois%2C+United+States+of+America®ionId=8353&latLong=41.877808%2C-87.90284&adults=2&startDate=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&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%2FHillside-Private-Vacation-Homes.d8353-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHillside-Private-Vacation-Homes.d8353-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Hillside Hotel Reviews ![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/7af111e2_y.jpg) ### Swissotel - Chicago 10/10 Excellent "Everyone was nice and helpful. Room was clean and the hotel location is great" [](https://expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) ![Sable at Navy Pier Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg) ### Sable at Navy Pier Chicago, Curio Collection by Hilton 10/10 Excellent "The room was amazing, views were amazing, staff is very friendly and helpful, I’m definitely coming back here for sure ." [](https://expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.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 "Staff was so amazing nice and helpfuk" [](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 10/10 Excellent "Amazing experience! The rooms were spotless, comfortable, and thoughtfully maintained. All hotel amenities were clean, well-organized, and ready to use. The breakfast was excellent, with a great variety of options to choose from. What truly made this stay extraordinary was the outstanding service. Brad, Vicente, Cruz, Eric, Ruby, and the entire team went above and beyond to ensure a memorable experience. Their professionalism, kindness, and attention to detail were exceptional. Without a doubt, this was a unique and unforgettable stay — truly a hotel that exceeds five-star expectations. ❤️" [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Silversmith Hotel Chicago Downtown](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/da03d6b4_y.jpg) ### Silversmith Hotel Chicago Downtown 10/10 Excellent "The staff went above and beyond for us. We got in real late after midnight and they were extremely accommodating. Since we were flying all day on my fiancé birthday i had asked for them to leave a little happy birthday note in the room when we arrived. They left a birtday card and a box of whoppers for her. That was amazing. The whole staff was top notch. " [](https://expedia.ca/Chicago-Hotels-Silversmith-Hotel-Chicago-Downtown.h116674.Hotel-Information) ![Homewood Suites by Hilton Chicago Downtown South Loop](https://images.trvl-media.com/lodging/34000000/33390000/33387400/33387384/2d5c8626_y.jpg) ### Homewood Suites by Hilton Chicago Downtown South Loop 10/10 Excellent "Yes room was clean ans staff great" [](https://expedia.ca/Chicago-Hotels-Homewood-Suites-By-Hilton-Chicago-Downtown-South-Loop.h33387384.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 "From beginning to end it was awesome.....Except for parking it was horrible I got lost for about 30 mins trying to find my rental....BUT the 🏨 employees were all very helpful and we found it in no time after that ❤️.....The 🏨 was awesome, views ❤️ and the vibe was on point everything was at a walking distance 🥰.... Beautiful city day or 🌃 please preserve it as much as you can. I'm from California and greatly appreciate the hospitality ❤️ 🙏" [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg) ### Eurostars Magnificent Mile 10/10 Excellent "Loved this hotel. The only thing I disliked was not having a microwave in my room. I ate out daily but sometimes did not finish my food and would have to throw it out due to not having anything to reheat it. The fridge was so stocked with their items that there was barely room to put your own stuff in there. " [](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Warwick Allerton - Chicago](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1_y.jpg) ### Warwick Allerton - Chicago 10/10 Excellent "N/A" [](https://expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information) ## Find out more about Hillside ## Hillside Vacation Homes information | Number of reviews | 237 | | ----------------- | ------------------ | | Accommodation | 695 Vacation Homes | | Lowest Price | CA $280 | | Highest Price | CA $774 | ## 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) - 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