Title: Highwood Apartment Rentals from CA $243 | Expedia.ca [Hotels in Highwood](https://expedia.ca/Highwood-Hotels.d115190.Travel-Guide-Hotels)[Vacation Rentals in Highwood](https://expedia.ca/Highwood-Vacation-Rentals.d115190.Travel-Guide-VacationRentals)[Highwood Car Rentals](https://expedia.ca/Car-Rentals-In-Highwood.d115190.Car-Rental-Guide)[Highwood Vacation Packages](https://expedia.ca/Highwood.d115190.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/f2636ab6e196d52ecb4914781112e2c5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Tara Jabbari # Search Apartment Rentals in Highwood ![](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 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Highwood Apartments ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792834/e8c7e2dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792834/fd74f2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792834/a565d380.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/117000000/116800000/116792900/116792834/6472b89b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nice 1BR Spot, Unwind & Relax Ravenswood 10/10 Exceptional (17) "Great stay" CA $103 CA $253 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Chicago-Hotels-Furnished-1-Bedroom-Sunlit-Space.h116792834.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78700000/78699500/78699493/d509b0e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78700000/78699500/78699493/63acc8b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78700000/78699500/78699493/362bbbe4.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/79000000/78700000/78699500/78699493/9192bd63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Special Skevanston Space 2mi to Northwestern University & beach Evanston 9.0/10 Wonderful (21) "Me, my friends, and girlfriend all stayed here together for the weekend. We attended collect-a-con over in Rosemont and then also did a little day trip to downtown Chicago for mine and my friends birthday! It was really nice staying here, super cozy and cute. Very nice neighborhood and neighbors were friendly :)" CA $111 CA $306 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Chicago-Hotels-Special-Skevanston-Space-2mi-To-Northwestern-University-Beach.h78699493.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792779/a0d2a236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792779/81492099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792779/0e512d48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792779/9711e50a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montrose Studio:Your Uptown Base Uptown 9.6/10 Exceptional (5) "The property was exactly as pictured. The area was safe, had restaurants and coffee shops within a short walk. " CA $110 CA $247 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Chicago-Hotels-Montrose-StudioYour-Uptown-Base.h116792779.Hotel-Information) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793164/8d04619e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793164/db996715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793164/9a443876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793164/93da8471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable 2BR Chicago Apt Albany Park 9.6/10 Exceptional (4) "Perfect location for our trip. Very functional and comfortable. " CA $124 CA $299 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Chicago-Hotels-Comfortable-2BR-Chicago-Apt.h116793164.Hotel-Information) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116800000/116792400/116792368/1d35e5cf.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/117000000/116800000/116792400/116792368/501017c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792400/116792368/218a261d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792400/116792368/a1d7f9ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1-Bedroom Pad | Cozy + All-Set Skokie 10/10 Exceptional (1) "This was a great space. The location was perfect and we had everthing we needed. We would definitely stay here again. " CA $119 CA $268 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Chicago-Hotels-1-Bedroom-Pad-Cozy-All-Set.h116792368.Hotel-Information) ![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115780000/115775200/115775130/e4656d3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115780000/115775200/115775130/c554d00c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115780000/115775200/115775130/d733d639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/116000000/115780000/115775200/115775130/ec6df83e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing Chicago Studio Edgewater 9.8/10 Exceptional (20) "Had a great stay. Great location. " CA $105 CA $243 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Chicago-Hotels-Relaxing-Chicago-Studio.h115775130.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792651/302b39e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792651/4a70cf9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792651/b86a9cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792651/a407a048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1BR Homey Apt in Irving Park Irving Park 10/10 Exceptional (1) "Clean and as described. Used spot hero to park easily nearby. " CA $101 CA $251 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Chicago-Hotels-1BR-Homey-Apt-In-Irving-Park.h116792651.Hotel-Information) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793099/70ad4f1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793099/ec8e37d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793099/0523bb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793099/4f289e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prime City Stay in a 1BR Apt Irving Park 9.2/10 Wonderful (10) "I was a little worried due to it being in an apartment building but the building was actually nice and quiet, as well as clean. The apartment was also nice, cleaned and the pictures was very accurate. Definitely would stay again " CA $101 CA $251 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Chicago-Hotels-Prime-City-Stay-In-A-1BR-Apt.h116793099.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103080000/103078200/103078175/94320961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103080000/103078200/103078175/eff21aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103080000/103078200/103078175/777cdac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/104000000/103080000/103078200/103078175/38f3dd97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake Uptown 9.8/10 Exceptional (11) "Very, very clean. Peaceful. I slept well. " CA $67 CA $301 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Chicago-Hotels-Peaceful-Beachfront-Loft-Free-Parking-Rooftop-Gym.h103078175.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793118/9fcd9cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793118/ed48e956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793118/eec54680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793118/7a4fe0f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Layout – Spacious 2BR Apt Rogers Park 10/10 Exceptional (4) "Clean, comfortable, and would definitely stay again!" CA $115 CA $291 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Chicago-Hotels-2BR1BA-North-Shore-Nest.h116793118.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792828/d6084ece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792828/b7ff7525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792828/a5b828c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792828/a036b00a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy & Furnished 2BR Unit Ravenswood 9.4/10 Exceptional (10) "This lovely 2 bedroom apartment was just perfect for our visit. It's just a few blocks to fun Lincoln Park which has lots of little shops & great restaurants. Best of all it was just a short walk to our daughter's place. The apartment was very clean and the beds were super comfortable. Any questions we had were answered quickly. Big screen TV in living room, well stocked kitchen and plenty of hot water for showers. Pretty sure we'll be back!" CA $124 CA $299 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Chicago-Hotels-2BR-Radiant-Urban-Apartment.h116792828.Hotel-Information) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792678/9992e92b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792678/26ab6432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792678/f623e866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792678/2a679a40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic & Fully Furnished 2BR Apt! Avondale 10/10 Exceptional (2) "Our stay was great! The apartment is very clean and comfortable. Nicely furnished. On a residential street in a lovely neighborhood. Wifi and A/C units worked well (we were there in August). We found street parking pretty easily. And Kristine was a really responsive host. Would absolutely stay again!" CA $115 CA $296 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Chicago-Hotels-Chic-Fully-Furnished-2BR-Apt.h116792678.Hotel-Information) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792929/15cc947a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792929/21bd5b2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792929/55865cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792929/25f11592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Getaway - Comfy & Ready Rogers Park 10/10 Exceptional (4) "Great location " CA $115 CA $296 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Chicago-Hotels-2BR-Getaway-Comfy-Ready.h116792929.Hotel-Information) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793007/9278edb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793007/53db9005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793007/de2364a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793007/cb4b1bbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Warm & Stylish 2BR Apt Albany Park 10/10 Exceptional (1) "Met my expectations. Nice comfortable unit located in a great part of Chicago. Host was very responsive." CA $115 CA $296 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Chicago-Hotels-Sunny-Stylish-2BR-S.h116793007.Hotel-Information) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792400/116792370/77ba8bc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116800000/116792400/116792370/2629eaef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792400/116792370/f698a154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792400/116792370/136df166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful 1BR Escape in Evanston South Evanston 8.4/10 Very good (6) "Quiet, clean and spacious! A peaceful neighborhood. " CA $115 CA $266 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Chicago-Hotels-Peaceful-1BR-Escape-In-Evanston.h116792370.Hotel-Information) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792702/7dc7e59d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792702/a0d932f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792702/a41342cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792702/df2ce2a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Studio in Heart of Chicago Portage Park 9.4/10 Exceptional (3) "Older property. Landlord special in the bathroom. Definitely needs better window coverings. Otherwise, comfortable, safe, and clean. " CA $111 CA $265 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Chicago-Hotels-Chic-Studio-In-Heart-Of-Chicago.h116792702.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117520000/117513700/117513634/w1288h972x1y0-512112c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/118000000/117520000/117513700/117513634/w1288h954x1y0-1b6631dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117520000/117513700/117513634/w1288h958x1y0-885b3788.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/118000000/117520000/117513700/117513634/w1288h942x1y0-b4d5c880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy apartment with AC and WiFi in awesome Chicago Rogers Park 9.4/10 Exceptional (3) "clean and comfortable " CA $126 CA $412 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Chicago-Hotels-Cozy-Apartment-With-AC-And-WiFi-In-Awesome-Chicago.h117513634.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116520000/116511900/116511892/2c2ba87e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116520000/116511900/116511892/9933c182.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/117000000/116520000/116511900/116511892/93ec818a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors](https://images.trvl-media.com/lodging/117000000/116520000/116511900/116511892/8f2878cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola South Evanston 10/10 Exceptional (5) CA $126 CA $317 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Chicago-Hotels-Sunny-Work-From-Home-Apt-Near-Northwestern-Chicago-Beaches-Loyola.h116511892.Hotel-Information) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792647/1cde9572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792647/4ecafe86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792647/7f9160c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792647/d4ff9fe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy & Inviting 2BR Apartment Albany Park 10/10 Exceptional (1) CA $122 CA $299 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Chicago-Hotels-Cozy-Inviting-2BR-Apartment.h116792647.Hotel-Information) ![Fridge, oven, stovetop, toaster](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792819/733fade0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792819/8df9c7ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792819/5f81cc96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792819/0c96778e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homey 2BR Apt w/ Parking Portage Park 10/10 Exceptional (2) "It was clean and well maintained unit. It’s next to grocery store and pharmacy which was very convenient. It’s not too far from downtown. I would stay again here in future if available." CA $115 CA $296 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Chicago-Hotels-Homey-2BR-Apt-W-Parking.h116792819.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=2025-10-30&endDate=2025-10-31®ionId=115190&adults=2&lodging=APARTMENT&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%2FHighwood-Apartments.d115190-aaApartments.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHighwood-Apartments.d115190-aaApartments.Travel-Guide-Accommodation) ## Top Highwood Hotel Reviews ![Motel 6 Prospect Heights, IL](//images.trvl-media.com/lodging/1000000/10000/5600/5571/ca7bd637_y.jpg) ### Motel 6 Prospect Heights, IL 10/10 Excellent "Clean room " [](https://expedia.ca/Chicago-Hotels-Motel-6-Prospect-Heights.h5571.Hotel-Information) ![Hyatt Regency O'Hare Chicago](//images.trvl-media.com/lodging/1000000/10000/5500/5403/46cc150a_y.jpg) ### Hyatt Regency O'Hare Chicago 10/10 Excellent "I enjoyed my stay. The hotel has a great location. Getting to and from the airport is a snap because of the free shuttle. The blue line train stop is about a 10 minute walk from the hotel. Rosemont Village is a few blocks away. My room was comfortable. I had dinner every night in the Red Bar and the food was much better than I expecred. Overall, a great experience. " [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information) ![Holiday Inn Chicago O'Hare – Rosemont by IHG](//images.trvl-media.com/lodging/88000000/87710000/87702800/87702727/7dd32bc5_y.jpg) ### Holiday Inn Chicago O'Hare – Rosemont by IHG 10/10 Excellent "Stay was nice, staff was friendly. Best shuttle driver made getting to the Blue line very easy" [](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Ohare-Airport.h87702727.Hotel-Information) ![Hilton Chicago O'Hare Airport](//images.trvl-media.com/lodging/1000000/10000/8100/8058/ce2102d4_y.jpg) ### Hilton Chicago O'Hare Airport 10/10 Excellent "Clean and quiet room " [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information) ![Wyndham Garden Schaumburg Chicago Northwest](//images.trvl-media.com/lodging/1000000/30000/22500/22451/556a232c_y.jpg) ### Wyndham Garden Schaumburg Chicago Northwest 10/10 Excellent "The venue was nice, a bit far from the Chicago Marathon start, but it was a good place to rest. Fitness room was nice with cable weights and treadmills as well. " [](https://expedia.ca/Chicago-Hotels-Wyndham-Garden-Schaumburg-Chicago-Northwest.h22451.Hotel-Information) ![Loews Chicago O'Hare Hotel](//images.trvl-media.com/lodging/2000000/1820000/1818400/1818376/53df98b5_y.jpg) ### Loews Chicago O'Hare Hotel 10/10 Excellent "Clean room, friendly staff " [](https://expedia.ca/Chicago-Hotels-Loews-Chicago-OHare-Hotel.h1818376.Hotel-Information) ![Comfort Suites Chicago O'Hare Airport](//images.trvl-media.com/lodging/1000000/670000/665000/664918/f3b451c4_y.jpg) ### Comfort Suites Chicago O'Hare Airport 10/10 Excellent "Clean and friendly " [](https://expedia.ca/Chicago-Hotels-Comfort-Suites-Schiller-Park-Chicago-OHare-Airport.h664918.Hotel-Information) ![Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG](//images.trvl-media.com/lodging/1000000/30000/20400/20348/9004f7ac_y.jpg) ### Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG 10/10 Excellent "The bed was super comfortable, the bathroom very clean, desk staff friendly and helpful. Parking was a bit of a pain because it was a busy weekend when I was there, but it’s probably always that way since it’s near O’Hare. " [](https://expedia.ca/Chicago-Hotels-Crowne-Plaza-Hotel-Chicago-OHare.h20348.Hotel-Information) ![Marriott Chicago O'Hare](//images.trvl-media.com/lodging/1000000/10000/300/281/13bbda80_y.jpg) ### Marriott Chicago O'Hare 10/10 Excellent "Freindly staff very helpful and gave great advise on what to see and do in Chicago. " [](https://expedia.ca/Chicago-Hotels-Marriott-Chicago-OHare.h281.Hotel-Information) ## Find out more about Highwood ## Highwood Apartments information | Number of reviews | 115 | | --- | --- | | Accommodation | 418 Apartments | | Lowest Price | CA $243 | | Highest Price | CA $412 | ## Frequently asked questions ### What's it like to stay at an apartment in Highwood? > There are plenty of places to stay with in the Chicago area, with 5373 accommodation choices including 2765 apartments. Visit some favorite places in the larger area like Naval Base Great Lakes and Six Flags Great America. ### How do you know if an apartment is a good option for your stay? > Offering a kitchen for convenient meals, an apartment often has more space than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, and also for families wanting the conveniences of home. ### What's a favorite apartment I should consider for a stay in Highwood? > Below are some of the more popular apartments in the area: [Relaxing Chicago Studio](https://www.expedia.ca/Chicago-Hotels-Relaxing-Chicago-Studio.h115775130.Hotel-Information): Located in Chicago, 17.1 mi/27.5 km from the heart of Highwood. Includes separate dining areas and Smart TVs. Access to onsite laundry facilities is available on site. [Nice 1BR Spot, Unwind & Relax](https://www.expedia.ca/Chicago-Hotels-Furnished-1-Bedroom-Sunlit-Space.h116792834.Hotel-Information): Located 17.9 mi/28.8 km away in Chicago. [Cozy studio in Andersonville Chicago](https://www.expedia.ca/Chicago-Hotels-Cozy-Studio-In-Andersonville-Chicago.h115193975.Hotel-Information): Located in Chicago, 17.1 mi/27.5 km away. Includes free WiFi. Access to onsite laundry facilities is available on site. [Uptown Studio Gem Sum](https://www.expedia.ca/Chicago-Hotels-Uptown-Studio-Gem-Sum.h116793093.Hotel-Information): 18.9 mi/30.4 km away in Chicago. [Luxurious 3 Bedroom Apartment in Chicago](https://www.expedia.ca/Chicago-Hotels-Luxurious-3-Bedroom-Apartment-In-Chicago.h115431869.Hotel-Information): Located in Chicago, 17.1 mi/27.5 km from Highwood. Includes Smart TVs. Access to onsite laundry facilities is available on site. ### What will the weather be like when I travel to Highwood? > Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay in Highwood. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Highwood is 47 inches. ### What are the must-see places to visit in Highwood? > While exploring the area, visit family-friendly sights like Six Flags Great America, or get outside and enjoy nature at Chicago Botanic Garden. In the larger area, you'll find Naval Base Great Lakes and Lake Forest College. ### What's the best way to get to and around Highwood? > Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Chicago, IL (PWK-Chicago Executive), which is located 7.6 mi (12.3 km) away from the heart of the city. You can also search for flights into Chicago O'Hare Intl. Airport (ORD), which is 16.6 mi (26.6 km) away. 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