Title: Highwood Vacation Home Rentals from CA $273: Search Top Private Vacation Homes for Rent | 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 # Highwood 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 In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Highwood Vacation Homes ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89820000/89818200/89818126/d6cd217f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/90000000/89820000/89818200/89818126/fc76a654.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89820000/89818200/89818126/99612662.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/a023af49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Getaway Near ORD With Great Local Amenities Des Plaines 8.8/10 Excellent (3) "Very nice and clean place to stay at. Great communication from property manager. I would absolutely stay here again!" CA $98 CA $381 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Chicago-Hotels-Getaway-Near-ORD-With-Great-Local-Amenities.h89818126.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067984/1fab42f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067984/3e0125af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067984/a12fa0ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067984/7966b3f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint Bungalow, near Great Lakes Naval Base Mundelein 10/10 Exceptional (64) "Wonderfully charming home in a great location!" CA $189 CA $465 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Chicago-Hotels-Quaint-Bungalow.h32067984.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/49000000/48960000/48959700/48959659/591973f6.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/49000000/48960000/48959700/48959659/61fb0165.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/48960000/48959700/48959659/76fecaef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/49000000/48960000/48959700/48959659/3a6b662e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Master qtr close to nature & easy urban facilities Riverwoods 9.8/10 Exceptional (67) "Beautiful, quiet space." CA $139 CA $273 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Chicago-Hotels-Master-Qtr-Close-To-Nature-Easy-Urban-Facilities.h48959659.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100510000/100509300/100509273/dda6d463.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/101000000/100510000/100509300/100509273/4b6bc8d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/101000000/100510000/100509300/100509273/58a003a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100510000/100509300/100509273/eda6a3e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated Spacious Home -Near NWU- Hospitals+More Wilmette 10/10 Exceptional (2) "We had a great stay, nice neighborhood, nice home & clean home, fantastic communication with the host. Would stay here again!" CA $275 CA $637 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Chicago-Hotels-Updated-Spacious-Home-Near-NWU-HospitalsMore.h100509273.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90010000/90008300/90008221/6ff9d9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90010000/90008300/90008221/43970355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90010000/90008300/90008221/35aa2d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/91000000/90010000/90008300/90008221/dfe845a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury House minutes away from O'Hare and Downtown Chicago Bensenville 10/10 Exceptional (1) "Easily the nicest place I have ever stayed at. Wonderful neighborhood, clean house, and great amenities. I’ll stay there again anyday. " CA $280 CA $843 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Chicago-Hotels-Luxury-House-Minutes-Away-From-OHare-And-Downtown-Chicago.h90008221.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106680000/106679200/106679107/a8db328b.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/107000000/106680000/106679200/106679107/21ce5b7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/107000000/106680000/106679200/106679107/3ba9f44f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106680000/106679200/106679107/8537cde7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pool Table, Grill & Patio | LCP Collection Beach Park 10/10 Exceptional (2) "Very clean, peaceful and accommodating" CA $343 CA $793 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Beach-Park-Hotels-Pool-Table.h106679107.Hotel-Information) ![Cookware/dishes/utensils](https://images.trvl-media.com/lodging/105000000/104290000/104288100/104288005/cbf342ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/105000000/104290000/104288100/104288005/e4368d44.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/105000000/104290000/104288100/104288005/b6f98247.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/105000000/104290000/104288100/104288005/f2cf617f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Designer Furnished + Game Room | LCP Collection Des Plaines 10/10 Exceptional (3) "The home is clean, appears to have been recently updated on the inside. Nice kitchen with everything you need. Conveniently located between the city and suburbs." CA $273 CA $637 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Chicago-Hotels-Designer-Furnished-Game-Room-LCP-Collection.h104288005.Hotel-Information) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/106000000/105120000/105118600/105118590/861934d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105120000/105118600/105118590/b5bc978c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/106000000/105120000/105118600/105118590/5e090e4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105120000/105118600/105118590/8e81fc07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR House w/ Pickleball, Game Room, Foosball, Arcade, Darts & Grill Lake Zurich 10/10 Exceptional (5) "Our family had to make a short notice trip to Chicago for a few nights and found this property. It was exactly as advertised. It was a great fit for a family if you’re preferring space over a hotel room." CA $214 CA $558 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Lake-Zurich-Hotels-Entire-Updated-3br-House.h105118590.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118760000/118756100/118756057/w507h683x259y0-fd391321.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) ![Interior](https://images.trvl-media.com/lodging/119000000/118760000/118756100/118756057/w507h683x260y0-447e4031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Home by O'Hare + EV Plug Des Plaines 10/10 Exceptional (1) "Charming property in a quiet neighborhood. Host were exceptionally accommodating and replied promptly with questions. Would happily stay in this home again." CA $199 CA $436 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Houston-Hotels-Cozy-Home-By-OHare-EV-Plug.h118756057.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113610000/113609200/113609152/11f606d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/114000000/113610000/113609200/113609152/1d28d844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113610000/113609200/113609152/90315669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113610000/113609200/113609152/6bb5ffa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom house in Grayslake Gages Lake 9.8/10 Exceptional (19) "Fells like home very cozy calm area definitely a get away relaxing place " CA $231 CA $542 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Grayslake-Hotels-Charming-3-Bedroom-House-In-Grayslake.h113609152.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109210000/109209300/109209297/bcceac0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109210000/109209300/109209297/4435da80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/110000000/109210000/109209300/109209297/bbb8ece3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109210000/109209300/109209297/1fec1324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston South Evanston 10/10 Exceptional (2) "Good place to hang out with friends." CA $931 CA $1,655 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Chicago-Hotels-Cozy-Private-Spacious-6-Bedroom-Duplex-With-Parking-In-Charming-Evanston.h109209297.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71950000/71948000/71947955/696abe25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71948000/71947955/37f6160a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71950000/71948000/71947955/6b638712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/72000000/71950000/71948000/71947955/392f7166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wonderful in Wood Dale, right by O’Hare airport! Wood Dale 10/10 Exceptional (14) "Great property and great host!" CA $265 CA $573 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Chicago-Hotels-King-Bed.h71947955.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120280000/120270300/120270238/w4032h2853x0y0-fb9c6b4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120280000/120270300/120270238/b7e44f14.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/121000000/120280000/120270300/120270238/e6cfa86e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120280000/120270300/120270238/30fad372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Home near O'Hare & fun Hubs with AC Des Plaines CA $230 CA $611 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Chicago-Hotels-Cozy-Home-Near-OHare-Fun-Hubs-With-AC.h120270238.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113430000/113424300/113424220/5c77e7e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/114000000/113430000/113424300/113424220/w1199h799x1y1-92be4d6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/114000000/113430000/113424300/113424220/w1200h799x0y1-5eb299f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113430000/113424300/113424220/w1200h799x0y1-95626f84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Outdoor Space + BBQ | LCP Collection Wheeling 9.0/10 Wonderful (2) "Good" CA $273 CA $757 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Chicago-Hotels-Cozy-Outdoor-Space-BBQ-LCP-Collection.h113424220.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113610000/113607200/113607115/9e8fcbee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/114000000/113610000/113607200/113607115/02588712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/114000000/113610000/113607200/113607115/eaccb197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/114000000/113610000/113607200/113607115/3ba1d6f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 6 Kings Ping-Pong Gazebo! Northbrook 9.6/10 Exceptional (5) "Everything was nice and clean house had plenty space I definitely will book again 10 out of 10" CA $350 CA $851 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Chicago-Hotels-6-Kings-Ping-Pong-Gazebo.h113607115.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104500000/104496900/104496834/w919h683x58y0-31d034cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/105000000/104500000/104496900/104496834/w918h683x47y0-8ee0ad02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/105000000/104500000/104496900/104496834/w906h683x59y0-2973bb07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104500000/104496900/104496834/w908h683x58y0-533f601d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard Arlington Heights 9.0/10 Wonderful (4) "Everything was as described. House was very spacious and comfortable. This was a work trip but it was a nice place to relax in the evening. Enjoyed the back yard and grilling out for dinner. Would definitely stay here again. Kevin " CA $285 CA $666 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Chicago-Hotels-2-Car-Garage-Access-Cal-King-Bed-Fenced-Yard.h104496834.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109550000/109545400/109545359/4d687410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109550000/109545400/109545359/6501671c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109550000/109545400/109545359/6d62d37b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/110000000/109550000/109545400/109545359/w1513h1024x23y0-7b620820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Massive 5BR, 4-level 3k+sqft House, PokerRoom,PoolTable, Darts, Bowling,Grill Lake Zurich 9.0/10 Wonderful (6) "The house was very comfortable for the most part. Close to shopping, restaurants and parks." CA $313 CA $692 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Lake-Zurich-Hotels-Spacious-4-Level-3.h109545359.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/97000000/96690000/96685300/96685294/90a99332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/97000000/96690000/96685300/96685294/d3b24fe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96690000/96685300/96685294/w3263h2176x1y0-9dc65f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96690000/96685300/96685294/39dd5566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Your Next Vacation Home Des Plaines 9.6/10 Exceptional (54) "We enjoyed our stay" CA $238 CA $457 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Chicago-Hotels-Your-Next-Vacation-Home.h96685294.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/96000000/95130000/95124300/95124249/c7515102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95130000/95124300/95124249/1221c9b4.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/96000000/95130000/95124300/95124249/bb3f2266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer](https://images.trvl-media.com/lodging/96000000/95130000/95124300/95124249/1e35d931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Huge 4BR w/ Yard | Sleeps 8 | LCP Collection Des Plaines 9.8/10 Exceptional (7) "5 experience awesome environment for everyone,this is " home away from home". Anytime I am visiting Chicago again this my new stay going forward ." CA $377 CA $835 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Chicago-Hotels-Huge-4BR-W-Yard-Sleeps-8-LCP-Collection.h95124249.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117570000/117564300/117564229/37cddcaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117570000/117564300/117564229/w1440h1919x0y0-85efd173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117570000/117564300/117564229/644c8f43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117570000/117564300/117564229/w1440h1919x0y0-c075a4fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 5-bedroom house in nice Des Plaines with AC, WiFi Des Plaines CA $1,261 CA $1,883 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Chicago-Hotels-Spacious-5-Bedroom-House-In-Nice-Des-Plaines-With-AC.h117564229.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=2025-10-27&endDate=2025-10-28®ionId=115190&adults=2&lodging=VACATION_HOME&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-Private-Vacation-Homes.d115190-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHighwood-Private-Vacation-Homes.d115190-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Highwood Hotel Reviews ![Super 8 by Wyndham Chicago O'Hare Airport](//images.trvl-media.com/lodging/1000000/450000/440500/440405/938c3a03_y.jpg) ### Super 8 by Wyndham Chicago O'Hare Airport 10/10 Excellent "After coming from a really crumby, dirty motel, it was such a pleasure to be in clean, vibrant looking place" [](https://expedia.ca/Chicago-Hotels-Super-8-By-Wyndham-Chicago-OHare-Airport.h440405.Hotel-Information) ![Comfort Inn Chicago Schaumburg - O'Hare Airport](//images.trvl-media.com/lodging/1000000/10000/6800/6715/54bc53f8_y.jpg) ### Comfort Inn Chicago Schaumburg - O'Hare Airport 10/10 Excellent "Clean room & shops nearby " [](https://expedia.ca/Chicago-Hotels-Comfort-Inn.h6715.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 "All rooms should have microwave ovens, safes, and fridgess" [](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Ohare-Airport.h87702727.Hotel-Information) ![Motel 6 Schiller Park, IL - Chicago O'Hare](//images.trvl-media.com/lodging/1000000/990000/983700/983642/4802495f_y.jpg) ### Motel 6 Schiller Park, IL - Chicago O'Hare 10/10 Excellent "Little bit issue with cleaning beside that everything was perfect " [](https://expedia.ca/Chicago-Hotels-Motel-6-Schiller-Park.h983642.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 "nice" [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.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 "Great location, cheap parking, lots of amenities " [](https://expedia.ca/Chicago-Hotels-Crowne-Plaza-Hotel-Chicago-OHare.h20348.Hotel-Information) ![Courtyard by Marriott Chicago Wood Dale](//images.trvl-media.com/lodging/1000000/10000/3100/3034/400d8a7d_y.jpg) ### Courtyard by Marriott Chicago Wood Dale 10/10 Excellent "Easy and plenty parking" [](https://expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Wood-Dale.h3034.Hotel-Information) ![Hyatt Place Chicago/O'Hare Airport](//images.trvl-media.com/lodging/1000000/30000/23000/22991/9622d90a_y.jpg) ### Hyatt Place Chicago/O'Hare Airport 10/10 Excellent "The staff was so helpful to my wife and I. " [](https://expedia.ca/Chicago-Hotels-Hyatt-Place-ChicagoOHare-Airport.h22991.Hotel-Information) ![DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove](//images.trvl-media.com/lodging/1000000/10000/6600/6545/8dd24dc8_y.jpg) ### DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove 10/10 Excellent "Very clean" [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Wood-Dale-Elk-Grove.h6545.Hotel-Information) ## Find out more about Highwood ## Highwood Vacation Homes information | Number of reviews | 251 | | --- | --- | | Accommodation | 328 Vacation Homes | | Lowest Price | CA $273 | | Highest Price | CA $1,883 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Lake Forest](https://www.expedia.ca/5Star-Lake-Forest-Hotels.s50-0-d8508.Travel-Guide-Filter-Hotels) - [Hotels with Wifi in Bannockburn](https://www.expedia.ca/Bannockburn-Chicago-Hotels-Hotel-With-Wifi.0-n601901-0-tHotelwithwifi.Travel-Guide-Filter-Hotels) - 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