Title: Highwood Vacation Home Rentals from CA $258: Search Top Private Vacation Homes for Rent | Expedia.ca

 

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Photo by Tara Jabbari

# Highwood Vacation Rentals

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## Check prices for these dates

Next weekend

[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 weeks

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Highwood Vacation Homes

![Exterior detail](https://images.trvl-media.com/lodging/49000000/48960000/48959700/48959659/591973f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/49000000/48960000/48959700/48959659/d81d6c50.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)

![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

(69)

"Great trip "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

VIncent L.

CA $125

CA $258 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Chicago-Hotels-Master-Qtr-Close-To-Nature-Easy-Urban-Facilities.h48959659.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122140000/122138200/122138176/a7221bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122140000/122138200/122138176/3a424913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/123000000/122140000/122138200/122138176/11502a54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122140000/122138200/122138176/70711d32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful & Quiet. Close to Great Lakes, prime outlet, Winthrop Harbor Marina.

Winthrop Harbor

CA $115

CA $306 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Winthrop-Harbor-Hotels-Peaceful-Quiet-Close-To-Great-Lakes.h122138176.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)

![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](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067984/2718fcef.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)

### Quaint Bungalow, near Great Lakes Naval Base

Mundelein

9.8/10

Exceptional

(66)

"Wonderfully charming home in a great location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bradley G.

CA $189

CA $459 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Chicago-Hotels-Quaint-Bungalow.h32067984.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89820000/89818200/89818126/58bc029b.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/f6aa2476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/90000000/89820000/89818200/89818126/24b80113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89820000/89818200/89818126/df397b69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Getaway Near ORD With Great Local Amenities

Des Plaines

9.0/10

Wonderful

(4)

"It's hard get all this for this price. It's not that quiet like other reviews said unless you get up early in the morning. Heating works perfect, it is a bit warmer on the top floor and cooler in the kitchen but nothing to worry about. Parking on the front, walking distance to the grocery stores. 5 stars from me and will come back again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dorde U.

CA $98

CA $390 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Chicago-Hotels-Getaway-Near-ORD-With-Great-Local-Amenities.h89818126.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/120000000/119230000/119224900/119224847/2908f32b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119230000/119224900/119224847/3d1676e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119230000/119224900/119224847/db902510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119230000/119224900/119224847/11ec7a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleeps 24+ Luxury house Near Chicago 12 king beds

Des Plaines

10/10

Exceptional

(1)

"The house was amazing, and the host was very responsive and clear with communication! We will definitely be considering coming back here in the future!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amiah S.

CA $4,904

CA $6,811 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Chicago-Hotels-Sleeps-24-Luxury-House-Near-Chicago-12-King-Beds.h119224847.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)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/107000000/106680000/106679200/106679107/f947f5fb.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)

### Pool Table, Grill & Patio | LCP Collection

Beach Park

10/10

Exceptional

(2)

"Property worked great for gathering with our family to visit and spend time with our sailor."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Melinda H.

CA $317

CA $706 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Beach-Park-Hotels-Pool-Table.h106679107.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)

![TV](https://images.trvl-media.com/lodging/101000000/100510000/100509300/100509273/58a003a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/101000000/100510000/100509300/100509273/49d05852.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)

### Updated Spacious Home -Near NWU- Hospitals+More

Wilmette

10/10

Exceptional

(3)

"We had a great stay, nice neighborhood, nice home & clean home, fantastic communication with the host. Would stay here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Heather C.

CA $265

CA $688 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Chicago-Hotels-Updated-Spacious-Home-Near-NWU-HospitalsMore.h100509273.Hotel-Information)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122160000/122150200/122150169/00dfbbf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122160000/122150200/122150169/96ce5a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/123000000/122160000/122150200/122150169/3de70921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122160000/122150200/122150169/6f14167e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hot Tub Retreats

Lake Villa

CA $223

CA $333 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Lake-Villa-Hotels-Hot-Tub-Retreats.h122150169.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)

![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)

![Interior](https://images.trvl-media.com/lodging/91000000/90010000/90008300/90008221/b2cfdf57.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)

### 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. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jacob F.

CA $238

CA $787 total

includes taxes & fees

Nov 3 - Nov 4

[](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/119000000/118080000/118074500/118074409/714688e1.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/119000000/118080000/118074500/118074409/53707240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/119000000/118080000/118074500/118074409/d2a4fb64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118080000/118074500/118074409/2529121c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### North Chi retreatNavySaunaTiki BarGames

North Chicago

10/10

Exceptional

(13)

"Very nice and newly remodeled property. Would definitely recommend. Property owner was pleasant and attended to maintenance issues promptly. Pool table and air hockey tables were fun to play on. There is even a sauna on the property but we did not use it. Great location for being near the Naval base."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bernadette B.

CA $339

CA $756 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Chicago-Hotels-Modern-Upgrade-Near-Navel-Base-Sauna.h118074409.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/122000000/121610000/121606000/121605980/w4000h2667x0y0-7c0cbebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/122000000/121610000/121606000/121605980/w4000h2707x0y0-0d2f41b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/122000000/121610000/121606000/121605980/32f3ec4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121610000/121606000/121605980/7a69f93c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Value Stay: Home - 2 Bedrooms

Waukegan

CA $140

CA $339 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Chicago-Hotels-Value-Stay-Unfurnished-Home-Bring-Own-Sleeping-Beds-Or-Ask-For-Airbed-Wifi.h121605980.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)

![Exterior](https://images.trvl-media.com/lodging/97000000/96690000/96685300/96685294/w3264h2175x0y1-801cff6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Your Next Vacation Home

Des Plaines

9.6/10

Exceptional

(54)

"The property was clean and well organized! I enjoyed our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Don G.

CA $210

CA $425 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Chicago-Hotels-Your-Next-Vacation-Home.h96685294.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)

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71950000/71948000/71947955/6b638712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71948000/71947955/7bc6fa05.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

(16)

"Our stay was great I will 100% recommend staying here!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Taylor W.

CA $250

CA $550 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Chicago-Hotels-King-Bed.h71947955.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)

![Cookware/dishes/utensils](https://images.trvl-media.com/lodging/105000000/104290000/104288100/104288005/70e5fa17.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)

![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)

### Designer Furnished + Game Room | LCP Collection

Des Plaines

10/10

Exceptional

(3)

"House was spotlessly clean with lovely garden. Access to city centre Chicago via Metro very cheap and frequent service. Very happy with everything!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alan C.

CA $273

CA $631 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Chicago-Hotels-Designer-Furnished-Game-Room-LCP-Collection.h104288005.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109550000/109545400/109545359/dd7c11aa.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)

![Exterior detail](https://images.trvl-media.com/lodging/110000000/109550000/109545400/109545359/6501671c.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

9.4/10

Exceptional

(8)

"The house was very comfortable for the most part. Close to shopping, restaurants and parks."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert B.

CA $264

CA $634 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Lake-Zurich-Hotels-Spacious-4-Level-3.h109545359.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)

![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)

![6 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/110000000/109210000/109209300/109209297/de35a1b7.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)

"This place was perfect for our 14 person family weekend. We had enough beds, bathrooms and bedrooms to work with a big group and the living space was good for playing games and hanging out. We had good communication with the owner. Everything was as expected from the descriptions and photos "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kelly G.

CA $661

CA $1,294 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Private-Spacious-6-Bedroom-Duplex-With-Parking-In-Charming-Evanston.h109209297.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/119000000/118470000/118464900/118464824/83547e2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/119000000/118470000/118464900/118464824/624d424e.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/119000000/118470000/118464900/118464824/58d1e432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118470000/118464900/118464824/0f99386f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 4-bedroom house, Free parking, close to O'hare

Glenview

CA $378

CA $463 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Chicago-Hotels-Spacious-4-Bedroom-House.h118464824.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)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113610000/113607200/113607115/a7094d54.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)

![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)

"We took a guys trip for golfing and a day in Chicago. This proved to be a good spot for the golf courses in the NW Chicago suburbs. And still close enough to the city to have access. The space was great, and the patio with gazebo is a great hangout space with the nice weather. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jonathan L.

CA $206

CA $671 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Chicago-Hotels-6-Kings-Ping-Pong-Gazebo.h113607115.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/96000000/95130000/95124300/95124249/f7dc234d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/96000000/95130000/95124300/95124249/c7515102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95130000/95124300/95124249/050d8e20.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/96000000/95130000/95124300/95124249/20fade83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Huge 4BR w/ Yard | Sleeps 8 | LCP Collection

Des Plaines

9.2/10

Wonderful

(9)

"5 experience awesome environment for everyone,this is " home away from home". Anytime I am visiting Chicago again this my new stay going forward ."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Oluwaseun A.

CA $307

CA $700 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Chicago-Hotels-Huge-4BR-W-Yard-Sleeps-8-LCP-Collection.h95124249.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269652/w1200h800x0y1-081e5e35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269652/w1200h799x0y1-b2ad7504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269652/w1200h799x0y1-733fb317.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/100000000/99270000/99269700/99269652/w1199h799x1y1-c4a135ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relaxing Lake Zurich 3BR + Patio | LCP Collection

Lake Zurich

8.4/10

Very good

(5)

"Property was newly updated, was in a great location for us and met our needs. We had an issue with heating and owner resolved it. There were a few details that needed attended to, I discussed with owner and am confident that he was listening. Harry is very responsive. We would stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Liz S.

CA $257

CA $634 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Lake-Zurich-Hotels-Relaxing-Lake-Zurich-3BR-Patio-LCP-Collection.h99269652.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.

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## Top Highwood Hotel Reviews

![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

"Front desk staff was very efficient and held my bag at the desk until I returned from dinner. Very satisfying stay.."

[](https://expedia.ca/Chicago-Hotels-Hyatt-Place-ChicagoOHare-Airport.h22991.Hotel-Information)

![Sonesta Simply Suites Chicago O'Hare Airport](//images.trvl-media.com/lodging/1000000/330000/328600/328524/c5f12fbd_y.jpg)

### Sonesta Simply Suites Chicago O'Hare Airport

10/10 Excellent

"The beds and bathrooms were really clean. Mattress had nothing on the bottom or stains which I really look for when I’m staying at a hotel. Staff was super helpful, welcoming and professional. I would recommend this place to anyone needing a clean space to stay at."

[](https://expedia.ca/Chicago-Hotels-Sonesta-Simply-Suites-Chicago-OHare.h328524.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

"So convenient "

[](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

"Great "

[](https://expedia.ca/Chicago-Hotels-Wyndham-Garden-Schaumburg-Chicago-Northwest.h22451.Hotel-Information)

![Holiday Inn Chicago North-Evanston by IHG](//images.trvl-media.com/lodging/1000000/10000/5400/5356/a2066909_y.jpg)

### Holiday Inn Chicago North-Evanston by IHG

10/10 Excellent

"Highly recommended! I do not have any complaints about my stay at this location. 🙂 "

[](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-North-Evanston.h5356.Hotel-Information)

![Hyatt Regency Deerfield](//images.trvl-media.com/lodging/1000000/30000/21800/21767/26a8e15a_y.jpg)

### Hyatt Regency Deerfield

10/10 Excellent

"We ove staying at this hotel. "

[](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Deerfield.h21767.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

"The staff was great. The property could use some renovating as the carpet and flooring had some stains and wear. However, it met our needs and the rooms were clean. "

[](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Wood-Dale-Elk-Grove.h6545.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

"Got stuck in Chicago so needed a place to stay. The staff was friendly, they offer a free shuttle service, have a large restaurant on site, and everything was clean. Would recommend!"

[](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Ohare-Airport.h87702727.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 give the hotel 10 out 10, I enjoyed the stay & the breakfast was really good. I enjoyed it!"

[](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information)

## Find out more about Highwood

## Highwood Vacation Homes information

| Number of reviews | 251 |
| --- | --- |
| Accommodation | 330 Vacation Homes |
| Lowest Price | CA $258 |
| Highest Price | CA $6,811 |

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-   [Flights to Deerfield](https://www.expedia.ca/Cheap-Flights-To-Deerfield.d7613.Travel-Guide-Flights)
-   [Flights to Lake Forest](https://www.expedia.ca/Cheap-Flights-To-Lake-Forest.d8508.Travel-Guide-Flights)
-   [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago)

-   [Visit Deerfield](https://www.expedia.ca/Deerfield.dx7613)
-   [North Suburbs Vacations](https://www.expedia.ca/North-Suburbs.d6059336.Destination-Travel-Guides)

-   [Car rental Deerfield](https://www.expedia.ca/Car-Rentals-In-Deerfield.d7613.Car-Rental-Guide)
-   [Car rental Highland Park](https://www.expedia.ca/Car-Rentals-In-Highland-Park.d8345.Car-Rental-Guide)
-   [Hertz Rental Cars in Highland Park](https://www.expedia.ca/Hertz-Car-Rentals-In-Highland-Park.d8345-c40.Car-Rental-Guide-Suppliers)
-   [Car rentals in Thrifty Car Rental 3730 Spenard Road](https://www.expedia.ca/Thrifty-Car-Rental-at-3730-Spenard-Road-Anchorage-Alaska-USA.v8508.Car-Rental-Guide-Location)

-   [Highland Park Vacation Rentals](https://www.expedia.ca/Highland-Park-Vacation-Rentals.d8345.Travel-Guide-VacationRentals)
-   [Lake Forest Vacation Rentals](https://www.expedia.ca/Lake-Forest-Vacation-Rentals.d8508.Travel-Guide-VacationRentals)

-   [Things to do in Highland Park](https://www.expedia.ca/Things-To-Do-In-Highland-Park.d8345.Travel-Guide-Activities)
-   [Things to do in North Suburbs](https://www.expedia.ca/Things-To-Do-In-North-Suburbs.d6059336.Travel-Guide-Activities)

-   [Book Vacation Homes in Highwood on Expedia.com](https://www.expedia.com/Highwood-Private-Vacation-Homes.d115190-aaPrivateVacationHomes.Travel-Guide-Accommodation)