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Vacation rentals in Highwood

Vacation rentals in Highwood

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Highwood

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Ideal Location in #AwesomeHeights
    SUPERHOSTEntire apartment · 2 guests · 1 bed · 1 bath
    Ideal Location in #AwesomeHeights

    Near the heart of downtown Arlington Heights and Arlington Park Racetrack. You can settle in at this cozy basement apartment with a super comfortable queen bed and all the amenities you’d need. Whether your visit to AH is for business or pleasure, city or suburbs, we look forward to accommodating you. The private apartment works great for people with a car or using public transit. We are convenient to the Metra station, AH restaurants, Arlington Park, NW Community Hospital & Woodfield Mall.

    What guests are saying:

    “This spot is a gem!! This basement suite was everything one could ask for in a space. It felt like home. Janet was super friendly. The neighborhood is lovely. Everything is within walking distance. I walked a few blocks to grab dinner and I felt very safe. The bed, couch, & fluffy chairs were all very comfortable. I love to read outside and this place has so many outdoor seating spots! I definitely hope to stay here again someday.”

  • Liberty Home Naval Station Great Lakes/ Gurnee
    SUPERHOSTPrivate room · 2 guests · 1 bed · 1 shared bath
    Liberty Home Naval Station Great Lakes/ Gurnee

    My home is newly renovated in a quiet neighborhood close to all major attractions in the area. This room is bright and spacious, separated from most of the house. This room is perfect for someone who is just passing through or traveling and needing to sleep.

    What guests are saying:

    “Super nice host(s) and fellow travelers. Genuinely concerned about accommodations which were 100% satisfactory. Pet friendly which was of huge importance to me 😸”

  • Room near Naval Base, Rosalind Franklin, lake (A)
    SUPERHOSTPrivate room · 3 guests · 1 bed · 1 shared bath
    Room near Naval Base, Rosalind Franklin, lake (A)

    Cozy home that is walking distance to the beach, shops, restaurants, and the Metra train. Close to Lake Forest and Lake Bluff downtown area, the Naval Base in North Chicago, Ravinia, Rosalind Franklin University, Lake Forest College, and more! - see more info and tips below

    What guests are saying:

    “This is a perfect place for either a short or long term stay. The rooms are extremely clean and have many amenities that makes you feel at home. The living room makes you feel like at nature, and the bathroom is extremely clean. All amenities are provided in sufficient amounts. There is a small poodle and a cat, both of which are gentle and extremely friendly. In sum, this place is a gem!”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
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Popular amenities for Highwood vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Vacation rentals under $179 CAD

The average cost for a stay in Highwood is $225 CAD/night.

Sweet Spot by the Water
Private room
Sweet Spot by the Water
Price:$62 CAD/night
Room 04
Private room
Room 04
Price:$32 CAD/night
Large room in apartment with dog
Private room
Large room in apartment with dog
Price:$41 CAD/night
Great Lakes Naval Station-Waukegan-Gurnee-6 Flags
SUPERHOSTPrivate room
Great Lakes Naval Station-Waukegan-Gurnee-6 Flags
Price:$54 CAD/night
Master qtr close to nature & easy urban facilities
SUPERHOSTEntire guest suite
Master qtr close to nature & easy urban facilities
Price:$107 CAD/night
Loft Style Private Apt (1 Room- 420 Friendly)
Private room
Loft Style Private Apt (1 Room- 420 Friendly)
Price:$33 CAD/night
Music Man's East Room (3 blocks to Highwood Metra)
Private room
Music Man's East Room (3 blocks to Highwood Metra)
Price:$69 CAD/night
Great Lakes Naval Station-Waukegan-Gurnee-6 Flags
SUPERHOSTPrivate room
Great Lakes Naval Station-Waukegan-Gurnee-6 Flags
Price:$51 CAD/night
New, Clean and Private Upstairs Apartment
SUPERHOSTPrivate room
New, Clean and Private Upstairs Apartment
Price:$40 CAD/night
Relaxing Room in Wilmette
Private room
Relaxing Room in Wilmette
Price:$45 CAD/night
SW Evanston Private, Quiet, Spacious Suite
SUPERHOSTEntire house
SW Evanston Private, Quiet, Spacious Suite
Price:$67 CAD/night
Room with private bathroom
Private room
Room with private bathroom
Price:$30 CAD/night
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