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  • Train to Chicago or Walk to Shops, Dine, Movie, Lake & Parks

    Highland Park, IL

    Welcome to our 'Coastal Cottage' in Highland Park. A Quaint, historical town with numerous amenities at our door step. Private, off street retreat for relaxing while planning your next activity.... ...more

    Beds: 3 Baths: 1 Property type: Cottage (7) Excellent
    Select Dates for Price
  • Luxurious Historic Home near train, beach, restaurants, & Ravinia

    Highland Park, IL

    This English Tudor home was built in 1870, and has been lovingly updated and restored. When relaxing in this home, it feels as if you are away at a quiet country retreat, as it is set on a very... ...more

    Beds: 5 Baths: 4 Property type: House (3) Exceptional
    $1,433 / Nightly
  • Entire Home in the heart of Highland Park - Perfect for families!

    Highland Park, IL

    Four bedroom, 2 1/2 bathroom home that sleeps 7 people in East Highland Park. Located blocks from Ravinia, Lake Michigan, downtown Highland Park, Metra train stations, library, bike path and parks.... ...more

    Beds: 4 Baths: 3 Property type: House (0)
    $340 / Nightly
  • Relax and Rejuvenate in the North Shore

    Highland Park, IL

    Set in the midst of an affluent neighborhood, this spacious and sunny four bedroom retreat offers all the comforts of a home away from home. With it's perfect location close to Lake Michigan,... ...more

    Beds: 4 Baths: 3 Property type: House (2) Exceptional
    Select Dates for Price

Vacation Rental Filters are an easy way to help you personalize your search to find the ideal rental in Highland Park. Many accommodations in Highland Park provide "Non Smoking Only", there are 4, or there are 4 of Vacation Rentals in Highland Park with a "Pets Not Allowed", there are also 3 with a "Bicycles", which is another great reason to visit Highland Park.