Choose the right place for you


  • Wi-Fi
  • Non Smoking Only
  • Pets Allowed


  • 9+ Exceptional
  • 8+ Fabulous
  • 7+ Very Good


  • Less than 1 km
  • Less than 3 km
  • Less than 5 km

Holiday rental deals in Highland Park

We have selected the best vacation rentals in Highland Park. Save money with Bluepillow by comparing the best deals from major travel websites in Highland Park

  • Relax and Rejuvenate in the North Shore

    10 Exceptional (12)
    • 12 Guests · 4Bedrooms
    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, Chicago Botanical
  • Condo- Downtown Highland Park

    • 4 Guests · 2Bedrooms
    Completely gutted and exquisitely remodeled in 2015, this quiet 10-unit, two-story building shines like its neighboring upscale condo properties. Interiors sparkle with marble counter tops in kitchen and
  • Northbrook Mansion Getaway

    9.3 Exceptional (6)
    • 1 Guest · 6Bedrooms
    Great getaway for a personal or business trip. This 6000 sf mansion boasts luxury with an open floor plan, large room sizes including a huge kitchen with a breakfast bar, kitchenette table, separate bar
  • Recently Updated Spacious Ranch.

    • 8 Guests · 4Bedrooms
    Rare spacious single story custom home offers resort living with expansive sun filled rooms overlooking pool & yard. Architecturally interesting and beautifully designed. Zen gardens greet you from the
  • Deer Park 2 Bedroom with free shuttle to Loon Mountain!

    • 6 Guests · 2Bedrooms
    This 2 Bedroom at Deer Park is in a great location with free shuttle service to Loon Mountain!  Queen in one bedroom, 2 Twins in second and sleep sofa allows up to 6 people!  2 Baths, Fully Equipped Kitchen
  • HP1 Highland Park Cozy Studio Apt Near Metra Station

    • 2 Guests · 0Bedroom
    Enjoy your stay in downtown Highland Park in this cozy studio apartment. It comes with everything to make you feel at home – WiFi, well equipped kitchen, bathroom & comfy queen size bed.   You’ll find

The best places to stay in Highland Park

Book an apartment in Highland Park and choose the right accommodation for your needs

  • Courtyard by Marriott Chicago Highland Park/Northbrook

    10.9 Exceptional (713)
    • Hotel
    Situated in the suburbs, this hotel is 0.7 mi (1.2 km) from Chicago Botanic Garden and 1.9 mi (3.1 km) from Ravinia Park. Northbrook Village Hall and Park Avenue Boating-Fishing Beach are also within 6
  • Courtyard by Marriott Chicago Deerfield

    10.2 Exceptional (668)
    • Hotel
    Situated in the business district, this hotel is within 3 miles (5 km) of Sportsman's Country Club, Northbrook Sports Complex and Northbrook Village Hall. Chicago Botanic Garden and Chevy Chase Country
  • Embassy Suites by Hilton Chicago North Shore Deerfield

    12.1 Exceptional (1833)
    • Hotel
    With a central location in Deerfield, Illinois, this all-suite property offers easy access to Chicago attractions as well as luxurious services and convenient on-site facilities near shopping and dining
  • Hyatt Regency Deerfield

    11.8 Exceptional (1831)
    • Hotel
    Only a short drive from the attractions of Chicago city centre, this hotel in Deerfield, Illinois, offers enjoyable facilities and services, as well as comfortable guestrooms. Hyatt Deerfield features
  • Chicago Marriott Suites Deerfield

    11.7 Exceptional (1558)
    • Hotel
    This Deerfield hotel is just off Interstate 294 (Tri-State Tollway), a 20-minute drive from O'Hare International Airport. The all-suite hotel offers a microwave, refrigerator and sitting area in every
  • Residence Inn Chicago Deerfield

    11.2 Exceptional (390)
    • Hotel
    One of our bestsellers in Deerfield! Chicago Botanic Gardens is less than 3 miles from this Illinois hotel. Featuring an outdoor pool and a fitness centre, this hotel offers spacious guest studios with

Farmhouse or Hotel? Choose from the best offers

Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?

  • Farmstays in Highland Park
    Farmstays in Highland Park
  • Hotels in Highland Park
    Hotels in Highland Park