Highland Park Vacation Rentals, Houses & More


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Areas near Highland Park

1 / 20

Highland Park Luxury Home- 2000 square foot Suite

  • 2
  • 8
  • 2 nights min

$110

Details

Great rentals within 20 miles that match your search

1 / 18

Comfy Quarters

  • 1
  • 2
  • 1 night min

$57

Details

1 / 8

Just north of Chicago

  • 2
  • 4
  • 1 night min

$110

Details

1 / 7

Pinewoods Retreat - Private Room

  • 1
  • 3
  • 1 night min

$52

Details

1 / 7

Humphrey Homestay - Purple Bedroom

  • 4
  • 1
  • 7 nights min

$43

Details

1 / 7

Humphrey Homestay - Yellow Bedroom, Bed 2

  • 1
  • 1
  • 7 nights min

$26

Details

1 / 7

Humphrey Homestay - Green Room

  • 1
  • 1
  • 7 nights min

$31

Details

1 / 5

Cozy Urban Country Home

  • 1
  • 3
  • 2 nights min

$66

Details

1 / 6

Humphrey Homestay - Blue Bedroom

  • 1
  • 1
  • 7 nights min

$31

Details

1 / 12

Take A Pebble Apartments (Studio)

  • 1
  • 2
  • 1 night min

$59

Details

1 / 23

Newly Remodeled Home on large wooded lot

  • 2
  • 6
  • 14 nights min

$81

Details

1 / 5

Ellogent and Affordable

  • 1
  • 2
  • 2 nights min

$71

Details

1 / 15

Professionally Remodeled 3-BR Townhouse!

  • 3
  • 12
  • 2 nights min

$130

Details

1 / 13

Beautiful Home on Chicago's North Shore

  • 4
  • 8
  • 4 nights min

$275

Details

1 / 30

Beautifully Remodeled 3 BR Townhouse near Chicago

  • 3
  • 10
  • 2 nights min

$140

Details

1 / 25

Large 2 BR 1 BR Apartment 20 mins from DT Chicago

  • 2
  • 4
  • 2 nights min

$134

Details

1 / 7

Humphrey Homestay - Yellow Room, Bed 1

  • 1
  • 1
  • 7 nights min

$26

Details

1 / 26

Completely Remodeled 3-Bedroom House!

  • 3
  • 8
  • 2 nights min

$120

Details

1 / 6

Cozy, friendly, family building

  • 1
  • 2
  • 1 night min

$36

Details

1 / 21

Gorgeous Three-Bedroom Townhouse

  • 3
  • 10
  • 2 nights min

$130

Details

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