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Vacation rentals in Highland Park

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Top-rated vacation rentals in Highland Park

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

Perfect for Individual Travelers #1
Private room · 1 guest · 1 bed · 1 shared bath

Perfect for Individual Travelers #1Book a bed with us - the coolest low-rate room in town. With a tasteful interior, soft lighting and great attention to detail, this room creates just the right atmosphere. Decorated in neutral colors, this room creates a soothing ambience that is perfect for rest and relaxation.

Designer's Dream in the North Shore!
SUPERHOST
Entire guesthouse · 4 guests · 2 beds · 1 bath

Designer's Dream in the North Shore!Welcome to the newly designed cottage at Longmeadow. A tranquil escape from the city hustle of Downtown Chicago. Enjoy the serene setting while close proximity to town amenities, public transit and beautiful trails and parks. A cozy retreat in the wintertime to snuggle up with a great book and hot cocoa. It's also a perfect summer cottage for adventurers looking to take advantage of the beautiful landscape ! Check us out on: Instagram! longmeadowcottage

Your relaxing stay in Highland Park
SUPERHOST
Entire guest suite · 2 guests · 1 bed · 1 bath

Your relaxing stay in Highland ParkWhether you are looking to escape the city hustle and bustle, visiting Lake Forest College, the Naval Station or moving cross country our bright and spacious suite is the perfect spot to check in and relax for a few nights. Featuring a separate entrance, private full bathroom with a jetted tub and plenty of fluffy towels, a small kitchenette stocked with coffee and tea and ice cold drinks. 43 4K Smart HDTV with Netflix and Prime and super fast WiFi available for streaming.

Vacation rentals for every style

Get the amount of space that is right for you.

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Popular amenities for Highland Park vacation rentals

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

Other great vacation rentals in Highland Park

  1. Entire residential home
  2. Highland Park
Safe private retreat on two acres with heated pool
  1. Private room
  2. Lake Forest
Cheerful Private Room In Residential Home!
  1. Entire rental unit
  2. Highland Park
Highland Park Cozy Studio Apt Near Metra Station
  1. Hotel room
  2. Northbrook
Luxury on the North Shore
  1. Entire residential home
  2. Northbrook
Northbrook Mansion
SUPERHOST
  1. Entire residential home
  2. Lake Forest
David Adler's 1920's Historic Music Lounge
SUPERHOST
  1. Entire guest suite
  2. Northbrook
ELEGANT 2BR/2BA NORTHSHORE GARDEN APARTMENT
SUPERHOST
  1. Entire guest suite
  2. Highland Park
Charming in-law suite w/ use of deck and yard
SUPERHOST
No reviews yet
  1. Entire residential home
  2. Deerfield
Beautiful Ranch House close to town monthly stay
SUPERHOST
  1. Entire guesthouse
  2. Lake Forest
Large Luxury Guest Apartment in the North Shore
  1. Hotel room
  2. Northbrook
Modern and plenty of amenities on the North Shore
  1. Entire residential home
  2. Highland Park
Witness Sunrise Over Lake Michigan

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