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Highland Park
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Vacation Rentals in Highland Park, IL
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Illinois (IL)
Lake County
Vacation Rentals in Highland Park, IL
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Internet or Wifi (49)
Air Conditioning (46)
Washer/Dryer (27)
Grill (17)
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Kid friendly (45)
Pet friendly (18)
Elder access (1)
Smoking allowed (1)
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Condominium/Apartment (27)
Vacation Rental House (23)
Cabin Vacation Rental (0)
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Distance from
5 mi
Rosewood Beach
Moraine Park
Heller Nature Center
Ravinia Festival
Openlands Lakeshore Preserve
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50 rentals
in Highland Park.
Serene Retreat Awaits You!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
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Picturesque! Mid Mod Home - 20min from Chicago!
Rental Home
3 bedrooms
1 bathroom
Sleeps 8
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Chic Studio - In Downtown Highland Park, by Metra
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Modern Luxe home w/Gameroom and Electric Fireplace
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
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Safe and Secure, Charming, Clean Studio
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan
Rental Home
2 bedrooms
1 bathroom
Sleeps 2
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Clean, Quiet, Secure, with Beautiful Park Views - 1 bedroom plus den in Rivinia
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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The following properties within 20 miles of Highland Park match all your filters:
Beautifully Decorated Ranch, minutes from Lakefront, Beach and Downtown
84 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Master qtr close to nature & easy urban facilities
17 reviews
Rental Home
1 bedroom
1 bathroom
Sleeps 3
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"The Glen" District Suite with A/C | Business Center + Heated Indoor Pool!
8 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Warm and Cheerful 3 Bedroom Winnetka Townhouse
3 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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6 Bedrooms Home Suburbs of Chicago
3 reviews
Rental Home
6 bedrooms
6 bathrooms
Sleeps 20
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Equipped Corporate Center Suite with Pool Access + Free Breakfast
2 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Great for Business Travel! Equipped King Suite with Pool Access + Free Breakfast
5 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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Rivendell is a historic duplex home.
1 review
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
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Contemporary Suite in "The Glen" Business District | 24 Hour Fitness Center
1 review
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Great for Business Travel! Equipped Suite with Pool Access + Free Breakfast
3 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
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Two Bed/1 Bath Apartment - East Lake Bluff, Illinois
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
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Luxury House w/ all amenities at Lake Forest
Rental Home
4 bedrooms
4 bathrooms
Sleeps 6
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Chicago - Wilmette Luxury 3 Story Victorian Mansion High End 7 min to Beach
Rental Home
4 bedrooms
5 bathrooms
Sleeps 7
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Business District Suite with Pool Access, Free Breakfast + Weekday Shuttle
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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Guests Get Free Breakfast Daily! In "The Glen" District. Indoor Pool
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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King Suite in "The Glen" District. Free Breakfast Daily. Indoor Pool
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Stay in "The Glen" Business District! Free Breakfast, Pool. | Staybridge
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Dreams Turum Riviera maya
Condo/Apartment
5 bedrooms
5 bathrooms
Sleeps 10
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Cute Ranch House close to town monthly stay
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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North Shore 4 bedroom home near New Trier Schools
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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Charming home near Lake Michigan, bike paths, and high school
Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
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1 Bedroom | Free Breakfast, Indoor Pool Access
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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2 Bedroom apartment in Downtown Lake Bluff
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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1 Bedroom | Free Breakfast Buffet, Indoor Pool
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Cozy 4 Bedroom/2 Bath Cozy Home In East Glenview With Inground Pool!
Rental Home
4 bedrooms
2 bathrooms
Sleeps 7
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Beautiful self contained apartment downtown Lake Bluff
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Elegant Riverwoods Escape w/ Private Sauna!
Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
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Mid-century design home located in the Villas of Lake Bluff
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
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Northbrook FHS Rental
Rental Home
3 bedrooms
2 bathrooms
Sleeps 13
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Extended Stay Northbrook FHS Rental
Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
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Northbrook Rental
Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
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Charming Convenient Wilmette Home
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
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Northbrook Rental
Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
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Entire Beautiful Wheeling Home!!!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Studio | Free Breakfast! Heated Indoor Pool
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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Equipped Studio with Free Wi-Fi, Pool Access + Free Breakfast
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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Lovely 1 bedroom Near Great Lakes Naval
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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3 Bedroom 1 Bath Near Great Lakes Naval
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 8
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2 Bedroom Near Great Lakes Naval
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
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In "The Glen" Business District. Free Breakfast. Indoor Pool. Studio at
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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Pool Access + Daily Free Breakfast Included!
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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Free Breakfast Buffet at this Staybridge Studio! Indoor Pool, Gym, 24h Business
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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Hidden Gem Cottage alongside Park, by Beach, Train, Ravinia, Botanic Garden
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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1
Showing results 1-50 of 50
Frequently Asked Questions about Highland Park
Do any vacation rentals in Highland Park have a pool?
Yes, here are some popular vacation rentals in Highland Park that have a pool:
Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan
Serene Retreat Awaits You!
Chic Studio - In Downtown Highland Park, by Metra
See all vacation rentals with a pool in Highland Park on Tripadvisor
Do any vacation rentals in Highland Park have internet access?
Yes, here are some popular vacation rentals in Highland Park that have internet access:
Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan
Serene Retreat Awaits You!
Chic Studio - In Downtown Highland Park, by Metra
See all vacation rentals in Highland Park on Tripadvisor
What are the best pet friendly rentals in Highland Park?
The best pet friendly rentals in Highland Park are:
Picturesque! Mid Mod Home - 20min from Chicago!
Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan
Serene Retreat Awaits You!
See all pet friendly vacation rentals in Highland Park on Tripadvisor
What are some great rentals in Highland Park that are kid friendly?
Some of the most popular kid friendly rentals in Highland Park are:
Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan
Serene Retreat Awaits You!
Chic Studio - In Downtown Highland Park, by Metra
See all kid friendly vacation rentals in Highland Park on Tripadvisor