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Highland Park, IL Holiday Rentals
Holiday Rentals
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Illinois (IL)
Lake County
Highland Park, IL Holiday Rentals
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Bedrooms
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Internet or Wifi (48)
Air Conditioning (46)
Washer/Dryer (30)
Elevator/Lift access (16)
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Suitability
Kid friendly (44)
Pet friendly (10)
Smoking allowed (1)
Wheelchair access (0)
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Property type
Condominium/Apartment (25)
Holiday Rental House (23)
Cabin Holiday Rental (0)
Private Room (0)
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Distinctive Features
Private Chef (0)
Private Beach (0)
Waterfront (0)
Ski In/Ski Out (0)
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Distance from
5 km
Rosewood Beach
Ravinia Festival
Heller Nature Center
Moraine Park
Openlands Lakeshore Preserve
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48 rentals
in Highland Park.
Chic Studio - In Downtown Highland Park, by Metra
7
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Clean, Quiet, Secure, with Beautiful Park Views - 1 bedroom plus den in Rivinia
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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Safe and Secure, Charming, Clean Studio
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan
14
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Serene Retreat Awaits You!
10
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 12
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The Sunset Manor - Luxe Mansion for Serene retreat
Holiday Rental House
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6 bedrooms
5 bathrooms
Sleeps 12
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Stunning & Stylish Downtown Studio - Highland Park
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Chic Studio in Downtown Highland Park near Metra
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Beautiful+Serene+Upscale EcoGem by ALL the Action~>Beach+Lake+Ravinia+Train+Town
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 8
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Safe & Secure Parkview-Sleep Sanctuary+Kitchen
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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The following properties within 32 kms of Highland Park match all your filters:
Charming home near Lake Michigan, bike paths, and high school
12
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 10
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Beautifully Decorated Ranch, minutes from Lakefront, Beach and Downtown
13
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Equipped Studio with Free Wi-Fi, Pool Access + Free Breakfast
4
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Pool Access + Daily Free Breakfast Included!
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Beautiful self contained apartment downtown Lake Bluff
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Free Breakfast Buffet at this Staybridge Studio! Indoor Pool, Gym, 24h Business
2
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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In "The Glen" Business District. Free Breakfast. Indoor Pool. Studio at
2
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Studio | Free Breakfast! Heated Indoor Pool
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Business District Suite with Pool Access, Free Breakfast + Weekday Shuttle
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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Great for Business Travel! Equipped King Suite with Pool Access + Free Breakfast
6
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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1 Bedroom | Free Breakfast, Indoor Pool Access
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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Guests Get Free Breakfast Daily! In "The Glen" District. Indoor Pool
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Stay in "The Glen" Business District! Free Breakfast, Pool. | Staybridge
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Equipped Corporate Center Suite with Pool Access + Free Breakfast
6
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Master qtr close to nature & easy urban facilities
18
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
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King Suite in "The Glen" District. Free Breakfast Daily. Indoor Pool
3
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps
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Family union get together
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 8
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Great for Business Travel! Equipped Suite with Pool Access + Free Breakfast
6
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 5
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Sleeps
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Rivendell is a historic duplex home.
2
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 3
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Mid-century design home located in the Villas of Lake Bluff
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Hidden Gem Cottage alongside Park, by Beach, Train, Ravinia, Botanic Garden
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Contemporary Suite in "The Glen" Business District | 24 Hour Fitness Center
1
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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"The Glen" District Suite with A/C | Business Center + Heated Indoor Pool!
10
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 5
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Entire Beautiful Wheeling Home!!!
3
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Warm and Cheerful 3 Bedroom Winnetka Townhouse
10
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 6
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Cute Ranch House close to town monthly stay
1
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Northbrook Rental
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Cozy 4 Bedroom/2 Bath Cozy Home In East Glenview With Inground Pool!
9
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 7
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6 Bedrooms Home Suburbs of Chicago
6
Holiday Rental House
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6 bedrooms
6 bathrooms
Sleeps 20
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Charming 4-bedroom ranch house near downtown Lake Forest with AC, WiFi
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Northbrook Rental
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Contemporary house with partial lake views/quiet and private area/gut
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 8
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Spacious 5BR/6BA Gorgeous Home in Fabulous Northshore Chicago location!
Holiday Rental House
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6 bedrooms
7 bathrooms
Sleeps 10
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Coveted Location:Downtown Lake Forest 3/2.5 Duplex
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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1 Bedroom | Free Breakfast Buffet, Indoor Pool
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Amazing Mid-Term Rental Entire Home In Glenview
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Charming 2-bedroom home in fantastic Winnetka, IL location
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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Entire home, close to highway, serene neighborhood
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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1
Showing results 1-48 of 48
Frequently Asked Questions about Highland Park
Do any holiday rentals in Highland Park have a pool?
Yes, here are some popular holiday rentals in Highland Park that have a pool:
Chic Studio - In Downtown Highland Park, by Metra
Clean, Quiet, Secure, with Beautiful Park Views - 1 bedroom plus den in Rivinia
Safe and Secure, Charming, Clean Studio
See all holiday rentals with a pool in Highland Park on Tripadvisor
Do any holiday rentals in Highland Park have internet access?
Yes, here are some popular holiday rentals in Highland Park that have internet access:
Chic Studio - In Downtown Highland Park, by Metra
Clean, Quiet, Secure, with Beautiful Park Views - 1 bedroom plus den in Rivinia
Safe and Secure, Charming, Clean Studio
See all holiday 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:
Chic Studio - In Downtown Highland Park, by Metra
Clean, Quiet, Secure, with Beautiful Park Views - 1 bedroom plus den in Rivinia
Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan
See all kid friendly holiday rentals in Highland Park on Tripadvisor
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