Vacation Rentals in Highland Park, IL

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Highland Park, IL holiday rentals
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32 Holiday rentals and Airbnb in Highland Park, IL

Best family friendly Highland Park, IL holiday rentals

Among the 32 accommodations in Highland Park, IL, here are the 4 best family friendly rentals

Cozy 2 Bed Apt- 2 Train Stops To The Naval Base! - Highland Park, IL
9.4 3 reviews
Highland Park, IL
15/08 – 15/09
A$309/nighttotal: A$9579 (31 )

Cozy 2 Bed Apt- 2 Train Stops To The Naval Base!

2 2
apartment , Highwood
This Highwood apartment is situated a 6.4km drive from Lake Michigan and a 4.8km drive from Moraine Park, offering easy access to Highwood train station.
The 69 square metre self-catering flat comprises two bedrooms, one bathroom, and sleeps up to seven guests, featuring a fully equipped kitchen, in-unit laundry, and free Wi-Fi.
Downtown Libertyville Apt Near Naval Base - Highland Park, IL
9.4 6 reviews
Highland Park, IL
15/08 – 15/09
A$302/nighttotal: A$9362 (31 )

Downtown Libertyville Apt Near Naval Base

2 2
apartment , Libertyville
This two-bedroom apartment is conveniently situated in the heart of Libertyville, just a short walk from the town's main street and within easy reach of restaurants, shops and events. It's approximately 80 kilometres north of Chicago and 160 kilometres south of Milwaukee, making it an ideal base for exploring the area. This property has received excellent guest reviews, highlighting its comfortable and well-equipped nature.
The apartment offers a spacious living area, perfect for families or groups of up to six guests. Amenities include a fully equipped kitchen, air conditioning, free high-speed internet, parking and a convenient location near attractions such as Six Flags Great America, Lambs Farm, the Lake County Fairgrounds and the Chain of Lakes.
Home In Dt Libertyville Near Corp Hqs & Naval Base - Highland Park, IL
9.6 14 reviews
Highland Park, IL
15/08 – 15/09
A$545/nighttotal: A$16895 (31 )

Home In Dt Libertyville Near Corp Hqs & Naval Base

4 2
apartment , Libertyville
This apartment is conveniently located in downtown Libertyville, just a short walk from the Metra train station and a range of shops and restaurants. The area has a lively atmosphere and is close to both historical landmarks and modern amenities.
The property is a four-bedroom house, comfortably accommodating up to 12 guests. It features modern amenities such as keyless entry, a Roku TV with streaming services, fast Wi-Fi, and a fully equipped kitchen with a Keurig coffee maker.
Charming 3-bedroom House With Ac And Wifi In Wilmette - Highland Park, IL
Highland Park, IL
15/08 – 15/09
A$352/nighttotal: A$10912 (31 )

Charming 3-bedroom House With Ac And Wifi In Wilmette

3 2
apartment , Wilmette
This Wilmette flat offers easy access to schools, the I-94 motorway, public transport, and the town centre, with proximity to the North Shore Centre for the Performing Arts and Skokie Theatre, and shopping at The Glen Town Center and Golf Mill Shopping Centre.
This 3-bedroom, 1-bathroom property accommodates up to 6 guests and features a screen porch, a large fenced garden, an attached garage, a wood-burning fireplace, and vaulted ceilings in the kitchen, all ideal for family stays with pets.

Best Highland Park, IL holiday rentals with parking

4br, 3ba, Home Evanston, Il, Near Northwestern Univ, Fully Furnished, Equipped - Highland Park, IL
Highland Park, IL
15/08 – 15/09
A$419/nighttotal: A$12989 (31 )

4br, 3ba, Home Evanston, Il, Near Northwestern Univ, Fully Furnished, Equipped

4 2
apartment , Evanston
This Evanston property is situated a short distance (under 1.6 km) from Northwestern University, Lake Michigan, Welsh-Ryan Arena, and the Baháʼí House of Worship, offering easy access to public transport (Central and Noyes stations).
Sleeping up to five guests, this four-bedroom, three-bathroom house boasts a fully equipped kitchen, Jacuzzi, garden, parking, and WiFi; nearby activities include exploring the lakefront and visiting the university campus.
Home W/ Porch In Dt Libertyville Near Naval Base - Highland Park, IL
9.8 18 reviews
Highland Park, IL
15/08 – 15/09
A$426/nighttotal: A$13206 (31 )

Home W/ Porch In Dt Libertyville Near Naval Base

3 2
apartment , Libertyville
This Libertyville house, less than 2km from MainStreet Libertyville and within 5km of Lambs Farm and Pine Meadow Golf Club, offers convenient access to local attractions and Libertyville Station.
The 182 square metre property boasts four bedrooms, two bathrooms, sleeps ten guests, and includes a fully equipped kitchen, garden, free Wi-Fi, and parking.
Navy Retreat Near Naval Base-tiki Bar,sauna,games - Highland Park, IL
10 26 reviews
Highland Park, IL
15/08 – 15/09
A$534/nighttotal: A$16554 (31 )

Navy Retreat Near Naval Base-tiki Bar,sauna,games

4 2
apartment , North Chicago
This four-bedroom, two-bathroom apartment in North Chicago is located approximately 1.6km from Lake Michigan and 2.4km from the Genesee Theatre, offering easy access to the North Chicago train station.
Sleeping up to 11 guests, this self-catering property boasts a fully equipped kitchen, garden, on-site parking, and Wi-Fi; nearby attractions include Waukegan Harbour, Six Flags Great America, and Lambs Farm.
Home W/ Large Deck, Libertyville - Near Naval Base - Highland Park, IL
9.0 16 reviews
Highland Park, IL
15/08 – 15/09
A$576/nighttotal: A$17856 (31 )

Home W/ Large Deck, Libertyville - Near Naval Base

4 2
apartment , Green Oaks
This five-bedroom Green Oaks house, ideal for large families or groups, offers 169 square metres of living space and sleeps up to 12 guests.
The property includes a fully equipped kitchen, two bathrooms, laundry facilities, free Wi-Fi, a garden, and parking; further details regarding its precise location within Green Oaks and proximity to local landmarks are unavailable.

Frequently asked questions about holiday rentals in Highland Park, IL

  • What are the top family-friendly attractions in Highland Park, IL?

    Highland Park is great for families! The Highland Park Zoo is a small but charming zoo with a variety of animals, and the Park Avenue Beach is perfect for a day of swimming and sunbathing.
  • What are the best Airbnb and holiday rentals in Highland Park, IL?

  • When is the best time to book a vacation rental in Highland Park, IL?

    The best time to book a vacation rental in Highland Park is during the summer months, when the weather is warm and there are plenty of outdoor activities available. However, if you're looking for a more affordable option, you can also consider booking during the shoulder seasons, spring or autumn.
  • What are the most popular Airbnbs in Highland Park, IL?

  • What events or festivals should visitors check out in and around Highland Park, IL?

    The Ravinia Festival is the biggest event in Highland Park, but the Highland Park Farmers Market is also a popular attraction, held every Saturday from June to October. The nearby city of Northbrook also holds the annual Northbrook Days festival in July.
  • What are the best holiday rentals with a pool in Highland Park, IL?

  • What are the best budget-friendly activities in Highland Park, IL?

    Highland Park has a lot to offer on a budget. You can enjoy a picnic in the park, take a walk along the lakefront, or visit the Highland Park Public Library, which offers free events and programs throughout the year.
  • What are the best rentals for families and kids in Highland Park, IL?

  • What are the best walking or cycling routes in Highland Park, IL?

    The Lakefront Trail is a popular walking and cycling route that runs along Lake Michigan. You can also explore the many parks and green spaces throughout Highland Park, such as the Moraine Hills State Park and the Highland Park Public Library.
  • What are the best rentals or Airbnbs with a jacuzzi in Highland Park, IL?

    The best holiday rentals or Airbnb with a jacuzzi in Highland Park, IL are Master Qtr Close To Nature & Easy Urban Facilities, Luxury 5br With Pool & Theater and Luxe Mansion For Serene Retreat.

  • Are there pet-friendly attractions in Highland Park, IL?

    Yes, there are many pet-friendly attractions in Highland Park. The Highland Park Public Library has a designated pet-friendly area outside, and many restaurants have outdoor seating where you can bring your furry friend.
  • What are the benefits of choosing a vacation rental in Highland Park, IL?

    Vacation rentals offer more space and privacy than a hotel room, and they can be a more affordable option for families or groups. You can also often find rentals with unique features that are not available in hotels, such as a backyard or a fireplace.

Destinations nearby

Best Highland Park, IL holiday rentals with a balcony

Home In Dt Libertyville Great For Navy Graduations - Highland Park, IL
9.6 4 reviews
Highland Park, IL
15/08 – 15/09
A$362/nighttotal: A$11222 (31 )

Home In Dt Libertyville Great For Navy Graduations

2 2
apartment , Libertyville
This Libertyville apartment, conveniently located near Libertyville's town centre and train station, offers easy access to Chicago and Milwaukee, and lies 13km from the Great Lakes Naval Training Center.
The two-bedroom, two-bathroom flat sleeps six guests comfortably, boasting a fully equipped kitchen with dishwasher, fast Wi-Fi, Roku TV, and keyless entry; nearby attractions include Six Flags Great America, Lake Michigan beaches, and the Cuneo Mansion and Gardens.
1 Mi To Metra Estate With Theater, Game Room And More - Highland Park, IL
Highland Park, IL
11/07 – 14/07
A$2266/nighttotal: A$6798 (3 )

1 Mi To Metra Estate With Theater, Game Room And More

4 2
house , Northbrook
This Northbrook estate offers convenient access, situated 22 kilometres from Loyola University Chicago and 29 kilometres from Wrigley Field, with further transport links via the Metra for Chicago attractions and a 21 kilometre journey to Chicago O'Hare International Airport.
This expansive 883 square metre residence accommodates up to 15 guests, featuring a fully equipped kitchen, air conditioning, a balcony, seven bathrooms, a dedicated theatre, a game room, and an outdoor dining area, ensuring a comfortable stay with ample entertainment options.

Best pet friendly Highland Park, IL holiday rentals

Among the 32 accommodations in Highland Park, IL, here are the 4 best pet friendly rentals

Serene Retreat Awaits You! - Highland Park, IL
9.6 51 reviews
Highland Park, IL
15/08 – 15/09
A$501/nighttotal: A$15531 (31 )

Serene Retreat Awaits You!

4 2
apartment , Highland Park
This spacious four-bedroom apartment is located in Highland Park, just a short distance from Lake Michigan, the Chicago Botanical Garden, and the Ravinia Festival. It has received excellent user ratings and is ideal for families or groups of friends.
The property offers a comfortable and well-equipped living space with a large capacity for up to 12 guests. It features a fully equipped kitchen, a garden, a spa, and secure parking, as well as a convenient location for exploring the local attractions and enjoying the many activities available in the area.
Modern 4bd 2ba Home Near Downtown Metra - Highland Park, IL
Highland Park, IL
15/08 – 15/09
A$574/nighttotal: A$17794 (31 )

Modern 4bd 2ba Home Near Downtown Metra

4 2
apartment , Highland Park
This contemporary house in Lake County is conveniently located approximately 500 meters from the Metra station, offering easy access to downtown Highwood and Highland Park for dining and shopping, and is a short distance from Cuneo Mansion and Gardens and Grosse Point Lighthouse.
This 12 square meter dwelling boasts four bedrooms and two bathrooms, accommodating up to eight guests with central air conditioning, new flooring, and an open-concept design, while Lake Michigan and Edward L. Ryerson Conservation Area are nearby for outdoor activities.
Charming 2-bedroom Apartment In Delightful Highwood 2 Minutes To Train Station! - Highland Park, IL
Highland Park, IL
15/08 – 15/09
A$261/nighttotal: A$8091 (31 )

Charming 2-bedroom Apartment In Delightful Highwood 2 Minutes To Train Station!

2 2
apartment , Highwood
This Highwood apartment, situated near Highwood train station offering a 35-minute express train journey to downtown Chicago, provides easy access to both Chicago and Milwaukee.
The 65 square metre, two-bedroom flat sleeps up to seven guests, boasting a fully equipped kitchen, high-speed internet, YouTube TV, on-site parking for two cars, and air conditioning throughout; pets are welcome for a £8 per pet, per night fee.
Modern 4bd 2ba Home Near Downtown Metra - Highland Park, IL
Highland Park, IL
11/07 – 14/07
A$899/nighttotal: A$2697 (3 )

Modern 4bd 2ba Home Near Downtown Metra

4 2
house , Highland Park
This four-bedroom detached house in Highland Park is located 16 kilometres from Six Flags Great America and 18 kilometres from O'Hare International Airport, with a Metra station nearby for convenient access to downtown Chicago.
This modern dwelling offers 12 square metres of floor area, accommodates up to 12 guests, and features four bedrooms, two bathrooms, air conditioning, and complimentary WiFi, with Openlands Lakeshore Beach situated 1.9 kilometres away.
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