Vacation Rentals in Highland Park, IL

This mid-century modern house is located in Riverwoods, a short drive from downtown Chicago, Lake Michigan, Milwaukee, and Kenosha. The property is set in a peaceful and secluded location, perfect for a relaxing getaway.
The house has three bedrooms, two bathrooms, and can accommodate up to eight guests. It offers a range of amenities including a fully equipped kitchen, a hot tub, a swimming pool, a fireplace, and a garden.

This Highwood flat is centrally located in the town centre, offering easy access to the train station, Great Lakes Naval Base, and is situated approximately 48 kilometres from Chicago and 40 kilometres from Milwaukee.
This accommodation sleeps up to eleven guests across four bedrooms and a sofa bed, featuring a fully equipped kitchen, high-speed internet, YouTube TV, air conditioning, and parking for two cars, with proximity to Lake Michigan beaches, forest preserves, and the Chain of Lakes.

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.

This four-bedroom, one-bathroom Libertyville apartment is conveniently located a 0.8 km walk from MainStreet Libertyville and a 4 km drive from Lambs Farm.
The self-catering property offers covered parking, a private garden with barbecue facilities, in-unit laundry, and amenities including Wi-Fi, a fireplace, and air conditioning, comfortably accommodating a family.

This Glenview apartment, ideally situated near the Baha'i House of Worship and Grosse Pointe Lighthouse (distances unspecified), offers convenient access to Woodfield Mall and Golf Mill Shopping Centre.
The two-bedroom, one-bathroom flat sleeps four guests and includes Wi-Fi, air conditioning, in-unit laundry facilities, and hairdryers, providing comfortable accommodation in a family-friendly school district.

This Libertyville duplex, near the Naval Training Centre Great Lakes (13km), offers easy access to Six Flags Great America (12km), Ravinia Festival (23km), and the Chicago Botanic Garden (26km).
This three-bedroom apartment, boasting 173 square metres of floor space, comfortably sleeps fourteen guests and includes a fully equipped kitchen, garden, private parking, and complimentary Wi-Fi.

The Lincolnshire Marriott Resort is located in Lincolnshire, just a 30-minute drive from O'Hare International Airport. The resort has consistently received very good ratings for its location, cleanliness, and overall experience.
The hotel has a variety of amenities, including an 18-hole golf course, an award-winning theatre, five restaurants, an indoor and outdoor pool, a fitness centre, and a spa. Guests can also enjoy tennis courts, a garden, a terrace, and room service.

This two-bedroom flat is located in Evanston's Church & Dodge district, 800 metres from Downtown Evanston and less than 1.6 kilometres from Northwestern University.
This family-friendly property offers a gourmet kitchen, a lower-level family room with a movie screen, an office space, a sunny patio, and is close to Lake Michigan for water activities and Michigan Avenue for shopping.

This Libertyville holiday home is situated within 3-5km of Advocate Condell Medical Center, Lambs Farm, and MainStreet Libertyville, offering easy access to local attractions.
The 251 square metre property boasts three bedrooms, three bathrooms, and sleeps eight, including amenities such as a fully equipped kitchen, fitness centre, and in-house laundry facilities.

This apartment is located in Evanston, just over 1.6km from Northwestern University and Lake Michigan, and a short walk from Davis Metro Station, offering easy access to Chicago's attractions. This highly-rated property is ideal for families or groups of friends looking for a comfortable and convenient base to explore the area.
The apartment features three bedrooms and two bathrooms, spanning 130 square meters, comfortably accommodating up to seven guests. Guests can enjoy a range of amenities, including a swimming pool, fitness centre, and a fully-equipped kitchen, along with a terrace and garden for relaxing outdoors.

This Evanston apartment is situated 2.1 kilometres from Lake Michigan and Northwestern University, offering easy access to Davis Metro Station and Evanston Davis Street Station.
The two-bedroom, two-bathroom flat sleeps five guests and boasts a fully equipped kitchen, private balcony, in-unit fireplace, access to a swimming pool and fitness centre, and free Wi-Fi.

This apartment is located in downtown Evanston, a short walk from Northwestern University, Loyola University, and Kellogg School of Management, and a short train ride from Chicago. It has excellent user, location and cleanliness ratings.
This one-bedroom apartment sleeps up to four guests and features a modern kitchen, a comfortable living area, and a private balcony. Amenities include a swimming pool, a fitness centre, a garden, and a terrace, perfect for enjoying the Evanston sunshine.

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.

This modern three-bedroom apartment is located in downtown Libertyville, a short 60 km drive from Chicago and 80 km from Milwaukee, with easy access to local restaurants, shops, and the train station.
The apartment offers a comfortable living space for up to eight guests, with two king beds, one queen bed, a pull-out sofa, a fully equipped kitchen, a Roku TV, free Wi-Fi, a washer and dryer, and a garden.

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.

This Northbrook holiday home provides easy access to Lake Michigan and the Edward L. Ryerson Conservation Area, conveniently located for exploring both the North Shore beaches and Chicago's city centre.
This five-bedroom property, boasting 236 square metres of floor space, comfortably accommodates sixteen guests with six king-size beds, four bathrooms, multiple smart TVs (including Disney+ and Hulu), a ping pong table, ample parking, and a large yard with a gazebo.