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36 Lodgings in Highland Park, IL
Highland Park, IL
10/05 – 10/15
$185/nighttotal: $1850 (10 )
Stylish 1 Bedroom Apartment 2 Stops To Naval Base!
1 2
apartment , Highwood
This 1st-floor apartment is located in downtown Highwood, a 5-minute walk to the Highwood train station offering a 35-minute express train to downtown Chicago, and a 20-minute drive to the Great Lakes Naval Base. This pet-friendly, family-friendly unit accommodates up to 4 guests and features 1 bedroom, 1 bathroom, air conditioning, high-speed internet with YouTube TV, and a fully equipped kitchen with a microwave and dishwasher, plus complimentary Graduate Family Pizza Night on Thursdays for RSVP'd guests.
10 6 reviews
Highland Park, IL
10/05 – 10/15
$649/nighttotal: $6490 (10 )
Near Ravinia And Navy Base, Charming 3-bedroom House In Peaceful Highland Park
3 2
apartment , Highland Park
This modern Highland Park home is located steps from the Ravinia Festival and offers easy access to downtown Highland Park's shops, cafes, and parks. The three-bedroom, four-bathroom house features an open-concept living area, a gourmet kitchen with a fridge, microwave, and dishwasher, smart TVs, two driveway parking spots, and accommodates up to seven guests.
9.7 90 reviews
Highland Park, IL
06/20 – 06/27
$194/nighttotal: $1358 (7 )
528 Bungaloo 1 | 1 Bedroom | 1 Bath | Sleeps 2-4
1 2
apartment , Libertyville
This charming Libertyville apartment is located just two blocks from the train station, a short walk to downtown, the lake, and trails, making it a convenient base for exploring the town. It boasts excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay. The apartment offers 1,150 square feet of living space with a spacious sunroom, perfect for relaxing or working, and can comfortably accommodate up to four guests. Amenities include a fully equipped kitchen, high-speed Wi-Fi, a dedicated printer/scanner, laundry facilities, a shared fire pit, and a grill, providing everything you need for a relaxing and enjoyable stay.
10 3 reviews
Highland Park, IL
10/05 – 10/15
$360/nighttotal: $3600 (10 )
Chic Mid-century Modern Comfort
4 2
apartment , Highland Park
This Highland Park rental is located in the peaceful Sherwood Forest neighborhood, offering easy access to Highland Park's attractions (specific distances require further information). The newly renovated 4-bedroom, 2-bathroom home features spacious living areas, sleeps eight guests, and includes amenities such as internet, air conditioning, and parking.
8.8 3 reviews
Highland Park, IL
07/11 – 07/14
$582/nighttotal: $1746 (3 )
Amazing Mid-term Rental Entire Home In Glenview
3 2
apartment , Glenview
This Northbrook vacation home, less than a mile from the Grove National Historic Landmark and NorthShore Glenbrook Hospital, offers easy access to Glenview attractions. The three-bedroom, two-bathroom house comfortably sleeps eight guests and includes in-house laundry facilities, a hairdryer, and is a short drive from The Glen Club.
9.8 50 reviews
Highland Park, IL
10/05 – 10/15
$187/nighttotal: $1870 (10 )
Parkside Cottage Near The Train
1 2
apartment , Lake Forest
This charming 1920s house is located in Lake Forest, just a short walk from the public beach and Uptown Lake Forest, and a quick drive to Lake Forest College. The home has received excellent ratings for cleanliness, location, and overall experience. This two-bedroom, one-bathroom home can comfortably accommodate up to four guests. It features a fully equipped kitchen, a private garden, a fitness center, and a patio with a grill, perfect for enjoying the outdoors.
9.7 19 reviews
Highland Park, IL
06/20 – 06/27
$448/nighttotal: $3136 (7 )
Ranch Home W/ Air Hockey & Pacman Near Naval Base!
1 2
apartment , Libertyville
This Libertyville home is conveniently located just 8 miles from the Naval Base, making it a great option for families visiting personnel, and is also within easy reach of the interstate, shopping, and dining. The accommodation has excellent user, location, and cleanliness ratings. This spacious home has three bedrooms and two bathrooms, comfortably sleeping up to 10 guests. Amenities include a fully equipped kitchen, high-speed internet, Youtube TV, and entertainment options like a Pacman arcade game, Uno, Dominoes, and Jenga.
9.4 3 reviews
Highland Park, IL
06/20 – 06/27
$263/nighttotal: $1841 (7 )
Cozy 2 Bed Apt- 2 Train Stops To The Naval Base!
2 2
apartment , Highwood
This Highwood apartment rental is conveniently located downtown, a short walk from the train station offering a 35-minute express train ride to Chicago and a short drive from the Great Lakes Naval Base. This 740-square-foot two-bedroom, one-bathroom dwelling sleeps up to seven guests and features a fully equipped kitchen, YouTube TV, high-speed internet, parking for two cars, and air conditioning.
Highland Park, IL
06/20 – 06/27
$532/nighttotal: $3724 (7 )
Uss Alexandria
1 2
apartment , Highwood
This Highwood apartment is situated 1.3 miles from Openlands Lakeshore Beach and a short drive to Six Flags Great America and Loyola University Chicago. This 2070 sq ft residence accommodates up to 11 guests and includes a fully equipped kitchen, WiFi, and air conditioning, with pets allowed.
9.8 15 reviews
Highland Park, IL
06/20 – 06/27
$437/nighttotal: $3059 (7 )
Ranch Home W/ Air Hockey & Pacman Near Naval Base!
3 2
apartment , Libertyville
This Libertyville apartment is conveniently located near the interstate, shopping, and dining, making it easy to explore the area. The surrounding neighborhood offers a peaceful atmosphere, perfect for a relaxing getaway. The apartment features three bedrooms and two bathrooms, comfortably accommodating up to nine guests. Enjoy modern amenities like a fully equipped kitchen, free high-speed internet, and a garden and tennis court for outdoor activities.
9.9 108 reviews
Highland Park, IL
10/05 – 10/15
$243/nighttotal: $2430 (10 )
Modern Retreat Near Ravinia & Botanic Gardens
1 2
apartment , Highland Park
This Highland Park guesthouse is conveniently located near Ravinia Festival and the Chicago Botanic Garden, offering easy access to downtown Highland Park's shops and restaurants. The one-bedroom, one-bathroom unit sleeps two, features a full kitchen with dishwasher, air conditioning, a private patio, and shared access to a garden and parking.
Highland Park, IL
07/11 – 07/14
$211/nighttotal: $633 (3 )
Condo ∙ 1 Bedroom ∙ 2 Guests
1 2
apartment , Glenview
This Glenview condo rental is located in The Glen business district, offering easy access to Gallery Park and Meadowhill Park. The one-bedroom, one-bathroom apartment sleeps two guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus free Wi-Fi, parking, and access to a seasonal indoor pool and 24-hour fitness center at the Staybridge complex.
Traveler-Approved Family-Friendly Accommodations in Highland Park, IL
Choosing a lodging built for families in Highland Park, IL means city attractions are within easy reach, ensuring a much smoother trip for everyone.
Highland Park, IL
06/20 – 06/27
$565/nighttotal: $3955 (7 )
Parisian Inspired Escape - Close To Town & Nu
2 2
apartment , Evanston
This 2-bedroom rental unit is located in Evanston's Church & Dodge neighborhood, a half-mile from Downtown Evanston and less than a mile from Northwestern University. This family-friendly apartment accommodates up to six guests and features a gourmet kitchen, a family room with a movie screen, an office, a patio, and is close to the beach, Lake Michigan, and various water and cycling activities.
This Libertyville vacation home is located within 2-3 miles of Advocate Condell Medical Center, Lambs Farm, and MainStreet Libertyville, offering easy access to local attractions. This 2700-square-foot house features three bedrooms, three bathrooms, and can comfortably accommodate eight guests, boasting amenities such as a fully equipped kitchen, in-house laundry, and an on-site fitness center.
9.8 133 reviews
Highland Park, IL
10/05 – 10/15
$461/nighttotal: $4610 (10 )
Pet-friendly Family Apartment - Near Nu Campus!
2 2
apartment , Evanston
This Evanston apartment is located just 8.3 miles from Wrigley Field and 5.1 miles from Loyola University Chicago, making it a great option for exploring both Chicago and Evanston's attractions. It has consistently received excellent ratings for cleanliness, location, and overall experience. This 2-bedroom apartment can comfortably accommodate up to 6 guests, offering 1100 square feet of space. Amenities include a fully equipped kitchen, free Wi-Fi, air conditioning, a private garden, and even a spa, ensuring a comfortable and enjoyable stay.
Highland Park, IL
06/20 – 06/27
$647/nighttotal: $4529 (7 )
* Extended Stay* Northbrook Fhs Rental
1 2
apartment , Northbrook
This spacious Northbrook single-family home, located approximately 22 minutes from O'Hare International Airport and 25 minutes from downtown Chicago, offers convenient access to both. This 1,850-square-foot house features three bedrooms, two bathrooms, sleeps twelve guests, and includes a fully equipped kitchen, high-speed internet, a game room with arcade games and air hockey, and family-friendly amenities such as a pack 'n play and stroller.
Best Highland Park, IL lodging with a pool
Among the 36 accommodations in Highland Park, IL, here are the 4 best ones with a pool
9.9 182 reviews
Highland Park, IL
10/05 – 10/15
$902/nighttotal: $9020 (10 )
"Serenity Of Evanston" 2 Bdr/2bath Modern-luxe Suite
2 2
apartment , Evanston
This Evanston apartment is located in downtown, a short walk from Northwestern University and a 15-minute train ride from Chicago. It has received excellent ratings for location, cleanliness, and overall user experience. The apartment has two bedrooms and two bathrooms, comfortably accommodating up to five guests. It features a modern design with granite countertops and designer flooring, along with amenities like a fitness center, swimming pool, and parking.
10 33 reviews
Highland Park, IL
10/05 – 10/15
$965/nighttotal: $9650 (10 )
"Bliss Of Evanston" 180°view, 2bdr +2bath Urbanlux
2 2
apartment , Evanston
This Evanston rental is located just 1.3 miles from Northwestern University and 1.3 miles from Lake Michigan, offering a peaceful setting near the river. The apartment has excellent user ratings, making it a popular choice for travelers. This 2-bedroom, 2-bathroom apartment offers 1250 square feet of space, comfortably accommodating up to 5 guests. Enjoy a range of amenities, including a swimming pool, fitness center, spa, and a private balcony, perfect for relaxing and enjoying your stay.
10 16 reviews
Highland Park, IL
10/05 – 10/15
$658/nighttotal: $6580 (10 )
"Joy Of Evanston" 1bdr, King Exec Suite, Pool+gym
1 2
apartment , Evanston
This Evanston apartment is conveniently located near Northwestern University and Lake Michigan, offering easy access to both the vibrant campus and the scenic lakeshore. It's also highly rated by previous guests, making it a reliable choice for travelers. This rental has one bedroom and one bathroom, accommodating up to four guests comfortably in its 750 square feet of space. The apartment includes a fully equipped kitchen, a private balcony, a fitness center, and a swimming pool, providing everything you need for a relaxing and enjoyable stay.
Highland Park, IL
10/05 – 10/15
$176/nighttotal: $1760 (10 )
Studio Flat ∙ 1 Bedroom ∙ 2 Guests
1 2
studio , Glenview
This Glenview studio condo is conveniently located near Gallery Park and Meadowhill Park, offering easy access to outdoor recreation. This one-bedroom unit, perfect for two guests, boasts a fully equipped kitchen with a dishwasher, a comfortable living area with a flatscreen TV and premium cable, free Wi-Fi, on-site parking, and access to a seasonal indoor pool and 24-hour fitness center at the Staybridge Suites complex, including a daily breakfast buffet.
Frequently Asked Questions about accommodations in Highland Park, IL
What are the most convenient modes of transportation within Highland Park, IL?
Highland Park is very walkable, especially downtown. The Metra train is a good option to get into Chicago, and there are also buses that run through town. If you want to explore the area, renting a car is a good idea.
What are the best accommodations in Highland Park, IL?
What outdoor activities and adventures are popular in and around Highland Park, IL?
Highland Park has a great outdoor scene! The Highland Park Park District has several parks, including Park Avenue Park with its beautiful lakefront. You can also enjoy hiking and biking trails at the North Shore Channel Trail and the Skokie Lagoons. For a day trip, head to Lake Michigan for swimming, sunbathing, and watersports.
What are the best accommodations with a pool in Highland Park, IL?
What types of accommodations are available in Highland Park, IL?
Highland Park has a variety of accommodations! You can find hotels, motels, and bed and breakfasts. There are also vacation rentals available if you prefer a more homey feel.
What are the best accommodations with a jacuzzi in Highland Park, IL?
The best time to visit Highland Park depends on what you're looking for! Summer is great for outdoor activities and the Ravinia Festival. Fall is beautiful with changing leaves. Spring is nice for milder weather and the start of the festival season. Winter is quiet and peaceful, but some businesses might have reduced hours.
What are the best accommodations for families and kids in Highland Park, IL?
What local dishes and culinary experiences are a must-try in Highland Park, IL?
Highland Park has a great food scene! You can find everything from casual American fare to upscale dining. Try the Chicago-style deep-dish pizza at a local pizzeria. For a special occasion, make a reservation at The Grill on Oak Avenue for a delicious steak dinner.
What are the best pet friendly accommodations in Highland Park, IL?
In which part of Highland Park, IL should you consider renting accommodation?
The best place to stay depends on your preferences! Downtown Highland Park is convenient for walking to shops, restaurants, and attractions. The area around Park Avenue Park is beautiful with lakefront views. If you want to be closer to the Ravinia Festival, look for accommodations near the venue.
What are the best accommodations with parking in Highland Park, IL?
Best Highland Park, IL accommodation with a garden
8.7 1221 reviews
Highland Park, IL
10/05 – 10/15
$199/nighttotal: $1990 (10 )
Lincolnshire Marriott Resort
1 2
resort , Lincolnshire
The Lincolnshire Marriott Resort is located in Lincolnshire, Illinois, just a 30-minute drive from O'Hare International Airport. The resort has received very good ratings for its location, cleanliness, and overall experience. The resort offers a variety of accommodations, including rooms with cable TV, work desks, and marble vanities. Guests can enjoy a range of amenities, including a golf course, a theater, multiple restaurants, a spa, a fitness center, a pool, and tennis courts.
10 45 reviews
Highland Park, IL
06/20 – 06/27
$346/nighttotal: $2422 (7 )
Lake Forest Country Estate
1 2
apartment , Highland Park
This equestrian estate is located on a 10-acre property near a private lake and river, about 18 miles north of downtown Chicago and a short drive from Highland Park. The property has received excellent ratings for location, cleanliness, and overall user experience. The home has two bedrooms, two bathrooms, and can accommodate up to two guests. The property includes a fully equipped kitchen, air conditioning, a garden, parking, and internet access. Guests can enjoy the peaceful surroundings, go for a walk in the nearby nature, or visit the charming downtown area of Highland Park.
Highland Park, IL
06/20 – 06/27
$647/nighttotal: $4529 (7 )
* Extended Stay* Wheeling Fhs Rental
1 2
apartment , Wheeling
This single-family home in Wheeling is conveniently located 23 minutes from O'Hare Airport and 35 minutes from downtown Chicago, making it an ideal base for exploring the area. The house offers a comfortable and spacious living environment for travelers. This three-bedroom, two-bathroom home comfortably accommodates up to 12 guests. The property features a fully equipped kitchen, a garden, and a driveway for parking, along with family-friendly amenities like a pack 'n play, stroller, high chair, and booster seat.
9.6 11 reviews
Highland Park, IL
06/20 – 06/27
$422/nighttotal: $2954 (7 )
Great For Families Dt Libertyville Near Naval Base
3 2
apartment , Libertyville
This Libertyville apartment rental is conveniently located within one mile of MainStreet Libertyville and Advocate Condell Child Day Center, and three miles from Lambs Farm. The three-bedroom, two-bathroom unit sleeps ten guests and features a fully equipped kitchen, in-unit laundry, free WiFi, and a Smart TV, plus access to a garden and parking.
Best Highland Park, IL accommodation with a kitchen
8.8 16 reviews
Highland Park, IL
06/20 – 06/27
$242/nighttotal: $1694 (7 )
Entire Beautiful Grove Home
3 2
apartment , North Chicago
This fully furnished three-bedroom home is conveniently located in North Chicago, within a 10-15 minute drive of shopping, dining, and entertainment options. The apartment has received very good user ratings, and excellent location and cleanliness ratings. This comfortable apartment can accommodate up to six guests and offers a cozy family room with a fireplace. The apartment comes equipped with a kitchen that includes a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a garden, and parking.
10 2 reviews
Highland Park, IL
06/20 – 06/27
$465/nighttotal: $3255 (7 )
Highwood Haven- 4 Bed 2 Train Stops To Naval Base!
1 2
apartment , Highwood
This 4-bedroom, 2-bathroom apartment is located in downtown Highwood, 35 minutes by express train to Chicago and a 20-minute drive to the Great Lakes Naval Base. This pet-friendly rental offers parking for 2 cars, high-speed internet, a fully equipped kitchen with a microwave and dishwasher, and accommodates up to 11 guests.
Highland Park, IL
07/11 – 07/14
$258/nighttotal: $774 (3 )
Cozy Studio W/ Breakfast | Business Center & Pool
1 2
studio , Glenview
This studio apartment is conveniently located in Glenview, approximately 1.1 miles from The Glen Town Center and Kohl Children's Museum, and 2 miles from The Glen Club. This aparthotel offers a Superior Suite with a full kitchen, separate living area, workspace, complimentary breakfast buffet, indoor pool, 24-hour fitness center, and complimentary WiFi and parking.
9.6 14 reviews
Highland Park, IL
06/20 – 06/27
$546/nighttotal: $3822 (7 )
Home In Dt Libertyville Near Corp Hqs & Naval Base
4 2
apartment , Libertyville
This Libertyville apartment is located in downtown, within walking distance of the Metra train station, restaurants, shops, and other downtown attractions. This makes it a great choice for travelers who want to be close to the action. The apartment has four bedrooms and two bathrooms, comfortably accommodating up to 12 guests. It comes equipped with a full kitchen, a Keurig coffee maker, free Wi-Fi, a Roku TV, and other modern amenities.