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36 Lodgings in Highland Park, IL
9.8 18 reviews
Highland Park, IL
08/15 – 09/15
$299/nighttotal: $9269 (31 )
Home W/ Porch In Dt Libertyville Near Naval Base
3 2
apartment , Libertyville
This Libertyville vacation home is conveniently located less than 1.2 miles from MainStreet Libertyville, offering easy access to shopping, dining, and attractions like Lambs Farm and Pine Meadow Golf Club (within 3 miles). This three-bedroom, two-bathroom house comfortably sleeps 10 guests and features a fully equipped kitchen, free Wi-Fi, a garden, parking, and is pet-friendly.
Highland Park, IL
08/15 – 09/15
$197/nighttotal: $6107 (31 )
56 M² Apartment ∙ 1 Bedroom ∙ 2 Guests
1 2
apartment , Evanston
This one-bedroom furnished apartment is located in Evanston, 12 miles north of downtown Chicago and adjacent to Northwestern University. This 600-square-foot unit accommodates up to two guests and includes a fully equipped kitchen, superior quality linens, a smart TV, and on-site laundry, parking, and pet-friendly options.
This studio apartment is conveniently located in Highland Park's Rivinia Business District, just a short walk from the lakefront, the Chicago Botanic Gardens, and the Metra station. It boasts excellent ratings for location, cleanliness, and overall user experience. This quiet, private apartment is perfect for two guests and features a fully equipped kitchen, a comfortable living space, and a modern bathroom. Guests can enjoy free amenities such as parking, laundry, and a fitness center, making it an ideal choice for travelers seeking a comfortable and convenient stay.
10 46 reviews
Highland Park, IL
08/28 – 08/30
$879/nighttotal: $1758 (2 )
Lake Forest Country Estate
2 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.
9.4 3 reviews
Highland Park, IL
08/15 – 09/15
$217/nighttotal: $6727 (31 )
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
08/15 – 09/15
$371/nighttotal: $11501 (31 )
Cozy 4bd 2ba Home Near Downtown / Metra
1 2
apartment , Highland Park
This 4-bedroom, 2-bathroom rental residence is located in Highland Park, just blocks from downtown Highwood and Highland Park, and 0.2 miles from the Metra station. This pet-friendly apartment offers a capacity of 8 guests with air conditioning, a kitchen, and internet, featuring an open-concept layout and brand-new flooring.
10 49 reviews
Highland Park, IL
08/02 – 08/04
$471/nighttotal: $942 (2 )
Cozy Neighborhood Escape: Near Northwestern-chicago-beaches & More
1 2
apartment , Evanston
This Evanston apartment is in the arts district, close to shops, restaurants, the lakefront, Northwestern University, and major hospitals. Guests have consistently rated this rental excellent. This 1-bedroom, 1-bathroom home comfortably sleeps 4 guests. The apartment includes a full kitchen, a Jacuzzi, a garden, parking, a smart TV, laundry, and free coffee and board games.
9.9 42 reviews
Highland Park, IL
08/28 – 08/30
$917/nighttotal: $1834 (2 )
North Shore Blue-door Bungalow
3 2
apartment , Highland Park
This charming bungalow is located in Highland Park, just across from Sunset Park and a short walk from both Highland Park Hospital and the vibrant Uptown area. You'll be close to all the action while still enjoying a peaceful retreat in a quiet neighborhood. The three-bedroom home comfortably sleeps four guests. It's perfect for families or groups of friends looking for a comfortable and well-equipped place to stay. The bungalow includes a full kitchen, air conditioning, free parking, and high-speed internet.
9.6 8 reviews
Highland Park, IL
08/15 – 09/15
$258/nighttotal: $7998 (31 )
Lovely Duplex In Dt Libertyville Near Naval Base!
3 2
apartment , Libertyville
This Libertyville apartment is located in downtown Libertyville, a trendy town with several restaurants and shops, about an hour north of Chicago and an hour south of Milwaukee. It has an excellent user rating, making it a popular choice for travelers. This 3-bedroom, 1-bathroom rental can accommodate up to 8 guests. The apartment includes a fully equipped kitchen, a garden, parking, and a variety of amenities, making it a comfortable and convenient place to stay.
9.8 202 reviews
Highland Park, IL
09/03 – 09/13
$212/nighttotal: $2120 (10 )
Lovely Studio Near The Beach! (And Heated Floors!)
1 2
apartment , Highland Park
This studio apartment is located in Highland Park, within easy walking distance of downtown Highland Park, Highwood, and the beach, making it a great base for exploring the area. It has received excellent user ratings for its location, cleanliness, and overall experience. The studio has a separate sleeping area, living area, and dining nook, comfortably accommodating up to three guests. It includes a fully equipped kitchen, a cozy living space, a comfortable bed, and thoughtful amenities like coffee, a French press, a milk frother, and a variety of books and games.
9.9 15 reviews
Highland Park, IL
08/28 – 08/30
$1181/nighttotal: $2362 (2 )
Bohemian Bungalow - Highwood, Navy Base, & Ravinia
3 2
apartment , Highland Park
This Highland Park rental is located between Highland Park and Highwood, offering convenient access to dining, music, and shopping, with the Metra train station a short walk away for travel to Chicago and the Naval Station, and proximity to Ravinia, the beach, and a bike path. This 3-bedroom, 1-bathroom apartment accommodates up to 5 guests and features a full kitchen with a retro fridge, a dedicated office space, a small fenced yard with a firepit, and entertainment options like a SmartTV and Bluetooth speaker.
Highland Park, IL
08/15 – 09/15
$187/nighttotal: $5797 (31 )
Cozy Apartment In Dt Libertyville, Near Naval Base
1 2
apartment , Libertyville
This one-bedroom, one-bathroom apartment is located in downtown Libertyville, a 10-minute walk from the Libertyville train station and a 5-minute drive from Lambs Farm. This pet-friendly rental offers Wi-Fi, air conditioning, a full kitchen with a microwave and dishwasher, and barbecue facilities in the garden, accommodating up to two guests.
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.
10 1 review
Highland Park, IL
09/03 – 09/13
$447/nighttotal: $4470 (10 )
Highwood Haven- 4 Bedroom Steps To Train Station!
4 2
apartment , Highwood
This apartment rental is located in downtown Highwood, a 4-minute drive from Lake Michigan and an 11-minute drive from Park Avenue Boating-Fishing Beach, with Highwood Station accessible within a 9-minute walk. This 4-bedroom, 2-bathroom rental accommodates up to 11 guests and features on-site parking, a full kitchen with an oven and microwave, in-unit laundry, air conditioning, and Wi-Fi, with proximity to Ravinia Green Country Club and Conway Farms Golf Club.
9.6 14 reviews
Highland Park, IL
08/15 – 09/15
$383/nighttotal: $11873 (31 )
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.
Highland Park, IL
08/15 – 09/15
$151/nighttotal: $4681 (31 )
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 36 reviews
Highland Park, IL
08/28 – 08/30
$1034/nighttotal: $2068 (2 )
North Shore - Home Away From Home
1 2
apartment , Highland Park
This Highland Park home is just a short distance from the downtown area, offering easy access to shops, restaurants, and the scenic lakefront. The quiet neighborhood provides a peaceful retreat, perfect for families looking to relax and enjoy their time together. This 4-bedroom, 2-bathroom home comfortably accommodates up to 6 guests. The home offers amenities like a fully equipped kitchen, air conditioning, a garden, and parking, along with family-friendly features like a large family room with foosball, video games, and a toy closet.
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
9.9 176 reviews
Highland Park, IL
09/03 – 09/13
$343/nighttotal: $3430 (10 )
Executively Appointed Condo, W/resort Amenities, Ind Gar, Pool, Gym+ Biz Lounge
2 2
apartment , Evanston
This modern condo is located in downtown Evanston, just steps from Northwestern University and Loyola, with Kellogg School of Management a short distance away. The apartment receives excellent ratings for location, cleanliness, and overall user experience. The 1-bedroom, 1-bathroom apartment comfortably sleeps 4 guests. Enjoy resort-style amenities like a fitness center, swimming pool, and outdoor terrace, along with a fully equipped kitchen and high-speed internet.
10 21 reviews
Highland Park, IL
08/28 – 08/30
$811/nighttotal: $1622 (2 )
"Hope Of Evanston" 180°view, 2bdr +2bath Urban Luxury
2 2
apartment , Evanston
This Evanston apartment rental is conveniently located 1.3 miles from Lake Michigan and Northwestern University, a short walk from the Davis Metra Station. The two-bedroom, two-bathroom unit sleeps five, features a private balcony, in-unit fireplace, fully equipped kitchen with microwave and dishwasher, and access to a building swimming pool and fitness center.
9.8 191 reviews
Highland Park, IL
08/28 – 08/30
$584/nighttotal: $1168 (2 )
Chicago's Hidden Treasure, "Evanston, Il"
2 2
apartment , Evanston
This Evanston apartment is located just steps from Northwestern University, Loyola, and Kellogg, with easy access to downtown Chicago via public transportation. This rental has received excellent ratings for location, cleanliness, and user experience. The 2-bedroom, 1-bathroom condo comfortably sleeps up to 5 guests. Enjoy resort-style amenities such as a fitness center, swimming pool, and outdoor terrace, as well as entertainment options like a movie theater and high-speed internet with streaming services.
10 42 reviews
Highland Park, IL
09/03 – 09/13
$719/nighttotal: $7190 (10 )
"Unity Of Evanston" 3 Bdr+2ba Modernluxe High Rise
3 2
apartment , Evanston
This Evanston apartment is conveniently located just over a mile from Northwestern University and Lake Michigan, making it a great choice for travelers wanting to explore the area. Guests consistently rate the apartment excellent, highlighting its comfortable and well-maintained accommodations. This 3-bedroom unit offers 1400 square feet of space, comfortably accommodating up to 7 guests. Enjoy a range of amenities including a swimming pool, fitness center, and a private balcony, perfect for relaxing after a day of exploring Evanston.
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
9.8 87 reviews
Highland Park, IL
08/28 – 08/30
$779/nighttotal: $1558 (2 )
A Wonderful Getaway Home On The North Shore!
1 2
apartment , Highland Park
This two-bedroom house is located in Highland Park, just a short walk from Ravinia and the Botanic Gardens, offering easy access to cultural attractions and green spaces. The accommodation has consistently received excellent ratings for user experience, location, and cleanliness. This comfortable home can accommodate up to four guests and features a spacious layout with two bedrooms and a semi-finished basement. The fully equipped kitchen, private backyard patio with a grill, and Alexa for entertainment provide everything you need for a relaxing and enjoyable stay.
8.7 1223 reviews
Highland Park, IL
08/02 – 08/04
$205/nighttotal: $410 (2 )
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.
Highland Park, IL
08/02 – 08/04
$564/nighttotal: $1128 (2 )
Charming Contemporary Family Home 3 Bedroom Home By Redawning
1 2
house , Glenview
This Glenview house is conveniently located just 1.1 km from the Golf Mill Shopping Center and within 5 km of Advocate Lutheran General Hospital, Glenbrook Hospital, The Glen Club, and Kohl Children's Museum. This makes it easy to access Glenview's main attractions, hospitals, and shopping. The home has 3 bedrooms, comfortably accommodating families or groups. The property also includes a private yard, free Wi-Fi, a Smart TV, a washing machine, a refrigerator, a barbecue grill, and a coffee/tea maker.
10 32 reviews
Highland Park, IL
08/02 – 08/04
$315/nighttotal: $630 (2 )
4 Bedroom, 2 Full Bath. Centrally Located. Near O'hare Airport And Attractions
4 2
apartment , Glenview
This Glenview vacation home is conveniently located 1.1 miles from the Golf Mill Shopping Center and within 3 miles of Glenbrook Hospital and The Glen Club. This 1800-square-foot house features four bedrooms, two bathrooms, and in-unit laundry, comfortably accommodating up to six guests and offering a fully equipped kitchen with appliances including a dishwasher.
Best Highland Park, IL accommodation with a kitchen
Highland Park, IL
08/15 – 09/15
$280/nighttotal: $8680 (31 )
Highwood Haven- 4 Bedrooms Steps To Train Station!
1 2
apartment , Highwood
This 4-bedroom, 2-bathroom apartment is located on the second floor in downtown Highwood, offering prime walkability to the Highwood train station and is two train stops from the Great Lakes Naval Base. This accommodation accommodates up to 11 guests and features a fully equipped kitchen, air conditioning in all rooms, high-speed internet with YouTube TV, and parking for two cars.
Highland Park, IL
08/15 – 09/15
$268/nighttotal: $8308 (31 )
Furnished Lake Forest 3br Townhome Monthly Housing Near Great Lakes
3 2
apartment , Lake Forest
This Lake Forest vacation rental is a 7-minute walk from Market Square and a 3-minute drive from Lake Michigan, offering easy access to the East Lake Forest train station. This 1400-square-foot house features 3 bedrooms, 2 bathrooms, a fully equipped kitchen with a dishwasher and microwave, in-unit laundry, and parking; it comfortably accommodates up to six guests and is near Conway Farms Golf Club and Six Flags Great America.
9.9 18 reviews
Highland Park, IL
09/03 – 09/13
$643/nighttotal: $6430 (10 )
Highland Park Retreat
1 2
apartment , Highland Park
This Highland Park apartment is conveniently located just a short walk from the downtown area, the Metra train station, Ravinia, and Lake Michigan. Guests consistently rate this rental excellent for location, cleanliness, and overall experience. The apartment features 4 bedrooms and 3 bathrooms, comfortably accommodating up to 5 guests. Enjoy a spacious kitchen, a private patio, a fire pit, a sun room, an air hockey table, and a Peloton.
10 13 reviews
Highland Park, IL
07/30 – 08/02
$125/nighttotal: $375 (3 )
Studio 6 Vernon Hills|ada Queen Bed,ri Shower,nsmk|kitchen
1 2
studio , Vernon Hills
This Mettawa studio apartment is located 17 miles from Six Flags Great America and 27 miles from Chicago O'Hare International Airport, offering lakefront access for motor boating and proximity to the Marriott Theatre and Raupp Memorial Museum. This 300 sq ft accommodation includes a separate bedroom and kitchen with a dining table, air conditioning, free WiFi, and on-site parking, accommodating up to two guests and two pets for an additional fee.
