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Holiday Homes in Highland Park

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Featured Holiday Homes in Highland Park

Fridge, microwave, oven, stovetop
Lincoln Park Living - Suite 2!
10.0 out of 10, Exceptional, (2)
"Location can't be beat. 15 min drive to Lincoln Park Zoo though (which was our destination) -not 3 min We were so happy with the location and it had all that we needed stocked. Finding free parking was relativrly easy which is a great plus. But if you are looking for a quiet place, this is not for you. You have to sacrifice peace & quiet for the location"
Lincoln Park Living - Suite 2!
TV
Luxury Downtown Penthouse with Private Rooftop!
10.0 out of 10, Exceptional, (4)
"Good host"
Luxury Downtown Penthouse with Private Rooftop!
Private kitchen
Your Next Vacation Home
10.0 out of 10, Exceptional, (9)
"This home was very Beautiful and More Spacious than expected with a Beautiful back yard that we sadly didn’t get to enjoy because of the rain. The house location was great with A lot of stores and restaurants nearby. Next time we have a Family gathering I definitely will be rebooking"
The price is AU$470
per night
3 June - 4 June
Your Next Vacation Home
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Fridge, microwave, oven, stovetop
Game room/King Bed /Wi-Fi/Deck + Fire Pit
10.0 out of 10, Exceptional, (13)
"Relaxing, quiet and clean neighborhood. Love the retro decor. Kitchen is well equipped for those that might want to cook. A few branches were down in backyard, furniture wasn't set out yet such as outdoor dining table and chairs or gazebo, but overall property was in good condition. Thank you for a relaxing place to stay."
The price is AU$650
per night
22 May - 23 May
Game room/King Bed /Wi-Fi/Deck + Fire Pit
Smart TV, table football, stereo
Freshly Remodeled Cozy Home
10.0 out of 10, Exceptional, (15)
"Place was clean and decor was nice and owner responed very nice to any questions."
Freshly Remodeled Cozy Home
Fridge, microwave, oven, stovetop
Updated Forest Park 3 BR Bungalow
10.0 out of 10, Exceptional, (82)
"This vrbo exceeded expectations from the photos. The vrbo was extemely clean, well maintained, and our dog enjoyed the yard. We also felt very safe walking at night and really enjoyed the proximity to Oak Park attractions, and the green line el stop is a 5 minute walk away. We intend to stay again when visiting the Chicago suburbs!"
Updated Forest Park 3 BR Bungalow
Fridge, microwave, oven, stovetop
Lincoln Park Living - Suite 1
10.0 out of 10, Exceptional, (1)
"You could not ask for a better location to explore Chicago. Quick drive to all the sights. Apartment was very clean and well equipped. A great vacation spot!"
Lincoln Park Living - Suite 1
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
10.0 out of 10, Exceptional, (150)
"We had a little spring break getaway, and this was a perfect home base. Host was responsive and helpful, and the house had everything we needed to have a home away from home. Highly recommend this location, lots of space and a central location."
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
Fridge, microwave, oven, stovetop
Historic Coach House in Evanston One Block to Beach and Close to Town and NU!
10.0 out of 10, Exceptional, (14)
"A perfect, quiet, but centrally-located destination on the North Shore in Evanston, there's nothing but good about this historic coach house a block from Lake Michigan. The apartment is beautifully furnished, and full of light and charm. Comfortable room sizes, and lots of closets. Easy to access and very private and quiet. A nice roomy kitchen, with a pleasant dining area. Could not ask for a better getaway locale in Evanston. Will definitely be back soon."
Historic Coach House in Evanston One Block to Beach and Close to Town and NU!
Exterior
Private Get A Way
10.0 out of 10, Exceptional, (6)
"A group of us stayed here for sons graduation from Great Lakes navy base. It was 20 minutes to base. We had plenty of room for my family and my son’s friends. Beautiful home, very clean, hot tub was a nice bonus. The neighborhood was nice and quiet. We would stay again."
Private Get A Way
Exterior
Modern living & Walk to downtown Libertyville ★ Great for Navy Graduations
10.0 out of 10, Exceptional, (3)
"The house was excellent and had lots of room. Very nice area."
Modern living & Walk to downtown Libertyville ★ Great for Navy Graduations
Exterior
Breathtaking home close to Schaumburg, Chicago
9.8 out of 10, Exceptional, (37)
"It was a perfect location and plenty of space for family of 8 plus visiting friends. Mike was a great host and we got to enjoy some firewood he had set up for us to have a fire. Highly recommend! The description says 4 bathrooms and there are 3 bathrooms…the only discrepancy."
Breathtaking home close to Schaumburg, Chicago
Exterior
Charming Oak Park Home w/ Private Fire Pit!
9.8 out of 10, Exceptional, (8)
"Me and my family stayed there and it has to be my favorite place when visiting family there was more than enough room for local family members to come and visit, the beds were so comfortable and the place was stocked with everything we needed. Communication was perfect we had to stay an extra day and they let us book it with no problem. Would definitely book to stay at again."
Charming Oak Park Home w/ Private Fire Pit!
Fridge, microwave, oven, stovetop
Brownstone in Gold Coast - Downtown
9.8 out of 10, Exceptional, (8)
"The fam went for a mini vacay to get away, immerse in Chicago culture, check out colleges, and vibe with the scene. This was the perfect place to freely explore the top attractions and more. Transportation is effortless from this shoreline location. Enjoy the authentic parts of life as a Chicagoan. There is a lot of space for the size and parking was available a majority of the time. The owners are prompt, organized and make the process super simple."
Brownstone in Gold Coast - Downtown
Fridge, microwave, oven, stovetop
Cheery 2+bedroom home with free parking on premises
9.8 out of 10, Exceptional, (23)
"This property was overall pretty nice. We traveled with four adults and two pets. It would be nice if there was a gate at the back stairs to prevent pets from heading down there. The stairs are fairly steep. I know that Illinois recycles just about everything, but it would be very nice if there was a separate bin in the kitchen for recycling. It was not convenient to walk all the way outside and through the gate put recycling away. The upstairs bathroom lacked extra towels, there were no...
Cheery 2+bedroom home with free parking on premises
Exterior
A quiet stay while you are away
9.8 out of 10, Exceptional, (26)
"Jay was a perfect host, house location was great, house was clean, neighborhood quiet. Jay supplied us with coffee, which we were not expecting - thanks Jay, that was a bonus. :). If and when I come back to Chicago I know where I will be staying. Thanks again Jay. Best, Maddie"
The price is AU$377
per night
22 May - 23 May
A quiet stay while you are away
Exterior
Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops
9.8 out of 10, Exceptional, (25)
"Amazing location, well appointed and easy to work with. 5⭐️"
Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops
Fridge, microwave, oven, stovetop
Beautiful, Remodeled Penthouse Unit in Old Town!
9.6 out of 10, Exceptional, (7)
"This property is huge for a city apartment. Our family of 5 (two parents, three kids) had plenty of space. The newly updated kitchen is very pretty. It is a short walk to many restaurants and Lincoln Park Zoo. The property manager was very responsive to my questions. We would definitely stay here again."
Beautiful, Remodeled Penthouse Unit in Old Town!
Smart TV, stereo
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
9.6 out of 10, Exceptional, (8)
"The proximity to Great Lakes Recruitment Center, Sarge’s Meet & Greet, restaurants, etc. is perfect. We were in town for our son’s boot camp graduation and knew we wanted more room to hang out than a typical hotel room would offer. It was great to be able to relax, watch movies, just hang out with our sailor for the precious two days we had. This place has location, location, location if you’re coming in for boot camp graduation."
The price is AU$357
per night
26 May - 27 May
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
Fridge, microwave, oven, stovetop
3 Flat Building Downtown - With Private Patios
9.6 out of 10, Exceptional, (5)
"This house allowed 30 people to stay comfortably sharing beds. The neighborhood requires ubering to other locations, but works for large groups. The house was fairly clean."
3 Flat Building Downtown - With Private Patios
Don't see what you're looking for?
See all available properties in Highland Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Highland Park

Exterior
Walking distance to restaurants, shops and Lake Michigan,
9.8 out of 10, Exceptional, (157)
"Great property and Ross is a wonderful host. Even recommended dinner spots Hope to stay here again"
Walking distance to restaurants, shops and Lake Michigan,
Front of property - evening/night
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, (207)
"Nice"
The price is AU$357
per night
27 May - 28 May
Level Chicago – Old Town
Private kitchen
Modern Luxe home w/Gameroom and Electric Fireplace
8.4 out of 10, Very good, (6)
"We really loved our stay at this house with group of our friends. This place was just perfect, newly renovated and exactly looked like it is in pictures. The house has everything needed from games in basement to the cozy beds to rest at night. Host was incredibly responsive and made us feel right at home. Recommended nearby places to explore and we had a great getaway overall. I would stay here again when in town. 10/10!!"
Modern Luxe home w/Gameroom and Electric Fireplace
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Highland Park Holiday Homes information

Number of reviews
372
Accommodation
483 Holiday Homes
Lowest Price
AU$357
Highest Price
AU$650

Recent Reviews in Highland Park
Expedia verified reviews

Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

5/5 Excellent
"Enjoyed the service and food."
A verified traveller stayed at Loews Chicago O'Hare Hotel
Posted 4 hours ago
Loews Chicago O'Hare Hotel