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12 Sep - 14 Sep
In two weeks
19 Sep - 21 Sep
In one month
3 Oct - 5 Oct
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31 Oct - 2 Nov

Cottages in Highland Park

Our top choices for Highland Park cottages

Cozy 3 bedroom river cottage w/ indoor fireplace
Exterior

Cozy 3 bedroom river cottage w/ indoor fireplace

9.8 out of 10, Exceptional, (21)
"This was our second time here and was great as the first time. Its the prefect location for our event at Canlan Sports. We've already booked for next year even!Thanks!"
Cozy 3 bedroom river cottage w/ indoor fireplace
6 Mi to Naval Base: Spacious Waukegan Home w/ Yard
Interior

6 Mi to Naval Base: Spacious Waukegan Home w/ Yard

3.0 star property
10.0 out of 10, Exceptional, (1)
6 Mi to Naval Base: Spacious Waukegan Home w/ Yard
Lakehouse Getaway
Exterior

Lakehouse Getaway

8.0 out of 10, Very Good, (4)
"Had a great relaxing time. Although the main bedroom mattress was bad sleep..."
Lakehouse Getaway
Des Plaines Vacation Rental w/ Spacious Backyard!
House (3 Bedrooms) | Interior

Des Plaines Vacation Rental w/ Spacious Backyard!

3.0 star property
Des Plaines Vacation Rental w/ Spacious Backyard!
Home w/ Fenced Yard: 13 Mi to Downtown Chicago!
House (3 Bedrooms) | Interior

Home w/ Fenced Yard: 13 Mi to Downtown Chicago!

3.0 star property
Home w/ Fenced Yard: 13 Mi to Downtown Chicago!
Fox River Grove Home: Pets Welcome!
House (3 Bedrooms) | Interior

Fox River Grove Home: Pets Welcome!

3.0 star property
Fox River Grove Home: Pets Welcome!
2 Mi to Northwestern: Updated Home w/ Game Room!
House (3 Bedrooms) | Interior

2 Mi to Northwestern: Updated Home w/ Game Room!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This recently remodeled home was perfect for our family trip. It was immaculate, comfortable, spacious and well appointed. "
2 Mi to Northwestern: Updated Home w/ Game Room!
Classic Oak Park Home, 11 Mi to Downtown Chicago!
House (4 Bedrooms) | Interior

Classic Oak Park Home, 11 Mi to Downtown Chicago!

3.0 star property
Classic Oak Park Home, 11 Mi to Downtown Chicago!
Oak Park Home w/ Fire Pit - 5 Mi to Garfield Park!
House (3 Bedrooms) | Front of property

Oak Park Home w/ Fire Pit - 5 Mi to Garfield Park!

3.0 star property
10.0 out of 10, Exceptional, (1)
"So cozy. Feels like staying in a guest house with the whole place to yourself! "
Oak Park Home w/ Fire Pit - 5 Mi to Garfield Park!
Amazing summer lake escape in our waterfront cottage!!!
Exterior

Amazing summer lake escape in our waterfront cottage!!!

9.4 out of 10, Exceptional, (35)
"A perfect place to get away and not have to worry about crowds of people! The boats, the lake and pier access were the best! The owners were so kind to leave my grandkids a huge strong blowup which we tied to the pier and the kids spent hours jumping off into the water! All three of my grandkids caught their first fish right off the pier! We all kayaked for the first time! Highly recommend!"
Amazing summer lake escape in our waterfront cottage!!!
Little Fox Cottage - A Cozy Riverview Getaway
Property grounds

Little Fox Cottage - A Cozy Riverview Getaway

10.0 out of 10, Exceptional, (15)
"Really great place, the host thought of all the little things you would need which really makes it home away from home!"
The price is AED 753
AED 1,078 total
includes taxes & fees
30 Sep - 1 Oct
Little Fox Cottage - A Cozy Riverview Getaway
Riverfront Libertyville Retreat w/ Outdoor Kitchen
House (3 Bedrooms) | Interior

Riverfront Libertyville Retreat w/ Outdoor Kitchen

3.0 star property
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Romantic Lake Cottage for Two. With Patio and Firepit.
Property grounds

Romantic Lake Cottage for Two. With Patio and Firepit.

10.0 out of 10, Exceptional, (2)
"Perfect location to relax and visit with family in the area."
Romantic Lake Cottage for Two. With Patio and Firepit.
Bike & Kayak: Lakefront Prospect Heights Home
House (4 Bedrooms) | Interior

Bike & Kayak: Lakefront Prospect Heights Home

3.0 star property
Bike & Kayak: Lakefront Prospect Heights Home
Private Coach house near Lincoln Square!
Interior

Private Coach house near Lincoln Square!

Private Coach house near Lincoln Square!
The Winchester - Custom Home w Amazing Outdoors
Exterior

The Winchester - Custom Home w Amazing Outdoors

3.5 star property
The Winchester - Custom Home w Amazing Outdoors
Day Trip to Chicago: Hoffman Estates Gem!
Interior

Day Trip to Chicago: Hoffman Estates Gem!

3.0 star property
Day Trip to Chicago: Hoffman Estates Gem!
Elegant Mount Prospect Home w/ Fire Pit!
Exterior

Elegant Mount Prospect Home w/ Fire Pit!

3.0 star property
Elegant Mount Prospect Home w/ Fire Pit!
Safe Spacious Mansion Indowntown
Front of property

Safe Spacious Mansion Indowntown

4.0 star property
Safe Spacious Mansion Indowntown
The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All!
Exterior

The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All!

The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All!
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.
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Top Highland Park Hotel Reviews

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"Access to airport transportation"
Maria 1-night trip
Posted 7 days ago
Hilton Chicago O'Hare Airport

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