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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Cottages in Highland Park

Lakehouse Getaway
Miscellaneous

Lakehouse Getaway

Lakehouse Getaway
6 Mi to Naval Base: Spacious Waukegan Home w/ Yard
TV, fireplace, books

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
Des Plaines Vacation Rental w/ Spacious Backyard!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Des Plaines Vacation Rental w/ Spacious Backyard!

3.0 star property
Des Plaines Vacation Rental w/ Spacious Backyard!
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!!!
Cozy 3 bedroom river cottage w/ indoor fireplace
Smart TV, fireplace

Cozy 3 bedroom river cottage w/ indoor fireplace

9.8 out of 10, Exceptional, (16)
"Lovely, updated, perfect place for a girls reunion weekend! We enjoyed our stay very much!"
Cozy 3 bedroom river cottage w/ indoor fireplace
Little Fox Cottage - A Cozy Riverview Getaway
Property grounds

Little Fox Cottage - A Cozy Riverview Getaway

10.0 out of 10, Exceptional, (15)
"The perfect place for a quiet winter weekend getaway. Relax and enjoy!"
Little Fox Cottage - A Cozy Riverview Getaway
2 Mi to Northwestern: Updated Home w/ Game Room!
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!
Oak Park Home w/ Fire Pit - 5 Mi to Garfield Park!
Exterior

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!
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!
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Interior

Riverfront Libertyville Retreat w/ Outdoor Kitchen

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

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.
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!
Bike & Kayak: Lakefront Prospect Heights Home
Interior

Bike & Kayak: Lakefront Prospect Heights Home

3.0 star property
Bike & Kayak: Lakefront Prospect Heights Home
The Winchester - Custom Home w Amazing Outdoors
3 bedrooms, iron/ironing board, free WiFi

The Winchester - Custom Home w Amazing Outdoors

3.5 star property
The Winchester - Custom Home w Amazing Outdoors
Elegant Mount Prospect Home w/ Fire Pit!
Interior

Elegant Mount Prospect Home w/ Fire Pit!

3.0 star property
Elegant Mount Prospect Home w/ Fire Pit!
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!
Private Coach house near Lincoln Square!
Interior

Private Coach house near Lincoln Square!

Private Coach house near Lincoln Square!
Safe Spacious Mansion Indowntown
Terrace/patio

Safe Spacious Mansion Indowntown

4.0 star property
Safe Spacious Mansion Indowntown
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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Frequently asked questions

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