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8 Aug - 10 Aug
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Cottages in Winnetka

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
Des Plaines Vacation Rental w/ Spacious Backyard!
Outdoor dining

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!
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!
8 Mi to Chicago: Oak Park Home w/ Fenced Backyard!
House (3 Bedrooms) | Interior

8 Mi to Chicago: Oak Park Home w/ Fenced Backyard!

3.0 star property
8 Mi to Chicago: Oak Park Home w/ Fenced Backyard!
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!
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Outdoor dining

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!
13 Mi to Dtwn Chicago: Maywood Home w/ Fireplace
Interior

13 Mi to Dtwn Chicago: Maywood Home w/ Fireplace

3.0 star property
13 Mi to Dtwn Chicago: Maywood Home w/ Fireplace
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
Safe Spacious Mansion Indowntown
Front of property

Safe Spacious Mansion Indowntown

4.0 star property
Safe Spacious Mansion Indowntown
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!
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!
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 Winnetka Hotel Reviews

Freehand Chicago

Freehand Chicago

10/10 Excellent
"Close to the train"
Heidi 2-night trip
Posted 21 hours ago
Freehand Chicago