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Search Cottages in Highland Park

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Compare 24 Cottages in Highland Park with updated reviews, rates, and availability.

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

Cozy 3 bedroom river cottage w/ indoor fireplace

9.8 out of 10, Exceptional, (16)
"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

Lakehouse Getaway

Lakehouse Getaway

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!

Amazing summer lake escape in our waterfront cottage!!!

9.4 out of 10, Exceptional, (35)
"This is the 2nd time we rented this property and both times we had a great time . Kind of a quirky place with a mix of old and new. The grandkids loved a lot of the 50+ year old games. Hosts were easy to contact and replied quickly to any questions or concerns."
Amazing summer lake escape in our waterfront cottage!!!

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

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

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!"
The price is SAR 619
SAR 939 total
includes taxes & fees
5 May - 6 May
Little Fox Cottage - A Cozy Riverview Getaway

Des Plaines Vacation Rental w/ Spacious Backyard!

3.0 star property
Des Plaines Vacation Rental w/ Spacious Backyard!

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!

3.0 star property
Classic Oak Park Home, 11 Mi to Downtown Chicago!

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!

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!

3.0 star property
Fox River Grove Home: Pets Welcome!

Private Coach house near Lincoln Square!

Private Coach house near Lincoln Square!

Lakefront Prospect Heights Home: Ice Fish On-site

3.0 star property
Lakefront Prospect Heights Home: Ice Fish On-site

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!

3.0 star property
Elegant Mount Prospect Home w/ Fire Pit!

Safe Spacious Mansion Indowntown

4.0 star property
Safe Spacious Mansion Indowntown

The Winchester - Custom Home w Amazing Outdoors

3.5 star property
The Winchester - Custom Home w Amazing Outdoors
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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Other property types in Highland Park

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (305)
"Front desk was very friendly and helpful. We had a corner unit and the view was great. The unit was very comfortable and clean."
The price is SAR 837
SAR 1,066 total
includes taxes & fees
1 May - 2 May
Level Chicago – Old Town

Wrigleyville Suites

2.0 star property
8.8 out of 10, Excellent, (5)
"Very good place at a very good price! Communication is the only need for improvement in my opinion. "
The price is SAR 486
SAR 758 total
includes taxes & fees
28 Apr - 29 Apr
Wrigleyville Suites

Bright Garden Studio

9.0 out of 10, Wonderful, (21)
"Great Location"
The price is SAR 300
SAR 873 total
includes taxes & fees
29 Apr - 30 Apr
Bright Garden Studio
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.