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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

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

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
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, (15)
"Overall, the stay was great. Slight issue in check in with the door handle being upside down, but everything else was great"
Cozy 3 bedroom river cottage w/ indoor fireplace
Beautiful+Serene+Upscale EcoGem by ALL the Action~>Beach+Lake+Ravinia+Train+Town
Dining

Beautiful+Serene+Upscale EcoGem by ALL the Action~>Beach+Lake+Ravinia+Train+Town

Beautiful+Serene+Upscale EcoGem by ALL the Action~>Beach+Lake+Ravinia+Train+Town
Lakehouse Getaway
Miscellaneous

Lakehouse Getaway

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

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

3.0 star property
2 Mi to Northwestern: Updated Home w/ Game Room!
Amazing summer lake escape in our waterfront cottage!!!
Exterior

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!
Interior

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
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
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!
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Interior

Riverfront Libertyville Retreat w/ Outdoor Kitchen

3.0 star property
Riverfront Libertyville Retreat w/ Outdoor Kitchen
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!
Classic Oak Park Home, 11 Mi to Downtown Chicago!
Fireplace

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.
Charming Illinois Retreat w/ Hot Tub, Deck & Grill
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Charming Illinois Retreat w/ Hot Tub, Deck & Grill

3.0 star property
Charming Illinois Retreat w/ Hot Tub, Deck & Grill
Fox River Grove Home: Pets Welcome!
TV

Fox River Grove Home: Pets Welcome!

3.0 star property
Fox River Grove Home: Pets Welcome!
Private Coach house near Lincoln Square!
Interior

Private Coach house near Lincoln Square!

Private Coach house near Lincoln Square!
Lakefront Prospect Heights Home: Ice Fish On-site
Interior

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!
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!
Interior

Elegant Mount Prospect Home w/ Fire Pit!

3.0 star property
Elegant Mount Prospect Home w/ Fire Pit!
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
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
Front of property - evening/night

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (297)
"The bar & pool table was really nice the room was comfy wish it had a lil more space! Overall great stay!"
The price is AED 602
AED 789 total
includes taxes & fees
31 Mar - 1 Apr
Level Chicago – Old Town
Wrigleyville Suites
Living area

Wrigleyville Suites

2.0 star property
9.4 out of 10, Exceptional, (3)
"Very good place at a very good price! Communication is the only need for improvement in my opinion. "
The price is AED 324
AED 564 total
includes taxes & fees
27 Mar - 28 Mar
Wrigleyville Suites
Bright Garden Studio
1 bedroom, desk, iron/ironing board, travel crib

Bright Garden Studio

9.0 out of 10, Wonderful, (20)
"Craig was really awesome and accommodating. The property was clean and nicely maintained. We enjoyed our stay and would definitely book again."
The price is AED 331
AED 928 total
includes taxes & fees
31 Mar - 1 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.

Frequently asked questions

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