Hillside Cottages

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Cottages in Hillside

Pet-friendly Abode, 2 Mi to Dtwn Evanston!

Evanston IL

With a stay at this cottage in Evanston (South Evanston), you'll be within a 5-minute drive of Lake Michigan and Loyola University Chicago.

Oak Park Home w/ Grill - 5 Mi to Garfield Park!

Oak Park IL

With a stay at this cottage in Oak Park, you'll be within a 15-minute drive of United Center and University of Illinois Chicago.

Cozy Westmont Home: Walk to Metra Station!

Westmont IL

Located in Westmont, this cottage is a 4-minute drive from Ty Warner Park and 7 minutes from Advocate Good Samaritan Hospital.

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

Evanston IL

With a stay at this cottage in Evanston (Church & Dodge), you'll be within a 10-minute drive of Lake Michigan and Northwestern University.

Classic Oak Park Home, 11 Mi to Downtown Chicago!

Oak Park IL

Located in Oak Park, this cottage is within a 15-minute drive of United Center and University of Illinois Chicago.

Peaceful Warrenville Home: 1 Mi to Herrick Lake!

Warrenville IL

Located in Warrenville, this cottage is within a 5-minute drive of Arrowhead Golf Club and Nike Sports Complex.

Home w/ Office + Yard: 25 Mi to Downtown Chicago!

Glen Ellyn IL

Located in Glen Ellyn, this cottage is within a 5-minute drive of Lilacia Park and Wheaton College.

Glendale Heights Home With Office and Backyard!

Glendale Heights IL

With a stay at this cottage in Glendale Heights, you'll be within a 5-minute drive of Bloomingdale Park District Museum and Bowlero Glendale Heights.

Pet Friendly: 8 Mi to Chicago - Fenced Backyard!

Oak Park IL

With a stay at this cottage in Oak Park, you'll be within a 10-minute drive of United Center and University of Illinois Chicago.

Shop, Dine & Unwind: Oak Park Home w/ Private Yard

Oak Park IL

With a stay at this cottage in Oak Park, you'll be within a 10-minute drive of United Center and University of Illinois Chicago.

1 Mi to Metra: Estate w/ Theater, Game Room & More

Northbrook IL

With a stay at this cottage in Northbrook, you'll be within a 10-minute drive of Lake Michigan and Northbrook Village Hall.

Pet-friendly Bartlett Farmhouse w/ Deck!

Hanover Park IL

When you stay at this cottage in Hanover Park, you'll be within a 10-minute drive of Wintrust Field and Heavenly Massage.

Don't see what you're looking for?

See all available properties in Hillside

View all properties

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.