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Featured Cottages in Chicago
6 Mi to Naval Base: Spacious Waukegan Home w/ Yard
Cozy Westmont Home: Walk to Metra Station!
“The cottage” 2 bedrooms cozy and private home
Country Club Hills Home: Walk to Rec Center!
Classic Oak Park Home, 11 Mi to Downtown Chicago!
Oak Park Home w/ Fire Pit - 5 Mi to Garfield Park!
Glendale Heights Home With Office and Backyard!
Des Plaines Vacation Rental w/ Spacious Backyard!
Charming Oak Park Retreat w/ Fenced Backyard!
Peaceful Warrenville Home: 1 Mi to Herrick Lake!
Family-friendly Villa Park Home: 16 Mi to Chicago!
Top trending hotels in Chicago
Hyatt Regency Chicago
Chicago Cottages For Rent
Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Chicago that will make you feel like you’ve stepped inside your vacation dreams.
The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.
These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Chicago is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?
Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…
Chicago Cottages essential information
Accommodation | 24 Cottages |
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Lowest Price | CA $134 |
Highest Price | CA $200 |
Popular accommodation | 6 Mi to Naval Base: Spacious Waukegan Home w/ Yard, Cozy Westmont Home: Walk to Metra Station!, “The cottage” 2 bedrooms cozy and private home, Country Club Hills Home: Walk to Rec Center!, Classic Oak Park Home, 11 Mi to Downtown Chicago!, Oak Park Home w/ Fire Pit - 5 Mi to Garfield Park!, Glendale Heights Home With Office and Backyard!, Des Plaines Vacation Rental w/ Spacious Backyard!, Charming Oak Park Retreat w/ Fenced Backyard!, Peaceful Warrenville Home: 1 Mi to Herrick Lake!, Family-friendly Villa Park Home: 16 Mi to Chicago!, Spacious Family Glenwood Estates Home w/ Hot Tub! |