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Featured Cottages in Chicago

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Amazing Summer Lake Escape in our Waterfront Cottage!!!

Amazing Summer Lake Escape in our Waterfront Cottage!!!

Ingleside, IL
A garden is available at this cottage.
 
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A Diamond in the Rough

A Diamond in the Rough

Fox Lake, IL
This cottage features a water park and barbecue grills.
 
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Cute Waterfront Cottage On Long Lake W/ 50 Foot Private Dock & Pier

Cute Waterfront Cottage On Long Lake W/ 50 Foot Private Dock & Pier

Ingleside, IL
A garden is available at this cottage.
 
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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…

Top Trending Hotels in Chicago

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$98
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5.0 85 East Wacker Drive, Chicago, IL
Located in The Loop, this luxury hotel is steps from Chicago Riverwalk and Michigan Avenue. Grant Park and Chicago Theatre are also within 10 minutes. Clark-Lake Station is 7 minutes by foot and State Station is 8 minutes.
 
$115
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5.0 127 West Huron, at LaSalle, Chicago, IL
Located in River North, this luxury hotel is within a 10-minute walk of State Street, Michigan Avenue, and Northwestern Memorial Hospital. Chicago Riverwalk and House of Blues Chicago are also within 15 minutes. Chicago Station (Brown Line) is 6 minutes by foot and Chicago Station (Red Line) is 6 minutes.
 
$189
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 out of 5.0 20 E Chestnut St, Chicago, IL
Located in Near North Side, this luxury hotel is within a 5-minute walk of State Street, Water Tower Place, and John Hancock Center. Chicago Water Tower and Michigan Avenue are also within 10 minutes. Chicago Station (Red Line) is only a 3-minute walk and Grand Station (Red Line) is 10 minutes.
 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.