Cottage vacation rentals in Chicago
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Chicago
Guests agree: these cottages are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago cottage rentals
Cottage rentals with free parking
Guest favorite
Cottage in Merrillville
4.89 out of 5 average rating, 184 reviewsThe Hideaway
Jun 30 – Jul 7
€ 157 per night
Guest favorite
Cottage in Barrington
5.0 out of 5 average rating, 60 reviewsCozy French Inspired Cottage in rural setting
Jan 1 – 8
€ 312 per night
Guest favorite
Cottage in Fox River Grove
4.94 out of 5 average rating, 51 reviewsLittle Fox Cottage - A Cozy Riverview Getaway
Jan 23 – 30
€ 163 per night
Guest favorite
Cottage in Highland Park
4.96 out of 5 average rating, 48 reviewsRe-imagined 1880s cottage by Highwood, Metra, Lake
Oct 16 – 23
€ 290 per night
Superhost
Cottage in Crest Hill
City seaside retreat
Apr 3 – 10
€ 172 per night
Cottage in Naperville
New place to stayHome: Your Cozy Getaway
Jul 13 – 18
€ 202 per night
Guest favorite
Room in Chicago
4.96 out of 5 average rating, 259 reviewsTop floor of a city cottage (up to 6 guests)
Sep 25 – Oct 2
€ 75 per night
Guest favorite
Room in North Riverside
4.95 out of 5 average rating, 246 reviewsThe Sable Creek Room at the Cape Cod in Riverside
Feb 19 – 26
€ 73 per night
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