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
Oct 5 – 12
ﺩ.ﺇ361 per night
Guest favorite
Cottage in Barrington
5.0 out of 5 average rating, 60 reviewsCozy French Inspired Cottage in rural setting
Nov 25 – Dec 2
ﺩ.ﺇ1,101 per night
Guest favorite
Cottage in Fox River Grove
4.94 out of 5 average rating, 51 reviewsLittle Fox Cottage - A Cozy Riverview Getaway
Mar 19 – 26
ﺩ.ﺇ878 per night
Guest favorite
Cottage in Highland Park
4.96 out of 5 average rating, 47 reviewsRe-imagined 1880s cottage by Highwood, Metra, Lake
Aug 13 – 20
ﺩ.ﺇ1,054 per night
Superhost
Cottage in Crest Hill
City seaside retreat
Mar 25 – Apr 1
ﺩ.ﺇ569 per night
Cottage in Naperville
New place to stayHome: Your Cozy Getaway
Jun 8 – 15
ﺩ.ﺇ554 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 30 – Oct 7
ﺩ.ﺇ217 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
Aug 31 – Sep 7
ﺩ.ﺇ307 per night
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