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Holiday rentals with breakfast in Downtown Chicago
Find and book unique rentals with breakfast on Airbnb
Top-rated rentals with breakfast in Downtown Chicago
Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for rentals with breakfast in Downtown Chicago
House rentals with breakfast
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Home in Whiting
4.8 out of 5 average rating, 240 reviewsWhiting Getaway
![](https://a0.muscache.com/im/pictures/5c567ec4-1b68-47d3-9a13-024171db9da5.jpg?im_w=720)
Home in Chicago
4.86 out of 5 average rating, 119 reviewsSoak Up Mid-Century Style in Wrigleyville and Boystown
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Home in Chicago
4.98 out of 5 average rating, 66 reviewsLuxe SFH Bucktown Retreat with Garage Parking
![](https://a0.muscache.com/im/pictures/miso/Hosting-898220573057721211/original/d019098b-030d-4891-b5ff-043de7c8315d.jpeg?im_w=720)
Home in Westchester
4.95 out of 5 average rating, 65 reviewsJacuzzi, King Beds, Easy Access to DT Chicago!
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Home in Forest Park
4.99 out of 5 average rating, 79 reviewsNEW Gather in spacious 3 bedroom 2 bath home
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Home in Chicago
4.95 out of 5 average rating, 42 reviewsThe Ivy at Wrigley field by Wrigleyville Oasis
![](https://a0.muscache.com/im/pictures/miso/Hosting-51270516/original/890e075e-9785-4289-8370-b5b169aac86c.jpeg?im_w=720)
Home in Chicago
5 out of 5 average rating, 3 reviewsCozy 4-Bedroom House with Patio
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Home in Chicago
5 out of 5 average rating, 10 reviewsBig 4BR/3.5BA Home Near Everything!
Apartment rentals with breakfast
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Rental unit in Berwyn
4.99 out of 5 average rating, 259 reviewsBerwyn Betty Apartment
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Rental unit in Chicago
4.92 out of 5 average rating, 217 reviewsCozy Private Coach House
![](https://a0.muscache.com/im/pictures/72297617/05b8d173_original.jpg?im_w=720)
Rental unit in Chicago
4.83 out of 5 average rating, 494 reviewsRelaxed Bucktown/Wicker Park 1B Apt
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Rental unit in Chicago
4.97 out of 5 average rating, 159 reviewsDecompress on a Sophisticated Chaise at a Glamorous Hideaway
![](https://a0.muscache.com/im/pictures/21f4b0fb-a93f-42bc-8bde-4904d17b457f.jpg?im_w=720)
Rental unit in Hillside
4.84 out of 5 average rating, 155 reviewsEasy, Cool, safe place to stay.
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Rental unit in Berwyn
4.9 out of 5 average rating, 220 reviews“Dream slice of urban homesteading.”
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Rental unit in Chicago
4.93 out of 5 average rating, 333 reviewsWrigleyville 75 yards from Wrigley Field
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Rental unit in Evanston
4.89 out of 5 average rating, 275 reviewsAshland Ice Cream House
Bed and breakfast rentals with breakfast
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Private room in Chicago
4.95 out of 5 average rating, 156 reviewsTwin Bedroom with Private Bathroom
![](https://a0.muscache.com/im/pictures/85214476/faed7708_original.jpg?im_w=720)
Private room in Evanston
4.95 out of 5 average rating, 454 reviewsClassy and Cozy 2nd. Room
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Private room in Elmhurst
4.99 out of 5 average rating, 123 reviewsCozy room with private bathroom.
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Private room in Wilmette
4.95 out of 5 average rating, 234 reviews(BR#1) Welcoming, warm & comfortable, 3 guests
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Private room in Chicago
5 out of 5 average rating, 93 reviewsUrban Oasis Pilsen - guest room in townhouse
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Hotel room in Chicago
4.84 out of 5 average rating, 45 reviewsQueen Room w/ Balcony in Boutique Wicker Park B&B
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Private room in Chicago
4.76 out of 5 average rating, 300 reviewsChicago River Room near USMLE
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-46915572/original/7da76975-9ba1-4cbd-a22b-fe95be409abf.jpeg?im_w=720)
Private room in Chicago
4.76 out of 5 average rating, 298 reviewsQueen Bed with Private Bath in Boystown
Destinations to explore
- Milwaukee Holiday rentals
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