
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
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Popular amenities for rentals with breakfast in Downtown Chicago
House rentals with breakfast

Home in Chicago
4.87 out of 5 average rating, 68 reviewsWicker Park 7 Beds Crash Pad

Home in Chicago
4.99 out of 5 average rating, 78 reviewsLuxe SFH Bucktown Retreat with Garage Parking

Home in Bolingbrook
4.73 out of 5 average rating, 22 reviewsPrivate 3BR w/ Backyard | LCP Collection

Home in Chicago
5 out of 5 average rating, 10 reviewsCozy 4-Bedroom House with Patio

Home in Chicago
4.8 out of 5 average rating, 66 reviewsDesigner Smart Wicker Park Home

Home in Westmont
4.89 out of 5 average rating, 81 reviewsWestmont home large enclosed yard sleeps up to 6 .

Home in Gary
4.96 out of 5 average rating, 69 reviewsPrivate 5 Star 2 bedroom modern city farmhouse

Home in Chicago
4.95 out of 5 average rating, 58 reviewsThe Ivy 1 minute walk to Wrigley Field
Apartment rentals with breakfast

Flat in Chicago
4.75 out of 5 average rating, 533 reviewsPretty Suite in Lincoln Park -free parking spot!

Flat in Chicago
4.79 out of 5 average rating, 289 reviewsCozy Garden-Subterranean Apartment

Flat in Stickney
4.85 out of 5 average rating, 13 reviewsNear Midway Chicago- B & B

Flat in Chicago
4.96 out of 5 average rating, 169 reviewsDecompress on a Sophisticated Chaise at a Glamorous Hideaway

Flat in Blue Island
4.93 out of 5 average rating, 287 reviewsCharming Unique 2 Bdrm Apartment in Victorian Home

Flat in Chicago
5 out of 5 average rating, 16 reviewsBright and full of life!

Flat in Chicago
4.83 out of 5 average rating, 160 reviewsHeart of Wicker Park! Location. Walk to Everything

Flat in Chicago
4.96 out of 5 average rating, 284 reviewsThe Garden on Wayne
Bed and breakfast rentals with breakfast

Private room in Chicago
4.8 out of 5 average rating, 172 reviews#7 Historic Chicago Home - Bunk Bedroom(Twin&Full)

Private room in Chicago
4.86 out of 5 average rating, 353 reviewsLarge private room w/ shared bathroom in Boystown!

Private room in Chicago
5 out of 5 average rating, 109 reviewsUrban Oasis Pilsen - guest room in townhouse

Hotel room in Chicago
4.85 out of 5 average rating, 48 reviewsQueen Room w/ Balcony in Boutique Wicker Park B&B

Private room in Chicago
4.77 out of 5 average rating, 315 reviewsChicago River Room near USMLE

Private room in Chicago
4.95 out of 5 average rating, 170 reviewsPrivate Twin Bedroom with Private Bathroom

Private room in Evanston
4.68 out of 5 average rating, 82 reviewsHuge (2Beds) 1 Bedroom

Private room in Evanston
4.97 out of 5 average rating, 566 reviewsClassy and Cozy home in Evanston
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