Holiday rentals with breakfast in Chicago
Find and book unique rentals with breakfast on Airbnb
Top-rated rentals with breakfast in 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 Chicago
House rentals with breakfast
Home in Winfield
Cozy, Clean & Well-Stocked Home!
Home in Lake View
Soak Up Mid-Century Style in Wrigleyville and Boystown
Home in Des Plaines
Exotic House - Few minutes from O'Hare and Chicago
Home in Gary
Private 5 Star 2 bedroom modern city farmhouse
Home in Forest Park
NEW Gather in spacious 3 bedroom 2 bath home
Home in Westchester
Jacuzzi, King Beds, Easy Access to DT Chicago!
Home in Wrigleyville
The Ivy at Wrigley field by Wrigleyville Oasis
Home in West Town
Luxe SFH Bucktown Retreat with Garage Parking
Apartment rentals with breakfast
Rental unit in Berwyn
Berwyn Betty Apartment
Rental unit in Evanston
Ashland Ice Cream House
Rental unit in West Town
Decompress on a Sophisticated Chaise at a Glamorous Hideaway
Rental unit in Pilsen Historic District
In artistic Pilsen~Continental Breakfast~Near DWTN
Rental unit in Berwyn
“Dream slice of urban homesteading.”
Rental unit in Wrigleyville
Wrigleyville 75 yards from Wrigley Field
Rental unit in Wicker Park
Heart of Wicker Park! Location. Walk to Everything
Rental unit in Chicago
Ultra Modern Beverly Suite
Bed and breakfast rentals with breakfast
Private room in Evanston
Classy and Cozy home in Evanston
Private room in Lake View
Twin Bedroom with Private Bathroom
Private room in Hyde Park
Top location, sunny UofC Prof on campus home
Private room in Elmhurst
Cozy room with private bathroom.
Private room in Wilmette
(BR#1) Welcoming, warm & comfortable, 3 guests
Private room in East Pilsen
Urban Oasis Pilsen - guest room in townhouse
Hotel room in Wicker Park
King Room in Boutique Wicker Park B&B
Private room in Lake View
Bright Room with a Garden View
Quick stats about holiday rentals with breakfast included in Chicago
Total rentals
430 properties
Rentals with dedicated workspaces
240 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
140 properties allow pets
Family-friendly rentals
170 properties are a good fit for families
Total number of reviews
27K reviews
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Rentals with breakfast United States
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