Holiday rentals with breakfast in Chicago
Find and book unique Holiday Accommodation with Breakfast on Airbnb
Top-rated Holiday Accommodation 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 Chicago Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast
Home in Englewood
4.58 out of 5 average rating, 128 reviewsHuge 2 Story Home/7miles from Downtown Chicago!
Home in West Town
4.99 out of 5 average rating, 73 reviewsLuxe SFH Bucktown Retreat with Garage Parking
Home in Matteson
4.94 out of 5 average rating, 32 reviewsPrivate Retreat with River Access Matteson
Home in West Town
5 out of 5 average rating, 14 reviewsBig 4BR/3.5BA Home Near Everything!
Home in Gary
4.97 out of 5 average rating, 63 reviewsPrivate 5 Star 2 bedroom modern city farmhouse
Home in Wrigleyville
4.95 out of 5 average rating, 56 reviewsThe Ivy at Wrigley field by Wrigleyville Oasis
Home in Lake View
4.87 out of 5 average rating, 126 reviewsSoak Up Mid-Century Style in Wrigleyville and Boystown
Home in Winfield
4.98 out of 5 average rating, 151 reviewsCozy, Clean & Well-Stocked Home!
Apartment rentals with breakfast
Rental unit in Oak Park
4.94 out of 5 average rating, 169 reviewsA Quiet Stay While You Are Away Oak Park
Rental unit in Lincoln Square
4.78 out of 5 average rating, 287 reviewsCozy Garden-Subterranean Apartment
Rental unit in Pilsen Historic District
4.8 out of 5 average rating, 208 reviewsIn artistic Pilsen~Continental Breakfast~Near DWTN
Rental unit in Blue Island
4.93 out of 5 average rating, 285 reviewsCharming Unique 2 Bdrm Apartment in Victorian Home
Rental unit in Irving Park
4.96 out of 5 average rating, 275 reviewsSpacious 1BR apartment in a central location
Rental unit in Wicker Park
4.82 out of 5 average rating, 158 reviewsHeart of Wicker Park! Location. Walk to Everything
Rental unit in Evanston
4.9 out of 5 average rating, 289 reviewsAshland Ice Cream House
Rental unit in Magnificent Mile
4.94 out of 5 average rating, 235 reviewsUrban Chic Apartment by the Magnificent Mile
Bed and breakfast rentals with breakfast
Private room in Lake View
4.85 out of 5 average rating, 324 reviewsPrivate room with private entrance in Boystown
Private room in Mokena
4.95 out of 5 average rating, 74 reviewsPrivate home in Mokena - Room 2
Private room in Evanston
4.84 out of 5 average rating, 126 reviewsArt-filled charm, near NU, transport, shopping
Private room in East Rogers Park
4.8 out of 5 average rating, 172 reviews#7 Historic Chicago Home - Bunk Bedroom(Twin&Full)
Private room in East Pilsen
5 out of 5 average rating, 101 reviewsUrban Oasis Pilsen - guest room in townhouse
Private room in Norwood Park
4.77 out of 5 average rating, 311 reviewsChicago River Room near USMLE
Private room in Lake View
4.95 out of 5 average rating, 168 reviewsTwin Bedroom with Private Bathroom
Private room in Evanston
4.69 out of 5 average rating, 74 reviewsHuge (2Beds) 1 Bedroom
Quick stats about holiday rentals with breakfast included in Chicago
Total rentals
410 properties
Total number of reviews
26K reviews
Family-friendly rentals
160 properties are a good fit for families
Pet-friendly rentals
140 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
250 properties have a dedicated workspace
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Evanston Holiday rentals
- Saugatuck Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
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