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
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Popular amenities for rentals with breakfast in Chicago
House rentals with breakfast
Home in Whiting
4.8 out of 5 average rating, 225 reviewsWhiting Getaway
28 Oct – 4 Nov
Home in Winfield
4.98 out of 5 average rating, 131 reviewsCozy, Clean & Well-Stocked Home!
16–23 Oct
Home in Chicago
4.87 out of 5 average rating, 115 reviewsSoak Up Mid-Century Style in Wrigleyville and Boystown
10–17 Sep
Home in Des Plaines
4.83 out of 5 average rating, 167 reviewsExotic House - Few minutes from O'Hare and Chicago
19–26 Nov
Home in Gary
4.97 out of 5 average rating, 39 reviewsPrivate 5 Star 2 bedroom modern city farmhouse
2–9 Apr
Home in Forest Park
5.0 out of 5 average rating, 66 reviewsNEW Gather in spacious 3 bedroom 2 bath home
25 Sep – 2 Oct
Home in Chicago
4.98 out of 5 average rating, 58 reviewsLuxe SFH Bucktown Retreat with Garage Parking
15–22 Oct
Home in Westchester
4.98 out of 5 average rating, 55 reviewsJacuzzi, King Beds, Easy Access to DT Chicago!
23–30 Jul
Apartment rentals with breakfast
Flat in Chicago
4.94 out of 5 average rating, 214 reviewsUrban Chic Apartment by the Magnificent Mile
25 Oct – 1 Nov
Flat in Chicago
4.97 out of 5 average rating, 148 reviewsDecompress on a Sophisticated Chaise at a Glamorous Hideaway
11–18 Nov
Flat in Chicago
4.95 out of 5 average rating, 359 reviewsA Vintage Pink House in the Heart of Chicago
29 Aug – 5 Sep
Flat in Chicago
4.81 out of 5 average rating, 192 reviewsIn artistic Pilsen~Continental Breakfast~Near DWTN
12–19 Dec
Flat in Evanston
4.89 out of 5 average rating, 265 reviewsAshland Ice Cream House
22–29 Sep
Flat in Oak Park
4.94 out of 5 average rating, 157 reviewsA quiet stay while you are away
31 Dec – 7 Jan
Flat in Chicago
4.93 out of 5 average rating, 326 reviews“Wrigleyville” 75 yards from Wrigley Field
9–16 Jan
Flat in Chicago
4.8 out of 5 average rating, 132 reviewsHeart of Wicker Park! Location. Walk to Everything
23–30 Jul
Bed and breakfast rentals with breakfast
Room in Evanston
4.95 out of 5 average rating, 425 reviewsClassy and Cozy 2nd. Room
2–9 Apr
Room in Chicago
4.95 out of 5 average rating, 147 reviewsWrigleyville Private Twin Bedroom w/ Private Bath
8–15 Jul
Room in Elmhurst
5.0 out of 5 average rating, 113 reviewsCozy room with private bathroom.
7–14 May
Room in Wilmette
4.95 out of 5 average rating, 214 reviews(BR#1) Welcoming, warm & comfortable, 3 guests
14–21 Oct
Room in Chicago
4.99 out of 5 average rating, 102 reviewsLovely UofC Prof mansion great on campus location
26 Sep – 3 Oct
Room in Chicago
5.0 out of 5 average rating, 84 reviewsUrban Oasis Pilsen - guest room in townhouse
6–13 Sep
Hotel room in Chicago
4.84 out of 5 average rating, 44 reviewsQueen Room w/ Balcony in Boutique Wicker Park B&B
7–14 Dec
Room in Chicago
4.86 out of 5 average rating, 333 reviewsLarge private room w/ shared bathroom in Boystown!
20–27 Jan
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
27T reviews
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
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