Holiday rentals with breakfast in Chicago
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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 Whiting
4.8 out of 5 average rating, 231 reviewsWhiting Getaway
Home in Chicago
4.97 out of 5 average rating, 319 reviewsCozy garden apartment historic Jackson Bvld.
Home in Winfield
4.98 out of 5 average rating, 134 reviewsCozy, Clean & Well-Stocked Home!
Home in Chicago
4.87 out of 5 average rating, 117 reviewsSoak Up Mid-Century Style in Wrigleyville and Boystown
Home in Des Plaines
4.83 out of 5 average rating, 169 reviewsExotic House - Few minutes from O'Hare and Chicago
Home in Gary
4.95 out of 5 average rating, 44 reviewsPrivate 5 Star 2 bedroom modern city farmhouse
Home in Forest Park
5.0 out of 5 average rating, 69 reviewsNEW Gather in spacious 3 bedroom 2 bath home
Home in Westchester
4.98 out of 5 average rating, 60 reviewsJacuzzi, King Beds, Easy Access to DT Chicago!
Apartment rentals with breakfast
Apartment in Chicago
4.94 out of 5 average rating, 217 reviewsUrban Chic Apartment by the Magnificent Mile
Apartment in Evanston
4.89 out of 5 average rating, 267 reviewsAshland Ice Cream House
Apartment in Chicago
4.81 out of 5 average rating, 192 reviewsIn artistic Pilsen~Continental Breakfast~Near DWTN
Apartment in Chicago
4.93 out of 5 average rating, 328 reviewsWrigleyville 75 yards from Wrigley Field
Apartment in Chicago
4.79 out of 5 average rating, 136 reviewsHeart of Wicker Park! Location. Walk to Everything
Apartment in Oak Park
4.94 out of 5 average rating, 162 reviewsA quiet stay while you are away
Apartment in Hillside
4.84 out of 5 average rating, 153 reviewsEasy, Cool, safe place to stay.
Apartment in Chicago
4.82 out of 5 average rating, 39 reviewsUltra Modern Beverly Suite
Bed and breakfast rentals with breakfast
Room in Evanston
4.95 out of 5 average rating, 434 reviewsClassy and Cozy 2nd. Room
Room in Chicago
4.95 out of 5 average rating, 99 reviewsTop location, sunny UofC Prof on campus home
Room in Chicago
4.95 out of 5 average rating, 150 reviewsTwin Bedroom with Private Bathroom
Room in Elmhurst
5.0 out of 5 average rating, 114 reviewsCozy room with private bathroom.
Room in Wilmette
4.95 out of 5 average rating, 220 reviews(BR#1) Welcoming, warm & comfortable, 3 guests
Room in Chicago
5.0 out of 5 average rating, 88 reviewsUrban Oasis Pilsen - guest room in townhouse
Hotel room in Chicago
4.91 out of 5 average rating, 45 reviewsKing Room in Boutique Wicker Park B&B
Room in Chicago
4.76 out of 5 average rating, 294 reviewsQueen Bed with Private Bath in Boystown
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
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