Vacation rentals with breakfast in South Side
Find and book unique breakfast rentals on Airbnb
Top-rated breakfast rentals in South Side
Guests agree: these breakfast rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for South Side breakfast rentals
House rentals with breakfast
Home in St. Charles
4.95 out of 5 average rating, 190 reviews“St Geneva” River View-10min to Lamplight Equestrn
Sep 24 – Oct 1
Home in Winfield
4.98 out of 5 average rating, 132 reviewsCozy, Clean & Well-Stocked Home!
Mar 29 – Apr 5
Home in Chicago
4.87 out of 5 average rating, 115 reviewsSoak Up Mid-Century Style in Wrigleyville and Boystown
Sep 13 – 20
Home in Elgin
4.97 out of 5 average rating, 101 reviewsMy Lagoon - 3 br Entire SF home Sleeps 8. King Bed
Sep 15 – 22
Home in Des Plaines
4.83 out of 5 average rating, 167 reviewsExotic House - Few minutes from O'Hare and Chicago
Nov 17 – 24
Home in Gary
4.98 out of 5 average rating, 40 reviewsPrivate 5 Star 2 bedroom modern city farmhouse
Oct 10 – 17
Home in Westchester
4.98 out of 5 average rating, 55 reviewsJacuzzi, King Beds, Easy Access to DT Chicago!
Jul 23 – 30
Home in Westmont
4.85 out of 5 average rating, 41 reviewsLil Westmont Cottage whole house and yard.
Jan 2 – 9
Apartment rentals with breakfast
Apartment in Chicago
4.97 out of 5 average rating, 149 reviewsDecompress on a Sophisticated Chaise at a Glamorous Hideaway
Nov 19 – 26
Apartment in Chicago
4.9 out of 5 average rating, 294 reviewsEdgewater escape, charming 2 BR, Rooftop Solar
Feb 2 – 9
Apartment in Chicago
4.81 out of 5 average rating, 192 reviewsIn artistic Pilsen~Continental Breakfast~Near DWTN
Dec 9 – 16
Apartment in Chicago
4.97 out of 5 average rating, 244 reviewsThe Garden on Wayne
Mar 26 – Apr 2
Apartment in Chicago
4.94 out of 5 average rating, 215 reviewsUrban Chic Apartment by the Magnificent Mile
Jan 11 – 18
Apartment in Chicago
4.95 out of 5 average rating, 360 reviewsA Vintage Pink House in the Heart of Chicago
Jul 18 – 25
Apartment in Chicago
4.94 out of 5 average rating, 105 reviewsThe Crash Pad 1 min walk to Wrigley Field
Oct 28 – Nov 4
Apartment in Evanston
4.89 out of 5 average rating, 265 reviewsAshland Ice Cream House
Oct 5 – 12
Bed and breakfast rentals with breakfast
Farm stay in St. Charles
4.96 out of 5 average rating, 184 reviewsKoi Sanctuary & Japanese Gardens Nature Ryokan Spa
Sep 23 – 30
Room in Chicago
4.99 out of 5 average rating, 102 reviewsLovely UofC Prof mansion great on campus location
Jan 5 – 12
Room in Elmhurst
5.0 out of 5 average rating, 113 reviewsCozy room with private bathroom.
May 30 – Jun 6
Room in Evanston
4.95 out of 5 average rating, 425 reviewsClassy and Cozy 2nd. Room
Sep 15 – 22
Room in Chicago
4.95 out of 5 average rating, 148 reviewsWrigleyville Private Twin Bedroom w/ Private Bath
Jul 8 – 15
Room in Wilmette
4.95 out of 5 average rating, 217 reviews(BR#1) Welcoming, warm & comfortable, 3 guests
Nov 16 – 23
Room in Chicago
5.0 out of 5 average rating, 85 reviewsUrban Oasis Pilsen - guest room in townhouse
Sep 7 – 14
Hotel room in Chicago
4.91 out of 5 average rating, 43 reviewsKing Room in Boutique Wicker Park B&B
Dec 11 – 18
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