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 Winfield
4.98 out of 5 average rating, 131 reviewsCozy, Clean & Well-Stocked Home!
Oct 16 – 23
Home in Lake View
4.87 out of 5 average rating, 115 reviewsSoak Up Mid-Century Style in Wrigleyville and Boystown
Sep 10 – 17
Home in Elgin
4.97 out of 5 average rating, 100 reviewsMy Lagoon - 3 br Entire SF home Sleeps 8. King Bed
Aug 30 – Sep 6
Home in Des Plaines
4.83 out of 5 average rating, 167 reviewsExotic House - Few minutes from O'Hare and Chicago
Nov 19 – 26
Home in Gary
4.97 out of 5 average rating, 39 reviewsPrivate 5 Star 2 bedroom modern city farmhouse
Apr 2 – 9
Home in Chicago
4.6 out of 5 average rating, 5 reviewsEly's Landing~Condo Near 71st Beach,Golf & Museums
Feb 18 – 25
Home in Forest Park
5.0 out of 5 average rating, 66 reviewsNEW Gather in spacious 3 bedroom 2 bath home
Sep 25 – Oct 2
Home in Westchester
4.98 out of 5 average rating, 55 reviewsJacuzzi, King Beds, Easy Access to DT Chicago!
Jul 23 – 30
Apartment rentals with breakfast
Apartment in Edgewater
4.9 out of 5 average rating, 294 reviewsEdgewater escape, charming 2 BR, Rooftop Solar
Apr 1 – 8
Apartment in Chicago
4.81 out of 5 average rating, 192 reviewsIn artistic Pilsen~Continental Breakfast~Near DWTN
Dec 12 – 19
Apartment in Chicago
4.97 out of 5 average rating, 243 reviewsThe Garden on Wayne
Jan 28 – Feb 4
Apartment in Chicago
4.95 out of 5 average rating, 359 reviewsA Vintage Pink House in the Heart of Chicago
Aug 29 – Sep 5
Apartment in Magnificent Mile
4.94 out of 5 average rating, 214 reviewsUrban Chic Apartment by the Magnificent Mile
Oct 25 – Nov 1
Apartment in Chicago
4.97 out of 5 average rating, 148 reviewsDecompress on a Sophisticated Chaise at a Glamorous Hideaway
Nov 11 – 18
Apartment in Wrigleyville
4.94 out of 5 average rating, 103 reviewsThe Crash Pad 1 min walk to Wrigley Field
May 4 – 11
Apartment in Evanston
4.89 out of 5 average rating, 265 reviewsAshland Ice Cream House
Sep 22 – 29
Bed and breakfast rentals with breakfast
Room in Hyde Park
4.99 out of 5 average rating, 102 reviewsLovely UofC Prof mansion great on campus location
Sep 26 – Oct 3
Room in Elmhurst
5.0 out of 5 average rating, 113 reviewsCozy room with private bathroom.
May 7 – 14
Room in Evanston
4.95 out of 5 average rating, 425 reviewsClassy and Cozy 2nd. Room
Apr 2 – 9
Room in Chicago
4.95 out of 5 average rating, 147 reviewsWrigleyville Private Twin Bedroom w/ Private Bath
Jul 8 – 15
Room in Wilmette
4.95 out of 5 average rating, 214 reviews(BR#1) Welcoming, warm & comfortable, 3 guests
Oct 14 – 21
Room in Chicago
5.0 out of 5 average rating, 84 reviewsUrban Oasis Pilsen - guest room in townhouse
Sep 6 – 13
Hotel room in Chicago
4.84 out of 5 average rating, 44 reviewsQueen Room w/ Balcony in Boutique Wicker Park B&B
Dec 7 – 14
Room in Chicago
4.86 out of 5 average rating, 333 reviewsLarge private room w/ shared bathroom in Boystown!
Jan 20 – 27
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