Holiday rentals with breakfast in South Side
Find and book unique rentals with breakfast on Airbnb
Top-rated rentals with breakfast in South Side
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 South Side
House rentals with breakfast
Home in Chicago
4.58 out of 5 average rating, 128 reviewsHuge 2 Story Home/7miles from Downtown Chicago!
Home in Chicago
4.86 out of 5 average rating, 64 reviewsWicker Park 7 Beds Crash Pad
Home in Matteson
4.93 out of 5 average rating, 30 reviewsSoulful 5-Bedroom Home with Indoor Fireplace
Home in Gary
4.97 out of 5 average rating, 62 reviewsPrivate 5 Star 2 bedroom modern city farmhouse
Home in Chicago
4.63 out of 5 average rating, 117 reviews5 BR / 3.5 BA Newly Built Home in Logan Square!
Home in Chicago
4.95 out of 5 average rating, 56 reviewsThe Ivy at Wrigley field by Wrigleyville Oasis
Home in Chicago
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, 149 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
Rental unit in Chicago
4.78 out of 5 average rating, 286 reviewsCozy Garden-Subterranean Apartment
Rental unit in Chicago
4.97 out of 5 average rating, 165 reviewsDecompress on a Sophisticated Chaise at a Glamorous Hideaway
Rental unit in Chicago
4.96 out of 5 average rating, 273 reviewsSpacious 1BR apartment in a central location
Rental unit in Chicago
4.82 out of 5 average rating, 156 reviewsHeart of Wicker Park! Location. Walk to Everything
Rental unit in Evanston
4.9 out of 5 average rating, 286 reviewsAshland Ice Cream House
Rental unit in Chicago
4.97 out of 5 average rating, 274 reviewsThe Garden on Wayne
Rental unit in Chicago
4.94 out of 5 average rating, 233 reviewsUrban Chic Apartment by the Magnificent Mile
Bed and breakfast rentals with breakfast
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 Evanston
4.56 out of 5 average rating, 94 reviewsGorgeous 1 Bed (King) with Private Bathroom
Private room in Chicago
5 out of 5 average rating, 99 reviewsUrban Oasis Pilsen - guest room in townhouse
Private room in Chicago
4.76 out of 5 average rating, 309 reviewsChicago River Room near USMLE
Private room in Chicago
4.95 out of 5 average rating, 168 reviewsTwin Bedroom with Private Bathroom
Private room in Wilmette
4.94 out of 5 average rating, 245 reviews(BR#1) Welcoming, warm & comfortable, 3 guests
Private room in Chicago
4.82 out of 5 average rating, 168 reviews#4 Historic Chicago Home - Private Single Bedroom
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
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Bend Holiday rentals
- Schaumburg Holiday rentals
- New Buffalo Holiday rentals
- Chicago Holiday rentals
- Rentals with breakfast United States
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- Bed and breakfasts Chicago
- Rentals with breakfast Chicago
- Bed and breakfasts Chicago
- Rentals with breakfast Downtown Chicago
- Rentals with a fireplace South Side
- Family-friendly rentals South Side
- Pet-friendly rentals South Side
- Flat rentals South Side
- Bed and breakfasts South Side
- Private suite rentals South Side
- Rentals with a washing machine and dryer South Side
- Rentals with beach access South Side
- Rentals with pools South Side
- Waterfront rentals South Side
- Rentals with a hot tub South Side
- Townhouse rentals South Side
- House rentals South Side
- Rentals with a patio South Side
- Apartment rentals South Side
- Rentals with outdoor seating South Side
- Rentals with lake access South Side
- Monthly Rentals South Side
- Rentals with a firepit South Side
- Fitness-friendly rentals South Side
- Family-friendly rentals South Side
- Smoking-friendly rentals South Side
- Rentals with an EV charger South Side
- Rentals with breakfast Milwaukee
- Rentals with breakfast Illinois
- Bed and breakfasts Illinois
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- Bed and breakfasts Cook County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
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- Holiday Chalets United Kingdom
- Cottage Rentals United States
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- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
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- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
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- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
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