Vacation rentals with breakfast in North Side
Find and book unique accommodations with breakfast on Airbnb
Top-rated accommodations with breakfast in North 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 North Side accommodations with breakfast
House rentals with breakfast
Home in Chicago
4.87 out of 5 average rating, 115 reviewsSoak Up Mid-Century Style in Wrigleyville and Boystown
Sep. 10 – 17
Home in Whiting
4.8 out of 5 average rating, 225 reviewsWhiting Getaway
Oct. 28 – Nov. 4
Home in Winfield
4.98 out of 5 average rating, 131 reviewsCozy, Clean & Well-Stocked Home!
Oct. 16 – 23
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 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 Chicago
4.98 out of 5 average rating, 58 reviewsLuxe SFH Bucktown Retreat with Garage Parking
Oct. 15 – 22
Home in Chicago
4.95 out of 5 average rating, 39 reviewsThe Ivy at Wrigley field by Wrigleyville Oasis
Aug. 24 – 31
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
Apartment rentals with breakfast
Apartment in Berwyn
4.91 out of 5 average rating, 202 reviews“Dream slice of urban homesteading.”
Feb. 10 – 17
Apartment in Chicago
4.94 out of 5 average rating, 214 reviewsUrban Chic Apartment by the Magnificent Mile
Oct. 25 – Nov. 1
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 Chicago
4.81 out of 5 average rating, 192 reviewsIn artistic Pilsen~Continental Breakfast~Near DWTN
Dec. 12 – 19
Apartment in Blue Island
4.93 out of 5 average rating, 264 reviewsCharming Unique 2 Bdrm Apartment in Victorian Home
Oct. 26 – Nov. 2
Apartment in Evanston
4.89 out of 5 average rating, 265 reviewsAshland Ice Cream House
Sep. 22 – 29
Apartment in Chicago
4.93 out of 5 average rating, 326 reviews“Wrigleyville” 75 yards from Wrigley Field
May 7 – 14
Apartment in Chicago
4.8 out of 5 average rating, 132 reviewsHeart of Wicker Park! Location. Walk to Everything
Jul. 23 – 30
Bed and breakfast rentals with breakfast
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, 148 reviewsWrigleyville Private Twin Bedroom w/ Private Bath
Jul. 8 – 15
Room in Elmhurst
5.0 out of 5 average rating, 113 reviewsCozy room with private bathroom.
May 7 – 14
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
4.99 out of 5 average rating, 102 reviewsLovely UofC Prof mansion great on campus location
Sep. 26 – Oct. 3
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
Destinations to explore
- Downtown Chicago Vacation rentals
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Lake Michigan Beach Vacation rentals
- Saugatuck Vacation rentals
- Evanston Vacation rentals
- South Haven Vacation rentals
- Naperville Vacation rentals
- South Side Vacation rentals
- South Bend Vacation rentals
- New Buffalo Vacation rentals
- Chicago Vacation rentals
- Bed and breakfasts United States
- Rentals with breakfast United States
- Bed and breakfasts Chicago
- Rentals with breakfast Chicago
- Rentals with breakfast Downtown Chicago
- Rentals with breakfast Milwaukee
- Bed and breakfasts Illinois
- Rentals with breakfast Illinois
- Monthly Rentals North Side
- Townhouse rentals North Side
- House rentals North Side
- Guesthouse rentals North Side
- Rentals with a hot tub North Side
- Condo rentals North Side
- Fitness-friendly rentals North Side
- Rentals with a fireplace North Side
- Rentals with beach access North Side
- Family-friendly rentals North Side
- Rentals with an EV charger North Side
- Private suite rentals North Side
- Rentals with a patio North Side
- Rentals with a washer and dryer North Side
- Beachfront rentals North Side
- Kid-friendly rentals North Side
- Rentals with a firepit North Side
- Apartment rentals North Side
- Smoking-friendly rentals North Side
- Loft rentals North Side
- Waterfront rentals North Side
- Hotel rentals North Side
- Rentals with lake access North Side
- Wheelchair accessible rentals North Side
- Rentals with a balcony North Side
- Bed and breakfasts North Side
- Pet-friendly rentals North Side
- Rentals with pools North Side
- Rentals with outdoor seating North Side
- 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
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom