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Browse Select South Side B&B

Fireplace
Old Chicago Inn
2.0 star property
7.4 out of 10, Good, (728)
"The staff was very nice and the location was an easy walking distance to Wrigley Field. Parking was much easier than I expected. I liked the charm of this older building and the history behind it. I only wish the bed in room 1C was firmer. But all things considered, it was a great stay. "
Old Chicago Inn
Double Room, Private Bathroom (Venetian) | Exterior
The Villa Toscana
2.5 star property
7.6 out of 10, Good, (429)
"GREAT stay and location! Very COZY and near LOTS of shops, restaurants, clubs, CTA, etc! Only thing is it's HUMANLESS Check-in/Out! All Communication/Codes are sent via email or text!"
The price is £65
per night
29 May - 30 May
The Villa Toscana
Front of property
Ray's Bucktown B&B
3.5 star property
9.8 out of 10, Exceptional, (286)
"."
The price is £144
per night
28 May - 29 May
Ray's Bucktown B&B
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Property entrance
Wicker Park Inn
3.5 star property
9.0 out of 10, Wonderful, (214)
"Great stay! "
The price is £180
per night
26 May - 27 May
Wicker Park Inn
Staircase
The Publishing House B&B
3.5 star property
9.8 out of 10, Exceptional, (148)
"The room was beautiful and clean. The common areas in the corridor and the entire top floor were beautiful and made it so easy to meet other guests, chat and have breakfast together. The extra touches like coffee supplies and fresh cookies were so thoughtful. I look forward to returning."
The price is £206
per night
16 Jun - 17 Jun
The Publishing House B&B
Exterior
House 5863 - Chicago Bed and Breakfast
3.5 star property
9.0 out of 10, Wonderful, (462)
"Great traditional bnb. Friendly staff. Great patio. Comfortable and clean"
The price is £191
per night
30 May - 31 May
House 5863 - Chicago Bed and Breakfast
Private kitchen
The Sono Chicago
3.5 star property
10.0 out of 10, Exceptional, (417)
"Perfect choice while in town for a nearby family wedding. On a quiet leafy street, two blocks off commercial North Ave. Three story walk-up row house, only a few rooms, full kitchen/living room where continental breakfast is served daily, or on back deck. Loved our balcony room, a spacious king. Clean and newly painted. Friendly helpful staff. Only issue could be the street parking - and you do need a car to get around. You’re in a residential neighborhood with a school across the street....
The price is £122
per night
29 May - 30 May
The Sono Chicago
Lobby sitting area
Villa D' Citta
3.5 star property
9.4 out of 10, Exceptional, (80)
"Very nice place to stay in the Lincoln Park area. Comfortable rooms and wonderful amenities."
The price is £211
per night
28 May - 29 May
Villa D' Citta
Property entrance
Harvey House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (93)
"Beth and staff are wonderful. Beautiful accommodations. Access to front porch swing and back patio with gas fireplace and ample dining and living space on main floor to enjoy your breakfast."
The price is £228
per night
28 May - 29 May
Harvey House Bed & Breakfast
Fridge, microwave, oven, stovetop
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
9.8 out of 10, Exceptional, (122)
"Nice. clean place in a convenient location to get in and out of Wrigley while avoiding the crowds."
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
Fridge, microwave, coffee/tea maker, toaster
Rustic cottage-style condo within walking distance to downtown Homewood
9.0 out of 10, Wonderful, (9)
"The split king beds are just two twin beds pushed together with a king sheet on it. The shower had a lot to be desired. For the money it was ok"
Rustic cottage-style condo within walking distance to downtown Homewood
Exterior
9 bed 10 bath in Lakeview
9 bed 10 bath in Lakeview
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in South Side

Fridge, microwave, oven, stovetop
LakeHouse
10.0 out of 10, Exceptional, (6)
"I loved this house. It was clean, spacious, the piano made it that much better. I will definitely be back again."
LakeHouse
Fridge, microwave, oven, stovetop
Cheerful 4 bedroom smart home w/ indoor fireplace
7.4 out of 10, Good, (6)
"The check in process was great and the house was very clean. It was easy to communicate with the property manager. Helped make our trip to chicago great!"
Cheerful 4 bedroom smart home w/ indoor fireplace
Fridge, microwave, stovetop, toaster
cozy home in Bridgeport Chicago. walking to park and river front
10.0 out of 10, Exceptional, (1)
"Staying at this VRBO house in Chicago was an absolute knockout! The location was perfect for catching the wrestling show with my friends, and the house itself was spacious, clean, and had all the amenities we needed. From comfy beds to a fully equipped kitchen, we felt right at home. The host was super accommodating and made check-in a breeze. Definitely a five-star experience – would book again in a heartbeat!"
cozy home in Bridgeport Chicago. walking to park and river front
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

South Side B&B information

Number of reviews
2,426
Accommodation
10 B&B
Lowest Price
£65
Highest Price
£228

South Side Hotel Reviews
Expedia verified reviews