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Find a Bed and Breakfast in Far Southeast Side from CA $113

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Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Far Southeast Side bed & breakfast

A narrow stone pathway leading to a house with a green porch and a large tree overhanging the path.

1. The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
8.0 out of 10, Very good, (685 reviews)
"Nice house set back from the street. Clean room. Nice atmosphere. Would stay again."
United States
John
The price is CA $53
CA $118 total
includes taxes & fees
Nov 2 - Nov 3
The Villa Toscana
A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

2. Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (193 reviews)
"Fun unique apartment above a wonderful pizza place! Great location and the stay was just great!"
United States
Mick
The price is CA $55
CA $113 total
includes taxes & fees
Nov 24 - Nov 25
Dorothy's
A patio with a grill, outdoor seating, and potted plants.

3. Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (423 reviews)
"Thank you again for an amazing stay at Rays!"
United States
Lora
The price is CA $274
CA $309 total
includes taxes & fees
Oct 27 - Oct 28
Ray's Bucktown B&B
A modern living room with leather sofas, a dining area, and large windows offering a view of greenery.

4. House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (524 reviews)
"Honestly great, clean, and did not hear neighbors. Would stay again!"
United States
Malena
The price is CA $166
CA $281 total
includes taxes & fees
Oct 27 - Oct 28
House 5863 - Chicago Bed and Breakfast
A well-lit hallway with a wooden dresser, a table with chairs, and a blue patterned rug.

5. Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (137 reviews)
"We had a comfortable stay. Bed was great, host was very accommodating and location was great!"
United States
Monica
The price is CA $361
CA $401 total
includes taxes & fees
Nov 5 - Nov 6
Harvey House Bed & Breakfast
A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

6. The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (569 reviews)
"I like that it had a balcony food choice wasn’t my type of style end up ordering food off of site but definitely had all the amenities for you to be ready for the next day. Will be staying again little bit pricey for a short weekend stay but I will definitely be coming back. Very great part of the town hope to own my own own home in this place one day."
United States
Tavarion
The price is CA $204
CA $240 total
includes taxes & fees
Nov 3 - Nov 4
The Sono Chicago
A grand foyer with a wooden staircase, a chandelier, and a large window.

7. Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (129 reviews)
"Very elegant !"
United States
Hernando
The price is CA $353
CA $414 total
includes taxes & fees
Nov 2 - Nov 3
Villa D' Citta
A wooden staircase with built-in seating and potted plants, leading to a modern interior with large windows and a mezzanine level.

8. The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (221 reviews)
"We enjoyed amazing breakfast. Everything was great. I enjoyed playing with 2 dogs. It was fun."
Japan
Nobue
The price is CA $305
CA $344 total
includes taxes & fees
Nov 1 - Nov 2
The Publishing House B&B
A brick building with a sign for The Wicker Park Inn, including a phone number and website.

9. Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (286 reviews)
"Loved the location"
United States
Mary
The price is CA $370
CA $435 total
includes taxes & fees
Nov 16 - Nov 17
Wicker Park Inn
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a gas stove.

10. Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking
Humboldt Park
The price is CA $465
CA $547 total
includes taxes & fees
Nov 23 - Nov 24
Pristine Apartment with Free Street Parking
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.
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Top Far Southeast Side Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"The hotel itself is huge with the historic main room being spectacular. Our room was a hike to get to but very clean, newer vinyl flooring, newer paint. We needed a one night stay for an event further south in the city so it was perfect for that. The location is pretty wonderful with Buckingham fountain and the park right outside the front door. What wasn't so great was the front desk personnel. Seemed like they just hated their job. Not quite rude but getting there with my polite simple questions. Also the main restaurant was supposed to be open on Friday night but closed early? The bar area was unappealing so we ended up walking a block to the Conrad Hilton and had a great experience in their bar with food being served until late. Would we stay again? If for a short stay, yes."
Wendy 1-night trip
Posted 4 hours ago
Congress Plaza Hotel

Find out more about Far Southeast Side

Far Southeast Side B&B information

Number of reviews
966
Accommodation
10 B&B
Lowest Price
CA $113
Highest Price
CA $547

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