Bed and Breakfasts in Chicago - HomeToGo base64Hash Bed and Breakfasts in Chicago - HomeToGo

Bed and Breakfasts in Chicago

Anytime
1 guest
Anytime
1 guest

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • Condo
    • Cabin
    • House

  • Distance to center

    • 1 km
    • 2 km
    • 5 km

  • Rating

    • 4.5+
    • 4+

  • Bedrooms

    • Any
    • 1 bedroom
    • 2+ bedrooms

  • Booking Options

    • Instant Booking

  • Services

    • WiFi
    • Pool
    • Parking
    • Kitchen
    • TV
    • Air conditioning
    • Balcony/patio
    • Washing machine
    • Microwave
    • Hot tub
    • Fireplace
    • Dishwasher
    • Yard
    • Sauna
    • Crib
    Show more

  • Accommodation type

    • Pet-friendly
    • No smoking
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Bed and Breakfasts in Chicago: Recommended rentals

Bed and Breakfasts in Chicago: find your perfect rental from just $42 per night!

Bed and breakfast Canaryville
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & breakfast for 2 persons

Canaryville, Chicago, Illinois, United States
from $42
per night
from $42
per night
View deal
Bed and breakfast Illinois Medical District
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Charming bed and breakfast for 2 persons

Illinois Medical District, Chicago, Illinois, United States
from $129
per night
from $129
per night
View deal
Bed and breakfast South Austin
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B with 1 room for 2 persons

South Austin, Chicago, Illinois, United States
from $111
per night
from $111
per night
View deal
Bed and breakfast Logan Square
Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Bed & breakfast with yard & terrace

Logan Square, Chicago, Illinois, United States
from $256
per night
from $256
per night
View deal
Bed and breakfast Douglas
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B with yard | Good for workation

Douglas, Chicago, Illinois, United States
from $161
per night
from $161
per night
View deal
Bed and breakfast Roscoe Village
Bed and breakfast ∙ 6 guests ∙ 2 bedrooms

Fully equipped pleasant bed and breakfast with yard & patio

Roscoe Village, Chicago, Illinois, United States
from $212
per night
Outstanding(158 ratings)
from $212
per night
View deal
Bed and breakfast Douglas
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Beautiful bed and breakfast with terrace | Perfect for remote work

Douglas, Chicago, Illinois, United States
from $175
per night
Good(3 ratings)
from $175
per night
View deal
Bed and breakfast Roscoe Village
Bed and breakfast ∙ 2 guests ∙ 2 bedrooms

Family-oriented charming B&B with patio & yard

Roscoe Village, Chicago, Illinois, United States
from $404
per night
Outstanding(94 ratings)
from $404
per night
View deal
Bed and breakfast West Woodlawn
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & breakfast with 1 room for 2 persons

West Woodlawn, Chicago, Illinois, United States
from $69
per night
from $69
per night
View deal
Bed and breakfast Bridgeport
-40%
Mar 8 - Mar 15
Bed and breakfast ∙ 9 guests ∙ 3 bedrooms

Wonderful bed and breakfast with 3 rooms for 9 persons

Bridgeport, Chicago, Illinois, United States
$450$270
per night
Excellent
$450$270
per night
View deal
Bed and breakfast Boystown
-61%
Mar 16 - Mar 23
Free cancellation
Bed and breakfast ∙ 12 guests ∙ 5 bedrooms

Bed and breakfast with 5 rooms for 12 persons

Boystown, Chicago, Illinois, United States
$1,092$422
per night
$1,092$422
per night
View deal
Bed and breakfast Boystown
-50%
Mar 18 - Mar 25
Free cancellation
Bed and breakfast ∙ 12 guests ∙ 1 bedroom

Bed & breakfast for 12 persons

Boystown, Chicago, Illinois, United States
$761$383
per night
$761$383
per night
View deal
Bed and breakfast Sheffield Neighbors
Jun 13 - Jun 20
Bed and breakfast ∙ 6 guests ∙ 1 bedroom

Bed & breakfast with yard, barbecue & terrace | Perfect for remote work

Sheffield Neighbors, Chicago, Illinois, United States
$565
per night
Excellent(99 ratings)
$565
per night
View deal
Bed and breakfast Douglas
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & breakfast with 1 room for 2 persons

Douglas, Chicago, Illinois, United States
from $159
per night
Outstanding(1 rating)
from $159
per night
View deal
Bed and breakfast Old Town
-52%
Apr 5 - Apr 12
Free cancellation
Bed and breakfast ∙ 3 guests ∙ 1 bedroom

Bed & breakfast with terrace

Old Town, Chicago, Illinois, United States
$415$200
per night
Outstanding
$415$200
per night
View deal
Show all 201 properties

Popular amenities for Bed and Breakfasts in Chicago

Find the perfect home for your stay

Bed and breakfasts with internet

Bed and breakfasts with internet

Bed and breakfasts with pools

Bed and breakfasts with pools

Bed and breakfasts with parking

Bed and breakfasts with parking

Pet-Friendly Bed and breakfasts

Pet-Friendly Bed and breakfasts

Top-rated bed and breakfasts in Chicago

Browse our top rated bed and breakfasts offers

Bed and breakfast Old Town
from $233
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B with terrace

4.9
Outstanding(444 ratings)
Old Town, Chicago, Illinois, United States
View deal
Bed and breakfast Bucktown
from $215
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Family-oriented spacious B&B with patio & yard | Pets allowed

4.9
Outstanding(341 ratings)
Bucktown, Chicago, Illinois, United States
View deal
Bed and breakfast Wicker Park
from $316
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed and breakfast with garden

4.5
Excellent(240 ratings)
Wicker Park, Chicago, Illinois, United States
View deal

Best Deals and Discounts on Bed and breakfasts

Save up to 90%

Bed and breakfast Wrigleyville
Mar 14 - Mar 21
-46%
$598
$325
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed and breakfast with yard | Good for workation

Wrigleyville, Chicago, Illinois, United States
View deal
Bed and breakfast Boystown
Mar 6 - Mar 13
-90%
$626
$62
per night
Bed and breakfast ∙ 12 guests ∙ 1 bedroom

Bed & breakfast for 12 persons

Boystown, Chicago, Illinois, United States
Free cancellation
View deal

Budget-friendly bed and breakfasts in Chicago

Our top value vacation rentals for bed and breakfasts

Bed and breakfast River North
from $133
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Beautiful bed & breakfast with 1 room for 2 persons

River North, Chicago, Illinois, United States
View deal
Bed and breakfast West Loop
from $359
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Pleasant bed and breakfast for 2 persons

4.9
Outstanding(167 ratings)
West Loop, Chicago, Illinois, United States
View deal
Bed and breakfast Wrigleyville
Mar 21 - Mar 28
$258
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Wonderful bed and breakfast with garden | Suitable for remote work

Wrigleyville, Chicago, Illinois, United States
View deal

Bed and breakfasts with Balconies

Bed and breakfast Wrigleyville
Mar 21 - Mar 28
$300
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Wonderful bed and breakfast with garden | Suitable for remote work

Wrigleyville, Chicago, Illinois, United States
Balcony
View deal
Bed and breakfast Sheffield Neighbors
Jun 13 - Jun 20
$501
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Charming B&B with grill, yard & patio | Perfect for remote work

4.6
Excellent(99 ratings)
Sheffield Neighbors, Chicago, Illinois, United States
Balcony
View deal
Bed and breakfast Sheffield Neighbors
Jun 13 - Jun 20
$663
per night
Bed and breakfast ∙ 6 guests ∙ 1 bedroom

Bed & breakfast with yard, barbecue & terrace | Perfect for remote work

4.6
Excellent(99 ratings)
Sheffield Neighbors, Chicago, Illinois, United States
Balcony
View deal
See all offers

Bed and breakfasts with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

Bed and breakfast Sheffield Neighbors
from $286
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Family-friendly lovely B&B with hot tub, patio & yard

Sheffield Neighbors, Chicago, Illinois, United States
View deal

Bed and breakfasts in Chicago for Any Type of Traveler

Traveling with a large group in Chicago?

March is the most affordable month to stay in Chicago with a big group, when nightly prices for Bed and breakfasts will range from $189 to $855 per night. Find luxurious Bed and breakfasts for big groups in Chicago, complete with private pool, big kitchen, and plenty of space to enjoy. HomeToGo offers numerous Bed and breakfasts in Chicago that can sleep ten or more guests and many bathrooms. Start browsing the top Bed and breakfasts for big groups and plan the perfect getaway!

Looking for a remote trip in Chicago with your spouse?

The most affordable month to book is March with prices starting at $42 per night. There are many romantic activities to try with your partner on your couples vacation, including hiking, swimming, biking, and many other outdoor activities. Reserve cozy Bed and breakfasts in Chicago for a private retreat, equipped with jacuzzi, spa, and a wonderful view of Chicago's stunning scenery. Search HomeToGo's best offers for romantic retreats in Chicago today!

Information about Bed and Breakfasts in Chicago

🏡 Bed and breakfasts available 201 rentals
💳 Possible discounts up to 52%
🌙 Nightly prices starting at $42
⭐ Popular amenities Air conditioning, Internet and Non-smoking
🐾 Pet friendly homes 43 homes

Bed and Breakfasts in Chicago: frequently asked questions

Bed and Breakfasts in Chicago: How much does a stay cost?

The average price for a rental in Chicago is usually around $189 and $855 per night.

Discover other popular accommodation types

Check out other vacation accommodation options in Chicago

Check out more vacation options

Check out vacation rentals with popular amenities in Chicago

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