Bed and Breakfast Accommodation in Chicago

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$100 - $199

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Popular amenities for Bed and Breakfast Accommodation in Chicago

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Bed and Breakfast with internet

Bed and Breakfast with pools

Bed and Breakfast with parking

Pet-Friendly Bed and Breakfast

Top-rated bed and breakfast in Chicago

Browse our top rated bed and breakfast offers

Jan 6 - Jan 13

-45%

$264

$146 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Pleasant B&B in Bucktown with Yard & Patio

4.8

Outstanding (315 ratings)

Bucktown, Chicago, Illinois, United States

Details

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Jan 6 - Jan 13

-39%

$220

$135 per night

Bed and breakfast ∙ 3 guests ∙ 1 bedroom

Bed And Breakfast in Bucktown with Patio & Yard

4.8

Outstanding (315 ratings)

Bucktown, Chicago, Illinois, United States

Details

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Oct 23 - Oct 30

-16%

$246

$206 per night

Bed and breakfast ∙ 6 guests ∙ 2 bedrooms

Pleasant Bed And Breakfast in Roscoe Village with Yard

4.8

Outstanding (85 ratings)

Roscoe Village, Chicago, Illinois, United States

Details

Vrbo

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Best Deals and Discounts on Bed and Breakfast

Save up to 59%

Mar 1 - Mar 8

-44%

$251

$140 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed And Breakfast in Bucktown with Patio & Yard

4.8

Outstanding (315 ratings)

Bucktown, Chicago, Illinois, United States

Details

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Jan 6 - Jan 13

-59%

$300

$122 per night

Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Bed And Breakfast in Old Town with Patio

Old Town, Chicago, Illinois, United States

Free cancellation

Details

Expedia

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Feb 3 - Feb 10

-51%

$305

$150 per night

Bed and breakfast ∙ 5 guests ∙ 1 bedroom

B&B in Bucktown with Patio & Yard

4.8

Outstanding (315 ratings)

Bucktown, Chicago, Illinois, United States

Details

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Bed and Breakfast in Chicago: Top Accommodations

Jan 13 - Jan 20

-46%

$252

$136 per night

Bed and breakfast ∙ 3 guests ∙ 1 bedroom

Bed And Breakfast in Bucktown with Yard & Patio

4.8

Outstanding (315 ratings)

Bucktown, Chicago, Illinois, United States

Details

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Jan 20 - Jan 27

$320 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Pleasant Bed And Breakfast in West Loop

4.9

Outstanding (172 ratings)

West Loop, Chicago, Illinois, United States

Details

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Jan 20 - Jan 27

-58%

$340

$142 per night

Bed and breakfast ∙ 3 guests ∙ 1 bedroom

Bed & Breakfast in Old Town with Patio

4.9

Outstanding (446 ratings)

Old Town, Chicago, Illinois, United States

Details

HomeToGo

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Jan 6 - Jan 13

-77%

$714

$162 per night

Bed and breakfast ∙ 4 guests ∙ 1 bedroom

B&B in Magnolia Glen with Patio, Yard & Grill

Magnolia Glen, Chicago, Illinois, United States

Details

Expedia

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Mar 2 - Mar 9

-51%

$336

$165 per night

Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Bed And Breakfast in Wicker Park with Yard

Wicker Park, Chicago, Illinois, United States

Details

Expedia

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Feb 3 - Feb 10

$162 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Lovely Bed And Breakfast in Magnolia Glen with Patio, Grill & Yard + City Views

4.5

Excellent (543 ratings)

Magnolia Glen, Chicago, Illinois, United States

Details

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Jan 20 - Jan 27

$320 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & Breakfast in West Loop

4.9

Outstanding (172 ratings)

West Loop, Chicago, Illinois, United States

Details

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Jan 20 - Jan 27

-59%

$300

$122 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B in Old Town with Patio

4.9

Outstanding (446 ratings)

Old Town, Chicago, Illinois, United States

Details

HomeToGo

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Jan 20 - Jan 27

-37%

$323

$203 per night

Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Bed & Breakfast in Wicker Park with Yard

4.4

Very good (267 ratings)

Wicker Park, Chicago, Illinois, United States

Details

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Budget-friendly bed and breakfast in Chicago

Our top value vacation rentals for bed and breakfast

Jan 20 - Jan 27

-16%

$250

$210 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B in Magnolia Glen with Yard, Patio & Grill + City Views

4.5

Excellent (543 ratings)

Magnolia Glen, Chicago, Illinois, United States

Details

HomeToGo

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Jan 6 - Jan 13

-43%

$238

$135 per night

Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Wonderful Bed And Breakfast in Bucktown with Patio & Yard

4.8

Outstanding (315 ratings)

Bucktown, Chicago, Illinois, United States

Details

HomeToGo

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Jan 20 - Jan 27

-53%

$300

$142 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & Breakfast in Old Town with Patio

4.9

Outstanding (446 ratings)

Old Town, Chicago, Illinois, United States

Details

HomeToGo

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Stay Connected: Bed and Breakfast with Internet

Jan 20 - Jan 27

$266 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & Breakfast in West Loop

4.9

Outstanding (172 ratings)

West Loop, Chicago, Illinois, United States

Internet

Details

HomeToGo

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Jan 20 - Jan 27

-16%

$277

$234 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Beautiful Bed And Breakfast in West Loop

4.9

Outstanding (172 ratings)

West Loop, Chicago, Illinois, United States

Internet

Details

HomeToGo

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Jan 20 - Jan 27

-35%

$276

$181 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B in Wicker Park with Yard

4.4

Very good (267 ratings)

Wicker Park, Chicago, Illinois, United States

Internet

Details

HomeToGo

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Bed and Breakfast with Kitchens

Feb 10 - Feb 17

-46%

$278

$150 per night

Bed and breakfast ∙ 3 guests ∙ 1 bedroom

B&B in Bucktown with Patio & Yard

4.8

Outstanding (315 ratings)

Bucktown, Chicago, Illinois, United States

Kitchen

Details

HomeToGo

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Jan 20 - Jan 27

-23%

$287

$222 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B in Magnolia Glen with Grill, Patio & Yard + Garden Views

4.5

Excellent (543 ratings)

Magnolia Glen, Chicago, Illinois, United States

Kitchen

Details

HomeToGo

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Jan 13 - Jan 20

-49%

$278

$142 per night

Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Bed And Breakfast in Bucktown with Patio & Yard

4.8

Outstanding (315 ratings)

Bucktown, Chicago, Illinois, United States

Kitchen

Details

HomeToGo

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Soak Up the Sun: Bed and Breakfast with Patios

Jan 20 - Jan 27

-16%

$222

$186 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed And Breakfast in Magnolia Glen with Yard, Grill & Patio + City Views

4.5

Excellent (543 ratings)

Magnolia Glen, Chicago, Illinois, United States

Balcony/Patio

Details

HomeToGo

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Jan 13 - Jan 20

-49%

$278

$141 per night

Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B in Bucktown with Patio & Yard

4.8

Outstanding (315 ratings)

Bucktown, Chicago, Illinois, United States

Balcony/Patio

Details

HomeToGo

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Feb 10 - Feb 17

-50%

$291

$145 per night

Bed and breakfast ∙ 3 guests ∙ 1 bedroom

B&B in Bucktown with Yard & Patio

4.8

Outstanding (315 ratings)

Bucktown, Chicago, Illinois, United States

Balcony/Patio

Details

HomeToGo

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Bed and Breakfast in Chicago for Any Type of Traveler

Traveling with a large group in Chicago?

February is the most affordable month to stay in Chicago with a big group, when nightly prices for Bed and Breakfast will range from $224 to $376 per night. Find luxurious Bed and Breakfast for big groups in Chicago, complete with private pool, big kitchen, and plenty of space to enjoy. HomeToGo offers numerous Bed and Breakfast in Chicago that can sleep ten or more guests and many bathrooms. Start browsing the top Bed and Breakfast 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 February with prices starting at $57 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 Breakfast 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 Breakfast Accommodation in Chicago

🏡 Vacation rentals available	120 homes
💳 Possible discounts	up to 37%
🌙 Nightly prices starting at	$57
⭐ Popular amenities	Internet, Air conditioning and No pets allowed
🐾 Pet friendly homes	12 homes

Frequently Asked Questions

Bed and Breakfast Accommodation in Chicago: How much does it cost to rent a vacation rental in Chicago?

On average, you can get a great vacation home from $224 and get discounts up to 37%!

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