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B'n'Bs in Chicago

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B'n'Bs in Chicago: Recommended holiday rentals

B'n'Bs in Chicago: find your perfect rental from just £34 per night!

Bed and breakfast Wicker Park
Bed and breakfast ∙ 6 guests ∙ 1 bedroom

Wonderful bed and breakfast for 6 persons

Wicker Park, Chicago, Illinois, United States
from £186
per night
Outstanding
from £186
per night
View deal
Bed and breakfast Bridgeport
Bed and breakfast ∙ 9 guests ∙ 3 bedrooms

Wonderful bed and breakfast with 3 rooms for 9 persons

Bridgeport, Chicago, Illinois, United States
from £225
per night
Outstanding
from £225
per night
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Bed and breakfast West Ridge
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B with 1 room for 2 persons

West Ridge, Chicago, Illinois, United States
from £114
per night
from £114
per night
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Bed and breakfast West Woodlawn
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B with terrace & garden

West Woodlawn, Chicago, Illinois, United States
from £62
per night
from £62
per night
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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 £151
per night
from £151
per night
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Bed and breakfast West Woodlawn
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed and breakfast with barbecue, garden & terrace

West Woodlawn, Chicago, Illinois, United States
from £61
per night
Outstanding
from £61
per night
View deal
Bed and breakfast Hyde Park
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed and breakfast with 1 room for 2 persons

Hyde Park, Chicago, Illinois, United States
from £108
per night
from £108
per night
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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 £61
per night
from £61
per night
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Bed and breakfast Magnolia Glen
Bed and breakfast ∙ 3 guests ∙ 1 bedroom

Lovely B&B with garden | Suitable for remote work

Magnolia Glen, Chicago, Illinois, United States
from £136
per night
Outstanding
from £136
per night
View deal
Bed and breakfast Bronzeville
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Nice bed and breakfast with 1 room for 2 persons

Bronzeville, Chicago, Illinois, United States
from £75
per night
from £75
per night
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Bed and breakfast Roscoe Village
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Family-oriented charming B&B with terrace & garden

Roscoe Village, Chicago, Illinois, United States
from £294
per night
Outstanding(105 ratings)
from £294
per night
View deal
Bed and breakfast Kenwood
Bed and breakfast ∙ 3 guests ∙ 1 bedroom

Nice bed & breakfast for 3 persons

Kenwood, Chicago, Illinois, United States
from £60
per night
Excellent
from £60
per night
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Bed and breakfast Avondale
Bed and breakfast ∙ 4 guests ∙ 1 bedroom

B&B for 4 persons

Avondale, Chicago, Illinois, United States
from £121
per night
from £121
per night
View deal
Bed and breakfast Magnolia Glen
Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Nice bed and breakfast with garden, pool & terrace

Magnolia Glen, Chicago, Illinois, United States
from £118
per night
Outstanding
from £118
per night
View deal
Bed and breakfast Rogers Park
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & breakfast with garden

Rogers Park, Chicago, Illinois, United States
from £64
per night
Excellent
from £64
per night
View deal
Show all 5,476 properties

Popular Amenities for B'n'Bs in Chicago

Find the perfect home for your stay

B'n'Bs with Pools

B'n'Bs with Pools

B'n'Bs with Internet

B'n'Bs with Internet

B'n'Bs with Kitchens

B'n'Bs with Kitchens

B'n'Bs with Air Conditioning

B'n'Bs with Air Conditioning

Top-rated b'n'bs in Chicago

Discover our highly-rated b'n'bs

Motel River North
from £77 per night
Motel ∙ 4 guests ∙ 1 bedroom

Motel with terrace | Near Magnificent Mile

4.6
Excellent
River North, Chicago, Illinois, United States
View deal
Resort Bucktown
from £217 per night
Resort ∙ 127 guests ∙ 1 bedroom

Resort with terrace, sauna & hot tub | Suitable for remote work

4.5
Excellent
Bucktown, Chicago, Illinois, United States
View deal
Bed and breakfast Bucktown
from £213 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Family-oriented spacious B&B with garden & terrace | Good for workation | Pets allowed

4.9
Outstanding(341 ratings)
Bucktown, Chicago, Illinois, United States
View deal

Budget-friendly b'n'bs in Chicago

Great value b'n'bs

Bed and breakfast Wrigleyville
from £265 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Pleasant bed & breakfast with garden | Perfect for remote work

Wrigleyville, Chicago, Illinois, United States
View deal
Bed and breakfast Wrigleyville
from £266 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Lovely bed and breakfast with garden | Perfect for remote work

Wrigleyville, Chicago, Illinois, United States
View deal
Bed and breakfast Near West Side
from £105 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Charming B&B for 2 persons

Near West Side, Chicago, Illinois, United States
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Keep Cool: B'n'Bs with Air Conditioning

Bed and breakfast  Near West Side
from £164 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed and breakfast for 2 persons

Near West Side, Chicago, Illinois, United States
Air conditioning
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Bed and breakfast  Douglas
from £137 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B with garden & terrace | Good for workation

Douglas, Chicago, Illinois, United States
Air conditioning
View deal
Bed and breakfast  Bucktown
from £191 per night
Bed and breakfast ∙ 5 guests ∙ 1 bedroom

Beautiful bed & breakfast with garden, terrace & barbeque | Pets are welcome

Bucktown, Chicago, Illinois, United States
Air conditioning
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Catch Some Rays: B'n'Bs with Patios

Bed and breakfast  Sheffield Neighbors
from £228 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Family-friendly lovely B&B with terrace, garden & hot tub

Sheffield Neighbors, Chicago, Illinois, United States
Balcony/Patio
View deal
Bed and breakfast  East Village
from £3,412 per night
Bed and breakfast ∙ 16 guests ∙ 8 bedrooms

B&B with garden | Perfect for remote work

East Village, Chicago, Illinois, United States
Balcony/Patio
View deal
Bed and breakfast  Magnolia Glen
from £139 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & breakfast with garden & terrace

Magnolia Glen, Chicago, Illinois, United States
Balcony/Patio
View deal
See all offers

B'n'Bs with Gardens

Bed and breakfast  Wicker Park
from £170 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
Garden
View deal
Bed and breakfast  Wicker Park
from £161 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & breakfast with garden

4.5
Excellent(240 ratings)
Wicker Park, Chicago, Illinois, United States
Garden
View deal
Bed and breakfast  Wicker Park
from £207 per night
Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Bed & breakfast with garden | Suitable for remote work

4.5
Excellent(240 ratings)
Wicker Park, Chicago, Illinois, United States
Garden
View deal
See all offers

B'n'Bs with Hot Tubs

Holiday Homes featuring Whirlpools and Jacuzzis

Resort Bucktown
from £246 per night
Resort ∙ 2 guests ∙ 1 bedroom

Pleasant resort with sauna, pool & jacuzzi

Bucktown, Chicago, Illinois, United States
View deal
House Berwyn
from £293 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday home with hot tub

Berwyn, Cook County, Illinois, United States
View deal
Apartment Berwyn
from £111 per night
Apartment ∙ 5 guests ∙ 1 bedroom

Family-oriented holiday apartment with jacuzzi | City view | Good for workation

5.0
Outstanding(18 ratings)
Berwyn, Cook County, Illinois, United States
View deal

Information about B'n'Bs in Chicago

📏 Average size of a holiday home 66 m²
🥳 Busiest month January
🛏️ Popular accommodation types Apartment rental and Bed and breakfast rental
🌡️ Warmest weather July and August
🥶 Coldest weather January and February
🌧️ Rainiest months 9 rainy days in March and April
54,612 reviews
Chicago holiday rentals have an average rating of 4.4/5 across 54,612 reviews left by travellers.

B'n'Bs in Chicago: frequently asked questions

B'n'Bs in Chicago: what's the average price for the accommodation?

Holiday rentals in Chicago are between £263 and £320 per night.

Can I find holiday rentals for B'n'Bs in Chicago that's suitable for a family or large group?

In most cases, every Bed and breakfast rental is about 66 m² and average capacity is 3 guests - ideal for couples and small groups.

In which season should I rent a B'n'B in Chicago?

In general, the months of July and August are the warmest, with temperatures reaching up to 29°C. January and February are the coldest months in Chicago, when temperatures can drop to -8°C.

What types of holiday lettings are available for B'n'Bs in Chicago?

Check out our selection of Bed and breakfast rental and Apartment rental to find the perfect holiday rental for B'n'Bs in Chicago.

Are there any pet-friendly B'n'Bs in Chicago?

At HomeToGo, we understand how essential it is to travel with your pet. That's why we've made more than 2,222 B'n'Bs available to you that will warmly welcome your four-legged friend.

Are there B'n'Bs with swimming pools in Chicago?

Choose from our variety of B'n'Bs in Chicago, where 32% of places to stay come furnished with a pool.

Are there B'n'Bs with hot tubs in Chicago?

Sure! You can count on a relaxing stay during your time in Chicago. Explore a variety of available B'n'Bs with jacuzzis in order to book the accommodation that perfectly matches your expectations. Treat yourself to a refreshing dip after a day of exploring, or simply relax and recharge with your loved ones.

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