Bed and breakfast (B&Bs) in Chicago - HomeToGo base64Hash Bed and breakfast (B&Bs) in Chicago - HomeToGo

Bed and breakfast (B&Bs) in Chicago

Anytime
Guests
Anytime
Guests

  • Price per night

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

  • Accommodation types

    • Apartment
    • Bed and breakfast
    • Private room

  • Distance to centre

    • 1 km
    • 2 km
    • 5 km

  • Rating

    • 4.5+
    • 4+

  • Bedrooms

    • Any
    • 1 bedroom
    • 2+ bedrooms

  • Booking Options

    • Instant Booking

  • Services

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

  • Accommodation type

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

  • Activities

    • Grill
    • Fishing

Bed and breakfast (B&Bs) in Chicago: Recommended holiday rentals

Bed and breakfast (B&Bs) in Chicago: find your perfect rental from just £41 per night!

Bed and breakfast Roscoe Village
Bed and breakfast ∙ 2 guests ∙ 2 bedrooms

Family-oriented charming B&B with terrace & garden

Roscoe Village, Chicago, Illinois, United States
from £259
per night
Outstanding(104 ratings)
Vrbo
from £259
per night
View deal
Vrbo
Bed and breakfast East Village
Bed and breakfast ∙ 16 guests ∙ 8 bedrooms

B&B with garden | Perfect for remote work

East Village, Chicago, Illinois, United States
from £3,195
per night
Vrbo
from £3,195
per night
View deal
Vrbo
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 £168
per night
Outstanding
Agoda
from £168
per night
View deal
Agoda
Bed and breakfast Rogers Park
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & breakfast with garden

Rogers Park, Chicago, Illinois, United States
from £55
per night
Excellent
Agoda
from £55
per night
View deal
Agoda
Bed and breakfast Wrigleyville
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed and breakfast with garden

Wrigleyville, Chicago, Illinois, United States
from £271
per night
Vrbo
from £271
per night
View deal
Vrbo
Bed and breakfast Douglas
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B with garden & terrace | Good for workation

Douglas, Chicago, Illinois, United States
from £154
per night
Vrbo
from £154
per night
View deal
Vrbo
Bed and breakfast Legends South
Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Bed & breakfast with garden

Legends South, Chicago, Illinois, United States
from £34
per night
Very good
Agoda
from £34
per night
View deal
Agoda
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 £98
per night
Agoda
from £98
per night
View deal
Agoda
Bed and breakfast Sheffield & DePaul
Bed and breakfast ∙ 6 guests ∙ 2 bedrooms

B&B with garden, jacuzzi & terrace

Sheffield & DePaul, Chicago, Illinois, United States
from £207
per night
Good
Agoda
from £207
per night
View deal
Agoda
Bed and breakfast Avondale
Bed and breakfast ∙ 4 guests ∙ 1 bedroom

B&B for 4 persons

Avondale, Chicago, Illinois, United States
from £126
per night
Agoda
from £126
per night
View deal
Agoda
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
Agoda
from £61
per night
View deal
Agoda
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 £77
per night
Agoda
from £77
per night
View deal
Agoda
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 £130
per night
Agoda
from £130
per night
View deal
Agoda
Bed and breakfast Wrigleyville
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & breakfast with garden

Wrigleyville, Chicago, Illinois, United States
from £233
per night
Vrbo
from £233
per night
View deal
Vrbo
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 £109
per night
Agoda
from £109
per night
View deal
Agoda
Show all 213 properties

Popular Amenities for Bed and breakfast (B&Bs) in Chicago

Find the perfect home for your stay

Bed and breakfasts with Pools

Bed and breakfasts with Pools

Bed and breakfasts with Internet

Bed and breakfasts with Internet

Bed and breakfasts with Kitchens

Bed and breakfasts with Kitchens

Bed and breakfasts with Air Conditioning

Bed and breakfasts with Air Conditioning

Top-rated bed and breakfasts in Chicago

Discover our highly-rated bed and breakfasts

Bed and breakfast Bucktown
from £162 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Family-oriented wonderful bed and breakfast with terrace & garden | Suitable for remote work | Pets are welcome

4.9
Outstanding(341 ratings)
Bucktown, Chicago, Illinois, United States
HomeToGo
View deal
Bed and breakfast Sheffield Neighbors
from £201 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Nice bed & breakfast with garden, terrace & barbeque | Good for workation

4.6
Excellent(99 ratings)
Sheffield Neighbors, Chicago, Illinois, United States
HomeToGo
View deal
Bed and breakfast Magnolia Glen
from £148 per night
Bed and breakfast ∙ 3 guests ∙ 1 bedroom

Lovely B&B with garden | Suitable for remote work

5.0
Outstanding
Magnolia Glen, Chicago, Illinois, United States
Agoda
View deal

Budget-friendly bed and breakfasts in Chicago

Great value bed and breakfasts

Bed and breakfast Kenwood
from £61 per night
Bed and breakfast ∙ 3 guests ∙ 1 bedroom

Nice bed & breakfast for 3 persons

Kenwood, Chicago, Illinois, United States
Agoda
View deal
Bed and breakfast Douglas
from £130 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B with garden & terrace | Perfect for remote work

Douglas, Chicago, Illinois, United States
Vrbo
View deal
Bed and breakfast Canaryville
from £44 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & breakfast for 2 persons

Canaryville, Chicago, Illinois, United States
Agoda
View deal

Keep Cool: Bed and breakfasts with Air Conditioning

Bed and breakfast Near West Side
from £163 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed and breakfast for 2 persons

Near West Side, Chicago, Illinois, United States
Air conditioning
Agoda
View deal
Bed and breakfast Illinois Medical District
from £104 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & breakfast for 2 persons

Illinois Medical District, Chicago, Illinois, United States
Air conditioning
Agoda
View deal
Bed and breakfast Douglas
from £207 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Lovely bed and breakfast | Good for workation

4.4
Very good(3 ratings)
Douglas, Chicago, Illinois, United States
Air conditioning
Vrbo
View deal
See all offers

Catch Some Rays: Bed and breakfasts with Patios

Bed and breakfast Sheffield Neighbors
from £231 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
Vio.com
View deal
Bed and breakfast Bucktown
from £228 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & breakfast with garden, terrace & sauna

Bucktown, Chicago, Illinois, United States
Balcony/Patio
Vio.com
View deal
Bed and breakfast Magnolia Glen
from £177 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & breakfast with garden & terrace

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

Bed and breakfasts with Gardens

Bed and breakfast West Woodlawn
from £67 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B with terrace & garden

West Woodlawn, Chicago, Illinois, United States
Garden
Agoda
View deal
Bed and breakfast Bucktown
from £147 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
Garden
HomeToGo
View deal
Bed and breakfast West Ridge
from £126 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed and breakfast with garden

West Ridge, Chicago, Illinois, United States
Garden
Agoda
View deal
See all offers

Information about Bed and breakfast (B&Bs) in Chicago

🏡 Bed and breakfasts available 213 rentals
🌙 Nightly prices from £41
⭐ Popular amenities Air conditioning, Non-smoking and Internet
🐾 Pet friendly rentals 48 properties

Bed and breakfast (B&Bs) in Chicago: frequently asked questions

Bed and breakfast (B&Bs) in Chicago: what's the average price for a holiday apartment?

Holiday lettings in Chicago cost between £282 and £348 per night.

Explore bed and breakfasts in Other Destinations

Check out other holiday accommodation options in Chicago

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Explore All the Ways to Vacation in Chicago

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Check out other interesting rentals in Chicago

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Private room

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Shared room

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