Bed and Breakfast and Inn in Chicago, IL

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Chicago, IL B&B
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711 Bed and Breakfast and Inn in Chicago, IL

Best Chicago, IL bed and breakfasts with breakfast included

Dorothy's - Chicago, IL
8.3 328 reviews

Dorothy's

B&B, Chicago
This Chicago Lakeview apartment, a short 1.4km stroll from Wrigley Field and within 3km of Lincoln Park Zoo, offers convenient access to Chicago's attractions.
Sleeping up to 12 guests, this 111 square metre self-catering property boasts two bathrooms, a fully equipped kitchen including a dishwasher, free Wi-Fi, and on-site parking.
The Publishing House B&b - Chicago, IL
No reviews

The Publishing House B&b

B&B, Chicago
B&B. This accommodation is based in Chicago.
House 5863- Chicago's Premier Bed And Breakfast - Chicago, IL
9.3 646 reviews

House 5863- Chicago's Premier Bed And Breakfast

B&B, Chicago
Chicago's Premier Bed and Breakfast is situated in the Andersonville neighbourhood, just a short distance from Wrigley Field, Lincoln Park Zoo, and DePaul University. The property consistently receives excellent reviews for its location, cleanliness, and overall experience.
The guesthouse offers a range of modern amenities including a shared kitchen, a terrace, and a garden. Guests can enjoy a continental breakfast, relax in the lounge, or make use of the barbecue facilities.
The Publishing House Bed And Breakfast - Chicago, IL
9.7 245 reviews

The Publishing House Bed And Breakfast

B&B, Chicago
The Publishing House Bed and Breakfast is located in Chicago, just a short walk from the United Center and Union Station, with Willis Tower and CIBC Theatre also within easy reach. The property has consistently received excellent ratings for its location, cleanliness, and overall guest experience.
The inn features a single bedroom and bathroom, offering a comfortable and intimate stay. Guests can enjoy a range of amenities, including a restaurant, bar, fitness centre, and parking, as well as free Wi-Fi and a shared lounge area.

Best Chicago, IL bed and breakfasts with a garden

Cozy 1br + Futon  Deck  Laundry  Private Entry - Chicago, IL
9.8 151 reviews

Cozy 1br + Futon Deck Laundry Private Entry

B&B, Chicago
This Chicago apartment, a lower-ground floor flat with a private entrance, is situated approximately 1.6km from the 35th Street Orange Line station and 0.4km from the Archer bus route, providing easy access to the city centre.
The self-contained unit sleeps four, featuring a queen bed and a double futon, a fully equipped kitchen with in-unit laundry facilities, and a private backyard with deck, grill, and picnic bench; free on-street parking is also available.
2 Bedroom Apartment By O'hare/cta/i90 Free Parking - Chicago, IL
9.8 445 reviews

2 Bedroom Apartment By O'hare/cta/i90 Free Parking

B&B, Chicago
This Chicago apartment rental near O'Hare International Airport and Rosemont offers easy access to I-90 and the CTA, placing you approximately 8 km from the airport and 7 km from Rosemont, with a 30-minute commute to central Chicago and Wrigley Field.
The self-contained ground-floor flat boasts a spacious open-plan living, kitchen, and dining area, sleeping up to seven guests in one queen bed, four twin beds, and one air bed, and includes a full kitchen, laundry facilities, free on-street parking, and fast Wi-Fi.
Cozy Space In Lincoln Square - Chicago, IL
9.7 218 reviews

Cozy Space In Lincoln Square

B&B, Chicago
This cosy Chicago basement flat is situated in the Lincoln Square/Ravenswood neighbourhood, a short distance from the Rockwell Brown Line 'L' station and local bus routes, offering easy access to Lincoln Square's shops and restaurants.
The self-contained apartment sleeps two guests in one bedroom and one bathroom, features a garden, parking, and includes amenities such as an electric fireplace, and additional bedding and towels; please note that the property has electricity limitations and potential for noise from upstairs.
Cozy, 2 Br, Garden Unit Crash Pad Near Wicker Park - Chicago, IL
9.4 196 reviews

Cozy, 2 Br, Garden Unit Crash Pad Near Wicker Park

B&B, Chicago
This Chicago garden apartment is ideally situated near Wicker Park, Bucktown, and Logan Square, a short walk from the Blue Line and minutes from the city centre.
The basement flat, sleeping up to six guests in two bedrooms and a futon, offers a small kitchenette with a fridge, microwave, and coffee maker, plus free Wi-Fi, private parking, and access to a shared laundry room and patio.

Frequently Asked Questions about bed and breakfast in Chicago, IL

  • What are the must-see sights for first-time visitors on a day trip to Chicago, IL?

    For a day trip, you'd want to hit the highlights. Start with Millennium Park, where you can see Cloud Gate, also known as 'The Bean', and Crown Fountain. Head over to Navy Pier for a Ferris wheel ride and views of the lakefront. You can't miss the iconic Wrigley Field, home to the Chicago Cubs, even if you're not a baseball fan.
  • What are the best bed and breakfasts in Chicago, IL?

  • What is the typical weather in Chicago, IL, and how does it affect outdoor plans?

    Chicago has four distinct seasons. Summers are hot and humid, reaching around 27 degrees Celsius, while winters are cold and snowy, with temperatures averaging around -3 degrees Celsius. Spring and autumn are mild and pleasant. Check the forecast before making outdoor plans, especially during the shoulder seasons.
  • What are the best bed and breakfasts with a pool in Chicago, IL?

  • What are the best cultural activities and events in and around Chicago, IL?

    Chicago is a cultural hub. Check out the Art Institute of Chicago for world-class art, catch a show at the Steppenwolf Theatre, or explore the Museum of Science and Industry. For a unique experience, visit the Field Museum, home to Sue the T-Rex. The city hosts numerous festivals throughout the year, including the Chicago Blues Festival and the Chicago Air and Water Show.
  • What are the best bed and breakfasts with a jacuzzi in Chicago, IL?

  • Which hiking trails are recommended for exploring in and around Chicago, IL?

    While Chicago itself is a city, there are great hiking trails within a short drive. The Palos Preserves in southwest Chicago offer over 100 km of trails, including the popular Sagawau Trail. For a shorter hike, try the 6 km Lakefront Trail, which runs along the lakefront from the north side to the south side.
  • What are the best bed and breakfasts for families and kids in Chicago, IL?

  • What amenities are commonly offered in bed and breakfasts in Chicago, IL?

    Chicago bed and breakfasts typically offer a range of amenities, including private bathrooms, complimentary breakfast, free Wi-Fi, and sometimes even a shared lounge or garden area. Some may have parking available, but it's always best to check when booking.
  • What are the best pet friendly bed and breakfasts in Chicago, IL?

  • What are the best bed and breakfasts with parking in Chicago, IL?

Popular destinations

Best Chicago, IL bed and breakfasts with parking

Cozy Basement Studio (Galewood) Near Oak Park - Chicago, IL
10 137 reviews

Cozy Basement Studio (Galewood) Near Oak Park

B&B, Chicago
This basement apartment is located in a peaceful neighbourhood just 3.2km from Oak Park, a charming town with a lively centre. The studio has received excellent ratings for cleanliness, location and user experience.
The studio is ideal for two guests and features a queen-size bed and a fold-out sofa. It includes essential amenities like a mini-fridge, a coffee machine and a shared laundry room, as well as thoughtful touches like earplugs for a peaceful stay.
Gorgeous, Cozy 1-bedroom Suite In Andersonville - Chicago, IL
9.9 417 reviews

Gorgeous, Cozy 1-bedroom Suite In Andersonville

B&B, Chicago
This Chicago private suite is situated in Andersonville, approximately 1.6 km from Lake Michigan and 8 km north of Chicago's city centre, close to Andersonville's shops and restaurants.
The self-contained apartment offers a kitchenette with microwave, fridge, and toaster, sleeps two guests, includes a private entrance and coded lock, and features a shared garden with seating.
The Villa Toscana - Chicago, IL
8.0 1042 reviews

The Villa Toscana

B&B, Chicago
This pet-friendly house in Chicago is situated 8km from the city centre, near the Ivy League Baseball Club, Our Lady of Mount Carmel Church, and Temple Sholom.
The property offers free Wi-Fi, parking, a kitchen with fridge, microwave, and dishwasher, one bathroom, and accommodates adults only, with no alcohol permitted and group events strictly prohibited.
Afrique Francaise De Woodlawn 1 - Chicago, IL
8.6 25 reviews

Afrique Francaise De Woodlawn 1

B&B, Chicago
Afrique Francaise de Woodlawn 1, a guesthouse in Chicago's Woodlawn neighbourhood, is situated 4 km from the Museum of Science and Industry and 8.4 km from Guaranteed Rate Field, offering easy access to these attractions and a glimpse into the area's history.
This 100 square metre self-catering property features one bedroom, one bathroom, sleeps two guests, and includes a private garden, terrace, parking, and a shared kitchen.

Best Chicago, IL bed and breakfasts with air conditioning

Relaxing Stay Downtown! Pets Are Allowed - Chicago, IL
10 15 reviews

Relaxing Stay Downtown! Pets Are Allowed

B&B, Chicago
This Chicago guesthouse is conveniently located in the downtown area, near the Chicago River, within easy walking distance of numerous restaurants and bars, and a few kilometres from Soldier Field, Wrigley Field, and the United Centre.
Offering one bedroom and one bathroom, this pet-friendly establishment sleeps up to four guests and includes amenities such as free Wi-Fi, a flat-screen TV, and daily housekeeping, plus access to an on-site restaurant, fitness centre, and business centre.
Chateau De Woodlawn - Room Ii - Le Parisienne - Chicago, IL
No reviews

Chateau De Woodlawn - Room Ii - Le Parisienne

B&B, Chicago
B&B rental. Your accommodation will be based in Chicago.
Services and facilities include a garden, air conditioning and an iron. This accommodation in Chicago is ideal for families.
Private Lincoln Square One Bed+bath Studio Apt. - Chicago, IL
10 441 reviews

Private Lincoln Square One Bed+bath Studio Apt.

B&B, Chicago
This Lincoln Square studio apartment, in a renovated Chicago four-square home, offers easy access to public transport, enabling quick trips to Wrigley Field and Lake Michigan.
The self-contained apartment sleeps two, featuring a queen bed and a small twin futon, a kitchenette with microwave and fridge, a private bathroom with heated floors, and access to a garden; free on-street parking is also available.
Great Edgewater/andersonville Private Suite - Chicago, IL
9.9 307 reviews

Great Edgewater/andersonville Private Suite

B&B, Chicago
This charming bed and breakfast is situated in the Edgewater neighbourhood of Chicago, just a short walk from Hollywood Beach and the Red Line L train stop, offering easy access to the city's attractions. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The guest suite features a separate entrance, a private bedroom, a living area with a sofa bed, a wet bar, two flat-screen TVs, and a private bathroom. Guests can enjoy the outdoor space in the backyard garden, request access to the main house kitchen and living room, and bring their furry friends along for an additional fee.
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