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

The Villa Toscana - Chicago, IL
8.0 1024 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.
Harvey House Bed & Breakfast - Chicago, IL
9.7 258 reviews

Harvey House Bed & Breakfast

B&B, Oak Park
Harvey House Bed & Breakfast is situated in Oak Park, a short walk from the CTA Green Line Ridgeland stop and just a 15-minute drive from Chicago city centre. The B&B is highly rated for its excellent location, cleanliness, and overall experience.
The guest house has one bedroom and one bathroom, accommodating up to two guests. Harvey House offers a range of amenities, including a private jacuzzi, a relaxing garden, and a delicious hot breakfast each morning.
Wicker Park Inn - Chicago, IL
9.3 540 reviews

Wicker Park Inn

B&B, Chicago
The Wicker Park Inn is situated in the trendy Wicker Park neighbourhood, just 2.5 kilometres from DePaul University and Lincoln Park Zoo, offering easy access to both attractions and the Blue Line station. The inn has received excellent ratings for its location, cleanliness and overall experience.
The Wicker Park Inn offers comfortable rooms with luxury bedding and amenities, including a shared kitchen with a fridge, freezer, microwave, and dishwasher. Guests can enjoy a free continental breakfast, a terrace or balcony, a garden, a spa, concierge service, room service, and parking, all within a charming neighbourhood with a diverse range of shops, restaurants, and art galleries.
Dorothy's - Chicago, IL
8.3 318 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.

Best Chicago, IL bed and breakfasts with a garden

Comfy Suite W/ Steam Shower Near Mccormick Place - Chicago, IL
9.8 81 reviews

Comfy Suite W/ Steam Shower Near Mccormick Place

B&B, Chicago
This studio apartment is situated in Chicago's historic Calumet-Giles-Prairie District, offering easy access to McCormick Place (1.9 km), Sox Park (1.3 km), Illinois Institute of Technology (800 m), and the city centre (4.8 km).
This ground-floor self-contained unit accommodates two guests, featuring a kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, Wi-Fi, a smart TV, and a patio, with nearby attractions including Lake Michigan and Museum Campus.
New Studio Oasis, 15 Min O'hare/20 Min Chicagoloop - Chicago, IL
9.2 22 reviews

New Studio Oasis, 15 Min O'hare/20 Min Chicagoloop

B&B, Bellwood
This Bellwood garden flat is situated 15 kilometres from O'Hare International Airport and 20 kilometres from the Chicago Loop, offering convenient access for travellers.
This studio apartment accommodates two guests and features a kitchenette, a private bathroom, a 40-inch flat-screen television, an LED fireplace, and access to a garden patio.
Peaceful Portage Park Apartment - Chicago, IL
9.9 473 reviews

Peaceful Portage Park Apartment

B&B, Chicago
This Portage Park flat, ideally situated between O'Hare International Airport and Chicago's city centre, is approximately 2km from a park boasting playgrounds, tennis courts, and swimming pools.
The two-bedroom, one-bathroom apartment sleeps five, includes a kitchen with fridge, freezer, and microwave, plus a garden, parking, and Wi-Fi; family-friendly amenities such as a high chair and travel cot are available.
Alewyfe Farm Urban Garden Oasis- Free Parking! - Chicago, IL
9.5 216 reviews

Alewyfe Farm Urban Garden Oasis- Free Parking!

B&B, Chicago
This Bohemian Garden Apartment is located in a bohemian neighbourhood in Chicago, two blocks from the Pink Line CTA, Lagunitas Brewery, and Cinespace Film Studios, offering a view of Douglas Park and just 5.6 kilometres from the Loop.
The apartment, situated on the first floor of an 1880s brick cottage, features a private bathroom, private entrances, multiple fans, a small window AC for hot days, and a stocked pantry and coffee/tea bar, with a permaculture garden with chickens, a fire pit, and a BBQ available for guests to enjoy.

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

Chrissy Place - Chicago, IL
No reviews

Chrissy Place

B&B, Chicago
Chrissy Place, a guest house in Chicago, is located 5.8 kilometres from the Museum of Science and Industry and 9.9 kilometres from Guaranteed Rate Field, with the Field Museum of Natural History and Adler Planetarium & Astronomy Museum both approximately 12.9 kilometres away.
This 100-square-metre B&B offers one bedroom and one bathroom for a maximum of one guest, featuring free Wi-Fi, provided towels and bed linen, and a strict no-parties policy, with a checkout time between 08:00 and 11:00.
Edgewater Arts & Crafts Retreat 2 - Chicago, IL
9.9 135 reviews

Edgewater Arts & Crafts Retreat 2

B&B, Chicago
This charming bed and breakfast is situated in a friendly neighbourhood just a few kilometres from Lake Michigan, offering easy access to the city's attractions via public transport. It has consistently received excellent ratings for cleanliness, location, and overall guest experience.
The property features a comfortable room for two guests, equipped with a kitchen including a fridge, microwave oven, and dishwasher. Guests can enjoy a peaceful garden, air conditioning, and on-site parking, as well as the convenience of a registered establishment.
Chateau De Woodlawn - Room Iii - The Dream Catcher - Chicago, IL
8.0 2 reviews

Chateau De Woodlawn - Room Iii - The Dream Catcher

B&B, Chicago
B&B with a good rating of 80% based on 2 reviews. You will stay in Chicago.
Services and facilities: a barbecue, free parking and a kitchen. Take advantage of the garden in this accommodation in Chicago.
Cozy 1br + Futon  Deck  Laundry  Private Entry - Chicago, IL
9.8 149 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.

Best Chicago, IL bed and breakfasts with air conditioning

Luxury Room With Rooftop Lounge & Stunning Views - Chicago, IL
10 1 review

Luxury Room With Rooftop Lounge & Stunning Views

B&B, Chicago
This Bed & Breakfast is located in Chicago's River North district, a mere 500 metres from the Magnificent Mile and within walking distance of Millennium Park and the Art Institute of Chicago.
Offering rooms of 29 square metres with air conditioning and internet, this guest house accommodates up to four people and features a fitness centre, with paid valet or self-parking available.
Relaxation Retreat! 3 Modern Units, Near The Cove - Chicago, IL
10 1 review

Relaxation Retreat! 3 Modern Units, Near The Cove

B&B, Chicago
This Chicago guesthouse is ideally situated in the downtown area, near the Chicago River, within a few kilometres of Soldier Field, Wrigley Field, and the United Centre.
Offering three bedrooms and three bathrooms, sleeping up to twelve guests, the property boasts modern amenities including free Wi-Fi, a fitness centre, and an on-site American tavern serving Chicago-style food and drink; pet-friendly with an additional charge.
Spacious Garden Unit  Private Entry + Parking - Chicago, IL
9.9 160 reviews

Spacious Garden Unit Private Entry + Parking

B&B, Chicago
This Chicago apartment, located below street level in a central area, is a 3.2km walk or a short drive from the United Center and within a 8km radius of the city centre, Rush University Medical Centre, and the Illinois Medical District, offering easy access to the CTA Blue Line.
The self-contained flat features two bedrooms, one bathroom, sleeping up to four guests, and includes a fully equipped kitchen with fridge, freezer, and microwave, in-unit laundry, complimentary parking, keyless entry, and streaming TV options.
A Hidden Gem, Approx 15 Mins To Downtown Chicago! - Chicago, IL
8.8 40 reviews

A Hidden Gem, Approx 15 Mins To Downtown Chicago!

B&B, Chicago
This charming bed and breakfast is situated in Chicago, just 11 kilometres from the city centre and 11.4 kilometres from Shops at Northbridge and 360 Chicago. It has received very good ratings for location, cleanliness and overall experience.
The property offers a single bedroom and bathroom, accommodating up to two guests. It features a fully equipped kitchen, a garden, a fitness centre, free parking and free Wi-Fi, providing everything you need for a comfortable and enjoyable stay.
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