Bed and Breakfast and Inn in Chicago

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Chicago B&B
Choose the perfect vacation accommodation
Price per night
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528 Bed and Breakfast and Inn in Chicago

Arlo Chicago - Chicago
9.1 7794 reviews
Chicago
07/15 – 07/22
$446/nighttotal: $3122 (7 )

Arlo Chicago

1 2
hotel, Chicago
Arlo Chicago, a 4-star hotel, boasts a prime downtown location within walking distance of Millennium Park, Cloud Gate ("The Bean"), and the Art Institute of Chicago.
This Chicago lodging offers rooms with a desk, flat-screen TV, and private bathroom, plus amenities including an on-site American steakhouse, About Last Knife, complimentary daily resort fee with WiFi, and an included American breakfast.
The Robey Hotel Double Loft - Chicago
10 1 review
Chicago
06/28 – 06/29
$295/nightfor 1 night

The Robey Hotel Double Loft

1 4
B&B, Chicago
This boutique hotel is located in Chicago's Wicker Park and Bucktown neighborhoods, offering a stylish aesthetic that blends historic architecture with modern design.
The Robey provides 89 rooms, on-site dining at Cafe Robey, and a rooftop bar, The Up Room, with panoramic city views, along with complimentary WiFi and valet parking.
Portage Park - Private Bedroom #1 W/ Shared Spaces - Chicago
9.8 36 reviews
Chicago
06/27 – 07/04
$84/nighttotal: $588 (7 )

Portage Park - Private Bedroom #1 W/ Shared Spaces

1 2
B&B, Chicago
This Addison Street guest house is conveniently located in Chicago, approximately 12 miles from O'Hare International Airport and downtown.
The modernly renovated garden unit features a well-equipped kitchen, one bedroom, one bathroom, sleeps two, and includes a smart TV, free street parking, and is a short walk from the #152 Addison St bus.
Hyde Park Modern Private Room - Near Univ Of Chicago - Chicago
9.6 444 reviews
Chicago
09/20 – 09/25
$94/nighttotal: $470 (5 )

Hyde Park Modern Private Room - Near Univ Of Chicago

1 2
B&B, Chicago
This charming bed and breakfast is located in Chicago's Hyde Park neighborhood, just a short distance from the University of Chicago, Oakwood Beach, and the Museum of Science and Industry. Guests consistently rate the accommodation as excellent for its cleanliness and location.
This one-bedroom guesthouse features a fully equipped kitchen with a refrigerator, microwave, and dishwasher, along with air conditioning, a garden, and parking. Enjoy a comfortable stay with modern amenities and a relaxing garden setting.
Mccormick Suites By Slumber Stay | 3br - Chicago
Chicago
06/27 – 07/04
$468/nighttotal: $3276 (7 )

Mccormick Suites By Slumber Stay | 3br

3 8
B&B, Chicago
McCormick Suites offers a prime South Loop location in Chicago, a 9-minute walk from McCormick Place and within miles of Soldier Field, the Shedd Aquarium, and the Art Institute of Chicago. This hotel-style suite accommodates up to 10 guests across three bedrooms and two bathrooms, featuring floor-to-ceiling skyline windows, a full kitchen, and access to a fitness center and EV charging stations.
A Polished, Modern Affair On Iconic Michigan Ave. - Chicago
9.6 651 reviews
Chicago
07/03 – 07/04
$288/nightfor 1 night

A Polished, Modern Affair On Iconic Michigan Ave.

1 2
B&B, Chicago
This Chicago Loop guesthouse, the Le Méridien Essex Chicago, boasts a prime Michigan Avenue location, offering easy access to Grant Park, Soldier Field, the Magnificent Mile, and McCormick Place.
The one-bedroom, one-bathroom suite accommodates two guests and features deluxe bedding, a 55" Smart TV, an espresso machine, and a Peloton bike in the on-site fitness center; valet parking is available for $75 per night.
Private Suite W/ Offstreet Pkg, At Logan Sq Blu Ln - Chicago
9.9 341 reviews
Chicago
09/03 – 09/10
$146/nighttotal: $1022 (7 )

Private Suite W/ Offstreet Pkg, At Logan Sq Blu Ln

1 2
B&B, Chicago
This cozy apartment is just a 4-minute walk from the Blue Line train station, making it easy to explore all that Chicago has to offer while enjoying the peace and quiet of a residential neighborhood. Guests consistently rate this rental excellent for location, cleanliness, and overall experience.
The apartment has one bedroom, one bathroom, and can comfortably accommodate up to 3 guests. Enjoy amenities like a private entrance, parking, a garden, a fully equipped kitchenette, and a spacious living area perfect for relaxation or work.
Caesar's Lair - Chicago
10 6 reviews
Chicago
08/05 – 08/06
$377/nightfor 1 night

Caesar's Lair

1 2
B&B, Chicago
This Chicago bed and breakfast is located in a neighborhood offering convenient access to local attractions and amenities.
This accommodation features a private first-floor suite with a Queen Bed, wet bar, eating area, 50'' flat-screen TV, and surround sound system, plus complimentary Italian Sangria, a stocked SubZero Fridge with Italian deli meats and cheeses, a Panini maker, a cannoli fridge, and an Italian ice freezer available 24 hours.
Afrique Francaise De Woodlawn 1 - Chicago
8.3 22 reviews
Chicago
09/19 – 09/21
$100/nighttotal: $200 (2 )

Afrique Francaise De Woodlawn 1

1 2
B&B, Chicago
Afrique Francaise de Woodlawn 1, a Chicago bed and breakfast in the historic Woodlawn neighborhood, is 2.5 miles from the Museum of Science and Industry and 5.2 miles from Guaranteed Rate Field.
This 1,080-square-foot guesthouse features one bedroom, one bathroom, accommodates two guests, and includes a private garden, free parking, and a shared kitchen with a fridge and oven.
Prime Avondale - Chicago
9.9 7 reviews
Chicago
09/09 – 09/12
$211/nighttotal: $633 (3 )

Prime Avondale

1 2
B&B, Chicago
Prime Avondale B&B in Chicago's Avondale neighborhood offers convenient access to Wrigley Field (2.9 miles), Lincoln Park Zoo (4.4 miles), and the United Center (5.7 miles).
This one-bedroom, one-bathroom guesthouse accommodates up to seven guests and includes free Wi-Fi, air conditioning, parking, linens, and towels.
Chateau De Woodlawn - Room I - La Tour Eiffel - Chicago
9.1 16 reviews
Chicago
09/11 – 09/13
$97/nighttotal: $194 (2 )

Chateau De Woodlawn - Room I - La Tour Eiffel

1 2
B&B, Chicago
Chateau de Woodlawn, a Chicago guesthouse, is conveniently located about 3 miles from the Museum of Science and Industry and 5.3 miles from Guaranteed Rate Field.
This 160-square-foot inn offers one bedroom, one bathroom, sleeps three guests, and features free Wi-Fi, private parking, a shared kitchen, a terrace, and concierge service.
Peaceful Portage Park Apartment - Chicago
9.9 464 reviews
Chicago
07/07 – 07/09
$175/nighttotal: $350 (2 )

Peaceful Portage Park Apartment

1 2
B&B, Chicago
This Chicago apartment is located in the Portage Park neighborhood, about halfway between O’Hare Airport and downtown, making it a convenient base for exploring the city. The apartment has received excellent ratings for cleanliness, location, and overall experience.
This 2-bedroom, 1-bathroom apartment can comfortably accommodate up to 5 guests. The apartment provides a variety of amenities for families, including a fully equipped kitchen, a backyard, and a nearby park with a playground, tennis courts, and swimming pools.

Best Chicago bed and breakfasts with breakfast included

Villa D' Citta - Chicago
9.3 191 reviews
Chicago
12/17 – 12/22
$271/nighttotal: $1355 (5 )

Villa D' Citta

1 1
B&B, Chicago
This charming bed and breakfast is located in Chicago's Lincoln Park, a short walk from the zoo and a quick drive to the Magnificent Mile. It has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The inn offers a unique private grotto and garden with BBQ facilities for relaxing outdoors. Guests can enjoy a continental breakfast daily and a hot breakfast on weekends, along with amenities like a Jacuzzi, a spa, and a gourmet kitchen.
Cambria Hotel Chicago Loop - Theatre District - Chicago
8.8 4262 reviews
Chicago
07/15 – 07/22
$423/nighttotal: $2961 (7 )

Cambria Hotel Chicago Loop - Theatre District

1 2
hotel, Chicago
The Cambria Hotel Chicago Loop - Theatre District is located in the Chicago Loop Theater District, just steps from State Street shopping and five blocks from Millennium Park. This boutique hotel offers spacious guest rooms with 49-inch flat-screen HDTVs, large workspaces, and free Wi-Fi, as well as a fitness center, games room, and on-site restaurant and bar.
The Publishing House Bed And Breakfast - Chicago
9.7 243 reviews
Chicago
10/12 – 10/15
$369/nighttotal: $1107 (3 )

The Publishing House Bed And Breakfast

1 1
B&B, Chicago
The Publishing House Bed and Breakfast is located in Chicago's West Loop neighborhood, a short walk from the United Center and Union Station, making it easy to explore the city's attractions and public transportation. The B&B consistently receives excellent ratings for its location, cleanliness, and overall guest experience.
The inn offers comfortable rooms with private bathrooms and a shared lounge area. Guests can enjoy a delicious breakfast, relax in the fitness center, or take advantage of the on-site bar and restaurant.
Dorothy's - Chicago
Chicago
07/23 – 07/27
$314/nighttotal: $1256 (4 )

Dorothy's

1 2
B&B, Chicago
This Chicago bed and breakfast is located in a district offering convenient access to key attractions, with landmarks a short distance away.
This 540-square-foot B&B features one bathroom, complimentary Wi-Fi, air conditioning, and a kitchen with a fridge, microwave, and dishwasher, plus laundry service and daily complimentary breakfast.

Best Chicago bed and breakfasts with a garden

Private Suite In Lincoln Square - Chicago
9.9 471 reviews
Chicago
10/16 – 10/20
$129/nighttotal: $516 (4 )

Private Suite In Lincoln Square

1 1
B&B, Chicago
This basement apartment is located in a real Chicago neighborhood, just a short walk from the Brown Line, making it easy to explore downtown and its attractions. The apartment consistently receives excellent ratings for location, cleanliness, and overall user experience.
The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. Guests can enjoy a full kitchen, access to a laundry room, two bikes, and a cozy backyard, as well as a friendly dog and unique neighborhood features.
Logan Square Chicago 2br Cottage, Close To It All! - Chicago
9.7 117 reviews
Chicago
07/06 – 07/10
$222/nighttotal: $888 (4 )

Logan Square Chicago 2br Cottage, Close To It All!

1 2
B&B, Chicago
This charming cottage is located in Logan Square, a trendy neighborhood with a lively arts scene and diverse restaurants, just a short walk from the Logan Square Blue Line station. This accommodation has excellent user, location, and cleanliness ratings.
The cottage has two bedrooms and one bathroom, accommodating up to four guests. The cottage offers a fully equipped kitchen, a private backyard, a dedicated workspace, and a peaceful location on a tree-lined street.
Fabulous Near Mccormick Place Luxury Unit - Chicago
10 5 reviews
Chicago
07/30 – 08/13
$194/nighttotal: $2716 (14 )

Fabulous Near Mccormick Place Luxury Unit

1 2
B&B, Chicago
This Chicago B&B offers downtown skyline views and is located within walking distance of the Chicago White Sox stadium, with convenient access to McCormick Place and Willis Tower.
This accommodation features a master suite with a king-size bed and whirlpool tub, a private living room with a bar, and rooftop access, ideal for couples or business travelers.
Alewyfe Farm Urban Garden Oasis- Free Parking! - Chicago
9.5 213 reviews
Chicago
07/23 – 07/27
$139/nighttotal: $556 (4 )

Alewyfe Farm Urban Garden Oasis- Free Parking!

1 2
B&B, Chicago
This charming one-bedroom apartment is located in Douglas Park, a quiet neighborhood on Chicago's West Side, just two blocks from the Pink Line CTA station and a short distance from the Loop. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
The apartment has a private entrance, a bathroom, and a stocked pantry with coffee, tea, and snacks. Guests can enjoy the fenced permaculture garden, complete with chickens, a fire pit, and a BBQ grill, as well as free street parking and a HEPA/UV filter for a clean and healthy environment.

Frequently Asked Questions about bed and breakfast in Chicago

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

    For a day trip, hit up the iconic Millennium Park, with Cloud Gate (the Bean) and Crown Fountain. Then, head to Navy Pier for the Ferris wheel and the lake views. You can also visit the Art Institute of Chicago, which has a fantastic collection of impressionist art.
  • What are the best bed and breakfasts in Chicago?

  • What's the best district to book a bed and breakfast in Chicago?

    To book a bed and breakfast in Chicago, the best district would be Lincoln Park. It's a charming neighborhood with beautiful tree-lined streets and historic houses, offering a cozy and intimate atmosphere.
  • In which districts of Chicago, IL should you consider booking a bed and breakfast?

    The Lincoln Park neighborhood is popular for bed and breakfasts, with its charming streets and proximity to the park. You can also find some great options in the Gold Coast, known for its elegant architecture and upscale boutiques.
  • What are the best bed and breakfasts with a pool in Chicago?

  • What is the most cost-effective way to get around Chicago?

    The most cost-effective way to get around Chicago is by using public transportation, such as the CTA buses and trains, which offer affordable fares and extensive coverage.
  • 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, while winters are cold and snowy. Spring and fall are mild but can be unpredictable. Be sure to check the weather forecast before planning outdoor activities.
  • What are the best bed and breakfasts with a jacuzzi in Chicago?

  • Are there any local markets or street vendors in Chicago offering affordable goods?

    Chicago has local markets and street vendors offering affordable goods, such as the Maxwell Street Market and the farmers markets throughout the city.
  • What are the best cultural activities and events in and around Chicago, IL?

    Chicago is known for its vibrant arts scene. Check out the Chicago Symphony Orchestra at Symphony Center, see a show at the Steppenwolf Theatre, or visit the Museum of Contemporary Art. For festivals, the Taste of Chicago and the Chicago Blues Festival are popular.
  • What are the best bed and breakfasts for families and kids in Chicago?

  • What are the best restaurants in Chicago that a solo traveler can enjoy?

    As for restaurants, solo travelers can enjoy delicious meals at places like Girl & the Goat, Au Cheval, and Lou Malnati's Pizzeria.
  • Which hiking trails are recommended for exploring in and around Chicago, IL?

    The Lakefront Trail is a great option for a scenic walk or bike ride along the lake. For a more challenging hike, try the Palos Hills Forest Preserve, which has over 10,000 acres of woodland and prairie.
  • What are the best pet friendly bed and breakfasts in Chicago?

  • Are there local guides, lecturers, or resources offering deeper insights into Chicago's culture?

    Local guides, lecturers, and resources such as the Chicago History Museum offer deeper insights into Chicago's culture.
  • What amenities are commonly offered in bed and breakfasts in Chicago, IL?

    Most bed and breakfasts in Chicago offer continental breakfast, free Wi-Fi, and private bathrooms. Some also have common areas like living rooms or courtyards. You can find options that include parking and laundry facilities as well.
  • What are the best bed and breakfasts with parking in Chicago?

  • How much noise should travellers expect in Chicago?

    In terms of noise, expect a bustling city atmosphere in Chicago, especially in downtown areas. However, there are quieter neighborhoods and parks where you can find some respite from the city noise.

Destinations nearby

Top Bed and Breakfasts with Parking in Chicago

On-site parking takes one thing off your list when visiting Chicago, as every B&B here has it included for your stay.

Bnb On Grace Street - Modern 2-bedroom Guest Suite - Chicago
9.9 226 reviews
Chicago
08/22 – 08/25
$187/nighttotal: $561 (3 )

Bnb On Grace Street - Modern 2-bedroom Guest Suite

2 2
B&B, Chicago
This charming guest suite is located in the Old Irving Park neighborhood, just two blocks from the El Train blue line and a major highway, making it easy to explore the city. Guests consistently rate the location, cleanliness, and overall experience as excellent. The suite features two bedrooms and one bathroom, comfortably accommodating up to five guests. Enjoy modern amenities like a Roku TV, a kitchenette with a microwave and refrigerator, and a private outdoor patio, perfect for relaxing after a day of exploring Chicago.
The Polo Inn Bridgeport U.s.a. - Chicago
9.2 49 reviews
Chicago
07/13 – 07/24
$406/nighttotal: $4466 (11 )

The Polo Inn Bridgeport U.s.a.

3 1
B&B, Chicago
This Chicago bed and breakfast is located just six miles south of the city center, close to U.S. Cellular Field and McCormick Place, offering easy access to both major attractions and the city's heart. This property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
Each suite features a unique design, a full-size refrigerator, a flat-screen cable TV, and fingerprint security locks for added safety. Guests can enjoy a complimentary breakfast voucher, free parking, and shuttle service to McCormick Place and nearby train stations.
Harvey House Bed & Breakfast - Chicago
9.8 247 reviews
Chicago
10/12 – 10/15
$301/nighttotal: $903 (3 )

Harvey House Bed & Breakfast

1 1
B&B, Oak Park
Harvey House Bed and Breakfast is conveniently located in Oak Park, just a short walk from the CTA Green Line and a quick drive from O'Hare Airport. It's situated in a charming neighborhood known for its historic architecture and vibrant atmosphere. Guests consistently rate the B&B highly for its location, cleanliness, and overall experience.
Each suite at Harvey House is uniquely decorated and can accommodate up to two guests. Amenities include flat-screen TVs, refrigerators, private bathrooms, and a delicious breakfast served every morning. Enjoy relaxing by the fireplace in the common area, taking a dip in the Jacuzzi, or exploring the beautiful garden.
Just Minutes From Downtown Chicago - Chicago
9.8 9 reviews
Chicago
07/25 – 07/31
$587/nighttotal: $3522 (6 )

Just Minutes From Downtown Chicago

1 4
B&B, Chicago
This Hyde Park B&B offers the perfect combination of convenience and tranquility. Located within easy reach of the University of Chicago, Lake Michigan and downtown Chicago, it provides a comfortable and well-equipped base for exploring the city. With excellent user and location ratings, this B&B guarantees a pleasant and memorable stay.
The B&B features air-conditioned rooms with private bathrooms, a seating area and a flat-screen TV. The 150 square feet floor area can accommodate up to 6 guests. The B&B also offers a continental breakfast, free Wi-Fi, a terrace for relaxation, and parking.

Neighborhoods and points of interest in Chicago

Best Chicago bed and breakfasts with air conditioning

The Sweet Spot At Norwood Park - Chicago
9.8 28 reviews
Chicago
09/01 – 09/03
$80/nighttotal: $160 (2 )

The Sweet Spot At Norwood Park

1 2
B&B, Chicago
This Chicago B&B provides a private basement accommodation with 1 bedroom and 1 bathroom, accommodating up to 4 guests, and includes amenities such as internet, air conditioning, parking, a small refrigerator, complimentary snacks and beverages, and on-site laundry facilities. Located just 10 miles from O'Hare International Airport and 20 miles from downtown Chicago, this guest house offers easy access to suburban areas like Niles, Skokie, and Norridge, with walkable dining options.
2 Queen Beds | La Quinta O’hare | Free Breakfast - Chicago
9.2 5 reviews
Chicago
07/31 – 08/01
$412/nightfor 1 night

2 Queen Beds | La Quinta O’hare | Free Breakfast

1 2
B&B, Rosemont
This Rosemont bed and breakfast is located minutes from O’Hare International Airport and a short drive from downtown Chicago.
This pet-friendly lodging offers 1 bedroom, 1 bathroom, accommodates up to 4 guests, and includes amenities such as complimentary breakfast, free airport shuttle, and a fitness center.
Private 2 Br Oak Park Garden Apt - Chicago
9.6 198 reviews
Chicago
07/16 – 07/17
$410/nightfor 1 night

Private 2 Br Oak Park Garden Apt

1 5
B&B, Oak Park
This garden apartment is situated in the charming Oak Park neighborhood, approximately 20 minutes from downtown Chicago, 30 minutes from O'Hare Airport, and 1 block from the Austin Blue Line. It is the childhood home of Ernest Hemingway and is close to Frank Lloyd Wright homes. This accommodation has excellent user, location, and cleanliness ratings.
The apartment has 2 bedrooms, 1 bathroom, a private entrance with a lockbox for convenient self-check-in, a self-contained unit with a private kitchenette and bathroom, a washer and dryer, driveway parking, backyard access with a grill, and a kitchen with a fridge and microwave oven. It can accommodate up to 6 guests.
Private Bedroom With Shared Bath - Chicago
9.8 18 reviews
Chicago
07/26 – 07/27
$178/nightfor 1 night

Private Bedroom With Shared Bath

1 2
B&B, Chicago
This Boystown guesthouse offers a prime location in Chicago's LGBTQ+ neighborhood, providing easy access to local attractions.
The one-bedroom, two-bathroom guest house sleeps two, features a shared kitchen with a fridge, freezer, microwave, and dishwasher, plus free Wi-Fi, on-site parking, and a yard.
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