Bed and Breakfast in Chicago, IL

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Chicago, IL bed and breakfast
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711 Bed and Breakfasts in Chicago, IL

Best Chicago, IL bed and breakfasts with breakfast included

Villa D' Citta - Chicago, IL
9.3 195 reviews

Villa D' Citta

B&B, Chicago
This charming bed and breakfast is situated in the heart of Chicago's Lincoln Park, a short walk from the zoo and just a few miles from the Magnificent Mile. It has consistently received excellent ratings for its location, cleanliness and overall experience.
The guest rooms are beautifully decorated with an Italian-inspired theme and offer views of the neighbourhood. Guests can enjoy a range of amenities including a private grotto and garden with BBQ facilities, a hot tub, a gourmet kitchen and daily continental breakfast, plus a hot breakfast on weekends.
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.
House 5863- Chicago's Premier Bed And Breakfast - Chicago, IL
9.2 644 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

Appartement-salle De Bain Privée Séparée - Chicago, IL
9.8 63 reviews

Appartement-salle De Bain Privée Séparée

B&B, Chicago
This Wrigleyville guesthouse is situated a short walk from Wrigley Field and Boystown, offering easy access to the Addison Red Line station.
The 93-square-metre apartment features two bedrooms (one king, one queen), a living room with a sofa bed, kitchenette with fridge and microwave, and accommodates up to six guests, with an optional queen-size air mattress available for an additional fee; a spacious garden with fire pit is also available for guest use.
The Drake - Chic 2br Private Unit - Chicago, IL
9.7 154 reviews

The Drake - Chic 2br Private Unit

B&B, Chicago
This Irving Park garden flat offers convenient access to Chicago's public transport network, placing Wrigley Field approximately 2 kilometres away and Tony's Fresh Market nearby.
Sleeping four guests, this two-bedroom, one-bathroom property includes two queen-size beds, a convertible futon, a well-equipped kitchen, Roku and Smart TVs, and free on-street parking for one car; guests also benefit from a spacious garden and access to amenities such as board games and a dehumidifier.
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.
2 Br, 2ba, Gold Coast, 98%walk Score - Chicago, IL
9.6 307 reviews

2 Br, 2ba, Gold Coast, 98%walk Score

B&B, Chicago
This Chicago Gold Coast guesthouse is ideally situated within easy walking distance of the Magnificent Mile, Oak Street Beach, and the nightlife of Rush and Oak Streets.
The entire third floor of a historic house comprises two bedrooms, two bathrooms, a gourmet kitchen (excluding a cooking range), high-speed Wi-Fi, and flat-screen TVs, welcoming up to four guests.

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'll want to hit the highlights. Start with the iconic Willis Tower, formerly known as the Sears Tower, for panoramic views of the city. Then head to Millennium Park, where you can see the Cloud Gate sculpture, affectionately known as 'The Bean', and enjoy the Crown Fountain. A stroll down Michigan Avenue, known as the Magnificent Mile, is a must for some window shopping and people watching.
  • What are the best bed and breakfasts in Chicago, IL?

  • In which districts of Chicago, IL should you consider booking a bed and breakfast?

    For a charming bed and breakfast experience, consider the Lincoln Park, Lakeview, or Wicker Park neighbourhoods. These areas offer a mix of residential streets, green spaces, and easy access to public transport, making them ideal for exploring the city.
  • What are the best bed and breakfasts with a pool in Chicago, IL?

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

    Chicago weather can be unpredictable, with hot, humid summers and cold, snowy winters. Spring and autumn are generally mild, but can have sudden changes. Pack layers and be prepared for anything! It's worth checking the forecast before planning outdoor activities.
  • What are the best bed and breakfasts with a jacuzzi in Chicago, IL?

  • What dining options are recommended for solo travelers staying at bed and breakfasts in Chicago, IL?

    For solo travellers staying in a bed and breakfast, there are plenty of options. Check out the restaurants in the surrounding neighbourhood, such as the cozy cafes in Lincoln Park or the trendy eateries in Wicker Park. Many offer a relaxed atmosphere and are perfect for a solo meal.
  • What are the best bed and breakfasts for families and kids in Chicago, IL?

    The best B&Bs for families and kids in Chicago, IL are Artist Loft - Very Unique, The Greenleaf House and Luxe Stay - King Bedroom With Glass Fireplace.

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

    Chicago is a cultural hub. The Art Institute of Chicago houses an impressive collection of art, including works by Monet and Van Gogh. The Field Museum is a must-see for its dinosaur exhibits. And for live music, check out the schedule at the Chicago Symphony Orchestra or the Lyric Opera of Chicago.
  • What are the best pet friendly bed and breakfasts in Chicago, IL?

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

    While Chicago is known for its urban landscape, there are some great hiking spots nearby. The Palos Preserves, about 40 km southwest of the city, offer miles of trails through forests and prairies. Closer to the city, the Lakefront Trail along Lake Michigan provides a scenic route for walking or cycling.
  • What are the best bed and breakfasts with parking in Chicago, IL?

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

    Bed and breakfasts in Chicago typically offer a range of amenities, including a hearty breakfast, comfortable rooms, and often a shared living space. Some may also have additional features like a garden, patio, or even a hot tub. It's always best to check the specific amenities offered by each bed and breakfast before booking.

Popular destinations

Best Chicago, IL bed and breakfasts with parking

Live Local Private Sanctuary; 1 Br/wfh/pvt Entr. - Chicago, IL
9.8 72 reviews

Live Local Private Sanctuary; 1 Br/wfh/pvt Entr.

B&B, Chicago
This charming bed and breakfast is located in Humboldt Park, a trendy neighbourhood just a short walk from the 606 Bloomingdale Trail and the park itself. The accommodation has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The guest suite offers a private bathroom and office, ideal for longer stays or those working remotely. Guests can enjoy complimentary morning coffee, snacks, and a mini fridge/freezer in their suite, along with a gated yard and street parking.
Old Irving Park- Sweet Garden Suite With Spa - Chicago, IL
9.6 226 reviews

Old Irving Park- Sweet Garden Suite With Spa

B&B, Chicago
This recently renovated basement garden suite is situated in Old Irving Park, Chicago, a short walk from the train station providing direct access to Chicago city centre (approx. 10km) and O'Hare International Airport.
The self-contained apartment, sleeping up to four guests, features a kitchenette with fridge and microwave, a private hot tub (8am-10:30pm), a garden, plus on-site fitness centre and parking; laundry services are available at an extra cost.
Eddy Street Upstairs Apartment - Chicago, IL
9.9 172 reviews

Eddy Street Upstairs Apartment

B&B, Chicago
This one-bedroom Chicago apartment is situated in the Portage Park neighbourhood, less than 16km from O'Hare International Airport and roughly 20km from the city centre.
The self-contained flat, sleeping up to three guests, offers a queen bed, a queen air mattress, free on-street parking, shared laundry facilities, and is conveniently located near Portage Park with its dog park and multiple bus routes; it’s also 420-friendly (outdoor smoking only).
Little Cozy Garden Unit In Quiet Neighborhood - Chicago, IL
9.7 99 reviews

Little Cozy Garden Unit In Quiet Neighborhood

B&B, Chicago
This Chicago garden flat offers convenient access to public transport, a 3-minute walk from a bus route to the CTA Blue Line, and is situated near Target, Mariano's, and Starbucks, with O'Hare International Airport a 16km drive and the city centre 32km away.
The self-catering apartment sleeps four, featuring a queen bed, sofa bed, and air mattress, a fully equipped kitchen with fridge, freezer, and microwave, plus a smart TV with Netflix and YouTube, free parking, and pet-friendly accommodation.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL bed and breakfasts with air conditioning

Sleek 2-bed Retreat | Steps To Transit & Nu Campus - Chicago, IL
9.0 31 reviews

Sleek 2-bed Retreat | Steps To Transit & Nu Campus

B&B, Evanston
This Evanston guest house offers a prime central location, just 250 metres from Northwestern University and within easy reach of the Lakefront and its beaches, as well as notable architectural landmarks.
The accommodation comfortably sleeps four guests across two queen beds, featuring a dedicated workspace and modern amenities, with convenient public transport links including the CTA Purple Line and Metra Rail nearby.
Private 2-bedroom 1.5 Bath W/ Living Room - Chicago, IL
9.8 124 reviews

Private 2-bedroom 1.5 Bath W/ Living Room

B&B, Chicago
This Hyde Park apartment, near the University of Chicago campus, offers easy access to museums and cultural attractions.
The two-bedroom, one-and-a-half-bathroom flat sleeps four, features a children's bedroom, and includes amenities such as a full refrigerator, microwave, Keurig coffee maker, two large TVs (one with Chromecast, the other with cable and Blu-ray), and a Google Mini; parking is also available.
Close To Navy Pier + Restaurant. Bar. Gym. - Chicago, IL
9.5 575 reviews

Close To Navy Pier + Restaurant. Bar. Gym.

B&B, Chicago
This Chicago apartment is ideally located one block from the Magnificent Mile in the city centre, a short 15-minute walk from Navy Pier and 2.6 km from the Shedd Aquarium.
The one-bedroom, one-bathroom flat sleeps four guests and offers modern amenities including free Wi-Fi, a flat-screen TV, and an on-site gym; valet parking is available.
Private Lincoln Square One Bed+bath Studio Apt. - Chicago, IL
10 435 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.
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