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
9.3 198 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.
Ray's Bucktown Bed And Breakfast - Chicago, IL
9.7 701 reviews

Ray's Bucktown Bed And Breakfast

B&B, Chicago
Ray's Bucktown Bed and Breakfast is located in the Bucktown neighbourhood of Chicago, just a short distance from the Congress Theater, DePaul University, Wrigley Field, and Lincoln Park Zoo. The B&B has excellent user, location, and cleanliness ratings.
Each room in the guesthouse has hardwood floors and a flat-screen TV, while some rooms also have a spa bath. Guests can enjoy a delicious breakfast delivered to their room, relax in the communal areas, or unwind in the sauna after a day exploring the city.
The Polo Inn Bridgeport U.s.a. - Chicago, IL
9.3 46 reviews

The Polo Inn Bridgeport U.s.a.

B&B, Chicago
Bridgeport Bed and Breakfast is situated just six miles south of Chicago's city centre, close to the White Sox stadium and McCormick Place, making it ideal for both sports fans and business travellers. This guesthouse consistently receives excellent reviews for its cleanliness, location, and overall experience.
Each suite features a full-size fridge, flat-screen TV, and fingerprint security locks, providing a comfortable and secure stay. Guests can enjoy a complimentary breakfast at the on-site restaurant, Polo Café, and benefit from free shuttle service to McCormick Place and nearby train stations, as well as free parking.
Harvey House Bed & Breakfast - Chicago, IL
9.7 261 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.

Best Chicago, IL bed and breakfasts with a garden

Cozy Albany Park Garden Unit - Chicago, IL
9.8 190 reviews

Cozy Albany Park Garden Unit

B&B, Chicago
This Albany Park garden flat is conveniently located near Kimball train station, offering easy access to O'Hare International Airport, Chicago city centre, and Wrigley Field, all within a 24-32 km radius.
This self-contained apartment sleeps six guests across two bedrooms and one bathroom, featuring a fully equipped kitchenette, in-unit laundry, keyless entry, and a private garden with free on-street parking.
Dubois Guest House Room 103 - Chicago, IL
9.7 20 reviews

Dubois Guest House Room 103

B&B, Chicago
Villa Dubois Guest House, a guesthouse in Chicago's Bronzeville neighbourhood, offers convenient access to downtown Chicago, McCormick Place, and public transport, being within a few kilometres of each.
This one-bedroom guesthouse provides self-catering facilities including a fridge, freezer and microwave, sleeps two guests, and features a garden, parking, and free Wi-Fi.
Venetian-queen-salle De Bain Privée Séparée - Chicago, IL
9.6 3007 reviews

Venetian-queen-salle De Bain Privée Séparée

B&B, Chicago
This Boystown guesthouse is ideally situated in Chicago, a 1.6km walk from Wrigley Field and close to numerous bars, restaurants, and public transport links.
The one-bedroom guest house offers a continental breakfast, free Wi-Fi, Smart TVs, parking permits, a free bag drop-off service, and special offers at Big Gay Sal's next door for Cubs games and concerts.
Chicago Living: Your Home Away From Home - Chicago, IL
9.8 250 reviews

Chicago Living: Your Home Away From Home

B&B, Chicago
This unique Frank Lloyd Wright-designed townhouse, the only one of its kind, offers a private, newly renovated living space in a prime Chicago location, providing easy access to various attractions (specific distances unprovided).
Sleeping up to four guests, this one-bedroom, one-bathroom Chicago apartment boasts a private kitchen with microwave, air conditioning, a garden, parking, and an outdoor patio with barbecue; it also features excellent user, location and cleanliness ratings.

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

The Sweet Spot At Norwood Park - Chicago, IL
9.9 48 reviews

The Sweet Spot At Norwood Park

B&B, Chicago
This suburban Chicago guesthouse offers a peaceful retreat with convenient access to central Chicago, just 32 kilometres away, and O'Hare International Airport, a mere 16 kilometres from its doorstep.
The private basement accommodation sleeps up to four guests, featuring a refrigerator, complimentary snacks and beverages, and on-site laundry facilities, all within easy walking distance of various eateries.
Cozy Suite - Chicago, IL
9.8 209 reviews

Cozy Suite

B&B, Oak Park
This charming bed and breakfast is located in a peaceful neighbourhood in Oak Park, just a short walk from restaurants, bars, and shops, and within easy reach of the Green and Blue lines for exploring Chicago. The property has received excellent ratings for cleanliness, location, and overall experience.
The guest house offers a spacious private room with a kitchen, deck, and gym, perfect for a single traveller. Guests can enjoy a comfortable and private stay with access to a range of amenities, including a well-equipped kitchen, a relaxing deck, and a fitness centre.
The Vanderpool House - Chicago, IL
9.9 164 reviews

The Vanderpool House

B&B, Chicago
This Chicago bungalow, situated two blocks from a major transit hub providing easy access to the city centre, O'Hare International Airport, and the north-western suburbs, offers a convenient base for exploring the city.
The self-contained property comprises one bedroom, one bathroom, and can sleep four guests using a queen-size bed, sofa bed and air mattress; amenities include a kitchen with fridge and microwave, private patio, free on-site parking, and is located near theatres, restaurants and art museums.
The Sweet! - Chicago, IL
9.6 263 reviews

The Sweet!

B&B, Chicago
This Chicago guesthouse is ideally located in Bridgeport, offering easy access to the diverse culinary offerings of Pilsen and Chinatown.
The self-contained basement suite sleeps two, features a dining area with refrigerator, coffee station, free laundry, Smart TV with Netflix and YouTube, and offers free street parking (except on Chicago White Sox game days).

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL bed and breakfasts with air conditioning

Three Spacious 1br Suites With Full Kitchen! - Chicago, IL
No reviews

Three Spacious 1br Suites With Full Kitchen!

B&B, Schiller Park
This bed and breakfast is located in Franklin Park, Illinois, just 3 kilometres from O'Hare International Airport. The property offers a free airport shuttle, making it a convenient option for travellers arriving or departing from the airport.
Each of the three apartments has a bedroom, living area, sofa bed, full kitchen, and dining table, and can accommodate up to 12 guests. Amenities include a fitness centre, business centre, outdoor grills, laundry/dry cleaning services, a convenience store, and private parking for a daily fee.
Entire Upstairs In Arts And Crafts Oak Park Home - Chicago, IL
9.8 538 reviews

Entire Upstairs In Arts And Crafts Oak Park Home

B&B, Oak Park
This charming property is situated in a friendly Oak Park neighbourhood, just a short walk from the CTA Blue Line and close to local amenities like coffee shops, restaurants, and parks. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The home has two bedrooms, a futon, and a shared living area, comfortably accommodating up to four guests. Guests can enjoy a private backyard, free on-street parking, and a kitchen with a fridge, microwave, coffee maker, and kettle, perfect for preparing light meals and snacks.
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.
4 King Units With City View! Pets Are Welcome! - Chicago, IL
10 4 reviews

4 King Units With City View! Pets Are Welcome!

B&B, Chicago
This Chicago guesthouse is conveniently located near the Chicago River, within easy walking distance of numerous bars and restaurants, and a few kilometres from Soldier Field, Wrigley Field, and the United Centre.
Offering four bedrooms and four bathrooms, sleeping up to eight guests, this property boasts a fitness centre, on-site restaurant (Hoyt's American Tavern), and free Wi-Fi, plus daily housekeeping and 24/7 security.
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