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

Arlo Chicago - Chicago, IL
9.1 5501 reviews

Arlo Chicago

hotel, Chicago
The Arlo Chicago hotel is in the Loop district, a short walk (less than 1 km) from Millennium Park and Cloud Gate, with easy access to the Art Institute of Chicago and the Shops at Northbridge.
This 4-star establishment offers 1-bedroom suites with amenities including a fitness centre, restaurant, and bar; a daily resort fee covers Wi-Fi and breakfast.
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.
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.
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.

Best Chicago, IL bed and breakfasts with a garden

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.
2 Bedroom Apartment By O'hare/cta/i90 Free Parking - Chicago, IL
9.8 440 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.
The Vanderpool House - Chicago, IL
9.9 160 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.
Unique Chicago Penthouse Loft - Amazing Deal & Location - Chicago, IL
9.8 104 reviews

Unique Chicago Penthouse Loft - Amazing Deal & Location

B&B, Chicago
This Roscoe Village guesthouse is located on the north side of Chicago, 2.4 kilometres west of Wrigley Field and near the Paulina Brown Line station.
This 60 square metre penthouse loft offers a private deck, gas fireplace, and chef's kitchen for up to two guests, with a fitness centre available.

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 can't miss the iconic Willis Tower, offering stunning city views. Then, stroll along Navy Pier, enjoying the Ferris wheel and lakefront views. Finally, explore Millennium Park, with the Cloud Gate sculpture, Crown Fountain, and the Art Institute.
  • 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 neighbourhood, known for its Victorian architecture and proximity to the zoo and lakefront. Alternatively, the historic Wicker Park district offers a trendy vibe with independent shops and restaurants.
  • 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 has four distinct seasons. Summers are hot and humid, reaching highs of around 30 degrees Celsius, perfect for enjoying outdoor activities like festivals and picnics. Winters are cold and snowy, with temperatures often below freezing, so plan accordingly for indoor 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?

    Many bed and breakfasts in Chicago are near great solo-friendly spots. In Lincoln Park, try the cozy and delicious 'Avec' for small plates, or 'The Purple Pig' for Mediterranean-inspired cuisine. In Wicker Park, 'The Loyalist' is a popular spot for craft cocktails and elevated pub fare.
  • 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 has a thriving cultural scene. Attend a performance at the Lyric Opera of Chicago or catch a show at the renowned Steppenwolf Theatre. For visual arts, explore the Art Institute of Chicago or the Museum of Contemporary Art.
  • 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 not known for extensive hiking trails, Chicago offers scenic walks along the Lakefront Trail. It stretches for over 18 kilometres, offering views of Lake Michigan and the city skyline. For a more wooded experience, visit the Morton Arboretum, with over 1700 acres of diverse trees and trails.
  • What are the best bed and breakfasts with parking 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 a complimentary breakfast, free Wi-Fi, and comfortable rooms. Some also offer additional features like fireplaces, private patios, or even hot tubs.

Popular destinations

Best Chicago, IL bed and breakfasts with parking

Wrigleyville/boystown/entire Private Floor! - Chicago, IL
9.7 287 reviews

Wrigleyville/boystown/entire Private Floor!

B&B, Chicago
This Wrigleyville/Boystown apartment offers a private floor with its own entrance, situated close to Lake Michigan and a short journey from Chicago's city centre via public transport.
Sleeping up to three guests, the self-contained flat includes a queen bed, two single beds, a futon, a 65" 4K TV with YouTube TV, a kitchenette, and a steam shower; on-site amenities comprise a pool table and ping pong.
Cosy Room Near Medical District With Private Balcony - Chicago, IL
8.0 15 reviews

Cosy Room Near Medical District With Private Balcony

B&B, Chicago
This Chicago B&B is conveniently located near the city's medical district, approximately 3.2km from the United Centre, 5.5km from Union Station, and 6.4km from the Willis Tower.
The 10-square-metre guest house offers a single bedroom, two bathrooms, and a private balcony with city views, accommodating one guest and including free Wi-Fi, air conditioning, and parking.
Private Lincoln Square Garden Apt - Chicago, IL
9.8 495 reviews

Private Lincoln Square Garden Apt

B&B, Chicago
This charming garden apartment is situated in a lively neighbourhood close to Lincoln Square, just a short walk from the train station and the Old Town School of Folk Music. It has received excellent ratings for cleanliness, location and user experience.
The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. It offers a kitchenette with a microwave, coffee maker, toaster and mini-fridge, as well as a shared front yard with a bench and picnic table. The apartment also benefits from a portable air conditioner, shared laundry facilities, and a tree swing and treehouse for children.
Logan Square Hotel Room 208 - Chicago, IL
9.6 5 reviews

Logan Square Hotel Room 208

B&B, Chicago
This Logan Square guesthouse is conveniently located near the Blue Line, offering easy access to O'Hare International Airport and Chicago's city centre.
The single-bedroom, en-suite room features a mini-fridge, microwave, smart TV, workspace, and access to on-site laundry facilities, accommodating one guest.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL bed and breakfasts with air conditioning

Your Relaxing Getaway Awaits! Free Breakfast - Chicago, IL
9.1 26 reviews

Your Relaxing Getaway Awaits! Free Breakfast

B&B, Chicago
This Chicago guesthouse enjoys a prime downtown location, offering easy access to the Magnificent Mile, Navy Pier, and Lake Michigan.
The 950 sq ft (88 sq m) two-bedroom suite sleeps five, boasting a fully equipped kitchen, complimentary breakfast, and on-site amenities including a fitness centre, parking (charges apply), and pet-friendly accommodation (extra charge applies).
Best Place To Rest, Near Chicago - Chicago, IL
9.7 152 reviews

Best Place To Rest, Near Chicago

B&B, Berwyn
This Berwyn guesthouse offers a private basement unit with convenient access to public transport for easy travel to Chicago and other attractions.
The self-contained apartment sleeps two, features a well-equipped kitchenette with a microwave, fridge-freezer and Keurig coffee maker, a complete bathroom suite, a dedicated workspace and Roku TV, plus complimentary toiletries and refreshments.
Steps To Willis Tower | Free Breakfast. Gym. - Chicago, IL
10 1 review

Steps To Willis Tower | Free Breakfast. Gym.

B&B, Chicago
This Chicago bed and breakfast is located in the Loop district, 483 metres from the Skydeck and 644 metres from the Lyric Opera, with the Riverwalk 1.6 kilometres and the Magnificent Mile 2.2 kilometres away.
This pet-friendly guesthouse offers complimentary hot breakfast, fast Wi-Fi, a 24-hour fitness centre, and an on-site laundry, with one bedroom and one bathroom accommodating up to two guests.
2 Luxury King With Rooftop Lounge & Chicago Views - Chicago, IL
8.0 2 reviews

2 Luxury King With Rooftop Lounge & Chicago Views

B&B, Chicago
This Chicago River North guesthouse is situated 0.5 km from the Magnificent Mile, offering easy walking access to Millennium Park and the Art Institute of Chicago.
The property comprises two 23 sq m en-suite bedrooms, sleeping four guests, and includes on-site fitness facilities, daily cleaning, complimentary toiletries, and TVs; luggage storage is also available.
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