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

Ray's Bucktown Bed And Breakfast - Chicago, IL
9.7 704 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.
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 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.
Super 8 Chicago - Chicago, IL
No reviews

Super 8 Chicago

B&B, Chicago
This B&B is situated 16 kilometres from Chicago's city centre, offering convenient access to Marion Mahoney Griffin Beach, Loyola Beach, and the Emil Bach House.
Guests can enjoy complimentary Wi-Fi, on-site parking, and elevator access, with rooms featuring a shower and television.

Best Chicago, IL bed and breakfasts with a garden

Suite With King Size Bed, Balcony, And Backyard - Chicago, IL
9.3 24 reviews

Suite With King Size Bed, Balcony, And Backyard

B&B, Chicago
This Chicago apartment, perfect for a couple, boasts a recently remodelled interior with a king-size bed, private balcony with grill, and access to a shared backyard with horseshoe pits; precise location within Chicago requires further clarification.
The one-bedroom, one-bathroom flat offers ample storage, air conditioning, internet access, parking, and allows pets.
Chateau De Woodlawn - Room I - La Tour Eiffel - Chicago, IL
10 1 review

Chateau De Woodlawn - Room I - La Tour Eiffel

B&B, Chicago
B&B listing with an excellent rating of 100% based on 1 reviews. You will stay in Chicago.
Services and facilities: a fridge, a kitchen and a garden. Take advantage of the Free Parking with this accommodation in Chicago!
Unique Chicago Penthouse Loft - Amazing Deal & Location - Chicago, IL
9.8 105 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.
Secret Garden @ The Noble Farmhouse | Wicker Park - Chicago, IL
9.9 394 reviews

Secret Garden @ The Noble Farmhouse | Wicker Park

B&B, Chicago
This Chicago private loft studio, situated in the Wicker Park/Noble Square/West Town neighbourhood, is a short walk from Division Street and Chicago Avenue, offering easy access to the Loop via public transport.
The self-contained apartment sleeps three, features a kitchenette with a fridge-freezer and microwave, a private garden, and an internet-connected TV with Apple TV, all within a surprisingly quiet setting despite its central location.

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

Spacious 2br Near Downtown | Easy Parking - Chicago, IL
9.6 91 reviews

Spacious 2br Near Downtown | Easy Parking

B&B, Chicago
This Chicago garden flat, ideally located in the South Loop, is within a short distance of Lake Michigan, Soldier Field, and public transport links.
The two-bedroom, two-bathroom apartment sleeps four, offering a fully equipped kitchen (fridge, freezer, microwave, dishwasher), laundry facilities, and parking, all within a private lower-level setting.
Victorian Gem In Heart Of Flw District/2nd Floor - Chicago, IL
9.8 224 reviews

Victorian Gem In Heart Of Flw District/2nd Floor

B&B, Oak Park
This Oak Park guesthouse is situated in the Frank Lloyd Wright district, within walking distance of the ‘L’ train, Metra station, and Oak Park's shops and restaurants.
The spacious two-room suite, offering a private entrance, walk-in closet, marble shower, and in-house laundry facilities, comfortably accommodates two guests.
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.
Victorian Charm Private Guest Suite - Monthly Disc - Chicago, IL
10 155 reviews

Victorian Charm Private Guest Suite - Monthly Disc

B&B, La Grange
This Victorian-style guesthouse is located in La Grange, a short walk from the Metra train station, providing easy access to Chicago, just 17 minutes by train to Union Station. The B&B is situated in a charming area close to shops, restaurants and historic Victorian homes. The B&B has received excellent ratings for location, cleanliness and overall guest experience.
The guesthouse has a separate entrance, a private bathroom and a full-size bed, comfortably accommodating up to two guests. The property offers a range of amenities including a mini fridge, microwave, flat-screen TV, linens, housekeeping, off-street parking and a peaceful garden with a large front porch.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL bed and breakfasts with air conditioning

Romans Guest Suite - Chicago, IL
10 10 reviews

Romans Guest Suite

B&B, Northlake
This Melrose Park bed and breakfast is conveniently situated just 8 kilometres from O'Hare International Airport, offering easy access for travellers and a short drive to the Allstate Arena and numerous shopping centres.
The spacious suite accommodates up to four guests, featuring a private entrance, a separate bedroom, bathroom, living area with a sleeper sofa, and a cosy seating area, all equipped with air conditioning and internet.
The Sweet Spot At Norwood Park - Chicago, IL
9.9 44 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.
Downtown Stay | Museums. Fitness Center* - Chicago, IL
No reviews

Downtown Stay | Museums. Fitness Center*

B&B, Chicago
Home2 Suites by Hilton Chicago River North Hotel is located in Chicago's River North district, approximately 3.2 kilometres from downtown businesses, Millennium Park, and Navy Pier, and a short walk from the Magnificent Mile and the Chicago Riverwalk.
This family-friendly accommodation offers king studio suites for up to four guests, featuring a king bed and sofa bed, a fully equipped kitchenette with a fridge, microwave, and dishwasher, air conditioning, complimentary Wi-Fi, and an on-site fitness centre, with exceptional complimentary breakfast provided.
Cozy Suite - Chicago, IL
9.8 202 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.
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