Holiday homes & B&B in Chicago
FACILITIES
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Wi-Fi
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Kitchen
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Dishwasher
REVIEWS
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9+ Exceptional
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8+ Fabulous
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7+ Very Good
DISTANCE FROM CENTRE
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Less than 1 km
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Less than 3 km
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Less than 5 km
Holiday rental deals in Chicago
We have selected the best vacation rentals in Chicago. Save money with Bluepillow by comparing the best deals from major travel websites in Chicago
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from203€
![West Loop Lofts]( "Located in Near West Side, this luxury apartment building is within 2 mi (3 km) of United Center, University of Illinois Chicago and Willis Tower. John Hancock Center and Millennium Park are also within 6 mi (10 km). Illinois Medical District Station is 6 minutes by foot and Ashland Station (Green Line) is 10 minutes.
Along with a 24-hour fitness centre, this smoke-free apartment building has a rooftop terrace and laundry facilities. Free WiFi in public areas and free self parking are also provided. Other amenities include express check-in and express check-out.
Each apartment boasts a deep soaking tub and offers free WiFi and a kitchen. For a bit of entertainment, a flat-screen TV comes with Netflix, and guests can also appreciate conveniences, such as 2 bathrooms and a washer/dryer.")
West Loop Lofts
9.8 Exceptional (48)- Hotel
Located in Near West Side, this luxury apartment building is within 2 mi (3 km) of United Center, University of Illinois Chicago and Willis Tower. John Hancock Center and Millennium Park are also withinCheck Availability -
from203€
![Chicago Chic in River North]( "This apartment is located in Downtown Chicago, a neighborhood in Chicago, and is in the city center. Merchandise Mart and Chicago Cultural Center are notable landmarks, and travelers looking to shop may want to visit Michigan Avenue and State Street. Check out an event or a game at Soldier Field, and consider making time for Navy Pier, a top attraction not to be missed. Motor boating, sailing, and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby. <br> The perfect location for a weekend getaway or business trip. Our Superior location gives you access to it all - shopping, dining and entertainment just steps away! We are one block away from Rent The Runway - perfect for a girl's weekend of high fashion and fun. This is a professionally managed community with a doorman on site 24/7, making sure all of your traveling needs are met. Take advantage of the Whole Foods located on the ground floor for a quick bite to eat or groceries. Our amenity floor is the place to work up a sweat, relax in our steam room or lounge poolside. We also offer a well stocked reading library, a rare find in any community! Wherever your travel plans may take you, this is the spot to call home while visiting Chicago.<br><br>*This unit is located on the 41st floor with elevators<br><br>- To ensure the best stay experience we run a simple background check prior to accepting a booking. A short-term renters insurance policy is also created for all guests. There are no additional fees for the background check or insurance policy.<br>- By booking a reservation, you acknowledge you have read our rental agreement and agree to be bound by its terms.<br>- Charges on your credit card will be billed by ApartmentJet.")
Chicago Chic in River North
10 Exceptional (36)- 5 Guests 2Bedrooms
This apartment is located in Downtown Chicago, a neighborhood in Chicago, and is in the city center. Merchandise Mart and Chicago Cultural Center are notable landmarks, and travelers looking to shop mayCheck Availability -
from209€
![Kasa Chicago Old Town]( "Located in Chicago (Downtown Chicago), Kasa Chicago Old Town is within a 15-minute walk of Michigan Avenue and State Street. This aparthotel is 0.7 mi (1.1 km) from Merchandise Mart and 0.7 mi (1.1 km) from Water Tower Place. <br> Make yourself at home in one of the 22 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Your room comes with a memory foam bed. 55-inch flat-screen televisions with digital programming provide entertainment, while complimentary wireless Internet access keeps you connected. Conveniences include desks and microwaves.")
Kasa Chicago Old Town
10 Exceptional (7)- Hotel
Located in Chicago (Downtown Chicago), Kasa Chicago Old Town is within a 15-minute walk of Michigan Avenue and State Street. This aparthotel is 0.7 mi (1.1 km) from Merchandise Mart and 0.7 mi (1.1 km)Check Availability -
from212€
![Old Town Suites Operated by Roscoe Village Guesthouse]( "With a stay at Old Town Suites Operated by Roscoe Village Guesthouse in Chicago (Lincoln Park), you'll be within a 5-minute drive of Michigan Avenue and Chicago Riverwalk. This property is 2.4 mi (3.9 km) from Chicago Theatre and 2.7 mi (4.4 km) from Wrigley Field. <br> Make yourself at home in one of the 4 guestrooms.")
Old Town Suites Operated by Roscoe Village Guesthouse
8.7 Fabulous (25)- Hotel
With a stay at Old Town Suites Operated by Roscoe Village Guesthouse in Chicago (Lincoln Park), you'll be within a 5-minute drive of Michigan Avenue and Chicago Riverwalk. This property is 2.4 mi (3.9Check Availability -
from212€
![Lincoln Park Suites Operated by Roscoe Village Guesthouse]( "With a stay at Lincoln Park Suites Operated by Roscoe Village Guesthouse in Chicago (Lincoln Park), you'll be within a 5-minute drive of Wrigley Field and Michigan Avenue. This property is 3.3 mi (5.3 km) from Chicago Riverwalk and 4.1 mi (6.6 km) from Navy Pier. <br> Make yourself at home in one of the 3 guestrooms.")
Lincoln Park Suites Operated by Roscoe Village Guesthouse
10 Exceptional (1)- Hotel
With a stay at Lincoln Park Suites Operated by Roscoe Village Guesthouse in Chicago (Lincoln Park), you'll be within a 5-minute drive of Wrigley Field and Michigan Avenue. This property is 3.3 mi (5.3Check Availability -
from205€
![51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi]( "This condo is located in Downtown Chicago, a neighborhood in Chicago. Chicago Theatre and Art Institute of Chicago are cultural highlights, and some of the area's notable landmarks include Merchandise Mart and Chicago Cultural Center. Navy Pier and Chicago Children's Museum are not to be missed. Guests appreciate the property's quiet location. <br> This Penthouse unit is a magnificent unique rental in Chicago. Towering above the city, with floor to ceiling window in with a the spacious open floor plan living areas and exquisite fireplace, this Penthouse gives you the ultimate in city living. It's all about the views and location. The city unfolds before 51 floors above a Lake Michigan backdrop; nowhere in Chicago can you stay with views like these. Bordered by the elegance and glamour of North Michigan Avenue to the east and the artsy sophistication of the River North District to the west, Penthouse#7 is at the heart of one of Chicago most exciting neighborhoods. Life here is flavored with world class shopping, the best of casual and fine dining, galleries and clubs . This rental complies with City of Chicago Ordinances License #2210737<br><br>Check out what our Guests have to say<br><br>Life is always better at the top")
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
9.8 Exceptional (122)- 4 Guests 1Bedroom
This condo is located in Downtown Chicago, a neighborhood in Chicago. Chicago Theatre and Art Institute of Chicago are cultural highlights, and some of the area's notable landmarks include MerchandiseCheck Availability
Save on Bed & Breakfast in Chicago
Are you looking for an accommodation in Chicago and do you want to save money? Choose from 7 Bed & Breakfasts in Chicago
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from148€
![Wicker Park Inn]( "With a stay at Wicker Park Inn in Chicago (West Town), you'll be within a 5-minute drive of United Center and University of Illinois Chicago. This bed & breakfast is 3 mi (4.9 km) from John Hancock Center and 3.1 mi (5 km) from Water Tower Place. <br> Stay in one of 11 guestrooms featuring flat-screen televisions. Complimentary wireless Internet access keeps you connected, and satellite programming is available for your entertainment. Bathrooms have showers and complimentary toiletries. Conveniences include desks and irons/ironing boards, and housekeeping is provided daily.")
Wicker Park Inn
8.8 Fabulous (508)- Hotel
With a stay at Wicker Park Inn in Chicago (West Town), you'll be within a 5-minute drive of United Center and University of Illinois Chicago. This bed & breakfast is 3 mi (4.9 km) from John Hancock CenterCheck Availability -
from156€
![Ruby Room]( "With a stay at Ruby Room, you'll be centrally located in Chicago, within a 5-minute drive of Merchandise Mart and University of Illinois Chicago. This spa hotel is 1.8 mi (3 km) from United Center and 2.6 mi (4.2 km) from Michigan Avenue. <br> Make yourself at home in one of the 8 air-conditioned rooms featuring kitchens. Your pillowtop bed comes with premium bedding. Complimentary wireless Internet access is available to keep you connected.")
Ruby Room
8.2 Fabulous (812)- Hotel
With a stay at Ruby Room, you'll be centrally located in Chicago, within a 5-minute drive of Merchandise Mart and University of Illinois Chicago. This spa hotel is 1.8 mi (3 km) from United Center andCheck Availability -
from97€
![The Sono Chicago]( "The Sono Chicago is located in The Old Town neighborhood of Chicago. Lincoln Park Zoo is only 1.2 km away. Parking is free with permit provided by The Sono Chicago. The rooms are fitted with a flat-screen TV with premium cable channels.")
The Sono Chicago
9.8 Exceptional (624)- Hotel
The Sono Chicago is located in The Old Town neighborhood of Chicago. Lincoln Park Zoo is only 1.2 km away. Parking is free with permit provided by The Sono Chicago. The rooms are fitted with a flat-screen -
from133€
![The Publishing House Bed and Breakfast]( "Located in Chicago, The Publishing House Bed and Breakfast provides free WiFi, and guests can enjoy a restaurant, a bar and a shared lounge. Some units are air conditioned and include a seating and/or dining area and a flat-screen TV.")
The Publishing House Bed and Breakfast
9.9 Exceptional (286)- 33 Guests 11Bedrooms
Located in Chicago, The Publishing House Bed and Breakfast provides free WiFi, and guests can enjoy a restaurant, a bar and a shared lounge. Some units are air conditioned and include a seating and/or -
from105€
![Ray's Bucktown Bed and Breakfast]( "ARE YOU VACCINATED? We are only accepting reservations for vaccinated guests. For the safety of myself and my staff please do not book if you are not vaccinated. Thank you!")
Ray's Bucktown Bed and Breakfast
9.6 Exceptional (366)- Hotel
ARE YOU VACCINATED? We are only accepting reservations for vaccinated guests. For the safety of myself and my staff please do not book if you are not vaccinated. Thank you! -
from105€
![Villa D' Citta]( "Located in the heart of Lincoln Park’s shopping and dining district, this modernized Chicago B&B features a private grotto and garden with BBQ facilities. Each romantic guest room is equipped with free Wi-Fi.")
Villa D' Citta
9.5 Exceptional (299)- Hotel
Located in the heart of Lincoln Park’s shopping and dining district, this modernized Chicago B&B features a private grotto and garden with BBQ facilities. Each romantic guest room is equipped with free
The best places to stay in Chicago
Book an apartment in Chicago and choose the right accommodation for your needs
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from72€
![Hotel Chicago Downtown, Autograph Collection]( "Located next to the House of Blues, this River North hotel is adjacent to the Chicago River and within walking distance of Millennium Park.")
Hotel Chicago Downtown, Autograph Collection
8.9 Fabulous (4058)- Hotel
Located next to the House of Blues, this River North hotel is adjacent to the Chicago River and within walking distance of Millennium Park. -
from72€
![Millennium Knickerbocker Chicago]( "Situated amongst the luxury shopping and entertainment on the Magnificent Mile, this 4-star luxury hotel sits within one of the city’s historic landmark buildings and offers unique dining options, a 24-hour gym and well-appointed guest rooms.")
Millennium Knickerbocker Chicago
7.7 Very Good (9961)- Hotel
Situated amongst the luxury shopping and entertainment on the Magnificent Mile, this 4-star luxury hotel sits within one of the city’s historic landmark buildings and offers unique dining options, a 24-hour -
from82€
![The Langham, Chicago]( "The Langham, Chicago is centrally located in Chicago, a 4-minute walk from Michigan Avenue and 11 minutes by foot from Millennium Park. This 5-star hotel is 0.9 mi (1.4 km) from John Hancock Center and 1.1 mi (1.7 km) from Navy Pier. <br> Make yourself at home in one of the 316 individually decorated guestrooms, featuring minibars and LCD televisions. Cable programming and video-game consoles are provided for your entertainment, while complimentary wireless Internet access keeps you connected. Private bathrooms with separate bathtubs and showers feature deep soaking bathtubs and rainfall showerheads. Conveniences include laptop-compatible safes and desks, and housekeeping is provided daily.")
The Langham, Chicago
9.8 Exceptional (4713)- Hotel
The Langham, Chicago is centrally located in Chicago, a 4-minute walk from Michigan Avenue and 11 minutes by foot from Millennium Park. This 5-star hotel is 0.9 mi (1.4 km) from John Hancock Center andCheck Availability -
from84€
![Hotel EMC2, Autograph Collection]( "With a stay at Hotel EMC2, Autograph Collection, you'll be centrally located in Chicago, within a 5-minute walk of Michigan Avenue and Northwestern Memorial Hospital. This 4-star hotel is 0.5 mi (0.9 km) from Chicago Riverwalk and 0.4 mi (0.6 km) from State Street. <br> Make yourself at home in one of the 195 air-conditioned rooms featuring refrigerators and Smart televisions. Your Tempur-Pedic bed comes with down comforters. Digital television is provided for your entertainment. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers.")
Hotel EMC2, Autograph Collection
9.4 Exceptional (3623)- Hotel
With a stay at Hotel EMC2, Autograph Collection, you'll be centrally located in Chicago, within a 5-minute walk of Michigan Avenue and Northwestern Memorial Hospital. This 4-star hotel is 0.5 mi (0.9Check Availability -
from77€
![Park Hyatt Chicago]( "With a stay at Park Hyatt Chicago, you'll be centrally located in Chicago, steps from Chicago Water Tower and Lookingglass Theatre. This 5-star hotel is 0.2 mi (0.4 km) from Water Tower Place and 0.3 mi (0.5 km) from Loyola University Museum of Art. <br> Make yourself at home in one of the 198 guestrooms featuring iPod docking stations and minibars. Your pillowtop bed comes with down comforters and Egyptian cotton sheets. Wired and wireless Internet access is complimentary, while 42-inch LCD televisions with satellite programming provide entertainment. Private bathrooms with separate bathtubs and showers feature deep soaking bathtubs and designer toiletries.")
Park Hyatt Chicago
9.4 Exceptional (2378)- Hotel
With a stay at Park Hyatt Chicago, you'll be centrally located in Chicago, steps from Chicago Water Tower and Lookingglass Theatre. This 5-star hotel is 0.2 mi (0.4 km) from Water Tower Place and 0.3Check Availability -
from74€
![Kimpton Hotel Monaco Chicago, an IHG Hotel]( "A stay at Kimpton Hotel Monaco Chicago, an IHG Hotel places you in the heart of Chicago, steps from Michigan Avenue and Chicago Theatre. This 4.5-star hotel is 0.2 mi (0.3 km) from Chicago Riverwalk and 0.3 mi (0.4 km) from Grant Park. <br> Make yourself at home in one of the 191 guestrooms featuring iPod docking stations and minibars. Your bed comes with down comforters and Frette Italian sheets. 42-inch LCD televisions with premium TV channels provide entertainment, with wired and wireless Internet access available for a surcharge. Private bathrooms with showers feature designer toiletries and hair dryers.")
Kimpton Hotel Monaco Chicago, an IHG Hotel
9.3 Exceptional (2649)- Hotel
A stay at Kimpton Hotel Monaco Chicago, an IHG Hotel places you in the heart of Chicago, steps from Michigan Avenue and Chicago Theatre. This 4.5-star hotel is 0.2 mi (0.3 km) from Chicago Riverwalk andCheck Availability
Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?
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![Farmstays in Chicago]()
Farmstays in Chicago -
![Hotels in Chicago]()
Hotels in Chicago
B&Bs and holiday homes Chicago: the best accommodation solutions
Chicago is a very appreciated destination by the world's tourists. The 589,173 reviews written for all the accommodation in the area are the proof: 11,942 reviews with a score of 10.0 Excellent and 698 reviews with a score of 8.0 Very Good. Reading these opinions you can learn which are the best accommodations with the best reviews in Chicago.
The best solutions for accommodation available in the area are numerous. Over a total of 5,396 accommodation, it is possible to distinguish 4,962 apartments, 407 hotels, 25 b&bs, 700 independent homes, 10 villas, 12 hostels and much more. Amongst these you will be able to find the best offers for the best solution for your needs, wether you decide to go alone, for a romantic get-away, or with a group of friends. The end goal is an unforgettable holiday in Chicago.
Every type of accommodation at this destination displays a range of services that will adapt perfectrly to your necessity: Pets Allowed, Pool, Kitchen, Spa, Parking and much more. The choice is yours.
Chicago: How much does accommodation cost?
How much does holiday accommodation cost in Chicago? On average in Chicago it is possible to find accommodation solutions for an average cost of 476 Canadian dollars per night.
The main interest points and what to see in Chicago during your stay
The best accommodation in Chicago can be found near the main interest points.
Not far from the centre you can find 5,396 accommodation available with the best offers: 4,962 Apartments, 25 B&Bs, 407 Hotels, and much more.
Below you can find the best apartments near the centre.
