Holiday homes & B&B in Chicago
Choose the right place for you
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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Chicago - United States
Wicker Park Inn
- Hotel
8.7 Fabulous (578)With a stay at Wicker Park Inn in Chicago (West Town), you'll be within a 5-minute drive of United Center and Skydeck Ledge. This bed & breakfast is 2.8 mi (4.4 km) from University of Illinois Chicago ...Check Availability -
Chicago - United States
Ruby Room
- Hotel
8 Fabulous (985)With a stay at Ruby Room, you'll be centrally located in Chicago, within a 5-minute drive of United Center and Michigan Avenue. This boutique hotel is 3.5 mi (5.6 km) from Millennium Park and 4.1 mi (6.5 ...Check Availability -
Chicago - United States
State and Grand by BridgeStreet
- Hotel
9 Exceptional (258)A stay at State and Grand by BridgeStreet places you in the heart of Chicago, within a 10-minute walk of Michigan Avenue and Chicago Riverwalk. This 4-star apartment is 0.4 mi (0.7 km) from Chicago Theatre ...Check Availability -
Chicago - United States
Old Town Suites Operated by Roscoe Village Guesthouse
- Hotel
8.7 Fabulous (25)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 Grant Park and Millennium Park. This apartment is 2.9 mi (4.6 km) from ...Check Availability -
Chicago - United States
Lincoln Park Suites Operated by Roscoe Village Guesthouse
- Hotel
10 Exceptional (1)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 Lake Michigan. This 4-star apartment is 4.3 mi ...Check Availability -
Chicago - United States
Villa Dubois Guest House
- Hotel
7 Very Good (295)With a stay at Villa Dubois Guest House in Chicago (Bronzeville), you'll be a 4-minute drive from Lake Michigan and 6 minutes from Grant Park. This guesthouse is 3.7 mi (5.9 km) from McCormick Place and ...Check Availability -
Chicago - United States
Furnished Suites in South Loop Chicago
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7.2 Very Good (25)With a stay at this apartment in Chicago (South Loop), you'll be within a 5-minute drive of Grant Park and Millennium Park. This apartment is 0.9 mi (1.4 km) from Soldier Field and 1.5 mi (2.5 km) from ...Check Availability -
Chicago - United States
Chicago Downtown Condo - Michigan Ave Suite ID 14-15
- Hotel
7.2 Very Good (10)Centrally located in Chicago, Chicago Downtown Condo - Michigan Ave Suite ID 14-15 is within a 15-minute walk of Field Museum of Natural History and Grant Park. This apartment is 0.7 mi (1.1 km) from ...Check Availability -
Chicago - United States
Apartment in River North with Balcony
- Hotel
5.8 Pleasant (7)With a stay at this apartment in Chicago (Downtown Chicago), you'll be within a 5-minute drive of Grant Park and Millennium Park. This apartment is 2.3 mi (3.7 km) from Navy Pier and 2.5 mi (4 km) from ...Check Availability -
Chicago - United States
LUXURY CONDO: PATIO & PARKING
- 5 Guests 1Bedroom
10 Exceptional (62)Located in Chicago, LUXURY CONDO: PATIO & PARKING is in the city center. Navy Pier and Michigan Avenue are worth checking out if shopping is on the agenda, while those wishing to experience the area's ...Check Availability -
Chicago - United States
A Sunny 4BR in Lincoln Park - Perfect Location! ❤️
- 3 Guests 0Bedroom
10 Exceptional (6)A Sunny 4BR in Lincoln Park - Perfect Location! ❤️ is located in Lincoln Park, a neighborhood in Chicago. The area's natural beauty can be seen at Lake Michigan and Chicago Riverwalk, while Vic Theatre ...Check Availability -
Chicago - United States
Great location! Two-bedroom apartment in the heart of the city center!
- 5 Guests 2Bedrooms
10 Exceptional (1)This condo is located in Downtown Chicago, a neighborhood in Chicago. Michigan Avenue and Navy Pier are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular ...Check Availability -
Chicago - United States
Urban Glamour in a great neighborhood
- 4 Guests 2Bedrooms
9.8 Exceptional (43)This condo is located in West Town, a neighborhood in Chicago. The area's natural beauty can be seen at Chicago Riverwalk and Grant Park, while Chicago Theatre and House of Blues Chicago are cultural highlights. ...Check Availability -
Chicago - United States
Spacious 3/2 Duplex In Wicker Park Area
- 7 Guests 3Bedrooms
10 Exceptional (25)This condo is located in West Town, a neighborhood in Chicago. The area's natural beauty can be seen at Millennium Park and Lake Michigan, while Chicago Theatre and Art Institute of Chicago are cultural ...Check Availability -
Chicago - United States
Lovely Minimalist Loft in the heart of Lakeview
- 4 Guests 1Bedroom
10 Exceptional (20)Located on a lake, this apartment is in Lakeview, a neighborhood in Chicago. Navy Pier and Michigan Avenue are worth checking out if shopping is on the agenda, while those wishing to experience the area's ...Check Availability -
Chicago - United States
Abcs of Home - Artsy, Bright, and Comfortable
- Hotel
With a stay at this apartment in Chicago (West Town), you'll be a 5-minute drive from United Center and 8 minutes from Millennium Park. This apartment is 5.2 mi (8.4 km) from Grant Park and 5.3 mi (8.5 ...Check Availability -
Chicago - United States
Classic Lincoln Park Charmer - 3bdr Steps to Train
- Hotel
With a stay at this apartment in Chicago (Lincoln Park), you'll be within a 5-minute drive of Wrigley Field and Lake Michigan. This apartment is 4.7 mi (7.6 km) from United Center and 4.8 mi (7.7 km) ...Check Availability -
Chicago - United States
Handsome Mccormick 3bd-2ba Loft
- Hotel
With a stay at this apartment in Chicago (South Loop), you'll be within a 5-minute drive of Grant Park and Millennium Park. This apartment is 1.6 mi (2.6 km) from Soldier Field and 2.5 mi (4 km) from ...Check Availability -
Chicago - United States
The Stratus - Vibrant Studio in Heart of Downtown
- Hotel
Located in Chicago (Downtown Chicago), this apartment is within a 10-minute walk of Michigan Avenue and Lake Michigan. This apartment is 0.6 mi (1 km) from Navy Pier and 1.3 mi (2.2 km) from Millennium ...Check Availability -
Chicago - United States
Depaul 2 BDR - Walk to Train, University, and More
- Hotel
With a stay at this apartment in Chicago (Lincoln Park), you'll be within a 5-minute drive of Wrigley Field and Lake Michigan. This apartment is 4.5 mi (7.2 km) from United Center and 4.6 mi (7.3 km) ...Check Availability
Save on Bed & Breakfast in Chicago
Are you looking for an accommodation in Chicago and do you want to save money? Choose from 12 Bed & Breakfasts in Chicago
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Chicago - United States
The Sono Chicago
- Hotel
9.8 Exceptional (1147)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 ... -
Chicago - United States
Ray's Bucktown Bed and Breakfast
- Hotel
9.6 Exceptional (689)Located near numerous restaurants and shops in the Bucktown neighbourhood of Chicago, Ray's Bucktown features a communal sauna, free WiFi, and in-room breakfast service. Live entertainment at the Congress ... -
Chicago - United States
The Publishing House Bed and Breakfast
- 22 Guests 11Bedrooms
9.9 Exceptional (358)Located in Chicago, The Publishing House Bed and Breakfast provides free WiFi, and guests can enjoy a shared lounge, a restaurant and a bar. There is a private bathroom with shower in some units, along ... -
Chicago - United States
Villa D' Citta
- Hotel
9.4 Exceptional (154)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 ... -
Chicago - United States
The Polo Inn Bridgeport U.S.A.
- Hotel
8.7 Fabulous (39)Just 6 miles south of the Chicago city centre, this Bridgeport B&B is 3 minutes’ drive from U.S. Cellular Field, home of baseball’s White Sox. Featuring an on-site restaurant, each suite includes free ... -
Chicago - United States
Entire Apt. Private entrance near United Center, RUSH, UIC & Downtown
- 3 Guests 3Bedrooms
9.4 Exceptional (12)Entire Apt. Private entrance near United Center, RUSH, UIC & Downtown is located in Near West Side, a neighborhood in Chicago. Merchandise Mart and Chicago Cultural Center are notable landmarks, and travelers ...Check Availability -
Chicago - United States
McCormick Place Guest House
- 2 Guests 1Bedroom
7.9 Very Good (1021)Less than 2 miles away from McCormick Place, this guest house is located just 4 blocks away from the 35th Street train stop in Chicago, offering easy access to several of the city’s top tourist attractions. ...Check Availability -
Chicago - United States
Villa Dubois Guest House
- 8 Guests 4Bedrooms
7 Very Good (295)Located in Chicago and within 2.5 km of Oakwood Beach, Villa Dubois Guest House features a garden, non-smoking rooms, and free WiFi throughout the property. The property is set 1.9 km from Guaranteed Rate ...Check Availability -
Chicago - United States
MultiManor: A Renovated Bucktown Coach House
- 11 Guests 3Bedrooms
MultiManor: A Renovated Bucktown Coach House is located in Bucktown, a neighborhood in Chicago. The area's natural beauty can be seen at Lake Michigan and Millennium Park, while Chicago Theatre and Art ...Check Availability
Farmhouse or Hotel? Choose from the best offers
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 requests: 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.
Chicago: Which is the ideal month for a holiday?
Chicago: when to go? Whether you love the heat or the cold, if you're planning a trip here, it could be useful for you to know: July, has temperatures that can reach 27°C, it's the hottest month at this touristic destination. January instead is the coldest month, where temperatures can trop to -1°C.
