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
The Cozy😊Near McCormick-Museums❤️Loft(+gym&rooftop)
- 3 Guests 0Bedroom
10 Exceptional (3)The Cozy😊Near McCormick-Museums❤️Loft(+gym&rooftop) is located in South Loop, a neighborhood in Chicago. State Street and Michigan Avenue are worth checking out if shopping is on the agenda, while those ... -
Chicago - United States
747 Air Apartment by Ginosi
- 2 Guests 0Bedroom
10 Exceptional (1)This apartment 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 Art Institute of Chicago are cultural ... -
Chicago - United States
747 Flight Apartment
- 2 Guests 0Bedroom
10 Exceptional (1)This apartment is located in West Town, 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 ... -
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 ... -
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. ... -
Chicago - United States
Penthouse Gem Bright and Spacious with nice park views - Entire Place
- 3 Guests 1Bedroom
9.6 Exceptional (4)This condo is located in Lincoln Park, a neighborhood in Chicago. The area's natural beauty can be seen at Chicago Riverwalk and Lake Michigan, while Chicago Theatre and Vic Theatre are cultural highlights. ... -
Chicago - United States
Roscoe Village/Lakeview Close to Downtown Must See**
- 10 Guests 4Bedrooms
9.2 Exceptional (12)This apartment is located in North Center, a neighborhood in Chicago, and is near theme parks. Michigan Avenue and State Street are worth checking out if shopping is on the agenda, while those wishing ... -
Chicago - United States
Lincoln Park 1 bedroom-Great Location-Close to L-DePaul-Halstead-Shopping
- 4 Guests 1Bedroom
9.2 Exceptional (10)This apartment is located in Lincoln Park, a walkable area in Chicago with great shopping. Vic Theatre and Chicago Theatre are cultural highlights, and some of the area's popular attractions include Lincoln ... -
Chicago - United States
Perfect for Groups & Families - Spacious Unit by Downtown & Train Stop; Rooftop!
- 10 Guests 3Bedrooms
9.6 Exceptional (10)Located in Chicago, this vacation home 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 Navy ... -
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
Entire Home Cozy 2bed/2Bath in best neighborhood Lincoln Park near train station
- 6 Guests 2Bedrooms
9.4 Exceptional (17)Located in Chicago, this condo is in the city center. Chicago Theatre and Vic Theatre are cultural highlights, and travelers looking to shop may want to visit Michigan Avenue and Navy Pier. Traveling with ... -
Chicago - United States
Cozy Vintage Chicago Apartment near Downtown
- 4 Guests 1Bedroom
10 Exceptional (6)This apartment is located in West Town, 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 ... -
Chicago - United States
Kasa | Studio with Balcony, High Floor | Chicago
- 2 Guests 0Bedroom
8 Fabulous (1)Located in Chicago, this apartment 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 natural beauty ... -
Chicago - United States
Old Town #2- 2BD/2BA- 2 Blcks to Lincoln Park Zoo-Walk to Beach
- 6 Guests 2Bedrooms
9.2 Exceptional (17)This condo is located in Lincoln Park, a neighborhood in Chicago. Merchandise Mart and Chicago Cultural Center are notable landmarks, and some of the area's popular attractions include Navy Pier and Lincoln ... -
Chicago - United States
Steps to Shops, Eats | Easy Access + W&D | Zencity
- 7 Guests 3Bedrooms
8.2 Fabulous (13)This apartment is located in West Town, 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 natural ...Check Availability -
Chicago - United States
Roscoe Village Guesthouse Lakeview/Roscoe Village, Cubs
- 6 Guests 2Bedrooms
10 Exceptional (1)Near theme parks, this condo is in North Center, a walkable area in Chicago with good shopping. Vic Theatre and Chicago Theatre are cultural highlights, and some of the area's notable landmarks include ... -
Chicago - United States
Lincoln Park,Depaul,Downtown-Close to El-Great Location!
- 10 Guests 4Bedrooms
9 Exceptional (11)This apartment is located in Lincoln Park, a neighborhood in Chicago. Merchandise Mart and Chicago Cultural Center are notable landmarks, and the area's natural beauty can be seen at Lake Michigan and ... -
Chicago - United States
1 bedroom, 1 bath in a modernized duplex. Centrally located!
- 2 Guests 1Bedroom
10 Exceptional (2)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. ... -
Chicago - United States
Great Location & Bright 2BR+2BA | Mapletree Suites
- 5 Guests 2Bedrooms
10 Exceptional (3)Located in Chicago, this condo 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 natural beauty can ... -
Chicago - United States
A Peaceful 2BR Coach House - Perfect for Long Stays!
- 4 Guests 2Bedrooms
9.8 Exceptional (7)This apartment is located in Lincoln Park, a neighborhood in Chicago. The area's natural beauty can be seen at Lake Michigan and Millennium Park, while Chicago Theatre and Art Institute of Chicago are ...
Save on Bed & Breakfast in Chicago
Are you looking for an accommodation in Chicago and do you want to save money? Choose from 9 Bed & Breakfasts in Chicago
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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 ... -
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 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
McCormick Place Guest House
- 12 Guests 6Bedrooms
7.9 Very Good (1041)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. ... -
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
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 ... -
Chicago - United States
Logan Square Coach House
- 30 Guests 10Bedrooms
English, Polish, Free Wi-Fi in all rooms!, Internet, Internet services, Wi-Fi in public areas, Garden, Air conditioning in public area, Heating in public area, Smoke-free property, Terrace, Car ...
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 -
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Hotels in Chicago
Chicago: the best offers for the best accommodation and holiday homes
How much doeas it cost to stay in Chicago? The more economical accommodation in Chicago has an average cost of 232 euros per night.
For a weekend low cost in Chicago, instead, are available different offers at a low cost cost around 266 euros per night. The cheapest weekends anre during the month of January. If instead you were interested in holiday homes or apartments, for medium long stays, the best weekly offers cheap in Chicago have an average weekly cost of 1,629 euros. The week with the lowest prices are in the month of January from 1/22 to 1/29.
If you want to organize a holiday in Chicago during the low season, where you can enjoy the destination without the hectic turism, January is the best month. The week with the highes amount of accommodation available at the best price is from 1/22 to 1/29.
If instead you are looking for the high season, the highest amount of accommodation available with the lowest price is in the month of April, during the week that spans from 4/30 to 5/7.
The main interest points and what to see in Chicago during your stay
The weather forcast in Chicago
Chicago: during the year, the average temperature throughout the year is around 13°C. The coldest period of the year is in the month of January where the temperature can drop to -1°C. The hottest month of the year is instead in July where the maximum temperature can reach 27°C.
Chicago: How to reach the destination?
There are many ways to reach your destination. The Chicago airport is few km from the centre. For all travellers that would like to stay near the airport, there are apartments, B&Bs, Hotels and much more. There is a large selection of apartments and holiday homes near the train station: apartments, B&Bs, Hotels.
