Holiday homes & B&B in Downtown Chicago
Choose the right place for you
FACILITIES
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Wi-Fi
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Non Smoking Only
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Pets Allowed
REVIEWS
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9+ Exceptional
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8+ Fabulous
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7+ Very Good
Holiday rental deals near Downtown Chicago
We have selected the best vacation rentals near Downtown Chicago. Save money with Bluepillow by comparing the best deals from major travel websites near Downtown Chicago
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Downtown Chicago - United States
Streeterville 2 BD / 2 BTH Condo with Free Parking
- 3 Guests 2Bedrooms
2 Acceptable (1)Streeterville 2 BD / 2 BTH Condo with Free Parking 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 ... -
Downtown Chicago - United States
Walking Distance to Everything*Heart of the City!
- 7 Guests 3Bedrooms
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 natural ...Check Availability -
Downtown Chicago - United States
At the Center of it All, with Luxury!!
- 4 Guests 2Bedrooms
9.6 Exceptional (4)This apartment is located in Downtown Chicago, 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 -
Downtown 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 -
Downtown Chicago - United States
Stylish Corner 2 Bedroom in the Heart of Chicago | Roof Deck
- 6 Guests 2Bedrooms
9.6 Exceptional (25)Located in Chicago, this apartment is in the city center. Chicago Theatre and Art Institute of Chicago are cultural highlights, and travelers looking to shop may want to visit Navy Pier and Michigan Avenue. ...Check Availability -
Downtown Chicago - United States
2B,2BA Luxury Apartment Balcony,Wi-Fi, PAID IN&OUT PARKING IN BLDG
- 6 Guests 2Bedrooms
9.6 Exceptional (20)Set in the centre of Chicago, 2 km from Ohio Street Beach and 2.2 km from Oak Street Beach, 2B,2BA Luxury Apartment Balcony, Wi-Fi, PAID IN&OUT PARKING IN BLDG offers free WiFi and air conditioning. ...Check Availability -
Downtown Chicago - United States
Modern Chic Downtown!
- 4 Guests 2Bedrooms
8.8 Fabulous (7)This apartment is located in Downtown Chicago, 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 -
Downtown Chicago - United States
Million Dollar Views! Luxury Downtown Skyhouse!
- 6 Guests 3Bedrooms
10 Exceptional (82)This apartment is located in Downtown Chicago, a walkable area in Chicago with great shopping. Chicago Theatre and Art Institute of Chicago are cultural highlights, and travelers looking to shop may want ...Check Availability -
Downtown Chicago - United States
Luxury Corner 2 Bedroom in the Loop | Roof Deck
- 6 Guests 2Bedrooms
9.2 Exceptional (12)Located in Chicago, this apartment is in the city center. The area's natural beauty can be seen at Millennium Park and Grant Park, while Chicago Theatre and Art Institute of Chicago are cultural highlights. ...Check Availability -
Downtown Chicago - United States
Stylish 4 Bedroom / 4 bath in the Loop | Sleeps 12 | Roof Deck
- 12 Guests 4Bedrooms
9.8 Exceptional (8)Located in Chicago, this apartment is in the city center. Chicago Theatre and Art Institute of Chicago are cultural highlights, and travelers looking to shop may want to visit Navy Pier and Michigan Avenue. ...Check Availability -
Downtown Chicago - United States
Grand Luxury Living Downtown
- 6 Guests 2Bedrooms
7 Very Good (4)This apartment 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 ...Check Availability -
Downtown Chicago - United States
High-End Apartment in the Heart of River North
- 5 Guests 2Bedrooms
9.6 Exceptional (54)Located in Chicago, this apartment is in the city center. The area's natural beauty can be seen at Chicago Riverwalk and Grant Park, while Navy Pier and Chicago Children's Museum are popular area attractions. ...Check Availability -
Downtown Chicago - United States
Spacious & Private 3 BDR Luxury Condo in Downtown
- Hotel
Located in Chicago (Downtown Chicago), this condo is within a 10-minute walk of Chicago Theatre and Willis Tower. This 4-star condo is 0.8 mi (1.2 km) from Millennium Park and 0.6 mi (1 km) from Chicago ...Check Availability -
Downtown Chicago - United States
3 BDR Downtown Luxury Loft-spacious, Safe & Secure
- Hotel
Located in Chicago (Downtown Chicago), this apartment is within a 10-minute walk of Chicago Theatre and Willis Tower. This 4-star apartment is 0.8 mi (1.2 km) from Millennium Park and 0.6 mi (1 km) from ...Check Availability -
Downtown Chicago - United States
Breathtaking 6 BDR Luxury Condo Downtown Chicago
- Hotel
Located in Chicago (Downtown Chicago), this condo is within a 10-minute walk of Chicago Theatre and Willis Tower. This 4-star condo is 0.8 mi (1.2 km) from Millennium Park and 0.6 mi (1 km) from Chicago ...Check Availability -
Downtown Chicago - United States
Sonder The Opal
- Hotel
8.5 Fabulous (6)Located in Chicago (Downtown Chicago), Sonder The Opal is within a 15-minute walk of Michigan Avenue and Chicago Riverwalk. This aparthotel is 0.7 mi (1.2 km) from Chicago Theatre and 1.4 mi (2.2 km) ...Check Availability -
Downtown Chicago - United States
Luxury Apartment With Private Office & Terrace
- 27 Guests 9Bedrooms
A stay at this apartment places you in the heart of Chicago, within a 15-minute walk of Michigan Avenue and Chicago Riverwalk. This apartment is 0.7 mi (1.2 km) from Chicago Theatre and 1.3 mi (2.1 km) ...Check Availability -
Downtown Chicago - United States
Sonder at Found Chicago | Accessible Single Room
- 1 Guest 0Bedroom
Sonder at Found Chicago | Accessible Single Room is located in Downtown Chicago, a neighborhood in Chicago. The area's natural beauty can be seen at Millennium Park and Grant Park, while Chicago Theatre ...Check Availability -
Downtown Chicago - United States
Sonder Jewelers Row
- Hotel
8.4 Fabulous (8)Sonder Jewelers Row features accommodation within 700 metres of the centre of Chicago, with free WiFi, and a kitchen with a dishwasher, a microwave and a toaster. This recently renovated aparthotel is ...Check Availability -
Downtown Chicago - United States
Bright Loop Studio w/ Gym, W/D & Pool, near Willis Tower, by Blueground
- 2 Guests 0Bedroom
10 Exceptional (1)This apartment is located in Downtown Chicago, 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
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 near Downtown Chicago]()
Farmstays near Downtown Chicago -
![Hotels near Downtown Chicago]()
Hotels near Downtown Chicago
Downtown Chicago and the best offers per the best accommodation
What is the best period with the best offers to stay in Downtown Chicago? If you are looking for accommodation in Downtown Chicago during the best period without the chaos of mass tourism, the low season month with the best tariffs is in the month of January. The week with the best prices for that month is the week from 1/15 to 1/22.
If instead you are looking for accommodation in Downtown Chicago during the high season, to enjoy the destination and it's capacities, the month of May is right for you. The most amount of accommodation available at the most convenient price is during the week that spans from from 5/21 to 5/28.
Downtown Chicago is a touristic destination where the accommodation has an average cost of 283 euros per night.
If you have limited time and you love last minute holidays, you can organize a weekend in Downtown Chicago and find holiday homes and apartments with great low cost offers particularly in the month of January. The best lowcost weekend is the one that stats from 1/14 to 1/16.
If instead you are planning a medium or long term holiday, the best low cost week is in the month of January from 1/15 to 1/22.
