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 ...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
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 | Studio Apartment
- 2 Guests 0Bedroom
8 Fabulous (4)Sonder The Opal | Studio Apartment is located in Downtown Chicago, a neighborhood in Chicago. Chicago Theatre and Art Institute of Chicago are cultural highlights, and travelers looking to shop may want ...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
Mag Mile**Large 3br*Walk to Everything* Location Location!
- 7 Guests 3Bedrooms
9 Exceptional (2)This condo is located in Downtown Chicago, a neighborhood in Chicago. Chicago Cultural Center and Merchandise Mart are notable landmarks, and the area's natural beauty can be seen at Chicago Riverwalk ...Check Availability -
Downtown Chicago - United States
Sonder Jewelers Row | Two-Bedroom Apartment
- 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
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 -
Downtown Chicago - United States
Beautiful Corner 2 Bedroom in the Loop | Roof Deck
- 6 Guests 2Bedrooms
9.2 Exceptional (14)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
Beautiful two bedroom two baths Just steps away from Millennium Park the ❤️
- 3 Guests 2Bedrooms
10 Exceptional (4)Beautiful two bedroom two baths Just steps away from Millennium Park the ❤️ is located in Downtown Chicago, a neighborhood in Chicago. Chicago Cultural Center and Merchandise Mart are notable landmarks, ...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
2BR Elegant Premium Suite With Balcony & Sweeping City Views
- 6 Guests 2Bedrooms
9.5 Exceptional (7)This apartment is located in Downtown Chicago, a neighborhood in Chicago. Chicago Theatre and Art Institute of Chicago are cultural highlights, and travelers looking to shop may want to visit Navy Pier ...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
Amazing 2B/2BA Condo In Downtown Chicago- Located Within Minutes Of Attractions!
- 6 Guests 2Bedrooms
9.6 Exceptional (20)Located on the waterfront, this condo is 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 ...Check Availability -
Downtown Chicago - United States
Stunning 3BR Penthouse in the Loop | Roof Deck
- 8 Guests 3Bedrooms
10 Exceptional (14)This apartment is located in Downtown Chicago, a neighborhood in Chicago. Chicago Theatre and Art Institute of Chicago are cultural highlights, and travelers looking to shop may want to visit Navy Pier ...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
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: the best offers for the best accommodation and holiday homes
How much doeas it cost to stay in Downtown Chicago? The more economical accommodation in Downtown Chicago has an average cost of 192 pounds per night.
If you want to organize a holiday in Downtown Chicago during the low season, where you can enjoy the destination without the hectic turism, March is the best month. The week with the highes amount of accommodation available at the best price is from 04/03 to 11/03.
If instead you are looking for the high season, the highest amount of accommodation available with the lowest price is in the month of October, during the week that spans from 30/09 to 07/10.
