Holiday homes & B&B in Chicago Loop
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 Chicago Loop
We have selected the best vacation rentals near Chicago Loop. Save money with Bluepillow by comparing the best deals from major travel websites near Chicago Loop
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Chicago Loop - 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 -
Chicago Loop - 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 -
Chicago Loop - 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 -
Chicago Loop - United States
Stylish Corner 2BR in the Loop | City & Lake Views
- 6 Guests 2Bedrooms
10 Exceptional (6)Located in Chicago, Stylish Corner 2BR in the Loop | City & Lake Views is in the city center. Art Institute of Chicago and Chicago Theatre are cultural highlights, and travelers looking to shop may want ...Check Availability -
Chicago Loop - 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 -
Chicago Loop - 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 -
Chicago Loop - 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 -
Chicago Loop - 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 -
Chicago Loop - 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 -
Chicago Loop - 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 -
Chicago Loop - 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 -
Chicago Loop - 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 -
Chicago Loop - United States
Sonder Jewelers Row | One-Bedroom Apartment
- 2 Guests 1Bedroom
10 Exceptional (2)This apartment is located in Downtown Chicago, a neighborhood in Chicago. The area's natural beauty can be seen at Millennium Park and Grant Park, while Art Institute of Chicago and Chicago Theatre are ...Check Availability -
Chicago Loop - 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 -
Chicago Loop - United States
Spectacular Corner 2BR Penthouse in the Loop | Roof Deck
- 6 Guests 2Bedrooms
9.2 Exceptional (14)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 -
Chicago Loop - United States
Spectacular Corner 3BR in the Loop | City Views
- 6 Guests 3Bedrooms
10 Exceptional (2)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 Art Institute of Chicago and Chicago Theatre are cultural highlights. ...Check Availability -
Chicago Loop - United States
Sonder The Plymouth | Three-Bedroom Apartment
- 5 Guests 3Bedrooms
9.8 Exceptional (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 -
Chicago Loop - 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 -
Chicago Loop - United States
Sonder The Plymouth | Two-Bedroom Apartment
- 3 Guests 2Bedrooms
9 Exceptional (34)This apartment is located in Downtown Chicago, a neighborhood in Chicago. Art Institute of Chicago and Chicago Theatre are cultural highlights, and travelers looking to shop may want to visit Navy Pier ...Check Availability -
Chicago Loop - United States
Sonder The Plymouth | Superior Three-Bedroom Apartment
- 6 Guests 3Bedrooms
9 Exceptional (59)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 Chicago Loop]()
Farmstays near Chicago Loop -
![Hotels near Chicago Loop]()
Hotels near Chicago Loop
Chicago Loop and the best offers per the best accommodation
What is the best period with the best offers to stay in Chicago Loop? If you are looking for accommodation in Chicago Loop during the best period without the chaos of mass tourism, the low season month with the best tariffs is in the month of March. The week with the best prices for that month is the week from 04/03 to 11/03.
If instead you are looking for accommodation in Chicago Loop during the high season, to enjoy the destination and it's capacities, the month of July is right for you. The most amount of accommodation available at the most convenient price is during the week that spans from from 22/07 to 29/07.
Chicago Loop is a touristic destination where the accommodation has an average cost of 189 pounds per night.
