
Boutique hotel holiday rentals in Chicago Loop
Find and book unique boutique hotel rentals on Airbnb
Top-rated boutique hotel rentals in Chicago Loop
Guests agree: these boutique hotel rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for boutique hotel rentals in Chicago Loop
Family-friendly boutique hotel rentals

King Room in Theatre District

Charming King Bedroom in Loop

Free Coffee & Private Room - Traveler's Favorite!

1BD/1BA steps away from local shops, entertainment

Charming Private Room in Downtown

King Bedroom in Theatre District

TOP PICK: Solo/Group, Private Rooms, Free Coffee!

Private King Room in Theatre District
Other boutique hotel holiday rentals

King Room in Theatre District

Charming King Bedroom in Loop

Free Coffee & Private Room - Traveler's Favorite!

1BD/1BA steps away from local shops, entertainment

Charming Private Room in Downtown

Best Private Room in Downtown | Free Coffee

King Bedroom in Theatre District

Private King Room in Theatre District
Quick stats about boutique hotel rentals in Chicago Loop
Total rentals
30 properties
Nightly prices starting at
$116 SGD before taxes and fees
Total number of reviews
2.8K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Destinations to explore
- Waterfront rentals Chicago Loop
- Loft rentals Chicago Loop
- Rentals with outdoor seating Chicago Loop
- Rentals with beach access Chicago Loop
- Rentals with a firepit Chicago Loop
- Flat rentals Chicago Loop
- Rentals with an EV charger Chicago Loop
- Rentals with a cinema Chicago Loop
- Fitness-friendly rentals Chicago Loop
- Rentals with a fireplace Chicago Loop
- Apartment rentals Chicago Loop
- Rentals with a sauna Chicago Loop
- Rentals with breakfast Chicago Loop
- Pet-friendly rentals Chicago Loop
- Family-friendly rentals Chicago Loop
- Rentals with a washing machine and dryer Chicago Loop
- Rentals with a hot tub Chicago Loop
- Rentals with a patio Chicago Loop
- Rentals with lake access Chicago Loop
- Boutique hotel rentals Illinois
- Boutique hotel rentals United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- 875 North Michigan Avenue
- The Field Museum
- Illinois Beach State Park
- Washington Park Zoo
- Wicker Park
- Brookfield Zoo
- Museum of Science and Industry
- Garfield Park Conservatory
- Lincoln Park Zoo
- Raging Waves Waterpark
- Willis Tower
- The 606
- The Beverly Country Club
- Things to do Chicago Loop
- Things to do Chicago
- Sports activities Chicago
- Food and drink Chicago
- Nature and outdoors Chicago
- Tours Chicago
- Sightseeing Chicago
- Art and culture Chicago
- Things to do Cook County
- Food and drink Cook County
- Art and culture Cook County
- Sightseeing Cook County
- Tours Cook County
- Things to do Illinois
- Tours Illinois
- Sightseeing Illinois
- Art and culture Illinois
- Food and drink Illinois
- Nature and outdoors Illinois
- Sports activities Illinois
- Things to do United States
- Entertainment United States
- Food and drink United States
- Art and culture United States
- Wellness United States
- Sports activities United States
- Sightseeing United States
- Tours United States
- Nature and outdoors United States