
Places to stay in Chicago Loop
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Top-rated places to stay in Chicago Loop
Guests agree: these places to stay are highly rated for location, cleanliness, and more.
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Popular amenities for Chicago Loop places to stay
Other great vacation rentals in Chicago Loop
Guest favorite

Apartment in The Loop
4.93 out of 5 average rating, 182 reviewsLavish 2BR/2BA Loft I Next to Grant Park & Museums
StaceyRating, 5 stars3 weeks ago
Our stay was great. The place looked just like the pictures, super close to the train and easy to get around. Very large living room and table to accommodate a family meal. Both bedrooms were large with very sunny exposures. When sitting in the living room you can see and hear the train, however it the bedrooms it was no problem. They also did provide ear plugs if you are a particularly light sleeper. Everything was great. The directions for entry and departure seemed a bit daunting in print but proved easy to execute once you were on the property.
Guest favorite

Hotel room in The Loop
4.88 out of 5 average rating, 51 reviewsSouth Loop Studio Hotel (305)
MarkRating, 5 stars2 weeks ago
Perfect stay for our night in the city. Thanks very much!

Hotel room in River North
4.49 out of 5 average rating, 76 reviewsOnsite spa and indoor/outdoor rooftop bar
TrungRating, 5 stars1 week ago
The place is spacious, clean, and close to a lot of activities.

Shared hotel room in Near North Side
4.75 out of 5 average rating, 24 reviewsConvenient Stay In The Heart of River North
AveryRating, 5 stars2 weeks ago
Great place to stay and very nice lounge/ lobby area. Nice that there are more private bathrooms in the basement.

Hotel room in Magnificent Mile
4.83 out of 5 average rating, 6 reviewsCity Escape! Pets Allowed, Parking!
ChanceRating, 5 stars3 months ago
Literally in the middle of everything surrounding with great restaurants and great views and sightseeing places to check out such as the navy pier, millienuim park , and more… it was just perfect I wouldn’t have picked a better place to stay.

Hotel room in The Loop
4.76 out of 5 average rating, 244 reviewsA polished, modern affair on iconic Michigan Ave.
StephRating, 5 stars2 weeks ago
good location, close to transit, room was as described.

Hotel room in Gold Coast
4.51 out of 5 average rating, 893 reviewsLuxury Stay - Claridge House, Queen Room
JeffRating, 5 stars2 weeks ago
A great value for a city boutique space. Room was comfortable and well appointed. Street was more residential but steps from everything downtown has to offer.
Guest favorite

Hotel room in The Loop
4.88 out of 5 average rating, 8 reviewsModern design and smart amenities
KaylinRating, 5 stars4 days ago
We are obsessed with Arlo Chicago! The staff is just top tier: so polite, patient, and helpful (they text you at the beginning of your stay so you can reach out to them at any time). The espresso martini at their restaurant About Last Knife is fantastic. The very best part is the location! We only took a car once in the five days we were there. The hotel is within walking distance of so many things! We cannot recommend this place enough!
Quick stats about vacation rentals in Chicago Loop
Total rentals
1.1K properties
Total number of reviews
28K reviews
Family-friendly rentals
290 properties are a good fit for families
Pet-friendly rentals
610 properties allow pets
Rentals with a pool
540 properties have a pool
Rentals with dedicated workspaces
550 properties have a dedicated workspace
Destinations to explore
- Rentals with beach access Chicago Loop
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- Loft rentals Chicago Loop
- Condo rentals Chicago Loop
- Rentals with a patio Chicago Loop
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- Rentals with an EV charger Chicago Loop
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- Kid-friendly rentals Chicago Loop
- Fitness-friendly rentals Chicago Loop
- Rentals with a sauna Chicago Loop
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- Rentals with a hot tub Chicago Loop
- Rentals with a home theater Chicago Loop
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- Apartment rentals Chicago Loop
- Rentals with breakfast Chicago Loop
- Rentals with a fire pit Chicago Loop
- Rentals with lake access Chicago Loop
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Lincoln Park
- Museum of Science and Industry
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Wicker Park
- Willis Tower
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center
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