Hotel vacation rentals in Chicago Loop
Find and book unique hotel rentals on Airbnb
Top-rated hotel rentals in Chicago Loop
Guests agree: these hotel rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago Loop hotel rentals
Family-friendly hotel rentals
Boutique hotel in Andersonville
4.67 out of 5 average rating, 6 reviews1BD Suite @ The Guesthouse Hotel(2)
Hotel room in Uptown
4.98 out of 5 average rating, 44 reviews1 BD Luxury Boutique Apartment
Aparthotel in Uptown
4.85 out of 5 average rating, 20 reviews2BD Suite @The Guesthouse Hotel (2)
Boutique hotel in Chicago
4.97 out of 5 average rating, 38 reviews1BD Suite @ The Guesthouse Hotel
Hotel room in Chicago
4.91 out of 5 average rating, 34 reviews2BD/2BA Luxury Apartment - Roof Deck Access
Shared hotel room in Near North Side
4.58 out of 5 average rating, 81 reviewsHotel Perks - Private Bedroom | Private Bathroom
Hotel room in Near North Side
4.4 out of 5 average rating, 30 reviewsHotel Perks - Private Bedroom | Private Bathroom
Hotel room in Near North Side
4.47 out of 5 average rating, 3671 reviewsHotel Perks - Private Bedroom | Private Bathroom
Hotel rentals with a pool
Hotel in Westmont
4.5 out of 5 average rating, 46 reviewsKing Bed with a private tub (breakfast included)
Hotel in Near North Side
4.91 out of 5 average rating, 11 reviewsHaven of Serenity! Pets Allowed, Onsite Pool
Hotel in Chicago
5.0 out of 5 average rating, 8 reviewsLight-flooded rooms and city views
Hotel in Streeterville
5.0 out of 5 average rating, 5 reviewsComfort and Relaxation! Parking, Near Navy Pier
Hotel in River North
4.5 out of 5 average rating, 4 reviewsA short drive to Willis Tower! 2 Comfortable Units
Hotel in Gold Coast
120-yr-old landmark with floor-to-ceiling views
Hotel in Chicago
4.5 out of 5 average rating, 6 reviewsLarge Unit Close to the Millennium Park! Parking!
Hotel in Near North Side
4.71 out of 5 average rating, 7 reviewsRelax and Unwind! Close to Water Tower Chicago!
Quick stats about hotel rentals in Chicago Loop
Total rentals
130 properties
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
2.8K reviews
Nightly prices starting at
$100 before taxes and fees
Destinations to explore
- Boutique hotel rentals United States
- Aparthotel rentals United States
- Hotel rentals United States
- Boutique hotel rentals Chicago
- Hotel rentals Chicago
- Boutique hotel rentals Chicago
- Hotel rentals Chicago
- Hotel rentals Downtown Chicago
- Boutique hotel rentals Downtown Chicago
- Rentals with beach access Chicago Loop
- Family-friendly rentals Chicago Loop
- Rentals with a washer and dryer Chicago Loop
- Boutique hotel rentals Chicago Loop
- Rentals with a sauna Chicago Loop
- Monthly Rentals Chicago Loop
- Kid-friendly rentals Chicago Loop
- Rentals with an EV charger Chicago Loop
- Loft rentals Chicago Loop
- Rentals with a patio Chicago Loop
- Fitness-friendly rentals Chicago Loop
- Rentals with a hot tub Chicago Loop
- Rentals with lake access Chicago Loop
- Rentals with a fireplace Chicago Loop
- Pet-friendly rentals Chicago Loop
- Rentals with outdoor seating Chicago Loop
- Rentals with breakfast Chicago Loop
- Condo rentals Chicago Loop
- Apartment rentals Chicago Loop
- Rentals with a fire pit Chicago Loop
- Rentals with pools Chicago Loop
- Hotel rentals Milwaukee
- Boutique hotel rentals Illinois
- Hotel rentals Illinois
- Boutique hotel rentals Cook County
- Hotel rentals Cook County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes