Holiday houses in West Loop, Chicago
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in West Loop, Chicago
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for West Loop, Chicago holiday rentals
Other great holiday rentals in West Loop, Chicago
Guest favourite
Apartment in Near North Side
4.89 out of 5 average rating, 370 reviewsGreat Location Studio in the Gold Coast!!
22 – 29 Jan
$1,161 AUD total
Guest favourite
Apartment in West Loop
4.98 out of 5 average rating, 195 reviewsBeautiful and spacious West Loop apartment.
30 Sept – 7 Oct
$5,843 AUD total
Guest favourite
Apartment in Wicker Park
4.95 out of 5 average rating, 254 reviewsHeart of Bucktown
19 – 24 July
$1,417 AUD total
Guest favourite
Apartment in Chicago
4.98 out of 5 average rating, 128 reviewsModern Apt with style & comfort in Pilsen Chicago
10 – 17 July
$1,885 AUD total
Guest favourite
Guest suite in West Loop
4.91 out of 5 average rating, 80 reviewsCozy one-bedroom suite in the heart of West Loop
9 – 16 Jan
$1,853 AUD total
Guest favourite
Apartment in West Town
5.0 out of 5 average rating, 37 reviewsCozy Studio in Perfect Location
29 Jan – 5 Feb
$1,998 AUD total
Guest favourite
Apartment in West Loop
4.97 out of 5 average rating, 31 reviewsFulton House #1 - Studio Only
23 – 30 June
$2,996 AUD total
Guest favourite
Guest suite in West Town
4.92 out of 5 average rating, 39 reviewsRenovated basement studio w/ independent entrance
18 – 25 Oct
$1,819 AUD total
Quick stats about accommodation in West Loop, Chicago
Total rentals
490 properties
Rentals with dedicated workspaces
310 properties have a dedicated workspace
Rentals with a pool
250 properties have a pool
Pet-friendly rentals
270 properties allow pets
Family-friendly rentals
200 properties are a good fit for families
Total number of reviews
13K reviews
Destinations to explore
- Rentals with a hot tub West Loop
- Pet-friendly rentals West Loop
- Rentals with a fireplace West Loop
- Family-friendly rentals West Loop
- Rentals with a patio West Loop
- Apartment rentals West Loop
- Rentals with a sauna West Loop
- Rentals with a washing machine and dryer West Loop
- Monthly Rentals West Loop
- Condo rentals West Loop
- Rentals with outdoor seating West Loop
- Fitness-friendly rentals West Loop
- Rentals with pools West Loop
- Rentals with an EV charger West Loop
- Kid-friendly rentals West Loop
- Rentals with a fire pit West Loop
- 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